Vacation Rentals By Owner In Chatham, MA

$1219.18

Located in a quiet neighborhood, less than a mile from downtown Chatham

Chatham, Massachusetts, United States

This home is ideal for your family vacation! Located in a quiet neighborhood, it's less than a mile from downtown Chatham and Oyster Pond beach. It's also close to the fish pier. The house has 4 bedrooms (1 queen, 1 king, 4 twins) and 2 full baths. Each bedroom and the living room have air conditioning units. Enjoy grilling in the private backyard and relaxing on the deck. An outdoor shower is available after a day at the beach. Book now for your Chatham vacation! Call Chatham Rentals to plan your visit!

4

Bed

2

Bath

8

Sleeps

$1356.62

/ Nightly

Private Vacation Home

Pondside Retreat - Beach Access, Game Room, Firepit, Spacious Yard & Water Views

Chatham, Massachusetts, United States

Welcome to your perfect Cape Cod getaway for families or a group of friends! This beautiful retreat offers stunning pond views, spacious outdoor seating, a cozy firepit, & a basement packed with fun including a ping pong table & board games. Need to get some work done A dedicated office space ensures you can stay connected while enjoying your vacation.brbrWalk to small neighborhood beach br1.8 miles to downtown Chathambr2.1 miles to Lighthouse BeachbrbrExperience Chatham with us & Learn More Below!brbrKEY FEATURES:br☀ Location & views: Waterfront with stunning views from most rooms!br☀ Sleeps 8: 4 bedrooms, 1 king, 1 queen, 1 full, 2 twinbr☀ Bathrooms: 3 full bathrooms + 1 half bathroom + outdoor showerbr☀ Outdoor: Spacious patio + firepit & upper level deck + grillbr☀ 2 Kayaks, Croquet & Boccebr☀ Open concept living room + dining br☀ Modern amenities and well-equipped kitchen br☀ Finished Basement with a ping pong table & board gamesbr☀ Dedicated office + workpacebr☀ Sun room with dining table brbrHere Are A Few Kind Words From Our Past Guests:brbrWe stayed here with large family group in May 2025 and simply loved this place. Very quiet and beautiful surroundings especially the birds in the pond in the backyard. Very nicely furnished and tastefully decorated. We loved the local area near Chatham with nice restaurants and things to see and do. Everyone in our group was delighted with the experience. Would definitely stay again here.br - ShridharbrbrGreat spot - would recommend. Host was very responsive, location is incredible. - JamesbrbrWill do it again! Everyone enjoyed the home completely. Beautiful neighborhood. Quite. Clean. Highly recommend. Thank you for the opportunity. See you soon. - Jeffreybrbr☆☆ BEDROOMS ☆☆brbrThis gorgeous home accommodates 8 guests in 4 bedrooms. Each bedroom is fitted with luxurious hotel quality linens. brbrUpper level: 1 bedroombr- Bedroom #1: King bed, TV, ensuite bathroom with a walk in shower and double sinks, and slider to a private deck brbrFirst level: 3 bedrooms br- Bedroom #2: Queen bed with sliders out to the backyard br- Bedroom #3: Full bed br- Bedroom #4: Two twin beds & ensuite bathroom with sliders to the backyardbrbr☆☆ BATHROOMS ☆☆brbrThere are three full bathrooms and one half bathroom in this home, each of them stocked with all the essentials you need for the duration of your stay including shampoo, conditioner, body wash, hand soap, lotion, hair dryers, and towels.brbrUpper level:br- 1 Full bathroom: Ensuite in the primary bedroom with a walk in shower br- 1 Half bathroom: In the hallway between the living room, office, and primary bedroom brbrFirst level:br- 2 Full bathrooms: One in the twin bedroom, the other one in the hallway between the living room + bedrooms brbr☆☆ KITCHEN & LOUNGE ☆☆brbrUpper level:brBright and air open concept living! brbr- Kitchen: fully equipped with all the appliances, cookware, and utensils you need to feel at home including a Keurig and Nespresso machine. br- Dining: There is a dining room table with seating for 6 guests, with additional chairs to fit up to 8 guests. There is also a bistro table with seating for 4 guests. br- Living room: There is a living room with a cozy couch and TV + roku to stream all of your favorites. br- Sun room: Bright sun room with a dining table with seating for 6 guests and access to the upper level deck. br- Office: Equipped with a desk + chair, couch, and bookcase filled with books. br- Washer & Dryer: located in the closet off of the kitchenbrbrFirst level: br- Living room: spacious second living room equipped with couches, chairs and TV with a roku to stream all of your favorites! There is also a table with 4 chairs and slider to the lower level deck/patio. brbrBasement: br- The perfect place for the kids to have fun! The basement has a ping pong table, tons of board games & puzzles, a couch, seating area and TV with a roku! brbr☆☆ OUTSIDE SPACE ☆☆brbr- Backyard: Experience outdoor living on the water! The exterior area of this home boasts a large backyard with a patio including a dining table, seating area, and firepit. There is direct access to Oyster Pond River. There are two single use kayaks + oars and may be used at your own risk. brbr- Upper level deck: Access the deck from the sun room and primary bedroom. The deck off of the primary bedroom has a grill, 2 chairs, and the primary deck has a dining table with seating for 4 guests, and chairs perfect for soaking in the view. brbr☆☆ COOLING ☆☆brThe house has mini splits throughout for air conditioning. brbr☆☆ PROXIMITY TO CHATHAM BEACHES ☆☆brbr- Small neighborhood beach: .1 milebr- Oyster Pond Beach: 1.5 milesbr- Lighthouse Beach: 2.1 miles br- Jacknife Beach: 4.7 miles br- Hardings Beach: 4.9 miles brbr☆☆ NEARBY PLACES IN CHATHAM ☆☆brbr- Wequassett Resort & Golf Clubbr- Downtown Chathambr- Stop & Shopbr- Chatham Bars Innbr- Chatham Seaside Link Golf Coursebr- Orpheum Theatrebr- Chatham Band Standbr- Veterans Field (catch a summer Chatham A's baseball game!)br- Chatham Village Market Grocery Storebr- The Chatham Squirebr- Lighthouse Beachbr- Oyster Pond Beachbr- Chatham Filling Stationbr- Delmar Bar & Bistrobr- Impudent Oysterbr- Viera on Mainbr- Sweet Tomatoes Pizzabr- Bluefins Sushi & Sake Barbrbr★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★

