Vacation Home Rentals By Owner In Chatham, MA

Summary:brbr16617 - Skipping Stone: Located on Rail Trail By Beach & Downtown!brbrbrbrThe Space:brbrThis beautifully updated home is a great place to enjoy a family vacation on Cape Cod! Beautiful downtown Chatham is less than a mile away, so all the best restaurants, shopping, and entertainment are just around the corner. Not only are Lighthouse beach and Jackknife Cove just a couple miles away, this home is surrounded by ponds that are within walking distance. Emery Pond, White Pond, Perch Pond, and Lover's Lake are all half a mile or less from the house, and the Chatham Airport is just a few minutes away. The home itself is well-updated with modern appliances and plenty of room for 8 guests. The 1st floor of the home offers a living room, large sunroom, eat-in kitchen, two bedrooms, and a full bathroom. One of the first floor bedrooms offers a queen bed, while the other bedroom offers two twin beds. Upstairs there are two additional bedrooms; one has a king size bed and a crib, and the other has two twin beds. A brand new central A/C system will be sure to keep you cool on those hot summer days. The outdoor area is beautiful and offers a small deck with a gas grill and a dining area. The deck leads down into a great grassy backyard - perfect for kids and your dog to play or to relax and soak up the sun. This is a great location to experience Chatham and the surrounding areas of Cape Cod. Don't wait to book this awesome vacation home!br br brHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-Bedroom 1: 1st floor, 1 queen bedbr-Bedroom 2: 1st floor, 2 twin bedsbr-Bedroom 3: 2nd floor, 1 king bed + cribbr-Bedroom 4: 2nd floor, 2 twin bedsbrBathroomsbr-Total: 2br-1st Floor: Full Bath w/ Tub/Shower Combobr-2nd Floor: Full Bath w/ Showerbrbr-Central A/Cbr-Window Units/Floor Unit A/C in each bedroombr-Smart TVbr-WIFIbr-Washer and Dryerbr-Outdoor Showerbr-Private yardbr-Gas Grillbr-Located on the Old Colony Rail Trailbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0409420550brbrbrbrThe Neighborhood:brbrOceanside

Located on Rail Trail By Beach & Downtown!

Chatham, Massachusetts, United States

4

Bed

2

Bath

Sleeps

$812.27

Discover this beautifully updated three-bedroom dog friendly home, located within walking distance of the beloved swimming beach at Schoolhouse Pond, just down the street from the idyllic Rail Trail biking path, and a short drive from all the charm of downtown. The house sits on an acre of land that backs up to conservation land and Goose Pond. All new appliances, including a washer and dryer, mattresses and furniture! Thoughtfully designed for comfort and relaxation, the home features two king bedrooms, a bedroom with two twin beds, and two full bathrooms. The sun-filled first floor offers an inviting and open layout with a spacious living room with a 65 inch smart TV, a dining area for family meals, and a well-equipped, brand-new kitchen with island seating; ideal for kids to enjoy breakfast before a day of adventure. Fist floor boasts a king bedroom and a full bathroom with a walk-in shower. Upstairs, you’ll find the twin bedroom, a second king bedroom, and another full bathroom with a tub. Central air conditioning keeps the home cool on warm summer days. Begin your mornings with coffee on the back patio and end beach-filled days rinsing off in the outdoor shower. The property abuts conservation land and is conveniently close to town, where you can enjoy dinners out, shopping, movies, ice cream, and even a renowned Cape League baseball game. To make your stay even easier, guests are greeted with a complimentary Welcome Bag from the owner, including a reusable tote stocked with starter paper products and cleaning supplies. New outdoor patio set and new Webber gas grill for outdoor dining and relaxing too! This inviting, dog-friendly home (one dog permitted; $150 pet fee) is the perfect place to create lasting vacation memories year after year. Contact Chatham Rentals today to reserve your stay!

