Chatham Rentals
From $785 per night (USD)VRBO
Chatham rental, 4 bed 3ba ~ walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
WALK TO JACKKNIFE COVE BEACH in Chatham from this charming, clean, and well-kept home. Enjoy s'mores with the kids at ou ...
From $785 per night (USD)VRBO
From $733 per night (USD)Expedia
On the Chatham Loop - 1 Min to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: 16619 - Chatham Cruiser: On the Chatham Loop - 1 Min to the Beach! The Space: Chatham Cruiser is the perfect m ...
From $733 per night (USD)Expedia
From $310 per night (USD)VRBO
Quaint Two Bedroom Lakeside Cottage #18 with Screened-in Porch in Chatham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Must bring your own linens. New kitchen, granite counter tops, new hardwood floors, new drywall and paint. Cathedral c ...
From $310 per night (USD)VRBO
From $908 per night (USD)Expedia
New Waterfront Townhome
- 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 $908 per night (USD)Expedia
From $548 per night (USD)VRBO
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end-unit condo is ...
From $548 per night (USD)VRBO
From $658 per night (USD)Expedia
Quiet North Chatham 4 Bdr 2 Bath Large Lot Outdoor Shower Complete Remodel
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy your vacation at this lovely North Chatham home. This charming, sunny and spacious, arts and crafts bungalow is co ...
From $658 per night (USD)Expedia
From $561 per night (USD)VRBO
'Sea Chalet' ~Special Peace of Cape Cod, Adj to Bike Path, AC and Fish pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax, Renew, Enjoy! Cape Cod Bike Path is adjacent - fabulous for biking and walking. Sophisticated, yet cozy ambianc ...
From $561 per night (USD)VRBO
From $406 per night (USD)Expedia
Waterfront Fun! Swimming Boating Fishing Biking Relax @ Freshwater Bucks Pond!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Lakeside Paradise will keep your family and friends entertained all week long! Half acre waterfront sanctuary boasts la ...
From $406 per night (USD)Expedia
From $553 per night (USD)VRBO
In Town Newly Renovated Cape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location, Location – New to the rental market, this fully renovated centrally located cape home checks all the ...
From $553 per night (USD)VRBO
From $339 per night (USD)Expedia
Overlooks inland freshwater pond. Close to beaches, golf courses & restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One queen bedroom that also has a twin bed in it. One King Bed. Queen pullout couch in finished basement. The pictures o ...
From $339 per night (USD)Expedia
From $612 per night (USD)VRBO
STYLISH CHATHAM HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located within walking distance to a small beach and quick drive to the local shops and restaurants of Main Street i ...
From $612 per night (USD)VRBO
From $1133 per night (USD)Expedia
Cozy Family Home in Chatham - Firepit, Game Room, Large Deck, Yard + More
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home is the perfect getaway for families or a group of friends looking for a home filled with entertainment ...
From $1133 per night (USD)Expedia
From $439 per night (USD)VRBO
Beach Heather- Relax, Renew & Enjoy! Adj to Bike Path, 1 Mile to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Beach Heather - Relax, Renew, Enjoy! One mile to Nantucket Sound Beaches, Adjacent to Cape Cod Bike Path. Comfortab ...
From $439 per night (USD)VRBO
From $544 per night (USD)Expedia
Waterfront Cape Cod Cottage in private Association Beach community, sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This wonderful waterfront home is a in a picture perfect setting! Situated between two ponds, it offers breathtaking wat ...
From $544 per night (USD)Expedia
From $1144 per night (USD)VRBO
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Waterfront home with gorgeous views across Pleasant Bay. Watch the boats sail by from your sunny deck & soak in the br ...
From $1144 per night (USD)VRBO
From $1159 per night (USD)Expedia
Chatham-Walk to Town\/Beach-Multi Family Friendly
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
It's all about location. You will have the perfect family vacation in this 5 bedroom, 4.5 bath bathroom lovingly cared ...