4

Bed

3

Bath

8

Sleeps

$326.91

/ Nightly

Condo

Townhouse-style condo at The Hammond House located across from Lighthouse Beach!

Chatham, Massachusetts, United States

Discover the charm of The Hammond House, a townhouse-style condo ideally situated across from Lighthouse Beach. Perfect for two, this spacious retreat features a king bed, nautical décor, and modern comforts including window A/C units, Wi-Fi, and cable TV. You can enjoy your morning coffee or evening meals at the picnic table on the front patio, or take a short walk into Chatham Village for local shopping, dining, and entertainment. To help you settle in, the owner provides a complimentary Welcome Bag featuring a reusable tote with essential paper and cleaning products. Contact Chatham Rentals today, and let our agents help you plan your stay.

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Bath

Sleeps

$1720.13

/ Nightly

Private Vacation Home

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Chatham, Massachusetts, United States

Stunning 4-Bedroom Oasis in a great location with Pool, Hot tub, and outdoor kitchen..brbrYour comfort and enjoyment are our top priorities. While I'm readily available to assist with any questions or concerns, I respect your privacy and won't intrude unless absolutely necessary. Feel free to reach out at any time, and I'll ensure your stay is as seamless and memorable as possible.brbrQuite neighborhood walking distance to Hardings Beach. brbrYou'll have full access to the property except the garage. brbrWelcome to our stunning 4-bedroom, 4-bathroom oasis, perfectly nestled just a stroll away from the pristine shores of Hardings Beach. This completely rehabbed gem boasts every modern luxury imaginable. Dive into relaxation with your own private pool and hot tub, perfect for unwinding under the sun or stars. For indoor entertainment, indulge in endless fun in our game room or catch a blockbuster in the cozy movie room. As evening falls, gather around the fire pit area for s'mores and stories under the twinkling night sky. Outdoor cooking is a breeze with our fully equipped kitchen, ideal for al fresco dining and entertaining. Plus, with a paddle board rental shop and scenic walking trail just steps away, adventure awaits right at your doorstep. Experience the ultimate blend of comfort, convenience, and coastal charm at our luxurious retreat.brbrBedroom 1- King Bed w/ Ensuite (first floor)brBedroom 2- King Bed w/ jack and jill en suitebrBedroom 3- (2) Fullbeds w/ jack and jill en suitebrBedroom 4- (3) twinsbrBasement- twin day bed with pull out trundle

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Sleeps

$652.36

/ Nightly

Private Vacation Home

The Nook on Nob Hill, The Nook on Nob Hill

Chatham, Massachusetts, United States

Walk to Downtown Chatham & Cape Cod Rail TrailbrbrbrbrThe Perfect Cape Cod Vacation Rental for Families & Outdoor Enthusiastsbrbr Featured in Capeology's “Top Places to Stay on Cape Cod Fall 2025”!brbrRead the article herebrbrbrbrLooking for a Chatham vacation rental that puts you steps from the action Welcome to The Nook on Nob Hill, a cozy, family-friendly getaway in the heart of Cape Cod. Nestled just a short walk from downtown Chatham and directly across from public sports courts and the Cape Cod Rail Trail, this three-bedroom vacation home offers the perfect blend of convenience, comfort, and modern coastal charm.brbrPrime Location – Walk to Everything!brbrDowntown Chatham (~5 min walk) – Stroll to boutique shops, cafes, & top-rated restaurantsbrbrCape Cod Rail Trail (across the street) – Explore miles of scenic biking & walking pathsbrbrPublic Sports Courts (across the street) – Play pickle ball, tennis, or basketball just steps awaybrbrBeaches Nearby – Harding’s Beach, Lighthouse Beach & Ridgevale Beach are a short drive awaybrbr Chatham Vacation Home – Key Featuresbrbr3 Bedrooms | Sleeps 6 comfortably (1 Queen, 3 Full Beds)brbr1 Full Bathroom + Outdoor Shower (seasonal) – Ideal for post-beach rinse-offsbrbrFully Equipped Kitchen – Stocked with cookware, modern appliances & a dual coffee makerbrbrCozy Living Room – Smart TV, board games & books for a relaxing staybrbrFast WiFi – Stream your favorites or work remotely with easebrbrOutdoor Living Area – Spacious deck with dining space, front patio & a Solo Stove fire pit for cozy nightsbrbrCentral Air Conditioning – Stay cool in the summer & warm in the winterbrbrFull Washer & Dryer – Pack light & refresh your clothes during your staybrbrLinens Provided – No need to bring sheets or towelsbrbrBikes Available – Ride the Cape Cod Rail Trail straight from the housebrbrBeach Chairs + Umbrella – Access to 6 beach chairs and an umbrella so you don't need to BYObrbr Important NotesbrbrNo pets allowed.brbrNo smoking on the property.brbrPrimary renter must be at least 25 years old to book. A valid photo ID is required prior to check-in.brbrA rental contract must be agreed to during the booking process. The Guest is responsible to read and understand the rental rules prior to booking. By clicking Request to book the Guest is accepting all of the terms and conditions.brbrThis home is on a septic system so occupancy is strictly enforced to avoid a septic backup of sewage in to the house. Your max occupancy during your booking is what you submit in your booking. Additional guests must be approved.brbrCheck-out time is strict, and if our cleaners arrive while you're still at the house, we may incur extra charges, which will be passed on to our guests. brbrWe are not responsible for any injuries, illnesses, or accidents that may occur during your stay, nor for the loss of personal belongings or valuables.brbrA Trust + Safety Fee is applied per night in lieu of a security deposit.brbr ★☆ Book Now & Let Us Host You at The Nook on Nob Hill! ☆★brbr Follow & tag us on Instagram: @pleasantchathamcapes

