Chatham Rentals
From $2418 per night (USD)VRBO
Amazing Location Chatham / walk to Town Beaches and CBI
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This exquisitely furnished, charming Cape Cod house is within an easy walk of Chatham's beaches, Fish Pier, Lighthouse, ...
From $2418 per night (USD)VRBO
From $650 per night (USD)VRBO
AC, Pool, Hot Tub, Fenced Yard, Beach vacation home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious four bedroom, two bathroom, single family home with central air, above ground pool, hot tub, fire pit, and fenc ...
From $650 per night (USD)VRBO
From $1661 per night (USD)VRBO
Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Ho ...
From $1661 per night (USD)VRBO
From $598 per night (USD)VRBO
Summer Hydrangea: Chatham's Truly Exceptional Summer Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Summer Hydrangea, quite possibly the finest property value for an exceptional summer rental in Chatham. Priva ...
From $598 per night (USD)VRBO
From $471 per night (USD)VRBO
Pondfront cottage on Stillwater Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Set your clocks back 80 years, and fish for your breakfast from your own dock or row-boat. This setting has been descri ...
From $471 per night (USD)VRBO
From $551 per night (USD)Expedia
Waterfront on Pond w/ Private Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16664 - Family Tides: Waterfront on Pond w/ Private Beach! The Space: This beautiful waterfront property, ...
From $551 per night (USD)Expedia
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Sea Mist Cottage by the sea w/ central AC & views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
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From $566 per night (USD)Expedia
Your Perfect South Chatham Summer Stay!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $566 per night (USD)Expedia
From $873 per night (USD)VRBO
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to downtown Chatham! This serene spot in the heart of the village is just a short walk from Main Street's shops, ...
From $873 per night (USD)VRBO
From $1371 per night (USD)VRBO
Perfect House to Enjoy Family & Friends!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area a ...
From $1371 per night (USD)VRBO
From $412 per night (USD)VRBO
Lovely Home Near Bike Path Dog Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16665 - Summer Breeze: Lovely Home Near Bike Path Dog Welcome! The Space: This lovely four bedroom vacatio ...
From $412 per night (USD)VRBO
From $858 per night (USD)Expedia
Walk to private beach, central air, wifi, 3 bedrooms.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Smell the water! Fully renovated, three-bedroom, two-bathroom Nantucket style home. Walk to private beach on a dead-end ...
From $858 per night (USD)Expedia
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TWO BEDROOM PET FRIENDLY COTTAGE -- 1/4 MILE TO RIDGEVALE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
For those that love the Beach! Just 1/4 mile to beautiful Ridgevale Beach. Cape Cod cottage with two bedrooms and one ...
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From $1046 per night (USD)VRBO
Ocean views, path to beach, short walk to lighthouse and town, sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
This listing combines a large house having a deck with a beautiful view of the ocean and an adjacent cottage allowing fo ...
From $1046 per night (USD)VRBO
From $746 per night (USD)VRBO
Sunny Updated Chatham Village 2 Bedroom Condo W/ Large Private Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fantastic location! Thoughtfully updated with all new furnishings! Beautiful light filled 2 bedroom, 2 bath second floo ...
From $746 per night (USD)VRBO
From $391 per night (USD)Expedia
Sweet clapboard cottage that is walk to the beach and downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to The Sea Crest for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $391 per night (USD)Expedia
From $396 per night (USD)VRBO
Cute clapboard cottage on the hill off Stage Island Road!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend your vacation in The Sand Dune! This cute clapboard cottage on the hill off Stage Island Road offers an open kitch ...
From $396 per night (USD)VRBO
From $420 per night (USD)Expedia
Colorful clapboard cottage perfect for 2!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to The Sea Glass for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $420 per night (USD)Expedia
From $1052 per night (USD)VRBO
Just off the Chatham bike loop... a perfect location for your family vacation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just off the Chatham loop, this two bedroom home is the perfect spot for your family vacation. It features a que ...
From $1052 per night (USD)VRBO
From $575 per night (USD)Expedia
The Whistling Whale - Fantastic Location!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We're delighted to introduce "The Whistling Whale," a charming upstairs apartment over the garage offering a fantastic r ...
From $575 per night (USD)Expedia
From $749 per night (USD)VRBO
Charming House Close to Downtown-Pier-Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming 3 bdrm/2ba House -1 mile from Downtown- Close to Lighthouse Beach About our space Pack your bags and leave th ...