Walk to Schoolhouse Pond!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1165.31

Summary:brbr16612 - Salty Breeze: Walk to Ridgevale Beach!brbrbrbrThe Space:brbrThere is nothing like heading to Cape Cod and enjoying the Salty Breeze! Enjoy your coffee, sunbathing or enjoy the spectacular views all day long from the expansive wraparound deck at this lovely home. Walking distance to Ridgevale Beach and a short drive to Downtown Chatham or Harwich Port, this beautiful oasis is a perfect spot for your family vacation or weekend getaway. Complete with an updated kitchen, a sun filled living room with water views, and an expansive deck to take in the views and salty air. brThe views don’t stop in the primary bedroom, where the seagulls can lull you to sleep before waking up to glistening water views. The second bedroom houses two twin beds, perfect for the kids to crash in after a day exploring Chatham. brbrBring your kayak and explore beautiful Buck's Creek and even venture out to the Nantucket Sound for some ocean kayaking! Feel the sun on your skin and the water in your hair, at the Salty Breeze! brHome Details: brDogs Welcomed (w/fee of $45/night per dog)br-Sleeps 4br-Single Floorbr-Bedroom #1: 1 King Bedbr-Bedroom #2: 2 Twin Bedsbr-1 Bathroombr-Bathroom #1: Full Bathroom with Tub/Shower Combobr-Central A/Cbr-Cable TVbr-WIFIbr-Washer & Dryer in basement (walk out access from outside)br-Outdoor Showerbr-Private Yardbr-Propane grillbr-5 min nature walk to neighborhood beachbr-Views overlooking salt-marsh with expansive views of Nantucket Soundbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0436910550brbrbrbrThe Neighborhood:brbrOceanside

Walk to Ridgevale Beach!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$583.13

Summary:brbr16613 - Maiden Chatham: Central AC Close to Beach Dog Friendly!brbrbrbrThe Space:brbrEnjoy this beautifully renovated, well appointed home for your Chatham vacation. Nautical decor adds charm and a seaside feel to this comfortable, central air conditioned home. Walk to local restaurants and shops, or drive only 5 minutes to Downtown Chatham. Conveniently located just a short drive from Ridgevale or Hardings Beach, you'll have your pick of Chatham's famous coastlines to choose from for your summer swim. After a day enjoying the sun and sea, return to a beautiful back yard for a barbeque and a great fire pit for cool evenings toasting marshmallows under the stars. This spacious home offers three bedrooms across two floors, and a lofted sleeping space with a TV and queen size futon. The downstairs hosts a game room for rainy days or anytime the mood for a quick ping pong match strikes. Book today for an idyllic Chatham vacation for you and your whole family - even the dog!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 FloorsbrBedrooms: brTotal: 3br-1st Floor Bedroom #1: 1 Queen Bedbr-1st Floor Bedroom #2: 2 Twin Bedsbr-2nd Floor Master Bedroom: 1 King Bedbr-2nd Floor Loft: 1 Queen FutonbrBathrooms:brTotal: 1.5br-1st Floor: Full Bath w/ Tub/Shower Combobr-2nd Floor: 1/2 bathbr-Central A/C on 1st Floor | Mini-Splits on 2nd Floorbr-Cable TV/Smart TVbr-WiFibr-Washer/Dryer in Basement br-Private Yardbr-Fire Pitbr-Large Patiobr-Ping Pong Tablebr-Gas Grillbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0419850550brbrbrbrThe Neighborhood:brbrOceanside

Central AC Close to Beach Dog Friendly!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$915.6

Recently renovated for 2025 to include updated bathrooms and new furnishings. NEW photos coming soon! A fantastic, family rental steps from Main Street and Veterans Field. Completely updated throughout and located on a quiet dead-end street, just off the beaten path. Large Master on the 2nd floor with King bed and rollaway. Huge front yard with tons of room for running and lounging around. A great spot for a family with small kids, with a small playground just off your back yard as well as the large town playground one block away! Two blocks from Children's Beach at Oyster Pond as well, you won't need your car for much of this vacation!brbrLinens and towels can be rented through Chatham Concierge. https://www.chathamconcierge.com. They deliver and pickup used linens. brbrBeach towels are included.brbrPrimary BR includes a roll-away twin and a twin pull-out for additional sleeping options. brbrNo pets.