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Bath

Sleeps

$1115.33

/ Nightly

Private Vacation Home

Slow M'Ocean – A Fresh Take on Cape Calm

Chatham, Massachusetts, United States

3 Bedroom - 3.5 Baths - Sleeps 8brA 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details.brComplimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy.brWe offer a 4 pm Check-In and 10 am Check-OutbrbrNew build just completed last year available for your Chatham getaway this summer! Linens included, dogs okay, and central A/C round out the top line amenities. A half mile from the iconic Chatham Lighthouse, a short drive to downtown Chatham and updated, modern coastal decor with open concept living, three bedrooms with ensuite bathrooms and amazing outdoor space on every level. Be the first to stay at Slow M'Ocean where time stands still and you can relax in style!brbrOwners Share Why I Love My Home:brWelcome to Slow M'OCean! We're happy you've chosen our beach house for your vacation and hope your stay is special. You'll experience many spectacular sunsets, ever changing views and tides from our deck. May your days on the Cape be sunny and enjoyable with lots of walks on the beach. brbrLet Us Tell You About This Home:brWelcome to 37 Clam Shell Chatham - Slow M'Ocean! This quaint neighborhood with a handful of homes is waiting for you. A short walk will take you to the beach for clamming and Outermost Harbor. Just a half mile up the road visit Chatham Lighthouse (a real working Lighthouse) and Chatham Lighthouse Beach, an awesome place to take long walks along the sandy shores. Only 1.3 miles walk to the quaint village of Chatham. Linens (bed sheets, bath/beach/kitchen towels) are included with this home. Central A/C and Wifi throughout to keep you cool and connected.brbrEntrance to this home is up the stairs from the ground floor level. As you take your first steps in, you'll notice right away how bring and open this home is. The main level boasts an open concept living space with light wood flooring, beachy decor and windows with views everywhere! The living room is set up perfectly for catching up with your group or catching the baseball game on the large, flat screen SmartTV over the gas fireplace (for off season use only). This space is open to the two dining areas - a breakfast nook perfect for the younger set overlooking the back deck and the kitchen bar with room for five. The fully equipped kitchen as all brand new appliances including induction cook top stove and oven, dishwasher, fridge, microwave, toaster and Keurig coffee maker. The marble countertops and dark wood create an inviting place to plan the days meals. The whimsical lighting enhances the area while the many large windows highlight the views and the summer sun.brbrThe large, wraparound deck has additional dining for six to enjoy summer-style meals on - put the umbrella up for shade or leave it off for sunny days. The opposite end has an outdoor living room with plenty of seating to spend time soaking up the rays. brbrThe main level has a half bathroom for general use. Down the hallway is the first bedroom with a twin bunkbed with trundle and a separate twin allowing this room to sleep four. There is a flat screen, Smart TV with streaming services so remember to bring your passwords. Bedroom #1 has an ensuite bathroom with glass enclosed shower.brbrHeading back to the living room you will ascend to the upper level where you will find the remaining two bedrooms. Bedroom #2 has a queen bed, a window seat perfect for summer reading, a large, flat screen SmartTV and an ensuite bathroom with glass enclosed shower. Check out the views in this room!brbrThe primary bedroom is the crown jewel of this home! The light wood floor, the peaked white ceilings and the large windows let the Cape Cod sunlight in and create the ideal summer environment! The king bed is so inviting as it faces a large, flat screen SmartTV, gas fireplace (for off season use), small sitting area and access to the outdoor deck with peek-a-boo ocean views! Bring your coffee out on the deck to the bistro table and watch the sun rise! Does it get any better than that! brbrThe bathroom is right out of an architectural magazine! A large walk-in, glass enclosed shower with steam function, a deep soaking tub that lets the sunlight or moonlight in, a large cabinet with tons of storage, marble countertop and double sinks. brbrFor your convenience, the upper level has a laundry area with a washer and dryer.brbrFor rainy days, there is a ping pong table on the ground level for high-stakes competitions! Let's say one salt water taffy per point! The backyard is perfect for your furry family members to lounge in the grass as a dog is allowed at this home. After a fun day at the beach don't forget to rinse off in the enclosed outdoor shower with hot and cold water (still under construction)! Enjoy the gas grill for outdoor dining - hot dogs and burgers on the grill are the quintessential summer fare. Gather around the firepit to share stories, laughter, and memories under the starsbrConsider choosing Slow M'Ocean as your annual Cape Cod vacation spot! brbrFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrWith all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).brbrThis home has Keyless Entry for your convenience.brNO smoking of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brDog friendly homes are for a DOG only. This home allows 1 dog for $25 per night. A Pet Registration form must be completed upon reservation confirmation.brMax parking of cars at property: 4 - No parking on the lawn anytime. brTown of Chatham Rental Certificate: STR-604brbrAdditional Information to Assist You:brOur calendars are updated in real-time and are accurate.brDeparture cleaning is included with your reservation at no additional charge. Follow our basic check-out instructions at your departure for no additional cleaning charges.brState and local taxes are charged if applicable. brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept American Express, Mastercard and Visa for payments.brA confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this home. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as a blanket, quilt, bedspread etc.brYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea Info: *Mileage is approximatebr0.2 Mile to Lighthouse Beach br1.4 Miles to The Chatham Squire and Kate Gould Park (Where the town band concerts are held)br1.5 Miles to Chatham Bars Inn, offering dining and spa that are open to the public.br1.8 Miles to the Chatham Fish Pier (A great place to see the fishing boats come in, grab some fresh seafood, and even see some seals!)br1.9 Miles to Veterans Field, catch a Cape Cod Baseball league game featuring the Chatham Anglers!br2.9 Miles to the bike path at Stepping Stones Road - More info on The Rail Trail can be found here: Info on Cape Cod bike trails