From $749 per night (USD)VRBO
From $1176 per night (USD)VRBO
Spacious 4-Bedroom Home Facing Nantucket Sound
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
Our airy and comfortable beach house features tranquil water views, a large 22 x 11 foot elevated back deck, 4 bedrooms, ...
From $1176 per night (USD)VRBO
From $438 per night (USD)VRBO
5-Mins to Forest Beach Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16647 - Pink Sky: 5-Mins to Forest Beach Dog Friendly! The Space: Escape the hustle and bustle of your eve ...
From $438 per night (USD)VRBO
From $482 per night (USD)Expedia
Newly Renovated Modern Pond Access!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16622 - The Yachtsman: Newly Renovated Modern Pond Access! The Space: Fully updated and modernized, this v ...
From $482 per night (USD)Expedia
From $454 per night (USD)VRBO
Waterfront Chatham Retreat w/ WiFi & Privacy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $454 per night (USD)VRBO
From $462 per night (USD)VRBO
Idyllic Cape House Close to Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Idyllic cape house close to beaches and ponds, as well as walking distance to restaurants, bars, ice cream, and shops in ...
From $462 per night (USD)VRBO
From $1128 per night (USD)VRBO
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This exquisite ONE (1) family home, “Upside Down” house, easily compares favorably to ocean front suites at the Chatham ...
From $1128 per night (USD)VRBO
From $1184 per night (USD)Expedia
Chatham Luxury Retreat—Porch, Art & Family Fun
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 3.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $1184 per night (USD)Expedia
From $1085 per night (USD)VRBO
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1.2 acres of beautiful waterfront property. Pond is great for canoes, fishing, and swimming. Canoe provided for tenant u ...
From $1085 per night (USD)VRBO
From $366 per night (USD)Expedia
Renovated cottage 1 mile to beach in Chatham!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Totally renovated bungalow style cottage with a sunny open floor plan, brand new appliances and furnishings on quiet str ...
From $366 per night (USD)Expedia
From $906 per night (USD)VRBO
FOUR BEDROOM IN TOWN LOCATION -- CLOSE TO OYSTER POND BEACH AREA.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful In Town Location with a Main House and One Bedroom Cottage. * * * * See end of this description for i ...
From $906 per night (USD)VRBO
From $422 per night (USD)VRBO
Chatham Beach Cottage + loft Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family at this year round Charming Chatham Seaside Cottage , with just a short 5 minute walk to a b ...
From $422 per night (USD)VRBO
From $1830 per night (USD)VRBO
Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Renovated Luxury Chatham Home with Pool & Hot Tub Ho ...
From $1830 per night (USD)VRBO
From $571 per night (USD)Expedia
Centrally located home with patio, a/c included, walking distance from town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Centrally located vacation home with central air conditioning in an ideal location with 3 bedrooms, 2 full baths plus ...
From $571 per night (USD)Expedia
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FIVE BEDROOM -- AMAZING WATER VIEWS OF NANTUCKET SOUND, MINUTES TO ASSOCIATION BEACH
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Just 1/10 of a Mile to Deeded Association Beach with amazing water views of Nantucket Sound. * * * * See end of ...
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From $319 per night (USD)Expedia
Wrap-Around Porch Mins. to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 16643 - Tidal Treasure: Wrap-Around Porch Mins. to Beach! The Space: There isn’t a much more beautiful pla ...
From $319 per night (USD)Expedia
From $1050 per night (USD)VRBO
Charming 3 bedroom 2.5 bath sleeps 6 - Walk to Town & Oyster Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A charming 3 bedroom, 2.5 bath cape with large kitchen and private backyard, patio and deck that abuts conservation lan ...
From $1050 per night (USD)VRBO
From $711 per night (USD)Expedia
The Boarding House, King bed comfort. Close to Nantucket Sound beaches.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated 4 bedroom cape is less than 3 miles from Nantucket Sound beaches. Inside there is central air ...
From $711 per night (USD)Expedia
From $417 per night (USD)VRBO
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
On over two acres of Oceanfront, 'Bayberry and Seadaisy Cottages at Ridgevale Beach face the temperate waters of Nantuc ...
From $417 per night (USD)VRBO
From $1555 per night (USD)VRBO
Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster. Beautifully and meticulously designed, this Town ...