From $1159 per night (USD)Expedia
From $681 per night (USD)VRBO
\"Cape Escape\" Sunny Renovated House - Walk To Beach, Pickleball, Central AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walking Distance to the beach! Updated home with indoor/outdoor living and separate living room and family room both wit ...
From $681 per night (USD)VRBO
From $1293 per night (USD)Expedia
Waterfront house on Cape Cod in Chatham, MA.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the peaceful tranquility of our beachfront house on Cape Cod in Chatham, Massachusetts. Experience picturesque oce ...
From $1293 per night (USD)Expedia
From $1033 per night (USD)VRBO
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Located overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage ...
From $1033 per night (USD)VRBO
From $645 per night (USD)Expedia
Sandcastle By the Beach - 300 yards to Ridgevale Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Recently renovated, beautifully appointed, adorable 3 bedroom, 1.5 bath home that is literally a 3 minute walk to Ridgev ...
From $645 per night (USD)Expedia
From $600 per night (USD)VRBO
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighbo ...
From $600 per night (USD)VRBO
From $401 per night (USD)Expedia
Family Friendly -Close to Red River Beach on Nantucket Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet, Serene, Solitude.... The Perfect Vacation Renewal Spot South Harwich Home completely renovated in 2016! 1 Mile to ...
From $401 per night (USD)Expedia
From $336 per night (USD)VRBO
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 5 star ⭐⭐⭐⭐⭐ no compromise luxury apartment has the VRBO PREMIER host rating for consistently delivering outstandi ...
From $336 per night (USD)VRBO
From $324 per night (USD)Expedia
Chatham Village - Adorable Studio Apartment in Antique Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
From $324 per night (USD)Expedia
From $887 per night (USD)VRBO
5 Bed\/2 Bath Sleeps 11. Walk to restaurants, town and more...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
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 o ...
From $887 per night (USD)VRBO
From $300 per night (USD)Expedia
Chatham Escape!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
South Chatham Cottage at the end of quiet street. Walk 1/2 mile to Pleasant Street Beach-Nantucket Sound. Quick access ...
From $300 per night (USD)Expedia
From $1257 per night (USD)VRBO
Walk 300 Yards to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 17730 - Waverunner: Walk 300 Yards to Beach! The Space: This newly renovated, stunning five bedroom, three ful ...
From $1257 per night (USD)VRBO
From $601 per night (USD)Expedia
2-wing home for large\/multi-generation family\/friends, cul de sac, beach ~ 1 mi.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Inviting and comfortable home on the end of a cul de sac, on beach side of Route 28, just over one mile from Harwich’s l ...
From $601 per night (USD)Expedia
From $1328 per night (USD)VRBO
Stones Throw: 052-CS Alluring Chatham in-town home with pool, walk to it all
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Alluring Chatham in-town home with pool, walk to it ...
From $1328 per night (USD)VRBO
From $754 per night (USD)Expedia
Newly updated home sleeps 7, AC, free WIFI, half mile to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
3 Bedroom - 2 Baths - Sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $754 per night (USD)Expedia
From $591 per night (USD)VRBO
Beautiful home near Jacknife Beach and bike trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This newly renovated home has 3 bedrooms and 2 1/2 baths,and is located in a nice quiet neighborhood. This home is centr ...
From $591 per night (USD)VRBO
From $561 per night (USD)Expedia
Chatham Preservation Award: Antique Cape in Chatham Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2010 Chatham Preservation Award Recipient This 1820 Cape was completely restored in 2008 and combines a classic exterio ...
From $561 per night (USD)Expedia
Click For PricingVRBO
Unique family gathering place ,Bright, Spacious. Linens included
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This home is perfect for a large family gathering. The home is situated on a large , quiet lot south of Route 28. Gues ...