Walk to town and beach from this updated 3BR house in historic Chatham

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$799.94

Summary:brbr16611 - Bucks Creek West: Stunning Water Views 2 Decks! By Beach!brbrbrbrThe Space:brbrSet at the end of a quiet road, this comfortable family home is an ideal setting for a classic Cape Cod getaway. With Ridgevale Beach just a five-minute walk away and only a short drive to downtown Chatham or Harwich Port, the location makes it easy to enjoy the best of the Lower Cape.brbrThe main level features a bright, open floor plan designed for easy vacation living. Two separate living areas provide space to spread out, while the well-equipped kitchen and dining area open directly to a large deck overlooking Buck’s Creek. It’s an ideal spot for barbecuing, enjoying creek views, and watching the sunset at the end of the day. A first-floor bedroom with a twin daybed and trundle with an en suite full bathroom offers added convenience and flexibility.brbrUpstairs, the second floor offers three additional bedrooms. The primary bedroom features a king bed and access to a second-story deck with sweeping views—perfect for morning coffee or quiet evenings. Two more bedrooms, one with a queen bed and the other with two twin beds, are also on this level, along with a full bathroom, completing the second floor.brbrOutdoor living is a highlight here. With easy access to Buck’s Creek, guests can bring a kayak and explore the peaceful waterways right from the neighborhood, all while enjoying the natural beauty and memorable sunsets that define Cape Cod.brbrWhether your days are spent at the beach, on the water, or exploring nearby towns, this home offers a relaxed and convenient place to return to at the end of the day.brbrHome Details: br-Dogs Welcomed (w/fee of $45/night per dogbr-Sleeps 8br-Two floorsbrBedroomsbr-Total 4br-1st floor Bedroom: 1 Daybed w/ Trundle (2 twins) w/ en suite bathroombr-2nd floor Bedroom: 1 King Bedbr-2nd floor Bedroom: 1 Queen Bedbr-2nd floor Bedroom: 2 Twin BedsbrBathroomsbr-Total 2br-1st Floor: Full Bathroom w/ Shower (en suite Twins Bedroom)br-2nd Floor: Full Bathroom with Shower/Tub combobrOther Amenitiesbr-Central A/Cbr-Washer & Dryer in Basementbr-WiFibr-TVbr-Gas grillbr-Outdoor Showerbr-Wood Fireplace NOT for Guest Use (fines remitted)br-Large Private Yardbr-Walk to Ridgevale Beachbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0436940550brbrbrbrThe Neighborhood:brbrOceanside

Stunning Water Views 2 Decks! By Beach!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$307.36

