Home Vacation Home Rentals By Owner In Chatham, MA

Showing 300 Of 362 Vacation Rentals
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Exceptional(10)

$923.77

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Private Vacation Home

Charming Chatham Cottage!

Chatham, Massachusetts, United States

brBuilt in 1920, Lucy's Cottage is located in a quiet and prestigious North Chatham neighborhood and an easy stroll to three town landings - Scatteree (.2 miles), Cotchpinicut (.4), Cow Yard (.7). br brThe property is 1.4 miles to Chatham Bars Inn and 3.8 miles to the Wequassett Resort and Golf Club. Main Street and Lighthouse Beach are within biking distance. It's location is central to explore the wider Cape, Martha's Vineyard and Nantucket.br brLucy’s Cottage is a spacious 2600 sq ft home with central A/C. The oversized separate lounge room is the perfect indoor gathering space for family and friends with a 13 ft (fully extended) dining table that comfortably seats 10 and includes sofas and a large TV. br brThe family room off the kitchen is a second living area that offers a more intimate space including a cozy window seat with distant seasonal ocean views. A selection of books, puzzles and board games can be found in this room and are available for your enjoyment. br brThe well-stocked kitchen features two Thermador ovens, lobster pots and everything you’ll need for perfect entertaining on summer nights. br brThe kitchen opens on to a stone patio, a multi-level historic garden, complete with a BBQ and fire pit. A new outdoor shower has been added for the 2023 season.br brParking is limited to 3 vehicles.br brLuxury Beekman toiletries will be provided.br brWell behaved and closely supervised children welcome.br brNO PETS ALLOWEDbr brNO PARTIES OR EVENTSbr brRentals during the Summer are Saturday to Saturday.br brWe do not have a pool - VRBO is having difficulty removing this reference from our listing.br brLucy's Cottage is a Veteran owned and managed property.br brAny questions, please message owner.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(5)

$800.42

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Private Vacation Home

FOUR BEDROOM IN TOWN LOCATION -- CLOSE TO OYSTER POND BEACH AREA.

Chatham, Massachusetts, United States

Wonderful In Town Location with a Main House and One Bedroom Cottage.brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrWelcome to Chatham Bookends (Main House) and Pencil Me Inn (Guest Cottage) tucked away just steps from Chatham Village. Leave your car keys and worries behind as you take a casual stroll to your morning coffee shops, gourmet deli sandwiches at Chatham Cookware or wine and cheese evenings at the Chatham Bars Inn overlooking the National Seashore. Enjoy the amazing beaches, the fabulous restaurants and the numerous shopping options that satisfy all ages. brbrThis dream location has something for everyone, whether you prefer the lazy summertime temperatures with Cape Cod League Baseball, the nearby bike paths or a round of golf, the autumn breezes and fiery fall sunsets, or being nestled in for the cozy winter holidays highlighted by Chatham's famous Christmas Stroll and First Night activities! This 1928 historic home has been updated, has central AC, is well appointed and is beautifully decorated. Enjoy the walkout family room to our spacious private patio and grassy yard. Let the kids enjoy the comfy sectional couch and 65TV and Play Station 5 while you enjoy your coffee or adult beverage outside!brbrThe two combined buildings offer 3 bedrooms/2 baths and sleeps 8 comfortably. The property is just 150 steps to the back of the Chatham Squire. The main house has a wonderful front porch to enjoy after a day in town or at the beach. The living room is so inviting with updated comfortable furnishings and the kitchen is updated with quartz countertops and stainless steel appliances.brbrThere are two bedrooms in the Main House on the second floor one with a queen and the other has a queen and a twin trundle bed. Look out the door and there is the adorable one bedroom Guest House that everyone will want to call their own. This cottage underwent a complete interior renovation creating outstanding guest quarters. It offers a queen size bed, cozy living space and updated bath with a 65 television. Both houses are included in this charming rental.brbrThe property offers central air conditioning, high-speed WiFi, roku televisions with streaming services, renovated bathrooms, new gas grill, storage bin with beach chairs and beach umbrella and enclosed outdoor shower. Two sets of golf clubs are available at the property for your use. brbrSECOND FLOOR:brBEDROOM #1: QUEEN brBEDROOM#2: QUEEN WITH TWIN TRUNDLE BED, brTHIRD BEDROOM: QUEEN - COTTAGEbrbrbr* Additional fees:br- $175 non-refundable reservation fee (no security deposit required)br- Cleaning Fee - $280br- all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* ONE DOG ALLOWED PER OWNER APPROVAL - ($250 Refundable Pet Security Deposit Required)br* NO SMOKINGbr* OCCUPANCY: 8 (Adults and children)br* PARKING FOR 2 VEHICLESbr* Sheets & towels are not provided. We can provide information for a Linen Rental Service.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(77)

$909.55

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Private Vacation Home

5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...