Bed

Bath

Sleeps

$629.48

/ Nightly

Private Vacation Home

Beautiful Chatham, Sun Sand & Surf. 8/10 mile to beaches ,pet friendly home

Chatham, Massachusetts, United States

Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings having your coffee or tea on a pristine deck. or walk to Cocklecove beach to see the morning sunrise, enjoy fun summer lazy days at all the nearby beaches., or just relax at home ,have a family barbecue .walk to the ice cream shop, or enjoy riding your bike to main town. Chatham historical Society is a must see, as well try the best pizza in town, Carmines Cafe, on main street .The family must visit the Chatham fish Pier ,enjoy fresh lobster, clams, and clam chowder..Don't miss Chatham lighthouse beach for stunning views of the Atlantic ocean. In the center of town there is a new movie theater for your enjoyment. Also you can take day trips to Nantucket or the the famous Martha's Vineyard.br

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Sleeps

$926.84

/ Nightly

Private Vacation Home

Spacious Home on the Loop in Chatham

Chatham, Massachusetts, United States

Located on the Loop in scenic Chatham, this house rents Saturday to Saturday. brbrThe large living room opens onto a deck with casual seating. The well appointed kitchen/great room opens onto a second deck with a dining area. Both decks overlook conservation land with an abundance of bird life and sea breezes off nearby Stage Harbor. Comfortable beds with new linens, two Wifi enabled TVs, high speed internet, Bluetooth stereo and a study loft complete the picture.brbrThe Loop has become a Chatham institution favored by walkers, runners and cyclists. The straight Cedar Street section then winds down to scenic views of Stage Harbor, past the Harbormaster's Office and Town dock, then climbs back up to Oyster Pond. Or turn onto Bridge Street to make your way to the Atlantic beaches and along Shore Road, returning to the house through town.brbrThe house is a 5 minute walk from the public landing at Battlefield Road. The beach there is a popular spot to launch a kayak or stand-up paddle board or simply to frolic in the protected waters of Stage Harbor. The house is a mile from family friendly Oyster Pond Beach and a little over a mile to the restaurants and shops of downtown Chatham.

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Bath

Sleeps

$509.37

/ Nightly

Private Vacation Home

Beautiful Home w/ Artistic Flair!

Chatham, Massachusetts, United States

Summary:brbr16657 - Artist's Haven: Beautiful Home w/ Artistic Flair!brbrbrbrThe Space:brbrOn the Cul-de-sac of a private Chatham neighborhood sits this unique recently renovated 3 bedroom home. The tasteful artistic flair and modern style of this house will serve as the perfect backdrop for your next Cape Cod getaway. Best of all don’t worry if you can’t bear the idea of traveling without your dogs, you can bring up to two with you to Artist's Haven!brbrbrbrUpon arriving you will find plenty of parking in the wrap-around driveway. Walking up the front stairs you are first greeted by a front farmers porch which opens into a larger side deck featuring a propane grill and outdoor shower. Stepping into the house you walk through a beautiful and well stocked Chef’s kitchen and dining area which is the perfect space to craft and enjoy your own vacation culinary masterpieces.brbrbrbrAlso on the main floor is a bedroom featuring a Queen size bed, bathroom and spacious living room/tv area. Up the stairs you will find another living room/TV area and convenient work space in case you need to do a little work while enjoying your vacation. Also on the second floor is a large bedroom with three twin beds which is the perfect space for kids. Downstairs a well appointed and recently renovated basement apartment features a Queen size bed, separate bathroom, couch and living area. This home features a central vacuum system, radiant heat and a washer/dryer in the downstairs bathroom area. brbrbrbrOn both the main floor and upstairs of this charming Cape getaway there are gas fireplaces for your enjoyment--an ideal way to provide some cozy comfort after a long day of seaside adventure. Outside there is a dining table and chairs on the deck as well as a seating area around an outdoor chiminea. Both of these are perfect places to enjoy the beautiful Cape Cod weather day or night. Directly next to the house is the Cape Cod Rail Trail which is a 25.5 mile activity path ideal for biking, walking or running that can take you all the way to Yarmouth or Wellfleet. brbrbrbrArtist's Haven is centrally located which makes it a quick drive to enjoy the many attractions Cape Cod has to offer. Whether touring downtown Chatham, playing one of the several area Golf Courses, or soaking up the sun on nearby Forest Beach (1.2 miles away) you will find this house to be the perfect mix of privacy and central location for your next Cape Cod dream vacation.brbrbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog)brbr-Sleeps 7brbr-3 FloorsbrbrBedroomsbrbr-Total 3brbr-1st Floor Bedroom 1 Queen Bedbrbr-2nd Floor Bedroom: 3 Twin Bedsbrbr-Ground Floor Bedroom: 1 Queen BedbrbrBathroomsbrbr-Total 3brbr-1st Floor: Full Bathroom w/ Showerbrbr-2nd Floor: Full Bathroom w/ Shower/Tub combobrbr-Ground Floor: Full Bathroom w/ ShowerbrbrOther Amenitiesbrbr-Window A/C Units in Bedroomsbrbr-WiFibrbr-Cable TV brbr-Washer/Dryer brbr-Gas Grill brbr-Chimineabrbr-Deck with Furniturebrbr-Outdoor Showerbrbr-Walkout Basementbrbr-Located Directly on the Cape Cod Rail Trailbrbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbrbr-Cleaned with Hospital Grade DisinfectantbrbrC0412960550brbrbrbrThe Neighborhood:brbrGeneral