Summary:brbr16605 - Sea Pine Cottage: Lovely Home Minutes from Beach in Chatham!brbrbrbrThe Space:brbrTucked into a quiet Chatham neighborhood near Bucks Creek Marsh and just steps from the Oyster River, Sea Pine Cottage offers a peaceful Cape Cod escape with easy access to some of the area’s most loved spots. Harding’s Beach is only minutes away, making it simple to spend long summer days by the water before returning home to unwind.brbrThis charming, single-level Cape is thoughtfully set up for a relaxed vacation. Inside, the home features comfortable living spaces, WiFi, a Smart TV, and all the modern conveniences needed for an easy stay. The kitchen and living areas flow naturally for shared meals and downtime, while portable floor A/C units in the bedrooms keep sleeping spaces cool and comfortable.brbrThe layout includes three bedrooms that sleep up to six guests. The primary bedroom features a queen bed, the second bedroom offers a full bed, and the third bedroom is perfect for kids with twin bunk beds and a trundle. A washer and dryer are also available for added convenience.brbrOutside, the private yard and large deck create a welcoming space for summer barbecues, or morning coffee. A gas grill makes outdoor meals easy, and the quintessential Cape Cod outdoor shower is ideal after a beach day. The quiet surroundings offer a sense of seclusion, while downtown Chatham—with its shops, dining, and harbor views—is just a short drive away.brbrSpend your days at the beach, kayaking and exploring the nearby waterways, or strolling through town before coming home to relax in a setting that feels both simple and special.brbrSea Pines Cottage is a classic Cape getaway—book your stay today and enjoy Chatham at its most laid-back.br br Home Details:br-No Pets(Fines Remitted)br-Sleeps 6br-Single floorbrBedroomsbr-Total: 3br-1st Floor Master Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Full Bedbr-1st Floor Bedroom: 1 Bunk Bed and 1 Trundle (3 Twins total)brBathrooms:br-Total: 1br-1st Floor: Full Bathroom w/ ShowerbrOther Amenitiesbr-Portable (floor) A/C units in bedroomsbr-WiFibr-TVbr-Washer and dryerbr-Gas grillbr-Gas Fireplacebr-Outdoor showerbr-Private yardbr-Minutes from beachbr-NO pets (fines remitted)br-Sheets and towels provided with beds made upon arrivalbr-Cleaned with hospital grade disinfectantbrC0412950550brbrbrbrThe Neighborhood:brbrBayside

Lovely Home Minutes from Beach in Chatham!

Chatham, Massachusetts, United States

Bed

1

Bath

6

Sleeps

$2325.16

brbrbrClick for Drone TourbrbrbrRECENTLY REDUCED BY $5000 ..... NEW RATE FOR REMAINING WEEKS IN JULY AND AUGUST, $15,000 !!! brbrExperience coastal luxury in this stunning, newly rebuilt home ideally located just a short walk from both town and Lighthouse Beach. Nestled in the heart of Chatham's historic village, this beautifully renovated 5 bedroom, 5 bathroom retreat offers the perfect blend of comfort, style, and convenience.brbrEach spacious bedroom features its own private bath, creating an ideal setup for families or groups. Enjoy glimpses of Chatham Harbor, relax in thoughtfully designed private spaces, or gather together in the bright, open living areas.brbrThe home boasts a state of the art kitchen with all new appliances, perfect for entertaining, along with outdoor dining for enjoying warm Cape evenings. Additional amenities include central air conditioning, all new furnishings, high speed WiFi, and three HDTVs with streaming services.brbrWhether you're seeking relaxation or adventure, this exceptional property offers the perfect home base for your Chatham getaway.

AMAZING NEW HOME, STEPS FROM LIGHTHOUSE BEACH!

Chatham, Massachusetts, United States

5

Bed

9

Bath

10

Sleeps

$1084.32

Completely renovated in 2017, this classic Cape is the perfect Chatham beach house. Offering an open flow layout with five bedrooms, the home is situated in a quiet neighborhood close to town as well as Harding's Beach. The main level features an en-suite master, an additional bedroom, a family room, an eat in kitchen and a cathedral beamed living room with fireplace, half bath and laundry hook-up. Above are three more bedrooms and a full bath. The living spaces seamlessly blend outdoors with a large outdoor patio and nearly a half-acre of yard space. The whole family will love the out-door space with fire-pit and corn hole as well as a Foosball table! It features plenty of upscale outdoor furniture too!brCentral Air, Wireless Internet, Gas and Charcoal Grill and 2 Smart TVs: Master BR and Family Room

Sprawling 5 BR Chatham Escape / Endless Outdoor Living & Entertaining Choices

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1029.14

Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham! Experience beautiful water views with your morning coffee, and coral colored sunsets while grilling up your dinner on the back deck. Sit on the Farmer's Porch and sip a cold drink with a good book. This charming home offers a bright and airy 1st floor open living space with kitchen and dining areas, and sliders to the wrap around deck. This 2 bedroom home has 2 queen beds, and 2 twin beds in the finished basement. Walk to Chase Park, Oyster Pond Beach and downtown for all of your shopping, dining and entertainment. Central a/c to keep you cool on those hot summer days, and Wi-Fi to keep you connected. Enclosed outdoor shower to rinse the salt and sand off after a day in the surf. Perfect house and location for a Cape Cod getaway. This rental shares a driveway and there is another property next door. Call us at Chatham Rentals and let us help you plan your stay.

Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$873.25

Experience the ultimate in coastal luxury at this uniquely designed property in historic South Chatham. Perfect for large families, multi-generational groups, or two families traveling together, this property comfortably accommodates ten guests across two distinct living quarters. Separated by a two-car garage, this clever layout offers the rare gift of togetherness balanced with complete privacy.brbrThe main residence is a study in graceful Cape Cod living. The first floor flows effortlessly from a fully equipped chef’s kitchen into a formal dining room, leading to a spacious living area featuring a queen sleeper sofa and a large TV for movie nights. This level also includes a versatile bedroom with a full futon, a full bathroom, and a convenient laundry room. Upstairs, you will find three beautifully appointed bedrooms—two featuring king-sized beds and a third with two twin beds—alongside a well-placed half bath.brbrJust steps away, a separate private entrance leads to an expansive additional living suite. This self-contained retreat is impressively equipped with its own full kitchen, a bright king bedroom, and a modern bathroom with a walk-in shower. The large, open-concept living and dining area abuts a grand back deck that overlooks the property's crown jewel: the private, fenced-in pool.brbrThe outdoor experience at this home is truly spectacular. Follow the meandering slate path through manicured green lawns to reach your private poolside sanctuary, surrounded by pristine landscaping. Whether you are lounging on one of the two spacious decks, firing up the gas grill for a summer barbecue, or engaging in a friendly game of shuffleboard or cornhole, the backyard is designed for making memories. Two outdoor showers provide the classic Cape experience of rinsing off under the sun or stars.brbrIdeally located in South Chatham, you are just a short drive from the region's most beautiful beaches and the charming boutiques and eateries of the village. Modern comforts such as central air conditioning and high-speed WiFi ensure a seamless stay.brbr Short getaways available with an added cleaning fee. Save the cleaning fee by booking 7 or more consecutive nights. Please note: pool use is seasonal, not guaranteed outside peak summer months, and subject to routine testing and maintenance. An administrative fee and applicable taxes may apply. brbr**Linens not provided. Guests may rent linens or bring their own.**

Enjoy your own private pool in Chatham! (2252)

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$686.7

Welcome to The Salty Breeze! Come enjoy the perfect vacation spent in Chatham, one of the most desirable summertime destinations in the country. Our home is located south of 28 and just a 10- minute walk to the beautiful sandy beaches of the Nantucket Sound. Take advantage of everything the Cape has to offer while relaxing in our home. Walk to the beach, eat out at great restaurants in downtown Chatham and nearby Harwich-port, wander the tranquil walking trails in the Harwich Conservation areas close by, use one of our bikes on the Old Colony Rail Trail, take the Freedom Cruise Line Nantucket Ferry that leaves only a couple miles from the house or just enjoy the tranquility of the salty ocean air while you dine-in on fresh catch from the Chatham Fish Pier. Whether you are new to vacationing at the Cape, looking to discover new things to do and places to eat or just wanting to rediscover your old favorites, our location is perfect. brbrWe’ve tried to think of everything you’ll need to make your vacation truly relaxing. Outdoors, the house has a large deck with a dining table and gas grill. We also have a firepit area, hammock and shed full of beach toys, bikes and other outdoor games. The basement offers a great space for your group to spread out. There is an additional living area with a TV, a ping pong table and a bar table for those that need a great spot to play board games or work remotely. There is an additional desk in the king bedroom for those needing a dedicated workspace. Please see the full list of house amenities and reach out with any questions. brbrThis house is so special for the quiet surroundings with great proximity to the beach. Pleasant Street and Forest St beaches are both just .5 mile walks on residential streets. The outdoor shower makes cleaning up easy after a full day down out at the beach!brbrWe ask that you are respectful of our neighbors and quiet neighborhood when enjoying the patio/ fire-pit and deck in the evening. There is a manual at the house with general instructions, such as WiFi, check-out process and garbage collection. Our cleaning fee includes linen service. brbrIn addition to partnering with a third-party cleaning service following strict changeover protocols, we also have a HEPA air filter in the home for use between guests. brbrWe love this home, Chatham and long summer days spent out at the cape and we can’t wait to share it with you. Reach out with any questions you have on the area or the home before booking.

