Chatham Rentals
- From $928 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 $928 per night (USD)VRBO
- From $581 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 $581 per night (USD)Expedia
- From $293 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 $293 per night (USD)VRBO
- From $646 per night (USD)
VRBO
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 $646 per night (USD)VRBO
- From $559 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 $559 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 $424 per night (USD)
VRBO
Walk to Ridgevale Beach From Family Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Located in the desirable Ridgevale Beach area of Chatham, this clean and comfortable home is just a 1/2 mile walk to thi ...
From $424 per night (USD)VRBO
- From $414 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 $414 per night (USD)VRBO
- From $357 per night (USD)
VRBO
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 $357 per night (USD)VRBO
- From $529 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 $529 per night (USD)VRBO
- From $345 per night (USD)
VRBO
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 $345 per night (USD)VRBO
- From $592 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 $592 per night (USD)VRBO
- From $836 per night (USD)
VRBO
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 $836 per night (USD)VRBO
- From $396 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 $396 per night (USD)VRBO
- From $544 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
Near beach bike path Pet friendly AC Wifi
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom- 3.5 Bath- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
Click For PricingExpedia
- From $1144 per night (USD)
VRBO
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
We just discounted the week Friday to Friday August 23-30 for a late cancellation. Our summer guests like to come in wi ...
From $1144 per night (USD)VRBO
- From $758 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 $758 per night (USD)Expedia
- From $736 per night (USD)
VRBO
Pure Cape Cod Bliss around the corner from Pleasant Street Beach!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
If you're searching for a classic beach house right around the corner from the ocean, look no further! A quiet sandy roa ...
From $736 per night (USD)VRBO
- From $188 per night (USD)
Expedia
\"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 $188 per night (USD)Expedia
- From $1020 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 $1020 per night (USD)VRBO
- From $805 per night (USD)
Expedia
Shore Road, Chatham – Just Renovated, Walk to Beach and Town, Superb Elevated Ocean Views: 568-C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is professionally managed by Pretty Picky Properties. Shore Road, Chatham – Just Renovated, Walk to Beach an ...
From $805 per night (USD)Expedia
- From $744 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 $744 per night (USD)VRBO
- From $677 per night (USD)
VRBO
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 $677 per night (USD)VRBO
- From $1901 per night (USD)
VRBO
Waterfront Property with Private Access to Ryder's Cove and Short Walk Down Path to Sandy Association Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this beautiful waterfront location on Ryders Cove. Large yard and beautiful outdoor space with water views make th ...
From $1901 per night (USD)VRBO
- From $349 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 $349 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 $194 per night (USD)
Expedia
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 $194 per night (USD)Expedia
- From $360 per night (USD)
VRBO
CHARMING CHATHAM COTTAGE WITH RIGHT OF WAY TO OYSTER RIVER!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming Chatham Cottage - This 4 bedroom, 2.5 bath home is located in the beautiful Stage Neck area, offering a true Ca ...
From $360 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $746 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 $746 per night (USD)VRBO
- From $315 per night (USD)
VRBO
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 $315 per night (USD)VRBO
- From $673 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 $673 per night (USD)VRBO
- From $547 per night (USD)
VRBO
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 $547 per night (USD)VRBO
- From $1915 per night (USD)
VRBO
Alluring Chatham in-town home with pool, walk to it all: 052-CS
- 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 $1915 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Close to Beach\/Bike Path, Big Yard, Private Road
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This charmingly furnished two-story house offers everything you could want in a dream vacation home. On a private road, ...
From $840 per night (USD)VRBO
- From $560 per night (USD)
VRBO
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 $560 per night (USD)VRBO
- From $262 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 $262 per night (USD)VRBO
- From $568 per night (USD)
VRBO
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 $568 per night (USD)VRBO
- From $881 per night (USD)
VRBO
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 ...
From $881 per night (USD)VRBO
- From $493 per night (USD)
VRBO
1 Mile from Downtown Chatham Walk to Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $493 per night (USD)VRBO
- From $240 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 $240 per night (USD)VRBO
- From $475 per night (USD)
VRBO
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! This adorable ranch is a dog-friendly home with superb access to the Cap ...
From $475 per night (USD)VRBO
- From $417 per night (USD)
VRBO
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. ...
From $417 per night (USD)VRBO
- From $670 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 $670 per night (USD)VRBO
- From $228 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 $228 per night (USD)Expedia
- From $362 per night (USD)
VRBO
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 $362 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Historic Cape Cod Charmer
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Relax and enjoy our vintage summer home built in the mid 1800's by one of the Cape's original families...the Eldridge's. ...