Chatham, Massachusetts, United States

Located just 1 mile from the fish pier and CBI, and 1.5 miles to downtown, we are close to all the best Chatham has to offer! brbrFrom the circular shell-covered driveway to the cedar shakes and starfish shutters, this home is full of old cape cod character, but with modern amenities. We love the generous living and outdoor spaces that allow us to comfortably entertain our family and friends — there is plenty of space to gather together or, when desired, sneak off to read a book in private.brbrThe first floor features two comfortable living rooms, one with a flat screen television and an adjoining dining area that includes a 7-foot dining table — great for family dinners. Also on the first floor are a modern eat-in kitchen, a laundry area, a full bath, and two bedrooms. The first-floor master contains a pillow-top king bed and plasma television, while the second first-floor bedroom contains a pillow top queen bed.brbrThe second floor features 3 bedrooms and a ¾ bath. brUpdstairs Bedroom #1: (1) Queen and (2) twinsbrUpdstairs Bedroom #2: (1) QueenbrUpdstairs Bedroom #3: (1) TwinbrbrAdditional amenities include dual-zone central air, 2 wood burning fireplaces, WiFi, 1st floor washer/dryer, a large private (fenced-in) backyard, deck, outdoor shower, gas grill and fire pit.brbrPillows and blankets provided, but you must rent or bring your own linens and towels.brbrbrbrbr
Bed 5

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Bath 2

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Sleep 11

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Exceptional(3)

$2370.69

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Private Vacation Home

Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub

Chatham, Massachusetts, United States

This property is professionally managed by Pretty Picky PropertiesbrbrRenovated Luxury Chatham Home with Pool & Hot TubbrHot tub open through the end of the year!brbrSleeps 10br4 Bedrooms, 3.5 BathsbrRents Friday to Friday during peak seasonbrLinens Included, Beds MadebrNo Pets ConsideredbrbrPool is open from Memorial Day through Columbus Day weekendbrbrIf you're looking for a custom luxury vacation experience, look no further than “Royal Retreat.” Completely renovated from top to bottom in 2022, everything here is fresh, new and top of the line. Outdoor living doesn't get any better. Whether you're lounging on the expansive deck watching the kids splash in the heated pool or firing up the built-in gas grill with granite counters to enjoy a perfect dinner al fresco. Later on, you'll want to gather around the custom outdoor fire pit for gazing at the stars. There's also a hot tub for unwinding at the end of an active day. Here, too, you'll find the obligatory Cape Cod enclosed outdoor shower. brbrInside this home you'll be charmed by the open floor plan with all brand-new high-end furnishings, appliances and appointments. The sparkling, fully equipped chef's kitchen is right out of a magazine feature story, where practical functionality and beautiful design join forces to create a meal preparation experience you will long treasure.brbrThe adjacent dining area elevates the cheery, open impression still more, as does the large living room with appealing, comfortable lounge seating and upscale appointments. This home has central air conditioning, high speed Wi-Fi, cable, as well as smart TV's– all brand new.brbrThe first of two bedroom suites is on the main level. It is spacious and luxurious with a new queen size bed. There's a roomy private full bath en-suite. The upper level serves up the other suite, this one with a king size bed and private full bath included. Two more upper level bedrooms are equipped with two twins and four twins respectively, sleeping six. There is a shared full bath for these bedrooms. In all, there are three full baths along with one half bath.brbrIf you do venture out, you have easy access to Schoolhouse Pond, just down the street, a great fresh water pond with a beach area. It's only 0.2 miles or a four-five minute walk. You can access the bike trail close by, the nearest bike trail access point is 0.75 miles down the road. From here you can head into downtown Chatham or west into Harwich and beyond.brbrPlease enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation. Get Picky! ℠ brbrTown of Chatham Registration #908
Bed 4

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Bath 3

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Exceptional(30)

$769.78

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Private Vacation Home

Centrally located home with patio, a/c included, walking distance from town.