Walk to the beach! The Salty Breeze sleeps 10; updated house, bikes, beach toys!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$528.01

Welcome to a classic coastal getaway at this charming Chatham vacation rental. Located 1 mile from the shore and steps from Goose Pond, this 3-bedroom, 2-bath plus basement den is the perfect home base! The best of the Mid-Cape is at your fingertips; it's just 3 miles to downtown Chatham shopping and restaurants and minutes from trails, including direct access to the Old Colony Rail Trail. There’s plenty to do at the rental, too, like grilling, roasting s’mores, and relaxing by Goose Pond.brbr-- THE PROPERTY --brbrMassTaxConnect ID C0447510550 | Dog Friendly w/ Fee | Fenced-In Backyard | Outdoor Dining Area | EV Charger | Unwind FiresidebrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: King Bed | Basement Living Room: 2 Twin BedsbrbrINDOOR LIVING: 65” Smart TV, wood-burning fireplace, board games, dining table & breakfast barbrOUTDOOR LIVING: Furnished deck, gas grill, bocce ball, fire pit w/ seating, outdoor shower, beach chairs & towels, Goose Pond access, 4 Trek Bikes, 2 paddleboards, Old Colony Rail Trail/CCRT accessbrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, coffee maker, toaster, trash bags & paper towelsbrGENERAL: Free WiFi, central heating, mini split A/C units (1 on each floor), complimentary toiletries, linens & towels, in-home laundry, hair dryer, hangers, iron & board, keyless entry, 1 small, 1 medium, 2 large & 2 extra-large dog crates w/ cushioned beds, 2 soft Yeti coolersbrFAQ: Stairs required for access, 1st-floor bedroom & bathroom, pet fee (paid pre-trip)brPARKING: Driveway (4 vehicles), free street parking, RV/trailer parking allowed on-site, EV chargerbrbr-- THE LOCATION --brbrSUN & SAND: Goose Pond (beach access, walking distance), Ridgevale Beach (1 mile), Hardings Beach (2 miles), Cape Cod National Seashore (4 miles)brLOCAL LIVING: Marion's Pie Shop (0.6 miles), Mac's Chatham Fish & Lobster (2 miles), Main Street (3 miles), Chatham Pier Fish Market (4 miles), Chatham Lighthouse (5 miles), Cape Cod Lavender Farm (5 miles), Cranberry Bog Tours (8 miles)brFAMILY FUN: Old Colony Rail Trail (0.2 miles), Historic Downtown Chatham (3 miles), Wharfinger Chatham Fish Pier (3 miles), Cape Cod National Seashore Salt Pond Visitor Center (12 miles)brAIRPORT: Cape Cod Gateway Airport (17 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/ $150 fee (+ fees & taxes, dogs only)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs for access

1 Mi to Sand! Mid-Cape Chatham w/ Furnished Deck

Chatham, Massachusetts, United States

Bed

2

Bath

Sleeps

$790.63

This well-maintained and updated 4 bedroom, 2 bath home is an excellent choice for your Chatham vacation. With two queen-bedrooms located on the main level and 4 twin-bed accommodations and a king on the second floor, this home provides ample accommodations for a large family or group of friends. The kitchen opens up to a large dining area, while the spacious and comfortable den provides a perfect place to unwind for game or movie night. The location is ideal for a those looking for a quiet street and a short walk to town, the baseball field, or Oyster Pond. The owners enhance this weekly rental by providing multiple bicycles, puzzles, games, beach chairs, ice chests, an outdoor shower, and a hammock for lazy days. 5 A/C units are also provided throughout the home in each bedroom and the living room. Welcome bag included compliments of the owner with cleaning and paper products. If finding the comforts of home is important to the success of your vacation, you won't go wrong with 56 Eldredge Square! Call Chatham Rentals today and let us help you plan your visit!