3

Bed

3

Bath

7

Sleeps

$2132.32

/ Nightly

Private Vacation Home

Waterfront Chatham Escape, Pet Friendly, Pond Views & Beach Nearby

Chatham, Massachusetts, United States

4 Bedroom - 4.5 Baths - Sleeps 10brDuring peak summer weeks, our properties typically require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season.brGuests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)brWe offer a 4 pm Check-In and 10 am Check-OutbrbrEscape to this pet-friendly waterfront Chatham retreat with stunning Oyster Pond views. Nestled in a quiet neighborhood just minutes from beaches, shops, and dining, this home offers the ideal setting for unforgettable coastal getaways with everyone included—even your four-legged family members.brbrLet Us Tell You About This Home:brDiscover the charm of classic Cape Cod living in this spacious and inviting Chatham retreat, thoughtfully designed for comfort, style, and beautiful waterfront views of Oyster Pond. Located on a salt-water pond in a quiet neighborhood, this home offers the perfect setting for a peaceful and memorable Cape getaway and will accept your pet!brbrOn the first floor, you'll find an open and airy layout that makes gathering easy. The fully equipped kitchen includes a large side-by-side refrigerator, making it easy to stock up for family meals and beach days. The kitchen flows seamlessly into the dining area, where a large dining table seats up to 10 guests, perfect for shared meals and entertaining. Just beyond, the welcoming living room features two couches and an additional chair arranged around the television, creating the perfect space to relax after a day by the water.brbrAlso on the first floor, you'll find three bedrooms, along with two full bathrooms and one half bathroom for added convenience:brbrBedroom 1 - Two Twin beds with trundles - First floorbrBedroom 2 - King - First floorbrBedroom 3 - King - First floorbrBathroom 1 - Full - First floorbrBathroom 2 - Full - First floorbrBathroom 3 - Half First floorbrbrHead upstairs to the second floor, where an additional living space offers another inviting area to unwind. This level has a TV and a pool table, all complemented by beautiful views of Oyster Pond.brbrThe second floor also includes Bedroom 4 and an additional sleeping area, two full bathrooms, providing plenty of space and privacy for larger groups:brbrBedroom 4 - Two Twin beds and one Double bed - Second floorbrAdditional Sleeping Area - King - Second floorbrBathroom 4 - Full - Second floorbrBathroom 5 - Full - Second floorbrbrStep outside to enjoy the home's exceptional waterfront outdoor living space. The backyard patio overlooks the salt-water pond and is furnished for dining and relaxing, creating the perfect place to enjoy morning coffee, afternoon sun, or evening meals by the water. A BBQ grill makes cookouts easy, while the large enclosed outdoor shower offers the perfect spot to rinse off after a day at the beach.brbrAdditional conveniences include central A/C throughout, an attached oversized two-car garage, and a driveway with additional parking space for multiple vehicles.brLocated just moments from Chatham's favorite beaches, shops, and restaurants, this home offers easy access to everything the area has to offer while still providing a quiet neighborhood retreat.brbrWith its spacious layout, waterfront setting, and ideal location, this home is the perfect place to create lasting Cape Cod memories with family and friends.br*Security Cameras: Exterior cameras are positioned around the outside of the home, including near the driveway and side of the property.brFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrGuest Welcome Starter Bag Included: With all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).brbrTown of Chatham Rental Certificate: STR-215brThis home has Keyless Entry for your convenience.brNO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brDOG FRIENDLY HOMES are for a DOG only. This home allows 1 dog with a $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 3 No parking on lawn anytime.brbrAdditional Information to Assist You:brState and local taxes are charged if applicable. brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept American Express, Mastercard and Visa for payments.brA confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this homebrYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea Info: *Mileage is approximatebr0.1 Miles to Chatham Fish & Lobster - fish market and restaurant serving the best lobster rolls around!br0.6 Miles to Larry's PX - have breakfast with the localsbr0.7 Miles to Kream 'N Kone - fried seafood and soft serve ice creambr0.7 Miles to Del Mar Bar & Bistro - stop here for cocktails!br1.2 Miles to the Cape Cod Bike trail at George Ryder Rd - More info on the Cape Cod Rail Trail can be found here: Info on Cape Cod Bike Trailsbr1.9 Miles to Hardings Beachbr2.3 Miles to Ridgevale BeachbrbrOnly 1.1 mile into the town of Chatham where you will find :brThe Orpheum movie theaterbrSeal toursbrShoppingbrRestaurantsbrFriday night Band stand concertsbrThe Monomoy TheaterbrPlaygroundbrPublic TennisbrChatham A's Baseball br*Mileage is approximate