Chatham, Massachusetts, United States

Centrally located vacation home with central air conditioning in an ideal location with 3 bedrooms, 2 full baths plus an outdoor shower in walking distance to town. This charming cul-de-sac neighborhood offers easy access to the Chatham bike path, public tennis and basketball courts, ball field and a vast selection of fresh and salt water beaches. The White’s Pond beach for freshwater swimming and kayaking is less than a 10 min walk. brbrThe large three-season porch off the dining room with an ample sitting area offers additional space for entertaining from the fully equipped kitchen with a new quartz counter top island and seating to enjoy your morning coffee. The spacious main level, with its fireplace living room and 50 inch flat screen TV and adjacent dining room, creates a nice open flow.brbrOn the main level are 3 bedrooms and a full bathroom. The master bedroom has a king sized bed with private access to the tub/shower bathroom. One bedroom has 2 twin beds. The third bedroom has one queen size bed. The lower level has an additional room that provides more space to host 8 people comfortably. The spacious driveway can park a boat and 6 cars. The one car garage has direct access to the finished basement offering a family room with built-in shelves which hold another 50 inch flat screen TV, and a full bathroom with shower and laundry facilities. Two additional rooms provide ample space for kids' activities.brbrThe property also had the lawn completely redone with an irragation system and a new patio with fire pit and outdoor shower added in June 2019. brbrLocation - Chatham
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Bath 2

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Sleep 8

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Exceptional(62)

$343.35

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Private Vacation Home

Coastal Charm in South Chatham – Walk to Beach & Bike Trail!

Chatham, Massachusetts, United States

Charming South Chatham Cottage - Walk to Beach & Bike TrailbrEscape to this peaceful South Chatham cottage, perfectly situated at the end of a quiet street and just a ½-mile stroll to Pleasant Street Beach on Nantucket Sound. Whether you're looking for a relaxing beach getaway or an active Cape Cod adventure, this cozy home has everything you need.brbrThe Spacebr3 Bedrooms | 1 Bathroom | Sleeps 4–6 (Bring your own linens)brBright and airy sunroom and spacious deck for relaxing or dining al frescobrGood-sized yard -perfect for kids to playbrAmple parking for multiple vehiclesbrFully Equipped KitchenbrToaster, microwave, Keurig & drip coffeemakersbrDishes, utensils, pots & pans—all providedbrComfort & Convenience:brWasher & dryerbr2 TVs with Internet TVbrFree Wi-FibrA/C Window UnitsbrHeated for early spring and fall staysbrOutdoor shower for rinsing off after the beachbrLocation Highlights:brWalk to Pleasant Street BeachbrQuick access to Cape Cod Rail Trail - bike to Chatham Center or Harwich Centerbr1 mile to Nantucket FerrybrShort walk to Zagat-rated Pisces Restaurantbr4 miles to downtown Chatham with shops, dining, and Friday night band concertsbrNearby Activities:brSwimming (ocean & lake), deep sea and freshwater fishing, surf and pier fishingbrHiking and biking trailsbrGolfing, go-carts, trampolines, batting cagesbrPublic playgrounds and family-friendly attractionsbrChatham Anglers BaseballbrChatham Airport for scenic flights
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Bath 1

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Sleep 6

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Exceptional(14)

$1165.13

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Private Vacation Home

Hardings Hideaway: 020-C Renovated Chatham Beach House with Views

Chatham, Massachusetts, United States

This property is professionally managed by Pretty Picky Properties.brbrRenovated Chatham Beach House with Viewsbrbr​​​​​​​Sleeps 10br4 Bedrooms, 3.5 BathsbrRents Friday to Friday during Peak SeasonbrLinens Included, Beds MadebrbrRenovated Chatham home with sweeping marsh views and within walking distance to one of the Cape's best family beaches, Harding's Beach. Enjoy the warm waters of Nantucket Sound! This three-level house has been completely updated from top to bottom with new furnishings, fixtures, and appliances. The home is set overlooking a tidal marsh (Sulphur Springs) that leads out to Nantucket Sound. The elevated deck and HUGE sloping yard offer a great place to play and relax. In the evenings the sun sets directly over the tidal marsh creating an amazing backdrop for relaxing with family and friends after your day at the beach. There is a sidewalk that goes directly from the house to the beach so you can walk, bike, or drive to Harding's Beach (0.8 miles) right down the road. Several local shops are also located a quick walk to the top of the street, including the essentials: a Dunkin Donuts, a package store, an ice cream shop, and a burger and beer spot (featuring several local beers on draft). brbrInside the house you'll find 4 bedrooms, 3 full baths, and a half bath. There is also an outdoor shower. The house includes two primary suites with private baths along with 3-zone central AC. The main floor's open floor plan offers a beautiful kitchen with dine-in breakfast bar, a natural light filled living room, stunning water views and a flat screen TV, a powder room, a dining area, and a primary (King) bedroom with en-suite bathroom. The lower level offers, a second large living/game room with flat screen TV and foosball table, a bedroom (Queen), a full bath, and laundry room. The second level offers two water view bedrooms and a full bathroom (with bathtub) one room includes 2 sets of bunk beds and the other a king bed.brbrThe house has been completely redone and is equipped with all the modern amenities you'll need to enjoy a fun and relaxing trip to the Cape. Relax and grill on the large deck that overlooks the sprawling lawn and tidal marsh. The house is well supplied for the quintessential Chatham vacation.br brPlease click on the Rates tab for detailed information about weekly rates. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $215.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.brbrThis property offers a 3-night minimum outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Lower Cape Cod. brbrIt's your vacation. Get Picky!®
Bed 4

