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From $944 per night (USD)
VRBO
Chatham rental, 4 bed 3ba ~ walk to the beach
Bedrooms:
2
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 $944 per night (USD)
VRBO
From $324 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 $324 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Quaint Two Bedroom Lakeside Cottage #18 with Screened-in Porch in Chatham
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Must bring your own linens. New kitchen, granite counter tops, new hardwood floors, new drywall and paint. Cathedral c ...
From $293 per night (USD)
VRBO
From $729 per night (USD)
VRBO
Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks
Bedrooms:
2
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 $729 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
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 condo is ...
From $522 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Quiet North Chatham 4 Bdr 2 Bath Large Lot Outdoor Shower Complete Remodel
Bedrooms:
2
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 $454 per night (USD)
VRBO
'Sea Chalet' ~Special Peace of Cape Cod, Adj to Bike Path, AC and Fish pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax, Renew, Enjoy! Cape Cod Bike Path is adjacent - fabulous for biking and walking. Sophisticated, yet cozy ambianc ...
From $454 per night (USD)
VRBO
From $633 per night (USD)
VRBO
Waterfront Fun! Swimming Boating Fishing Biking Relax @ Freshwater Bucks Pond!
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Lakeside Paradise will keep your family and friends entertained all week long! Half acre waterfront sanctuary boasts la ...
From $633 per night (USD)
VRBO
From $529 per night (USD)
VRBO
In Town Newly Renovated Cape
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, Location, Location – New to the rental market, this fully renovated centrally located cape home checks all the ...
From $529 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Overlooks inland freshwater pond. Close to beaches, golf courses & restaurants.
Bedrooms:
1
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 $222 per night (USD)
VRBO
From $592 per night (USD)
VRBO
STYLISH CHATHAM HOUSE
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located within walking distance to a small beach and quick drive to the local shops and restaurants of Main Street i ...
From $592 per night (USD)
VRBO
From $941 per night (USD)
VRBO
Cozy Family Home in Chatham - Firepit, Game Room, Large Deck, Yard + More
Bedrooms:
3
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 $941 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Beach Heather- Relax, Renew & Enjoy! Adj to Bike Path, 1 Mile to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach Heather - Relax, Renew, Enjoy! One mile to Nantucket Sound Beaches, Adjacent to Cape Cod Bike Path. Comfortab ...
From $454 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 $1063 per night (USD)
VRBO
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
Bedrooms:
3
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 $1063 per night (USD)
VRBO
From $870 per night (USD)
Expedia
Chatham-Walk to Town/Beach-Multi Family Friendly
Bedrooms:
4
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 $870 per night (USD)
Expedia
$\Cape Escape\ Sunny Renovated House - Walk To Beach, Pickleball, Central AC$
From $645 per night (USD)
VRBO
\"Cape Escape\" Sunny Renovated House - Walk To Beach, Pickleball, Central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walking Distance to the beach! Updated home with indoor/outdoor living and separate living room and family room both wit ...
From $645 per night (USD)
VRBO
From $1102 per night (USD)
VRBO
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 $1102 per night (USD)
VRBO
From $793 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 $793 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Sandcastle By the Beach - 300 yards to Ridgevale Beach!
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
Recently renovated, beautifully appointed, adorable 3 bedroom, 1.5 bath home that is literally a 3 minute walk to Ridgev ...
From $638 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighbo ...
From $353 per night (USD)
VRBO
From $401 per night (USD)
VRBO
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)
VRBO
From $164 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 $164 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Chatham Village - Adorable Studio Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $213 per night (USD)
Expedia
From $877 per night (USD)
VRBO
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Bedrooms:
2
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 $877 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Coastal Charm in South Chatham – Walk to Beach & Bike Trail!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming South Chatham Cottage - Walk to Beach & Bike Trail Escape to this peaceful South Chatham cottage, perfectly sit ...
From $343 per night (USD)
VRBO
From $1016 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 $1016 per night (USD)
VRBO
From $502 per night (USD)
VRBO
2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
Bedrooms:
3
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 $502 per night (USD)
VRBO
From $629 per night (USD)
VRBO
Newly updated home sleeps 7, AC, free WIFI, half mile to town
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 Bedroom - 2 Baths - Sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $629 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Beautiful home near Jacknife Beach and bike trail
Bedrooms:
2
Bathrooms:
3
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 $402 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Chatham Preservation Award: Antique Cape in Chatham Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2010 Chatham Preservation Award Recipient This 1820 Cape was completely restored in 2008 and combines a classic exterio ...
From $691 per night (USD)
VRBO
From $2089 per night (USD)
Expedia
5-bedroom vacation home just 3 minutes drive to Cape Cod Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our charming 5-bedroom vacation home in the heart of South Chatham! Nestled just a 3-minute drive from the st ...