4

Bed

5

Bath

10

Sleeps

$1849.56

/ Nightly

Private Vacation Home

Chatham Family Retreat w/ Heated Pool

Chatham, Massachusetts, United States

Beautiful 5BR Chatham home with PoolbrbrChatham Retreat with Heated Pool, Spacious Deck & Direct Rail Trail AccessbrbrWelcome to your Chatham getaway—an updated, two-story 5BR/3.5BA home designed for effortless Cape Cod living. Set on a generous lot with a private heated pool and direct access to the Old Colony Rail Trail, this inviting retreat puts you minutes from Chatham’s beaches, charming Main Street, and favorite local eateries. Bike downtown for seafood at the iconic Chatham Squire, then grab ice cream on your way back.brbrRelax outdoors on the expansive deck overlooking the pool, gather for alfresco meals, or enjoy a friendly game of bocce in the backyard. With the bike path right at your doorstep, adventure begins the moment you head outside.brbrPerfect for families and groups, this home features three comfortable living areas:brbrMain living room: Spacious sectional with seating for 10 and a flat-screen TV.brbrCozy lounge: Seating for four—ideal for quiet mornings or evening wind-downs.brbrSunlit sitting room: Comfy sofa with peaceful views of the pool and backyard.brbrThe fully equipped kitchen features warm wood cabinetry, granite countertops, skylights, and a full suite of stainless steel appliances—including a double-door fridge with ice and water dispenser.brbrFormal dining room with seating for 8, plus a kid's table for 4. Additional Casual dining area for 6 and Kitchen island seating for 3.brbrThis spacious home sleeps up to 12 guests across five bedrooms:brbrPrimary Suite: King bed, large walk-in closet, and en-suite bath with double vanity and walk-in shower.brbrBedroom 2: Queen bed and private en-suite bath with walk-in shower. 1st floor in separate wing of the house.brbrBedroom 3: Queen bed with sliding-door access to Bedroom 4 (connected): Twin bed with pull-out trundle and a private half bath—great for kids. (Upstairs.)brbrBedroom 5: Queen bed plus two twin beds (convertible into a full). (Upstairs)brbrA guest bathroom with a tub/shower combination serves the upper level, and an additional half bath adds convenience.brbrOutdoorsbrbrThe property’s outdoor amenities are ideal for summer fun:brbrPrivate heated salt-water pool (open Memorial Day–Labor Day)brbrLarge deck with dining and lounging spacebrbrRefreshing outdoor showerbrbrSpacious yard with room to play - fort, sandbox, playhouse, swing brbrExtrasbrbrComplimentary Wi-Fi, cable TV & NetflixbrbrWasher/dryerbrbrDriveway parking for 4 carsbrbrHeat pump Air throughout home with separate Air conditioners in two bedrooms + multiple fansbrbrChatham’s best attractions are right at your fingertips.brbrDirect access to Old Colony Rail Trail—bike or walk to townbrbr1.5 miles to Chatham’s Main Street shops, galleries & restaurantsbr1.2 miles to Oyster Pondbr2.2 miles to Lighthouse Beachbr1 mile to Veteran's Field for Chatham A's games, part of the famed Cape Cod Baseball LeaguebrClose to Hangar B Eatery, freshwater ponds, and the Monomoy National Wildlife Refuge (3.5 miles)brEasy walking distance to two coffee shops and four restaurantsbrbrWhether you're gathering for a family vacation or a coastal getaway with friends, this sunlit, activity-filled home offers the perfect backdrop for your Chatham escape.

5

Bed

5

Bath

12

Sleeps

$1831.2

/ Nightly

Private Vacation Home

Waterfront on large freshwater pond with private beach right in backyard

Chatham, Massachusetts, United States

Waterfront . Sleeps 8 it has 4 bedrooms featuring 2 queen beds and 4 twin beds that can be kings . there’s plenty of space for everyone. Guests enjoy 3 1/2 baths . The house stays cozy with heating and cool with AC in bedrooms making it perfect for any season. Well equipped . Whether you’re relaxing or gathering with friends, this excellent house offers a quaint and comfortable retreat with private waterfront- pond front beach. A great place to call homebase while you’re away, we hope you enjoy your stay.

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Bath

Sleeps

$1226.25

/ Nightly

Private Vacation Home

Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach

Chatham, Massachusetts, United States

This newly designed charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedrooms in the guest cottage and 2 bathrooms total. Explore nearby Cockle Cove Beach just 0.9 miles away or venture onto the Cape Cod bike trail from the backyard. Relish outdoor showers, grilling sessions, and ample parking. Your ultimate vacation spot awaits!brbrMain House - Star of the Sea: brStep into the living room featuring a sectional couch and two pull-out loveseats. Continue to the open-concept dining room and renovated kitchen, then explore the large backyard with its grill, outdoor games, and beach gear. Plus, full access to the Cape Cod bike path from the rear stairs.brUpstairs, discover the bathroom and bedrooms, including a queen bed and loveseat pull-out in the master and twin beds in the second. Air-conditioned, on bike trail, fire pit, grill. Big back yard. Close to town, beaches.brOff the main house, enjoy exclusive access to a brand new entertaining deck, with built in bench, string lights, and outdoor shower. brbrGuest Cottage - Cockle Cottage: brOur Cockle Cottage Guest House takes full advantage of the 1 floor of living space, with a queen bed in the master bedroom, and the second bedroom has a 2 twin beds. The living room has a futon couch and mounted TV to unwind. There is a new fridge, sink, and stovetop in the guest house as well as a full shower in the bathroom. Follow the deck off the front of the guest house back to another private outdoor shower and entertainment area with new privacy fence and stone fire pit! brVery clean. Ample outdoor seating, grills, fire pits. brbr**Other Highlights:**brCockle Cove Beach is a short 0.9-mile drive away. Downtown Chatham, including The Squire and Chatham Bars Inn, is within 5 minutes. Explore retail stores, restaurants, and more. **Perfect for unforgettable retreats like bachelorette parties, bachelor weekends, beach vacations, adventure retreats, or memorable family getaways!**