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Bath 3

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Sleep 10

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$492.14

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Private Vacation Home

Sun Drenched, 0.1 mi to Bike Path, <1 mi to Beaches, Peloton, Games

Chatham, Massachusetts, United States

This sun-drenched, fully renovated Cape Cod retreat in South Chatham is a coastal gem. Just 0.1 miles from the historic Cape Cod Rail Trail and less than a mile from multiple beaches, everything is at your doorstep. Downtown Chatham is minutes away with charming shops and waterfront dining. Enjoy a chef's kitchen, home gym, game room, fire pit, outdoor shower, roof deck, bikes, backyard games, board games, and more - perfect for families, friends, and unforgettable summer escapes.brbrThe master bedroom is a spacious and sun-filled primary suite featuring a king bed, private en-suite bathroom, and direct access to a deck. Enjoy a cozy seating area, dedicated workspace, and a fireplace for added comfort - perfect for relaxing after a day at the beach.brbrThe second bedroom is a sunny double full bedroom with trundle, three closets, and plenty of natural light.brbrThe bright and versatile den space features a daybed with pull-out trundle that your kids will love. Enjoy a dedicated workspace, TV, and space for an optional full size air mattress for older children and adults. A sliding barn door (with a lock) between the 2nd bedroom and this den area provides privacy when needed, perfect for accommodating extra guests. brbrThe newly finished basement adds serious square footage to the home. It includes a home gym with a Peloton, free weights, and yoga mats, a game room area, and a washer and dryer for convenient access to laundry throughout your stay.brbrOutside, the backyard features a gas grill, a gas fire pit with seating, and an outdoor shower for rinsing off after the beach. The shed is stocked with bikes, beach toys and chairs, and plenty of lawn/beach games such as cornhole, bocce ball, frisbees, and scoop ball.brbrRoof access offers a flat, open space ideal for sunbathing during the day and stargazing at night - Cape Cod has incredible night skies.brbrInside, you'll find a large collection of board games for all ages - a go-to on foggy mornings or after-dinner downtime.brbrThe property sits 0.1 miles from the Cape Cod Rail Trail, with bikes provided for guests. Several beaches are within a mile, and downtown Chatham - with its shops, galleries, and restaurants - is a short drive away.brbrThe home comfortably accommodates families, groups of friends, and couples looking for a well-equipped base on the Cape.
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Bath 2

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Sleep 7

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Exceptional(1)