Walk to town, baseball games, Oyster Pond

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$465.97

Sunlight filled luxury town home overlooking a beautiful pond, with three floors of living space. Located less than a mile to Beautiful downtown Chatham, and very close to area beaches and attractions. Located directly across from a brand new restaurant, and walking distance to several others, namely the Chatham landmark of DelMar. Luxuriously appointed furnishings, spacious bathrooms, fully equipped with everything you need for a perfect stay, including all of the linens, towels, and kitchen items.br

Luxury Chatham Town Home. Close to town & beaches!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$434.0

.... PET FRIENDLY! ...brRecently updated, this classic summer beach cottage is a quick walk to popular Ridgevale Beach! A nature lover's paradise abutting a saltmarsh, there is always wildlife and a rich variety of songbirds. The home is filled with new furnishings and fresh paint, it is a cozy spot for your beach vacation. It offers three bedrooms with sleeping for 7, WiFi, and plenty of living space for everyone to spread out. The large deck in the back has views of conservation land which borders Ridgevale Beach, perfect for a peaceful evening after a busy day shopping or long days at the beach. The proximity to Ridgevale Beach makes this comfy cottage a wonderful spot for your Chatham vacation!brSleeps 7 in Three Bedrooms: 1 Queen, 1 Double Futon, and 4 Twins (including one Twin Bunkbed)br1 Full Bath and Enclosed Outdoor Shower, and Gas GrillbrbrbrbrThe warm, calmer waters of Nantucket Sound make Ridgevale Beach ideal swimming well past Labor Day and the tidal pools, large sandy beach and lifeguard on-duty make for a perfect family day at the beach. Children gather together in groups to play in the tidal pools that are tucked back behind the main oceanfront beach. A parking pass is required, but they're well worth the price and are good for any other beach in town. Beach stickers for non-resident parking can only be purchased with cash at the on-site beach booth.

Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!

Chatham, Massachusetts, United States

Bed

1

Bath

7

Sleeps

Select Dates for Price

Chatham Calling... Close to Town & BoccebrCompliment your Chatham get-away with accommodations of the highest caliber. This home affords numerous outdoor entertaining and relaxation opportunities from the professionally landscaped grounds, to the sun dappled blue stone patio & pergola, and for the vacationer with a competitive streak a full size back yard bocce court. The interior spaces are not overlooked with upscale furnishings throughout, 3 en-suite bathrooms, and a kitchen to compliment any culinary aptitude; homemade from scratch to take-out. The decor is sure to delight. Entertain yourself and guests with a short stroll to one of Chatham's great dining options at the Del Mar Restaurant or continue your sidewalk stroll into Chatham's Downtown for additional dining & shopping experiences. Oyster Pond Beach is close by and is great for children and adults of all ages. A quick 2 mile drive delivers you to Chatham's most popular swimming beach on Nantucket Sound at Hardings or to the picturesque and iconic Chatham Lighthouse Beach.brbrbrbrbrPets allowed: dogs less than 50 lbs per pet (limit one pet total)brIf traveling with a dog, the dog must be added into the group head count before arriving. There will be a dog fee of $400.00 added to the booking.