From $1555 per night (USD)VRBO
From $941 per night (USD)VRBO
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ocean Harbor Waterfront. Stunning downtown Chatham Waterfront location with panoramic views, (Little Mill Pond) with ...
From $941 per night (USD)VRBO
From $488 per night (USD)Expedia
5BR-Beautiful Chatham-Year Round-Sleeps up to ten (10) & 1 Mile to Town!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
My family and i live full time in lexington, ma. We decided to purchase a vacation home in chatham, ma because of the sh ...
From $488 per night (USD)Expedia
From $738 per night (USD)VRBO
Sunrise to Sunset: Bucks Creek Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $738 per night (USD)VRBO
From $502 per night (USD)VRBO
Pleasant Chatham Cape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Pleasant Chatham Cape - A Classic Cape Cod Getaway with Modern Comforts Welcome to Pleasant Chatham Cape, a charming 4- ...
From $502 per night (USD)VRBO
From $687 per night (USD)VRBO
Solitude near the beach, High speed wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfort, convenience and beauty a mere 5 minute stroll away from Ridgevale beach. Nestled in a quiet neighborhood, our b ...
From $687 per night (USD)VRBO
From $1046 per night (USD)Expedia
Spacious Home on the Loop in Chatham
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Located on the Loop in scenic Chatham, this house rents Saturday to Saturday. The large living room opens onto a deck ...
From $1046 per night (USD)Expedia
From $446 per night (USD)VRBO
~ 4 Mi to Dtwn: Chatham Home w/ Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1,802 Sq Ft | Furnished Deck w/ Gas Grill | Fireplace | 13 Mi to Whydah Pirate Museum Welcome to the good life! Whether ...
From $446 per night (USD)VRBO
From $1578 per night (USD)VRBO
Location! Pool & Spa! 2 Primary Suites, Walk to Town, Beach, Chatham Bars Inn
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
**Please enter desired dates for accurate pricing.*** LOCATION: Your perfect Chatham vacation starts here in this newly ...
From $1578 per night (USD)VRBO
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Large Yard, Quiet; 300 Yd on Sidewalk to Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
If you have small children or would just like some peace and serenity, Blue Skye is for you. Lots of lawn to run and pl ...
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From $423 per night (USD)Expedia
Full Renovation! Amazing Spot with Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16620 - A Step Above: Full Renovation! Amazing Spot with Views! The Space: Our completely renovated and ne ...
From $423 per night (USD)Expedia
From $479 per night (USD)VRBO
Beautiful Home w/ Artistic Flair!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 16657 - Artist's Haven: Beautiful Home w/ Artistic Flair! The Space: On the Cul-de-sac of a private Chatha ...
From $479 per night (USD)VRBO
From $611 per night (USD)Expedia
Centrally Located Home w/ Patio Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16658 - Home Base: Centrally Located Home w/ Patio Fire Pit! The Space: Conveniently situated in the middl ...
From $611 per night (USD)Expedia
From $403 per night (USD)VRBO
Quaint 2 Bedroom Cottage Overlooking White Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Must bring your own linens. Perfect getaway to relax and unwind. Located in a small 5 acre enclave of cottages nestled u ...
From $403 per night (USD)VRBO
From $1352 per night (USD)VRBO
Location and Luxury
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
LOCATION: The cottage is located in Chatham's old village, just a block from the ocean. The closest beach is Andrew Har ...
From $1352 per night (USD)VRBO
From $1051 per night (USD)VRBO
Family friendly luxury home with heated pool and spa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Gorgeous home in Chatham with a brand new heated saltwater pool and hot tub. The open floor plan, combined living and ...
From $1051 per night (USD)VRBO
From $365 per night (USD)VRBO
Cozy one bedroom on White pond (Must bring your own linens)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 Person only. Charming little classic Cape cottage located close to town, beaches and bike trail. The cottage is nestl ...
From $365 per night (USD)VRBO
From $1048 per night (USD)VRBO
Coastal Comfort & Cape Cod Charm Await
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4 Bedroom - 2 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $1048 per night (USD)VRBO
From $652 per night (USD)Expedia
Chatham walk to Cape Cod beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A Very Short Walk to Hardings Beach. Ocean-side private neighborhood. Chosen by Condé Nast Traveler as “One of the Bes ...
From $652 per night (USD)Expedia
From $326 per night (USD)VRBO
Charming Downtown Chatham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming in town apartment above retail shops overlooks the Main St. Walk to beaches, nearby shops & restaurants, band c ...