$1105.55

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Private Vacation Home

Chatham Luxury Retreat—Porch, Art & Family Fun

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.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-OutbrbrThis recently built, dog friendly home, in the coveted Hardings Beach neighborhood looks like it was taken from the pages of magazine! The very best in Cape Cod coastal living, this roomy home boasts exquisite interior design and décor - not to forget the amazing outdoor area with wrap around front porch, breakfast nook for alfresco dining, large backyard with deck, outdoor living furniture, more dining opportunities and a fire pit! Just a half mile to Hardings Beach - this home also offers free WIFI and Central A/C. brbrOwners Share Why I Love My Home:brWelcome to Latitude Adjustment! Since purchasing our home last summer, it has quickly become our happy place and home of our dreams on Cape Cod. We are excited to share it with you for your next family vacation or special gathering with friends. We took great care to design our home to create an environment that is equally beautiful and functional with all the necessary creature comforts in mind. Much of the décor features the exceptional work of local artisans! We love so many things about Latitude Adjustment so we wanted to share some of our favorites:brHaving morning coffee on the front porchbrA very short walk to family friendly Hardings Beach via paved sidewalkbrSunrise or sunset walks on the beach to Stage Harbor LighthousebrThe outdoor shower is priceless after a long day at the beachbrTaking a walk or run in the Hardings Beach Hills neighborhoodbrPicking up fresh oysters & mussels right around the corner at the Chatham Shellfish CompanybrEntertaining on the back patio - happy hour cocktails to grilling burgers to hosting a traditional New England Lobster BakebrEverything Chatham! -- amazing local shops & restaurants aboundbrbrLet Us Tell You About This Home:brThis exquisite new home with all new furnishings and décor sits atop a knoll in the sought after Hardings Beach neighborhood in Chatham. Luxury and style surround you from the wrap around front porch to the well thought out floor plan. brbrEnter through the front door into the entry way where gleaming hardwood floors and brilliant colorful local art great you. The bold colors are just a precursor to what awaits you throughout the home.brbrTo the right is the living room with couch, chair, piano and slider to the porch. A perfect quiet room where your family can catch up with each other without competing for attention with the TV.brbrThrough the living room you enter the open concept kitchen, dining room and family room. This is where all the fun will happen!brbrThe kitchen is well-equipped and outfitted with all stainless-steel appliances, a gas stove, cool quartz countertops and a pretty light blue back splash that will take your to shores of the beach in an instant. There are 3 bar stools at the eat-at center island for those quick morning meals before you head to the beach.brbrThe dining room with a beautifully reclaimed hard wood door turned into a farm table and rattan seats is waiting for you to gather the family for a special dinner. The slider to the back yard is off the dining area and just beyond is the family room with large wrap around sectional style couch - so comfy. Kick back and enjoy a Red Sox Game or watch the latest new release on Netflix. There are additional seating options with a side table and two chairs for more private conversations.brbrHead down the hallway - to the right is the washer and dryer behind the closet doors. You will also find Bathroom #4 - a half bath for the convenience of guests on the main level.brbrBedroom #1 is at the end of the hall offering a King platform-style bed, a large flat screen TV, beautiful, weathered wood furnishings, coastal art, and an overstuffed casual chair. The large walk-in closet is perfect for all your summer wardrobe changes. Enjoy the ensuite bathroom #1 with walk in shower and deep soaking tub.brbrHead upstairs to the loft entertainment area complete with wraparound leather couch and another large flat screen TV for movies or games. The shelves are filled with games and puzzles for those looking for a more traditional pastime on a rainy day. A desk for remote work and round game table finish this room.brbrBedroom #2 has a bunk bed with two twin beds - another twin with trundle bed brings the total to 4 twin beds! The room is decorated in fun shades of green and blue creating a tranquil ocean feel. A BONUS sleep area with TV, twin bed w/ trundle and a desk is just off of Bedroom #2.brbrBathroom #2 is a Jack and Jill style with tub/shower combination, opening to both Bedroom #2 and the entertainment loft room.brbrBedroom #3 is to the left of the stairs and offers a King bed, leather chair, mounted TV for late night viewing and a flex spot standing desk. A large walk-in closet and ensuite Bathroom #3 complete this beautiful room. brbrBathroom #3 ensuite to Bedroom #3 with a large walk in shower with river stone tiles and even a bench to sit on.br brIn front of the house you will find the wrap around porch with so many seating options you may find it hard to choose your favorite spot to enjoy your morning coffee - the little nook off the living room is a great spot to take in the ocean air, relax and listen to the birds sing.brbrIn the back yard, enjoy yard games on the lush green grass for the kids to run and play. The blue stone patio with comfortable living room-style furniture is perfect to enjoy evening cocktails. The outdoor dining table is where you'll most certainly find the family at dinner time. Enjoy grilling your favorite foods or hosting a traditional New England Lobster Bake and end the night with s'mores by the fire pit. And don't forget that long held Cape Cod tradition and experience the outdoor shower after a day at the beach - with Hardings Beach just a short walk away via paved sidewalk or even shorter drive away you'll probably go every day!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).brThis 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.brPET FRIENDLY HOMES are for a DOG only. This home allows 1 dog for $25 per night. With owner approval, a second dog may be considered for an additional $25 nightly fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 3 - No parking on lawn anytime. brTown of Chatham Rental Certificate: STR-592brbrAdditional Information to assist you: Our calendars are updated in real-time and are accurate.brDeparture cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. 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 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 not included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as 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 approximatebr0.5 mile to Hardings Beachbr0.6 mile to Chinese take out & Shop Ahoy! Liquor Storebr0.6 mile to Larry's PX - eat breakfast with the locals! br0.7 mile to Mom & Pops Burgers br1.0 mile for ice cream and the best fried clams on Cape Cod at Kream N Konebr1.4 miles to the Bike Path on George Ryder Road - More info on The Rail Trail can be found here: Info on Cape Cod Bike Trailbr1.4 miles to New England Pizza Housebr1.8 miles to Del Mar Bar & Bistro - Excellent dining and cocktails!brbrA short drive (2.3 miles) into downtown Chatham where you will find :brThe Orpheum movie theaterbrSeal toursbrShoppingbrRestaurantsbrFriday night Band stand concertsbrThe Monomoy TheaterbrPlaygroundbrPublic TennisbrChatham A's Baseballbr*Mileage is approximate
Bed 3