Bed

Bath

Sleeps

$492.14

/ Nightly

Cottage

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

Chatham, Massachusetts, United States

Newly remodeled 1950's era cottage with all the comforts for a great visit. Just off the living room and thru French doors is a very private deck with a gas grill, Weber kettle and a wrought iron table for 4. The cedar plank outdoor shower is just steps off the deck. Short walk or bike ride to many restaurants and stores. Hardings Beach is 1/2 mile away, walk or ride bikes (2 bikes on property). Downtown Chatham is minutes away by car, certainly a fun bike ride or a nice walk. The cottage has two bedrooms (1 queen, 1 full) and 1.5 bathrooms (half bath has washer and dryer) living area with love seat and chair and television. Front sunroom area provides table seating for up to 4 people. The kitchen has a gas stove, toaster oven and coffee maker. Additionally, kitchen water is filtered. Great front yard patio filled with flowering plants with seating and small fire pit for another area to relax in.

2

Bed

1

Bath

4

Sleeps

$468.88

/ Nightly

Private Vacation Home

Charming 3-bedroom house with AC in Chatham- 1 Mile to downtown and beaches!

Chatham, Massachusetts, United States

Experience Chatham like a local in this 3-bedroom house. The space features a king bed, queen bed, child bed, and 2 twin/full bunk beds, perfect for families and small groups. With two full bathrooms, including towels and a hair dryer, guests enjoy a nice level of comfort throughout their stay. The house offers heating and air conditioning to keep the atmosphere enjoyable no matter the season. Relax in a superb setting that feels like a true home away from home. brbrCentrally located in a great neighborhood - walking distance to Mac's and Pate's Restaurants. Walk, bike, or drive about 1.3 miles right for downtown or 1.7 miles left for Hardings beach.brbrAfter a day on the beach, spread out with family in the living room and sunroom, or relax in your fenced sunny yard. Enjoy a peaceful evening in, or rest up for Cape Cod family night out!brbrThe second floor has 2 bedrooms (Queen, 2 full/twin bunks). The first floor has a master bedroom (King bed).brbrBeach chairs, toys, and coolers are available in the garage. brFeel free to reach out to us during your stay – we're happy to suggest local spots to check out!

Bed

Bath

Sleeps

$664.55

/ Nightly

Cottage

Wonderful cottage located in the heart of downtown Chatham......steps to everything.

Chatham, Massachusetts, United States

Escape to downtown Chatham! This serene spot in the heart of the village is just a short walk from Main Street's shops, ice cream parlors, movie theater, restaurants, and ball games. You'll also be close to Chase Park and the charming windmill. Take a stroll to Oyster Pond Beach to witness stunning sunrises and sunsets. This delightful cottage features a first-floor bedroom with a queen bed, and the lower floor, accessible by stairs, offers a king bed bedroom. An extra room offers 2 twin beds for your use. Enjoy the private back patio, perfect for reading or sipping your morning coffee. Amenities include a shared driveway with space for two cars, central A/C, both drip and Keurig coffee makers, wireless internet, and a new 42 flat-screen TV with Apple TV and DVD player. If you're unfamiliar with Apple TV, please consult with one of our agents before booking. Contact us at Chatham Rentals, and we'll help you plan your perfect stay! As a special touch, this rental includes a reusable tote bag filled with starter cleaning and paper products, courtesy of the owner.

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Bath

Sleeps

$2059.77

/ Nightly

Private Vacation Home

Location! Pool & Spa! 2 Primary Suites, Walk to Town, Beach, Chatham Bars Inn

Chatham, Massachusetts, United States

**Please enter desired dates for accurate pricing.***brbrLOCATION: Your perfect Chatham vacation starts here in this newly renovated and furnished luxury home, featuring a heated salt-water pool with spa (open from about May 15th to about October 1st). Close to Shore Rd and downtown Chatham, this beautiful 4-bedroom (with TWO King Primary En Suites) has central AC and is an easy walk to restaurants and shops in town, Oyster Pond, Cow Yard Beach, Claflin Landing Beach, Chatham Bars Inn, the Chatham Fishing Pier, Chatham Anglers baseball games, and the playground. br brHOUSE & PROPERTY DESCRIPTION: You will love preparing meals in the fully equipped kitchen with high-end appliances and grilling on the patio with a table and chairs (seating for 8), 4 Adirondack chairs, and a fire pit. You and your kids will have a ball swimming in the new heated salt-water pool with spa (open from about May15th to about October 1st--all weather depending), playing on the huge, sprawling flat lawn, shooting hoops in the half-basketball court, and rinsing off in the outdoor shower after a day at the pool or beach. Gather with your family in the living room with a large flat-screen 55 TV, lounge in the sun room, or play pool and watch the 65 TV in the lower level family room. brbrBEDROOMS: Sleeps 10br1st floor: #1 Bedroom - king primary en suite w/large marble full bath and 55” TV. #2 Bedroom - queen bed and large TV. #3 Bedroom - two bunk beds (4 twins total). brbr2nd floor: #4 Bedroom - a huge second king primary en suite (750+ sq ft) w/beautiful new Italian porcelain tile shower, living area with a Queen Pullout Sofa Bed, and large 65” TV. brbrNOTE ADDITIONAL ITEMS:br* $1000 - refundable security depositbr* Linens & Towels are providedbr* No Pets - this is a no-pets property, but this is not an allergen-free home as pets do visit from time to timebr* Noise ordinance: Chatham has a very strict noise ordinance so when guests are outside, they must be mindful of the neighbors' right to enjoy their property at all times