From $326 per night (USD)VRBO
From $450 per night (USD)Expedia
Chatham 3 Bedroom/2 Bath Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated and spacious 3 Bedroom 2 Full Bath Home on a private 1/2 acre setting in one of Chatham's sought a ...
From $450 per night (USD)Expedia
From $1178 per night (USD)VRBO
Hardings Hideaway: 020-C Renovated Chatham Beach House with Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties. Renovated Chatham Beach House with Views Sl ...
From $1178 per night (USD)VRBO
From $403 per night (USD)VRBO
Lovely Stage Harbor Estate Guest House W/Private Beach to Use
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Lovely guest house on quiet and picturesque Stage Harbor! Right on town way with 30 second walk to the water and use of ...
From $403 per night (USD)VRBO
From $884 per night (USD)VRBO
Azure Cottage: Central A/C & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 3 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $884 per night (USD)VRBO
From $756 per night (USD)VRBO
Excellent Chatham Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A per ...
From $756 per night (USD)VRBO
From $1675 per night (USD)VRBO
From $588 per night (USD)Expedia
Charming two year old 3Bd Rm 4 bath home .6mi to Ridgevale Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Newly built home, app 2900 sq feet, The 1st floor includes a master bedroom with private bath with tub/shower, king siz ...
From $588 per night (USD)Expedia
From $619 per night (USD)VRBO
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Cod style house with a large, private yard, sunny deck, outdoor shower and hammock in a quiet Chatham neighborhood. ...
From $619 per night (USD)VRBO
From $1025 per night (USD)VRBO
Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster Pond in the heart of Chatham, Cape Cod, Massachus ...
From $1025 per night (USD)VRBO
From $6623 per night (USD)VRBO
Magnificent Luxury Vacation Home in Chatham!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This is your ultimate vacation destination! Simply stunning, Custom built home with a grand farmer's porch! Sit and sip ...
From $6623 per night (USD)VRBO
From $714 per night (USD)Expedia
CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Perfect vacation spot. Enjoy your vacation on this 3 bedroom 2 bath, Central air conditioned house bordering Emery Lake ...
From $714 per night (USD)Expedia
From $641 per night (USD)VRBO
Secluded Chatham Cape Cod House Stage Harbor Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Very secluded 3br family friendly (pets considered) full Cape at the end of a cul-de-sac. Located in rural Stage Harbor ...
From $641 per night (USD)VRBO
From $653 per night (USD)Expedia
Cozy Cape near Chatham Center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You will be sure to enjoy your time in the idyllic town of Chatham, MA in Cape Cod. Our home is 1/2 mile from the qua ...
From $653 per night (USD)Expedia
From $931 per night (USD)VRBO
Away from it all, secluded getaway 1 mile from beach , 5 minutes to Town Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property offers travelers an experience like no other property in Chatham. Set back deep off of Barn Hill rd on ove ...
From $931 per night (USD)VRBO
From $593 per night (USD)Expedia
Close to Hardings Beach & Private Access to Oyster River
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfy and cozy four bedroom home near Hardings Beach! This recently updated Cape cottage is filled with new furnishings, ...
From $593 per night (USD)Expedia
From $792 per night (USD)VRBO
Stylishly Furnished Home- Access to Pleasant Street Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This bright, exceptionally clean, relaxing cape style home is only a 5 to 7 minute stroll to Pleasant Street Beach, a na ...
From $792 per night (USD)VRBO
From $1314 per night (USD)VRBO
Family Friendly Home with Private Bog View-Close to 2 beaches & town center.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly remodeled in 2020, this designer 4 BR, 3 full bath house sleeps 10 (8 preferred) and has everything you need to ma ...
From $1314 per night (USD)VRBO
From $2106 per night (USD)VRBO
Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Experience your quintessential Cape Cod vacation in a beautifully renovated 1862 Farm House on Stage Harbor Road! Lush g ...
From $2106 per night (USD)VRBO
From $454 per night (USD)Expedia
Amazing Location! Lakefront Waterside Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16629 - Dock Holiday: Amazing Location! Lakefront Waterside Deck The Space: Get ready for a week of raftin ...
From $454 per night (USD)Expedia
From $537 per night (USD)VRBO
Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
.... PET FRIENDLY! ... Recently updated, this classic summer beach cottage is a quick walk to popular Ridgevale Beach! A ...