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Bath 3

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Sleep 8

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Exceptional(3)

$580.38

/ Nightly
Private Vacation Home

Walk to Beach Central AC WiFi Beach Pearl

Chatham, Massachusetts, United States

2 bedrooms- 2 baths- sleeps 5brDuring 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-OutbrbrUpdated ranch with Central A/C , WIFI and short walk to Ridgevale Beach! Welcome to Beach Pearl! Whether you enjoy the beach, the traditional outdoor shower or a quiet relaxing home this Cape Cod Vacation rental has all that and more! The private back yard, new enclosed outdoor shower and quiet neighborhood are waiting for you to kick back and relax! brbrOwners Share Why I Love My Home:brOne of the reasons we love our house is because of how bright and cheery it is! There are two good sized rooms for gathering- one for adults, one for kids. The house is on a quiet street and has a private backyard with a fire pit. We are also lucky to have a wooded lot across the street. There is easy access to popular Ridgevale Beach - either walk or it is a quick drive.brbrLet Us Tell You About This Home:brEnter this brightly accented combination kitchen/dining area with full amenities - stainless fridge, microwave, toaster, and dishwasher. Dining for 6. Wainscoting and exposed brick fireplace offer a homey feel and add charm to this Cape Cod home. Off the kitchen, to the right is a light, bright sunshine filled living room, with a bay window, hardwood floors, fireplace and comfy seating for all! Enjoy a good movie on the flat screen TV or kick back and relax with a good book!brbrThe den, with additional sleeping on the queen sleeper sofa, is to the left of the kitchen. There is another TV and games to play. Head out the slider to access the deck where you can relax among the mature plantings and tastefully landscaped back yard. The deck encompasses the length of the house with dining set/umbrella, and a gas grill. There is also an enclosed outdoor shower with hot and cold water - A true Cape Cod tradition. The garage has 5 beach chairs and a beach cart and even boogie boards and a croquet set for your use.brbrAcross from the family room in the hallway is a full bathroom with deep tub and shower combo. brbrBedroom #1 has a Queen Bed and an en suite full bathroom (#2) with deep tub/shower combo. His and Her closets ensure you have room to bring all your favorite outfits. Even more room with the large dresser and mirror.brbrBedroom #2, has a Queen bed, writing desk, closet and dresser.brbrThe washer/dryer is located in the lower level basement.brbrBe sure to take a stroll down to Ridgevale Beach which is just a half mile from the house! There are Kayak Rentals, sailboat and SUP rentals right at the beach if you are up for an adventure on the water- there is even a small snack bar for a casual lunch or a cooling milkshake! Come make memories with us here on the Cape- Once you get the sand in your shoes , your sure to return year after year!!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 offers Keyless Entry for your convenience.brNo Smoking of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brNo Pets are allowed inside or outside the home.brMax parking of cars at the property: 3. No parking on lawn anytime. brFireplaces are only available for use in the winter months with advance approval from owner. brTown of Chatham Rental Certificate: STR-430brbrAdditional Information to Assist You:brbrBooking direct with New England Vacation Rentals offers the best rate guarantee on the web. Our calendars are updated in real-time and are accurate.br Follow our basic check-out instructions at your departure. 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 not included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as 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. brArea Info: *Mileage is approximatebrbr0.5 mile to Ridgevale Beachbr1.0 mile to the best homemade ice cream at Short and Sweet!br1.5 mile to the Bike trail from Route 137 - More info on The Rail Trail can be found here: Info on Cape Cod bike trailsbr1.2 mile to Kream N Kone - fried seafoodbr1.3 mile to Larry's PX - have breakfast with the localsbr1.6 mile to Pisces Restaurant - fine dining (be sure to book a reservation!)brShort drive (3.1 miles) into the town of Chatham where you will find :brThe Orpheum movie theaterbrSeal toursbrShoppingbrRestaurantsbrFriday night Band stand concertsbrThe Monomoy TheaterbrPlaygroundbrPublic TennisbrChatham A's Baseballbr*Mileage is approximate
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$587.6

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Private Vacation Home

Rail Trail Access: Home 2 Mi to Lighthouse Beach!