Bed

Bath

Sleeps

$761.91

/ Nightly

Private Vacation Home

Solitude near the beach, High speed wifi

Chatham, Massachusetts, United States

Comfort, convenience and beauty a mere 5 minute stroll away from Ridgevale beach. Nestled in a quiet neighborhood, our beach home has been lovingly furnished, decorated and updated. The open concept core is anchored by a newly renovated kitchen which is well equipped for the cooking enthusiast., including new gas stove, built in microwave, dishwasher and fridge. The Weber gas grill is close by on the back deck if you prefer sizzling steaks in the sea air.br Downstairs the newly finished family room has a full sized pool table and 60 inch flat panel TV. The space is inviting , filled with natural light and comfortable seating.brOn the main level, behind the sliding custom barn door, is a spacious Queen bedroom. This level also has full sized washer and dryer and a full bathroom.Upstairs two more bedrooms await as well as the second full bathroom. One bedoom with King bed and the other with two twin beds.Every Cape Cod vacation home needs an outdoor shower, it's tradition but it really should be the law. So, yes, we have that too!br We are attentive to detail and strive to make our homes a welcoming, convenient and comfortable space for our guests. Linens and bath towels included. NEW MASSACHUSETTS RENTAL TAX APPLIED TO RESEVATIONS AFTER JULY 1, 2019

Bed

Bath

Sleeps

$681.07

/ Nightly

Private Vacation Home

Beautiful 3 bedroom Cape with spacious deck and hot tub

Chatham, Massachusetts, United States

Lovely modern 3 bedroom home, located on a quiet cul-de-sac is the perfect place for a family vacation. Hop on the bike trail located .8 miles from our home or visit one of several beaches located in Chatham. Forest Beach is 1.7 miles away. Beautiful Chatham Center is just an 8 minute drive away where you can find many amazing restaurants, shops, and galleries.brbrThe spacebrSandy & Craig welcome you and hope that you enjoy your stay in our beautiful home!brAs you enter the front door, you will be met with a fully renovated kitchen with large island, granite counters, two ovens, gas stove top range - kitchen area opens to dining area. Off of the dining area is the first floor master bedroom with new king size bed and full bathroom. Spacious living room with couch, love seat, two chairs, and a gas stove is just off the dining area. Also on the first floor is a half bathroom with washer & dryer. The large outdoor deck is accessible just off the kitchen/dining area and includes dining table & chairs, separate seating area, and hot tub. An outdoor shower with hot and cold water is also available.brThe outdoor space has beautiful gardens with a variety of plants and flowers that attracts many birds and butterflies.brbrUpstairs are two spacious bedrooms both with new queen size beds and an additional twin size bed in the larger bedroom. A full sized bathroom with shower tub is also upstairs.brAll bedrooms have dressers available to unpack your belongs during your stay.brGuest accessbrKitchen, dining room, living room, upstairs bedrooms & bathroom. First floor master bedroom & full bathroom, first floor half bath with laundry, outdoor deck with dining table and separate seating area, and hot tub.brOther things to notebr*Check in day is on a Sunday only. brPillows and blankets providedbrbr4 beach chairs available brbrSheets and towels available through linen service (included).brbrA welcome kit with a few essentials will be provided to include:brCoffeebrToilet paper brspongebrDish soapbrLaundry podsbrDishwasher pods

3

Bed

2

Bath

7

Sleeps

$543.64

/ Nightly

Private Vacation Home

New! Luxury Home near town, beaches, and private lake access!

Chatham, Massachusetts, United States

Welcome to your ultimate Cape Cod getaway. Nestled in the highly desirable North Chatham area, this newly listed, high-end home perfectly blends coastal luxury with peaceful privacy. You are just minutes from vibrant downtown Chatham and pristine ocean beaches, with exclusive private association access to Lover’s Lake just steps from your door.brSpend your mornings riding the Old Colony and Cape Cod Rail Trail (less than 1 mile away), your afternoons sunbathing at the beach (Jackknife Beach and Harding’s Beach are both just a 5-10 minute drive away), and your evenings kayaking, paddleboarding, or swimming in the serene freshwater lake (a 1-minute walk).brbrThe Space:brDesigned with space and privacy in mind, this expansive home features three distinct living areas spread across three levels—perfect for multi-generational families or groups.br• Main Level: Features a bright, open-concept layout with a high-end, fully equipped chef’s kitchen, half bath, a spacious dining area, a cozy fireplace, and a large living room. Step out onto the oversized deck to grill and dine alfresco while overlooking the peaceful, private woods. The luxurious Main Suite is also on this floor, boasting a private bathroom and direct deck access.br• Upper Level: A massive, sunlit loft equipped with 2 beds and a large couch—an ideal retreat for kids or teenagers.br• Walkout Lower Level: A fully finished independent space featuring a third bedroom with 2 beds, a full bathroom, a third living area with a TV, and a convenient Wet Bar. Step straight out onto the cool, shaded bluestone patio.brbrKey Amenities:br• Private association access to Lover's Lake (perfect for swimming, kayaking, and paddleboarding)br• Close to Town and less than 1 mile to the Old Colony Rail Trailbr• Chef's kitchen + lower-level Wet Barbr• Oversized deck and shaded bluestone patio overlooking private woodsbr• Central A/C, high-speed Wi-Fi, and premium linens providedbrThis home comes meticulously equipped with everything you need for an unforgettable, stress-free Chatham vacation. Book your stay today!brbrSummer Rentals are Saturday to Saturday only.brbrUse of the Lovers Lake Private Association beach for swimming, SUP, boating or any activity is at your own risk. Bring your own SUP, kayak or canoe to use at Lovers Lake.

3

Bed

2

Bath

6

Sleeps

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