From $2089 per night (USD)
Expedia
From $603 per night (USD)
VRBO
1 Mile from Downtown Chatham Walk to Pier
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16655 - Riptide: 1 Mile from Downtown Chatham Walk to Pier The Space: One of the many perks of staying at this ...
From $603 per night (USD)
VRBO
From $229 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 $229 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Pet friendly! Recently updated with Central Air and close to the Bike Path
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your own little piece of the Cape! * * * * See end of this description for information about fr ...
From $449 per night (USD)
VRBO
Click For Pricing
Expedia
Harding's Beach/Oyster River Area / Walk to Water
Bedrooms:
1
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 Pricing
Expedia
From $658 per night (USD)
VRBO
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 $658 per night (USD)
VRBO
From $195 per night (USD)
Expedia
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 $195 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Charming Air Conditioned Chatham Vacation Home Walk to Beach & Tennis
Bedrooms:
2
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 $385 per night (USD)
VRBO
From $669 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 $669 per night (USD)
VRBO
From $378 per night (USD)
VRBO
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)
VRBO
From $345 per night (USD)
VRBO
Clean, Bright, and Spacious; Family Friendly!
Bedrooms:
2
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 $345 per night (USD)
VRBO
From $338 per night (USD)
VRBO
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 $338 per night (USD)
VRBO
From $275 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. * * * * ...
From $275 per night (USD)
VRBO
From $290 per night (USD)
VRBO
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 $290 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Pond Front Home w/ Game Room Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The Space: Awake to water views and enjoy your ...
From $414 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Perfect for Group w/ Kids & Dogs w/ Hot Tub
Bedrooms:
2
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 $599 per night (USD)
VRBO
From $693 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 $693 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Cute Cottage - Half Mile to Nantucket Sound! (1976)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This cottage is perfect for a relaxing vacation. It is located in a quiet location in South Chatham, only ½ mile to Nant ...
From $325 per night (USD)
VRBO
From $405 per night (USD)
VRBO
4 BR, 3 BA Skinequit Pond view & access, short walk to Red River Beach
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Peaceful, private 4 BR, 3 BA (sleeps 10 comfortably, up to 12) south of Rte 28 at the end of a dead-end road abutting co ...
From $405 per night (USD)
VRBO
From $628 per night (USD)
VRBO
GREAT LOCATION - Water View, Walk to beach & Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, No ...
From $628 per night (USD)
VRBO
From $1410 per night (USD)
Expedia
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Bedrooms:
4
Bathrooms:
7
Sleeps:
21
This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories of comfortable rooms with spacious, open living are ...
From $1410 per night (USD)
Expedia
From $291 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 $291 per night (USD)
VRBO
From $2125 per night (USD)
VRBO
Exquisite Old Cape Charm, Spectacular Views, Huge Private Beach, Sleeps 20
Bedrooms:
6
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)
VRBO
From $252 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. Conservation land assures privacy. Easy and safe private entra ...
From $252 per night (USD)
VRBO
From $227 per night (USD)
VRBO
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
Bedrooms:
1
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 $227 per night (USD)
VRBO
From $561 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 $561 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Spacious Harwich Home Near Round Cove (1116)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious home is located on a quiet cul-de-sac and boasts a big, pretty lawn. Central AC added in 2022. The first ...
From $362 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Near Harding's Beach, 4 min walk to Oyster River. 3BR, 2Bath, enclosed deck area
Bedrooms:
2
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 $293 per night (USD)
VRBO
From $525 per night (USD)
VRBO
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 $525 per night (USD)
VRBO
Click For Pricing
VRBO
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the SeaGlass House! Charming and bright, open concept Cape house perfect for creating long lasting memories. ...
Click For Pricing
VRBO
From $1640 per night (USD)
VRBO
Beachfront Nantucket style home with amazing views on 3 acre estate setting
Bedrooms:
1
Bathrooms:
5
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 $1640 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Lovely Chatham Home Near the Bike Trail (1524)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this contemporary Chatham home comfortably accommodating 6 just minutes from the Cape Cod Rail Trail, for great cy ...
From $413 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Family Cottage Close to Beach!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Cozy family retreat that can sleep 8-10 people comfortably with 3 bedrooms, finished basement, 2 full bathrooms, outdoor ...
From $464 per night (USD)
Expedia
From $8677 per night (USD)
VRBO
Enjoy This Quaint & Renovated 2BR Cottage (1553)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this quaint, renovated, 2 bedroom cottage with a very spacious yard. The entrance features a screened porch which ...
From $8677 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Beautifully Maintained 3BR Colonial Close to Forest 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 $548 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $620 per night (USD)
VRBO
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Spend your Chatham vacation at the POOL! This wonderful home is just minutes to everything downtown Chatham has to offer ...