Chatham, Massachusetts, United States

Your next Cape Cod adventure awaits at this cozy Chatham vacation rental. Perfect for a memorable family getaway on the coast, this 3-bedroom, 2-bath house sits in a convenient location for exploring top area attractions. Head to a number of nearby sandy beaches for some fun outdoors before visiting shops and restaurants around downtown. Or, opt to stay closer to home, with spots like the Old Colony Rail Trail and White's Pond Swimming Beach just a short walk away!brbr-- THE PROPERTY --brbrMass Tax Connect ID No. C0340950550 | In-Unit Laundry | Private Deck | 1 Mi to Downtown ChathambrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrINDOOR LIVING: Smart TV, fireplace, dining table, ceiling fansbrOUTDOOR LIVING: Outdoor shower, spacious yardbrKITCHEN: Refrigerator, Keurig & drip coffee makers, stove/oven, microwave, dishwasher, toaster, dishware & flatware, cooking basicsbrGENERAL: Self-check-in, free WiFi, central A/C, washer & dryer, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryerbrACCESSIBILITY: Single-story house w/ basement, 4 steps required to enterbrFAQ: Pet fee (paid pre-trip)brPARKING: Driveway (6 vehicles), free street parkingbrbr-- THE LOCATION --brbrOUTDOOR FUN: Old Colony Rail Trail Access (on-site), Monomoy RMS Park - tennis, pickleball & basketball courts (0.3 miles), White's Pond Public Swimming Area (0.5 miles), Monomoy National Wildlife Refuge (4 miles)brNEARBY BEACHES: Lighthouse Beach (2 miles), Ridgevale Beach (3 miles), Hardings Beach (3 miles)brAREA ATTRACTIONS: Downtown Chatham - local restaurants, shops, entertainment (~1 mile), Chatham Lighthouse (2 miles), Atwood Museum (2 miles)brGOLF COURSES: Eastward Ho! Golf Course (3 miles), The Captains Golf Course (6 miles), Cranberry Valley Golf Course (6 miles)brAIRPORTS: Chatham Municipal Airport (1 mile), Boston Logan International Airport (88 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 1 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story house requires 4 exterior steps to enter. While all of the home’s bedrooms and 1 full bathroom are accessible on the main floor, there is a full bathroom in the basement
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$568.09

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Private Vacation Home

Amazing Location! Lakefront Waterside Deck

Chatham, Massachusetts, United States

Summary:brbr16629 - Dock Holiday: Amazing Location! Lakefront Waterside DeckbrbrbrbrThe Space:brbrGet ready for a week of rafting, canoeing, kayaking, paddle boarding and swimming in a huge, clear freshwater lake. Sure, you’re on Cape Cod, in super desirable Chatham, but you’re also lakefront on a gorgeous body of water, so you’ll truly be able to take advantage of all the fun water sports the Cape has to offer. You’ll experience blissful solitude as you sit on the deck of this home, sipping your morning coffee and watching the warm summer breeze or crisp autumn air sway the surrounding salt pines. Whipping up meals will be a cinch in the spacious and well-equipped kitchen, and those not on cooking or clean-up duty can relax in the huge living room, overlooking the lake or swing peacefully in the outdoor hammock. There’s really no need to leave this home, but should you choose to, downtown Chatham, a variety of saltwater beaches, restaurants, boutiques, mini golf, seal tours and beach yoga are all a short drive away. All beds will be made up with fresh linens at no extra charge, and the home comes equipped with WiFi, Cable, window A/C units in the bedrooms, and a washer/dryer. Come to this waterfront oasis for a week of fun, restoration and memory-making! brbrbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog)brbr-Sleeps 8brbr-3 FloorsbrbrBedroomsbrbr-Total 4brbr-2nd Floor Master Bedroom: 1 King Bedbrbr-2nd Floor Bedroom: 1 Queen Bedbrbr-Ground Floor Bedroom: 2 Twin Bedsbrbr-Ground Floor Bedroom: 2 Twin BedsbrbrBathroomsbrbr-Total 2brbr-1st Floor: Half Bathroombrbr-2nd Floor: Full Bathroom w/ Shower/Tub combobrbr-Ground Floor: Full Bathroom w/ ShowerbrbrOther Amenitiesbrbr-Window A/C Units in Bedroomsbrbr-TVbrbr-WiFibrbr-Washer/Dryerbrbr-Indoor fireplace is NOT for guest usebrbr-Outdoor Showerbrbr-Private Yardbrbr-Fire Pitbrbr-Large 2nd Floor Deck with Water Viewsbrbr-Waterside Deckbrbr-Gas Grillbrbr-Waterfront on Goose Pondbrbr-Minutes from Downtown Chathambrbr-Linens and Bath Towels Provided with Beds Made Upon Arrivalbrbr-Cleaned with Hospital Grade DisinfectantbrbrC0058710550brbrbrbrThe Neighborhood:brbrOceanside
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$804.27