Chatham Calling... Close to Town & Bocce

Chatham, Massachusetts, United States

Bed

5

Bath

Sleeps

$500.09

Summary:brbr16698 - Sandy Buoys: Dog Friendly, Game Room, Central AC!brbrbrbrThe Space:brbrYour Cape Cod adventure starts at Sandy Buoys, a bright three-bedroom, 3.5-bath, dog-friendly retreat in coveted Chatham, MA. With spacious living areas and a serene seaside atmosphere, it makes the perfect spot for a relaxing family vacation or a fun getaway with friends.brbrEnjoy airy, sun-filled living spaces where comfort and fun await—whether it’s movie marathons on the Smart TV, laughter-filled board game nights, or competitive ping pong tournaments in the game room. Cook up fresh local seafood in the fully equipped kitchen and enjoy dining in the fresh coastal air on the deck while Cape Cod breezes carry the sounds and scents of the coast. As the day winds down, find your perfect spot to relax and rest. With four bedrooms, including a queen on the first floor, two plush king bedrooms upstairs, and a bedroom with three twin beds for kids or teens, every guest has a comfortable place to rest. Central air keeps everyone cozy throughout their stay.brbrWhen it’s time to explore, savor a delicious breakfast at Pain d’Avignon Restaurant Boulangerie, then a short drive brings you to the golden sands of Chatham’s renowned beaches. Spend your day relaxing in the calm waters of Jackknife Beach or strolling the sandy shores of Ridgevale Beach, and finish with a breathtaking sunset at Lighthouse Beach. Keep the adventure going in Chatham’s vibrant Main Street, discovering boutique shopping, art galleries, and unique local treasures makes souvenir hunting a delight. After exploring, indulge at acclaimed eateries: fried seafood at Mac's Chatham Fish & Lobster, stylish bistro fare at Del Mar Bar & Bistro, or fresh Japanese cuisine at Bluefins Sushi & Sake Bar. Wrap up the day in a lively pub-style, accompanied by live music at Chatham Squire.brbrAfter a day of exploring, head back to your private getaway to freshen up in the outdoor shower and sip a glass of wine by the wood fire pit, listening to the crackle of the flames under the starry skies.brbrWhether you’re looking to unwind on the deck, stroll along the sandy shores of Cape Cod, explore local museums, cast a line in the Atlantic, or wander the iconic beach trails, Sandy Buoys is your ticket to a true Cape Cod escape. The fresh coastal air and gentle seaside vibes set the stage for unforgettable vacation memories. Book your stay at Sandy Buoys today and start living the Chatham dream!brbrbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8brBedroomsbr-Total 3br-1st Floor Bedroom: 1 Queen Bed (ensuite bathroom)br-2nd Floor Bedroom: 1 King Bedbr-2nd Floor Bedroom: 3 Twin Bedsbr-2nd Floor Bedroom: King and Full Bed (ensuite bathroom)brBathroomsbr-Total 3.5br-1st Floor: Half Bathroombr-1st Floor: Full Bathroom, with Shower (ensuite)br-2nd Floor: Full Bathroom, with Tub/Shower Combobr-2nd Floor: Full Bathroom, with Shower (ensuite)brOther Amenities br-Central A/C br-WiFibr-Smart TV br-Streaming Service br-Washer/Dryer br-Indoor Fireplaces are not for guest use(fines remitted) br-Propane Grillbr-Firepit (Wood)br-Outdoor Showerbr-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-C0510970550br

Dog Friendly, Game Room, Central AC!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$682.54

Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first floor including a laundry room. The newly expanded kitchen and dining area allows for big family gatherings. We've added a second floor which has 2 bedrooms, a large sitting area with a 60 Samsung 4K TV and a full bath with a tub/shower. Our bonus 4th room (no door) over the garage can sleep 4 and is great place for all the kids to stay. (Additional charges apply per person after 6th renter). The central air and the hot and cold outdoor shower are a great bonus to this beautiful and welcoming home for your vacation. brCome and relax among the pine trees on our quiet 1/2 acre corner property or take a 5 minute walk to Jacknife Beach from this charming, clean, and well-kept home. Conveniently located to many of the best Chatham beaches as well as the pounding surf of the Atlantic. Come relax on the deck after a day in the sun and surf! brbrChatham has received the 'Distinctive Destinations Award Recipient' from the National Trust for Historic Preservation and has been called one of the 10 great beaches in the United States.

Perfectly located, with central AC. 3BR, sleeps 6-8

Chatham, Massachusetts, United States

Bed

2

Bath