From $537 per night (USD)VRBO
From $481 per night (USD)Expedia
1.2 miles from the beach & Private Bike Trail Access - Hillside Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this charming single-family home in South Harwich! Conveniently located off of Route 28, you’re only steps (5 ...
From $481 per night (USD)Expedia
From $409 per night (USD)VRBO
15 Minute Walk to Pleasant Street Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16632 - Casa Al Mare: 15 Minute Walk to Pleasant Street Beach! The Space: Your perfect seaside getaway sta ...
From $409 per night (USD)VRBO
From $523 per night (USD)Expedia
🐶 Dog Friendly Fenced in Yard! 3/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 full bath ranch style home located in Chatham! 1/10th of a mile to Old Colony Bike path and 1.1 mile ...
From $523 per night (USD)Expedia
From $784 per night (USD)VRBO
Perfectly located, with central AC. 3BR, sleeps 6-8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...
From $784 per night (USD)VRBO
From $347 per night (USD)Expedia
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE! CLOSE TO DOWNTOWN CHATHAM!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable cottage is in an ideal location in West Chatham! Located on a quiet cul-de-sac with five other homes. A 5 ...
From $347 per night (USD)Expedia
From $1341 per night (USD)VRBO
Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham! Experience beautiful water views with y ...
From $1341 per night (USD)VRBO
From $976 per night (USD)Expedia
Water View-Walk town/beach, pets considered, Linen Option
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
It's all about LOCATION-just steps from deeded access to the Mill Pond where you can launch your Kayak without ever havi ...
From $976 per night (USD)Expedia
From $902 per night (USD)VRBO
Charming Chatham Home Close to Bassing Harbor!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for the perfect home for your next Chatham vacation? This home is great for families who love the beach as it is ...
From $902 per night (USD)VRBO
From $991 per night (USD)VRBO
Water Views in Chatham!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming, perfect location and every amenity you could want! The first floor features 2 bedrooms, one with a queen size ...
From $991 per night (USD)VRBO
From $1427 per night (USD)VRBO
Located in the heart of downtown Chatham, this gem offers an easy walk to everything.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the heart of downtown Chatham, this gem offers an easy walk to dinner, ice cream, shopping, a movie, Oyster P ...
From $1427 per night (USD)VRBO
From $450 per night (USD)Expedia
Waterfront on Private Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16644 - Lover's Lookout: Waterfront on Private Lake! The Space: Enjoy your best days of summer at our wate ...
From $450 per night (USD)Expedia
From $921 per night (USD)VRBO
BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Vivian's Hideaway! Experience all that Cape Cod has to offer in an amazing indoor and outdoor living space, n ...
From $921 per night (USD)VRBO
From $509 per night (USD)VRBO
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...
From $509 per night (USD)VRBO
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Four Bedroom home with Water Views of Saltwater Millpond & Mitchell River -- Close to Town and Oyster Pond Beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3200 Square Foot Cape with Spectacular Water Views of Millpond, the Mitchell River and Stage Harbor in the Distance. * ...
Click For PricingVRBO
From $414 per night (USD)VRBO
Dog Friendly Chatham 4 Bedroom, A/C
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Perfect location near Schoolhouse Pond, Pleasant Bay and downtown Chatham The Space: *Contact us for infor ...
From $414 per night (USD)VRBO
From $430 per night (USD)VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...
From $430 per night (USD)VRBO
From $325 per night (USD)Expedia
Location, Location, Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable, stylish Cape Cod home close to everything. Beach is .7 miles, Route 6 is 3 miles, Downtown is 1.5miles, Bik ...
From $325 per night (USD)Expedia
From $608 per night (USD)VRBO
Beautiful Downtown Chatham 1 Bed, Close to the Beach - Newly renovated + Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $608 per night (USD)VRBO
From $1185 per night (USD)VRBO
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $1185 per night (USD)VRBO
From $531 per night (USD)VRBO
Steps to Chatham Center & Lighthouse Beach - charming home with central AC
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Steps from Chatham Center and a short walk to Lighthouse Beach, our home is the perfect spot for families and couples lo ...
From $531 per night (USD)VRBO
From $690 per night (USD)Expedia
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to The Chatham Carriage House, located within walking distance to Historic Main St. with it's endless vari ...
From $690 per night (USD)Expedia