Click For PricingVRBO
From $428 per night (USD)Expedia
1 Mile from Downtown Chatham Walk to Pier
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16655 - Riptide: 1 Mile from Downtown Chatham Walk to Pier The Space: One of the many perks of staying at this ...
From $428 per night (USD)Expedia
From $280 per night (USD)VRBO
Convenient to all amenities and beaches in Chatham
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Studio cottage with queen bed, full bath and kitchenette. Backyard area with brick patio/pergola and grill with an outd ...
From $280 per night (USD)VRBO
From $404 per night (USD)Expedia
Pet friendly! Recently updated with Central Air and close to the Bike Path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your own little piece of the Cape! * * * * See end of this description for information about fr ...
From $404 per night (USD)Expedia
Click For PricingVRBO
Harding's Beach\/Oyster River Area \/ Walk to Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This summer beach house was completely renovated when purchased and the owners continue to keep up with ongoing Renos. ...
Click For PricingVRBO
From $682 per night (USD)Expedia
Outermost Waterfront Chatham Home w\/ Wraparound Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end unit with wr ...
From $682 per night (USD)Expedia
From $309 per night (USD)VRBO
Dog-Friendly Home w\/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Seashell Wishes-Salty Kisses Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $309 per night (USD)VRBO
From $423 per night (USD)Expedia
Charming Air Conditioned Chatham Vacation Home Walk to Beach & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming house is located on a landscaped, level lot on a quiet, dead end lane just 4/10 mile from Forest Beach on ...
From $423 per night (USD)Expedia
From $507 per night (USD)VRBO
Charming Chatham House Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We make it easy to plan your vacation on Cape Cod in Chatham, MA. This well-appointed, renovated home is centrally and c ...
From $507 per night (USD)VRBO
From $378 per night (USD)Expedia
Quiet Cul-de-Sac, Beach & Rail Trail Minutes Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
PROPERTY: This adorable and newly renovated house, is in a VERY quiet and private location tucked away in a neighborhood ...
From $378 per night (USD)Expedia
From $349 per night (USD)VRBO
Clean, Bright, and Spacious; Family Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come experience the best of Cape Cod in this centrally located house! We take pride in managing this property ourselves ...
From $349 per night (USD)VRBO
From $382 per night (USD)Expedia
Carriage House with Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located overlooking Chatham's beautiful Oyster Pond, this two bedroom carriage house is the perfect location for your Ca ...
From $382 per night (USD)Expedia
From $326 per night (USD)VRBO
THREE BEDROOM UPDATED HOME--CLOSE TO FISH PIER AND TOWN.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cute Chatham Getaway - Just 6/10's of a Mile to Chatham Fish Pier and 8/10's of a mile into Town center. This amazing C ...
From $326 per night (USD)VRBO
From $549 per night (USD)Expedia
Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
NEWLY RENOVATED CHATHAM WINDMILL for your special Cape Cod vacation experience! Located overlooking Chatham's beautiful ...
From $549 per night (USD)Expedia
From $311 per night (USD)VRBO
Pond Front Home w\/ Game Room Dog Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The Space: Awake to water views and enjoy your ...
From $311 per night (USD)VRBO
From $711 per night (USD)Expedia
Perfect for Group w\/ Kids & Dogs w\/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16638 - The Flying Fish: Perfect for Group w/ Kids & Dogs w/ Hot Tub The Space: Are you searching for a recent ...
From $711 per night (USD)Expedia
From $788 per night (USD)VRBO
Ideal Chatham Location. Waterview, Beach, Walk to Town,Great Views,4 Bedroom,AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, sun drenched house with ocean views on Two sides. Two outdoor dining areas. All corner bedrooms with window ...
From $788 per night (USD)VRBO
From $664 per night (USD)Expedia
Skinequit Pond view & access, short walk to Red River Beach on Nantucket Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Peaceful, private home (sleeps 8 comfortably, up to 10) at the end of a dead-end road abutting conservation forest and v ...