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Private Vacation Home

Walk to Beach, Private Patio and Backyard!

Chatham, Massachusetts, United States

Summary:brbr16690 - Chatham Haven: Walk to Beach, Private Patio and Backyard!brbrbrbrThe Space:brbrDiscover the charm of Chatham at Chatham Haven, a delightful vacation home perfectly located in a private, wooded yard adorned with beautifully maintained gardens. brbrWith Pleasant Street Beach just a short walk away, families can easily enjoy sun-soaked days by the shore, accessible for children of all ages. Forest Beach is also a short walk away, with the added bonus of if you decide to drive no beach sticker is required. The home accommodates multi-generational families with two comfortable first-floor bedrooms and a convenient shared bathroom.brbrStep outside to the brick patio, a serene oasis surrounded by lush gardens. With ample seating, a propane grill, and an outdoor shower, this space is perfect for dining al fresco or simply unwinding after a day at the beach. Plus, Red River Beach is only a mile away, offering even more opportunities for seaside funbrbrChatham Haven is ideally situated near a variety of beloved local restaurants. Savor delicious meals at Brax Landing, indulge in Italian at Buca's Tuscan Roadhouse, or grab a casual bite at Drifters—each just a short drive away.brbrExperience the perfect blend of relaxation and adventure at Chatham Haven, where cherished memories await in this beautiful coastal escape.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10brBedroomsbr-Total 4br-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 2 Twin Bedsbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 2 Bunk Beds - (four twins)brBathroomsbr-Total 2br-1st Floor: Full Bathroom w/ Shower/Tub Combobr-2nd Floor: Full Bathroom w/ ShowerbrOther Amenities br-Central A/Cbr-WiFibr-Cable TVbr-Washer/Dryer br-Propane Gas Grillbr-Fire Pit (wood)br-Outdoor Showerbr-Indoor Fireplaces are not for guest use(fines remitted)br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbr
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$804.39

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Private Vacation Home

Half Mile Walk to Beach, Dog Friendly!

Chatham, Massachusetts, United States

Summary:brbr16691 - Seaside: Half Mile Walk to Beach, Dog Friendly!brbrbrbrThe Space:brbrLocated in the coveted Ridgevale Beach area of Chatham, Seaside is your ideal getaway just a half-mile stroll from one of the region’s most beloved sandy shores. Here, you can enjoy swimming in the gentle waters of Nantucket Sound or the tranquil tidal creek, making it a perfect destination for families.brbrThis clean, bright, and airy home boasts an open floor plan and spacious rooms, accommodating families with ease. The inviting first-floor living room features a 40-inch flat-screen TV, ideal for adults to unwind, while the expansive family room in the walk-out lower level offers a 50-inch flat-screen TV for kids’ entertainment. The fully equipped kitchen, complete with a gas stove, stainless steel appliances, and a central island, simplifies meal preparation for family feasts.brbrStart your mornings on the charming farmer's porch, sipping coffee while enjoying the ocean breeze. Chatham serves as a perfect base for your explorations, with local attractions like Lighthouse Beach, Chatham Fish Pier, and lively Friday night concerts at the Bandstand. Delight in nearby dining options, including Mac's Chatham Fish & Lobster, Marion’s Pie Shop, and Short N' Sweet Ice Cream, ensuring that culinary adventures await just around the corner.brbrCreate lasting memories at Seaside, where relaxation and family fun converge.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6brBedroomsbr-Total 2br-1st Floor Bedroom: 1 King Bed br-2nd Floor Bedroom: 1 King, 2 Twin BedsbrBathroomsbr-Total 2br-1st Floor: Showerbr-2nd Floor: Tub/Shower CombobrOther Amenities br-Central ACbr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Gas Grillbr-Outdoor Showerbr-Indoor Fireplaces are not for guest use (fines remitted)br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbr-C0146920550
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