From $343 per night (USD)Expedia
- From $572 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 $572 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 $315 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 $315 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $272 per night (USD)
VRBO
Short Distance to the Chatham Fish Pier and to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cute Chatham Getaway Just 0.6 Miles to Chatham Fish Pier This great Chatham getaway has everything you are looking for. ...
From $272 per night (USD)VRBO
- From $293 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 $293 per night (USD)VRBO
- From $435 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 $435 per night (USD)VRBO
- From $550 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 $550 per night (USD)Expedia
- From $883 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 $883 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Explore Chatham's Nantucket Sound Beaches! (2037)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely townhouse is conveniently located between down town Chatham and Harwich center. It's located close to some o ...
From $215 per night (USD)Expedia
- From $316 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 $316 per night (USD)VRBO
- From $567 per night (USD)
VRBO
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 $567 per night (USD)VRBO
- From $686 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 $686 per night (USD)VRBO
- From $1334 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 $1334 per night (USD)Expedia
- From $913 per night (USD)
VRBO
300 Yds on Sidewalk to Hardings Beach; On Private 1.5 Acres. Week 7\/13 Avail.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
If you have children or grandchildren, Blue Skye is for you. Lots of lawn to run and play, but they are far from the st ...
From $913 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $2615 per night (USD)
VRBO
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 $2615 per night (USD)VRBO
- From $240 per night (USD)
Expedia
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 $240 per night (USD)Expedia
- From $191 per night (USD)
VRBO
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 $191 per night (USD)VRBO
- From $564 per night (USD)
Expedia
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 $564 per night (USD)Expedia
- From $379 per night (USD)
VRBO
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 $379 per night (USD)VRBO
- From $299 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 $299 per night (USD)VRBO
- From $516 per night (USD)
VRBO
This wonderful home is very close to two beautiful beaches on the Nantucket Sound!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful home is very close to two beautiful beaches on the Nantucket Sound! It is situated on 2 acres of wooded ...
From $516 per night (USD)VRBO
- From $515 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 $515 per night (USD)VRBO
- From $1185 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 $1185 per night (USD)VRBO
- From $1640 per night (USD)
VRBO
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 $1640 per night (USD)VRBO
- From $389 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 $389 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
- 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 $427 per night (USD)
Expedia
Beautifully Maintained 3BR Colonial Close to Forrest Beach (1577)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This comfortable rustic home has 3 bedroom, 2 bath, and sleeps 8. It sits on a pretty lot with a big backyard just 7/10 ...
From $427 per night (USD)Expedia
- From $613 per night (USD)
VRBO
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A\/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spend your Chatham vacation at the POOL! This wonderful home is just minutes to everything downtown Chatham has to offer ...
From $613 per night (USD)VRBO
- From $365 per night (USD)
Expedia
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 $365 per night (USD)Expedia
- From $383 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 $383 per night (USD)VRBO
- From $308 per night (USD)
Expedia
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 $308 per night (USD)Expedia
- From $162 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 $162 per night (USD)VRBO
- From $647 per night (USD)
Expedia
A Beautiful Cape Cod Escape! (2209)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relax in the privacy of this centrally located home in South Orleans only minutes from Nauset Beach, Skaket Beach, and s ...
From $647 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $857 per night (USD)
Expedia
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 $857 per night (USD)Expedia
- From $418 per night (USD)
VRBO
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 $418 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Fully Updated Chatham Cottage Near Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishing ...
From $305 per night (USD)VRBO
- From $493 per night (USD)
VRBO
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 $493 per night (USD)VRBO
- From $1991 per night (USD)
VRBO
Luxury 9 BR Home w\/ 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 $1991 per night (USD)VRBO
- From $2693 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 $2693 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Walk to School House Pond in Chatham.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
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 $343 per night (USD)VRBO
- From $469 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 $469 per night (USD)VRBO
- From $567 per night (USD)
VRBO
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 $567 per night (USD)VRBO
- From $499 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 $499 per night (USD)VRBO
- From $641 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 $641 per night (USD)Expedia
- From $509 per night (USD)
VRBO
3 bed 3 bath. Premium linens provided. Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
When you arrive you will find that our architect maximized light, air and views, with great flow from the upstairs vault ...
From $509 per night (USD)VRBO
- From $1164 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 $1164 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Charming, 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 $490 per night (USD)VRBO
- From $824 per night (USD)
VRBO
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
A charming 4 bedroom (sleeps 7), 3.5 bath cape with large kitchen, private backyard, includes all amenities, patio and ...
From $824 per night (USD)VRBO