From $664 per night (USD)Expedia
From $857 per night (USD)VRBO
GREAT LOCATION - Water View, Walk to beach & Town!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, No ...
From $857 per night (USD)VRBO
From $1536 per night (USD)Expedia
Luxury 7 BR, 4 BA w\/ Unique 60 ft Pool, .4 Miles to Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 21
***SPECIAL: Last Week in August, 2025 - 20% OFF*** This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories ...
From $1536 per night (USD)Expedia
From $366 per night (USD)VRBO
Cozy renovated classic Cape cottage a short walk to Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cute 2 bedroom 1 bath cottage was recently completely renovated inside and is bright, clean and cozy. It is locat ...
From $366 per night (USD)VRBO
From $2125 per night (USD)Expedia
Exquisite Old Cape Charm, Spectacular Views, Huge Private Beach, Sleeps 20
- Bedrooms:
- 8
- Bathrooms:
- 13
- Sleeps:
- 20
This is the old Cape Cod at its loveliest and most peaceful. Although the oldest part of the house was originally a cott ...
From $2125 per night (USD)Expedia
From $300 per night (USD)VRBO
Cape Cod Chatham Water View Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded Cape Cod Chatham retreat on tidal estuary creek. Private entrance from flagstone patio. Quiet large designer st ...
From $300 per night (USD)VRBO
From $278 per night (USD)Expedia
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get away and relax at our cottage on White Pond in beautiful Chatham Cape Cod. The cottage has a private fresh water bea ...
From $278 per night (USD)Expedia
From $485 per night (USD)VRBO
Spacious w\/ Basketball Court & Playground!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 17709 - The Playground: Spacious w/ Basketball Court & Playground! The Space: Located at the end of the street ...
From $485 per night (USD)VRBO
From $384 per night (USD)Expedia
Spacious Harwich Home Near Round Cove (1116)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious home is located on a quiet cul-de-sac and boasts a big, pretty lawn. A new addition for 2022 is central A/ ...
From $384 per night (USD)Expedia
From $307 per night (USD)VRBO
Near Harding's Beach, 4 min walk to Oyster River. 3BR, 2Bath, enclosed deck area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just off of Barnhill Rd on the way to popular Harding's Beach, this air conditioned, updated three bedroom house off ...
From $307 per night (USD)VRBO
From $532 per night (USD)Expedia
Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pet Friendly! Two bedroom luxury vacation condo on second floor of home in the heart of Chatham Village! Head up the sta ...
From $532 per night (USD)Expedia
From $1316 per night (USD)VRBO
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the SeaGlass House! Charming and bright, open concept Cape house perfect for creating long lasting memories. ...
From $1316 per night (USD)VRBO
From $1654 per night (USD)Expedia
Beachfront Nantucket style home with amazing views on 3 acre estate setting
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 9
'The Bluff House' is a very private turn of the century informal home located down a private country lane directly on th ...
From $1654 per night (USD)Expedia
From $358 per night (USD)VRBO
Lovely Chatham Home Near the Bike Trail (1524)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this contemporary Chatham home comfortably accommodating 6 just minutes from the Cape Cod Rail Trail, for great cy ...
From $358 per night (USD)VRBO
From $817 per night (USD)Expedia
Family Cottage Close to Beach!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Cozy family retreat that can sleep 8-10 people comfortably with 3 bedrooms, finished basement, 2 full bathrooms, outdoor ...
From $817 per night (USD)Expedia
Click For PricingVRBO
Enjoy This Quaint & Renovated 2BR Cottage (1553)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this quaint, renovated, 2 bedroom cottage with a very spacious yard. The entrance features a screened porch which ...
Click For PricingVRBO
From $468 per night (USD)Expedia
Beautifully Maintained 3BR Colonial Close to Forrest Beach (1577)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***NEW FOR 2025-all new hard wood flooring through the house!*** This comfortable rustic home has 3 bedroom, 2 bath, a ...