From $620 per night (USD)
VRBO
From $372 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 $372 per night (USD)
VRBO
From $367 per night (USD)
VRBO
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 $367 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Comfortable 3+ Bedroom Home Near Pleasant Bay (1472)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this large Harwich 3+ bedroom home located in a scenic, well located neighborhood. Less than a mile to a sheltered ...
From $322 per night (USD)
VRBO
From $210 per night (USD)
VRBO
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 $210 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Dog-friendly home with A/C, W/D, games, deck, yard, & a private hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Carriage House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $507 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $264 per night (USD)
Expedia
From $928 per night (USD)
VRBO
Sprawling Family home located across from Chatham Harbor
Bedrooms:
3
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 $928 per night (USD)
VRBO
From $469 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 $469 per night (USD)
Expedia
From $353 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 $353 per night (USD)
VRBO
From $625 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 $625 per night (USD)
Expedia
From $815 per night (USD)
VRBO
Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Location of the House - Highly sought after Chatham house - corner property which is a walking distance from Historic Do ...
From $815 per night (USD)
VRBO
From $2103 per night (USD)
Expedia
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Bedrooms:
10
Bathrooms:
9
Sleeps:
21
This wonderfully renovated 1877 home, nestled in downtown Chatham, is centrally located within walking distance from eve ...
From $2103 per night (USD)
Expedia
$Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.\n$
From $2912 per night (USD)
VRBO
Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.\n
Bedrooms:
5
Bathrooms:
8
Sleeps:
18
New heated gunite pool. 18X40 with automatic pool cover, and completely fenced in for safety. Design includes many plant ...
From $2912 per night (USD)
VRBO
From $300 per night (USD)
VRBO
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 $300 per night (USD)
VRBO
From $679 per night (USD)
VRBO
Harwich Port - Walk to Beach - A/C - Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
**Please INQUIRE before requesting. We will be booking for summer 2026 beginning Sept 3.**Thank you for considering our ...
From $679 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Charming Cape Cottage in Chatham, 2 Min From Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
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 $678 per night (USD)
VRBO
Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Comfort and charm abound in this updated 18th Century seaside farmhouse (4 bedrooms and 3 baths!) situated on more than ...
From $678 per night (USD)
VRBO
From $527 per night (USD)
VRBO
3 bed 3 bath. Premium linens provided. Pet friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
When you arrive you will find that our architect maximized light, air and views, with great flow from the upstairs vault ...
From $527 per night (USD)
VRBO
From $1017 per night (USD)
VRBO
Steps to Oyster Pond Private Dock!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: 16656 - Decked Out Oyster: Steps to Oyster Pond Private Dock! The Space: Calling all water enthusiasts! This s ...
From $1017 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Fall getaway on Cape Cod-Pet-friendly home-short drive to Red River Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy what many consider the best time on Cape Cod, the "second summer" season. Charming, pet friendly, 2 bedroom conven ...
From $363 per night (USD)
VRBO
From $906 per night (USD)
VRBO
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
A charming 4 bedroom, 3.5 bath cape with large kitchen, private backyard, includes all amenities, patio and deck that ...
From $906 per night (USD)
VRBO
From $602 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 $602 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Walk to Water Access to Hiking Trails!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 17725 - Wanderlust: Walk to Water Access to Hiking Trails! The Space: Getaway this summer at our Harwich Cape ...
From $231 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Private Waterfront On Freshwater Pond With Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront on desirable Bucks Pond!! Beautiful 4 bedroom 2 full bath property offering an open concept living room, dini ...
From $480 per night (USD)
VRBO
From $969 per night (USD)
VRBO
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 $969 per night (USD)
VRBO
From $1268 per night (USD)
VRBO
LOCATION, LOCATION 200 YDS TO CHATHAM VILLAGE & BEACH WITH GREAT WATER VIEWS
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Location ! Location! Location ! Everything within walking distance . . . 200 yards to Chatham downtown, 200 yards to pub ...
From $1268 per night (USD)
VRBO
From $500 per night (USD)
VRBO
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 $500 per night (USD)
VRBO
From $670 per night (USD)
VRBO
FOUR BEDROOM-- CLOSE TO TOWN AND TWO SALTWATER BEACH AREAS!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy The Loop from this spectacular rental property-- a beautiful two mile walking path boasting spectacular ocean view ...
From $670 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Chatham Village - Lovely 2 bedroom apartment in the antique home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $383 per night (USD)
VRBO
From $944 per night (USD)
VRBO
Charming Waterfront House in Chatham
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $944 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Walk to Beach Central AC WiFi Beach Pearl
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 bedrooms- 2 baths- sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
From $363 per night (USD)
VRBO
Click For Pricing
Expedia
Historic Chatham house was moved from Water Street to present location in 1872 to avoid destruction by the salty tides.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Beautifully renovated in 2020, this historic Chatham home is steps away from Lighthouse Beach. Bright and airy, the ope ...
Click For Pricing
Expedia

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