From $468 per night (USD)Expedia
Click For PricingVRBO
Stylish Cape in North Chatham ~ Walk to Private Neighborhood Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful cape in upscale Harbor Cove neighborhood. Recently renovated with all new furnishings and appliances. 4 BRs, 2 ...
Click For PricingVRBO
From $956 per night (USD)Expedia
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A\/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spend your Chatham vacation at the POOL! This wonderful home is just minutes to everything downtown Chatham has to offer ...
From $956 per night (USD)Expedia
From $361 per night (USD)VRBO
Pet friendly home with central air (1998)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This adorable PET FRIENDLY cape style home is located on a peaceful, residential, dead end road, close to two fresh wate ...
From $361 per night (USD)VRBO
From $355 per night (USD)Expedia
Charming Chatham Beach House; Walk to Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You will love Rhododendron House -- a recently updated 2 bedroom vacation house. This private hilltop retreat is located ...
From $355 per night (USD)Expedia
From $341 per night (USD)VRBO
Comfortable 3+ Bedroom Home Near Pleasant Bay (1472)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this large Harwich 3+ bedroom home located in a scenic, well located neighborhood. Less than a mile to a sheltered ...
From $341 per night (USD)VRBO
From $235 per night (USD)Expedia
Delightful Cottage for Two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This true Cape Cod cottage is ideal for a couple. Located in a 6 acre private community on beautiful White Pond. It is n ...
From $235 per night (USD)Expedia
From $414 per night (USD)VRBO
Dog-friendly home with A\/C, W\/D, games, deck, yard, & a private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Carriage House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $414 per night (USD)VRBO
From $406 per night (USD)Expedia
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
From $406 per night (USD)Expedia
From $976 per night (USD)VRBO
Sprawling Family home located across from Chatham Harbor
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Sprawling Family home 3-minute walk to the beautiful Chatham Beach Relax and enjoy your summer family vacation in this ...
From $976 per night (USD)VRBO
From $528 per night (USD)Expedia
Spacious, private cottage just a few minutes walk to Ridgevale Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer living less than a 1/2 mile from one of Cape Cod's best beaches! This home offers room to spread out, with living ...
From $528 per night (USD)Expedia
From $362 per night (USD)VRBO
Secluded Chatham Cottage Near Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our renovated 'old Cape' style cottage, with a sunny, open floor plan, brand new appliances and furnishings, ...
From $362 per night (USD)VRBO
From $646 per night (USD)Expedia
4 Bedrooms, 2 Baths, Sleeps 8-10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location! Location! Location! The “Woodford Reserve” for fun and respite! This is classic cape cod home with four bedro ...
From $646 per night (USD)Expedia
From $856 per night (USD)VRBO
Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Location of the House - Highly sought after Chatham house - corner property which is a walking distance from Historic Do ...
From $856 per night (USD)VRBO
From $3019 per night (USD)Expedia
Luxury 9 BR Home with Heated Pool in Downtown Chatham
- Bedrooms:
- 12
- Bathrooms:
- 9
- Sleeps:
- 21
This wonderfully renovated 1877 home, nestled in downtown Chatham, is centrally located within walking distance from eve ...
From $3019 per night (USD)Expedia
From $2663 per night (USD)VRBO
Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.\n
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
New heated gunite pool. 18X40 with automatic pool cover, and completely fenced in for safety. Design includes many plant ...
From $2663 per night (USD)VRBO
From $306 per night (USD)Expedia
Walk to School House Pond in Chatham.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2500sq ft house is 8yrs old and offers all the toys including a hot tub, sauna, bikes and kayaks for guest use. Fro ...
From $306 per night (USD)Expedia
From $503 per night (USD)VRBO
Fully Renovated Chatham 3 Bedroom with Water Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful recently renovated Ch ...
From $503 per night (USD)VRBO
From $584 per night (USD)Expedia
Harwich Port - Walk to Beach - A\/C - Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
** Thank you for considering our home for your vacation plans. WE RENT FROM SAT-SAT DURING THE SUMMER. We are flexible ...
From $584 per night (USD)Expedia
From $384 per night (USD)VRBO
Charming Cape Cottage in Chatham, 2 Min From Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Forest Sands cottage is comfortably decorated in Classic Cape style, a 2 minute walk from Forest Beach, and 10 minute sp ...
From $384 per night (USD)VRBO
From $745 per night (USD)Expedia
Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Comfort and charm abound in this updated 18th Century seaside farmhouse (4 bedrooms and 3 baths!) situated on more than ...
From $745 per night (USD)Expedia
From $606 per night (USD)VRBO
3 bed 3 bath. Premium linens provided. Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
When you arrive you will find that our architect maximized light, air and views, with great flow from the upstairs vault ...
From $606 per night (USD)VRBO
From $976 per night (USD)Expedia
Steps to Oyster Pond Private Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16656 - Decked Out Oyster: Steps to Oyster Pond Private Dock! The Space: Calling all water enthusiasts! This s ...
From $976 per night (USD)Expedia
From $418 per night (USD)VRBO
Beautiful Pet-friendly home-short drive to Red River Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming, pet friendly, 2 bedroom conveniently located near all amenities and 2.5 miles to one of Cape Cods best beaches ...
From $418 per night (USD)VRBO
From $866 per night (USD)Expedia
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
A charming 4 bedroom (can sleep 7), 3.5 bath cape with large kitchen, private backyard, includes all amenities, patio ...
From $866 per night (USD)Expedia
From $605 per night (USD)VRBO
Location, location, location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Brand new remodeled kitchen. Charming 4 bedroom cape. Great location! Not your typical rental. We only rent a few we ...
From $605 per night (USD)VRBO
From $629 per night (USD)Expedia
Walk to Water Access to Hiking Trails!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 17725 - Wanderlust: Walk to Water Access to Hiking Trails! The Space: Getaway this summer at our Harwich Cape ...
From $629 per night (USD)Expedia
From $469 per night (USD)VRBO
Private Waterfront On Freshwater Swimming Pond With Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront on desirable Bucks Pond!! Beautiful 4 bedroom 2 full bath property offering an open concept living room, dini ...
From $469 per night (USD)VRBO
From $958 per night (USD)Expedia
Classic 5Br Cape Cod Home In Exclusive N. Chatham- Steps To The Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Whydah Figawai - a privately-owned and classic Cape Cod style five bed room vacation home in a quiet & qu ...
From $958 per night (USD)Expedia
From $1698 per night (USD)VRBO
OUTSTANDING LOCATION 200 YDS TO CHATHAM VILLAGE & BEACH GREAT WATER VIEWS ABOUND
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Location ! Location! Location ! Everything within walking distance . . . 200 yards to Chatham downtown, 200 yards to pub ...
From $1698 per night (USD)VRBO
From $597 per night (USD)Expedia
Chatham Beach Chic 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You will begin to relax the moment you settle into this private family beach retreat. Newly renovated kitchen with quar ...
From $597 per night (USD)Expedia
From $735 per night (USD)VRBO
FOUR BEDROOM-- CLOSE TO TOWN AND TWO SALTWATER BEACH AREAS!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy The Loop from this spectacular rental property-- a beautiful two mile walking path boasting spectacular ocean view ...
From $735 per night (USD)VRBO
From $753 per night (USD)VRBO
Charming, Airy Coastal Getaway in Chatham Cape Cod Near the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This adorable cottage features an updated coastal farmhouse style. Located in South Chatham, a scenic, half-mile walk f ...
From $753 per night (USD)VRBO
From $505 per night (USD)VRBO
Chatham Village - Lovely 2 bedroom apartment in the antique home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
From $505 per night (USD)VRBO
From $1075 per night (USD)Expedia
Charming Waterfront House in Chatham
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $1075 per night (USD)Expedia