
Town Forest Rentals
- 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
- From $469 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 $469 per night (USD)Expedia
- From $383 per night (USD)
VRBO
3 Bedroom - Vacation Getaway in a Cozy Cape Cod Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our house is ideally located in Harwich between Harwichport and downtown Chatham on a quiet road for a relaxing family v ...
From $383 per night (USD)VRBO
- From $609 per night (USD)
Expedia
Beautiful Harwich home with large yard near Red River Beach & Main Street fun
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Skinequit Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $609 per night (USD)Expedia
- From $581 per night (USD)
VRBO
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 $581 per night (USD)VRBO
- From $590 per night (USD)
Expedia
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 $590 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Classic home with deck, patio & yard - walk to Cockle Cove & Forest Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
South Chatham Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $305 per night (USD)VRBO
- Click For Pricing
Expedia
Completely renovated 3 bedroom home offering comfort and relaxation.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immaculate ranch in quiet neighborhood. This completely renovated 3 bedroom home offers comfort and relaxation. Relax on ...
Click For PricingExpedia
- From $587 per night (USD)
VRBO
Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
After walking by the beautiful hydrangeas and entering through the front door you will realize this house is much more ...
From $587 per night (USD)VRBO
- Click For Pricing
Expedia
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cottage is an affordable Chatham getaway destination for a couple or small family who want to experience Cape Cod. ...
Click For PricingExpedia
- From $401 per night (USD)
VRBO
Charming Walk to Beach Chatham-Bayview Cottage 3 BR--Central A/C; Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Every room in this year-round home has been totally renovated and redesigned just a few years ago. The Living Room ha ...
From $401 per night (USD)VRBO
- From $409 per night (USD)
VRBO
Secluded, Walk to Rail Trail, Dog-Friendly Oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a secluded Cape Cod oasis we call the Hidden Hollow. This beautiful, family-friendly home features a cozy fire ...
From $409 per night (USD)VRBO
- From $537 per night (USD)
VRBO
Beautiful Chatham, Sun Sand & Surf. 8/10 mile to beaches ,pet friendly home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings ...
From $537 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy and quiet 3 bedroom, 2 bath Cape style home with an expansive, beautifully landscaped yard…the largest in the area. ...
From $572 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Short Walk to Beach From Clean, Beautiful 3BR/2BA Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pretty, completely renovated 3BR home on quiet cul de sac, located w/in a 5-10 minute stroll to beautiful, family-friend ...
From $408 per night (USD)VRBO
- Click For Pricing
Expedia
Bright & Spacious Ridgevale Beach Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Close to Ridgevale Beach! This spacious 4 bedroom, 3 bath vacation home is well maintained and just under a mile to popu ...
Click For PricingExpedia
- From $445 per night (USD)
VRBO
Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The River House is a recently built, beautifully furnished home, with stunning views of an idyllic bird watcher’s tidal ...
From $445 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Enjoy your own private pool in Chatham! (2252)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This uniquely beautiful home located in historic Chatham comfortably sleeps 10 with 5 sleeping spaces, 2.5 baths, plus t ...
From $790 per night (USD)Expedia
- From $369 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 $369 per night (USD)VRBO
- From $912 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 $912 per night (USD)VRBO
- From $594 per night (USD)
VRBO
Happy Yellow House - Family and pet-friendly; walkable to Ridgevale Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*Note: The minimum stay dropped to 3 nights for Jan-March! Other months are still 7 nights as a minimum. The monthly dis ...
From $594 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy your quiet family get-away in a lovely, newer construction beautifully decorated cape with central air. Just a co ...
From $330 per night (USD)VRBO
- 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 $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 $944 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 $944 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Family friendly home, walk to beach, central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming Cape steps from beautiful 27 acre swimming pond in Harwich and 8 minute drive to ocean. Comfortably accommodate ...
From $364 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Lovely Harwich Home Near Red River Beach (2211)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely, well appointed and recently updated home is located in a quiet area with beautiful Red River Beach on Nantu ...
From $446 per night (USD)VRBO
- From $562 per night (USD)
Expedia
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 $562 per night (USD)Expedia
- From $737 per night (USD)
VRBO
Walk to Beach, AC, WiFi, Private, Fire pit, Dogs Welcome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
4 Bedroom- 3 Bathroom- Sleeps 9 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $737 per night (USD)VRBO
- From $612 per night (USD)
Expedia
Beachside Bliss: Dog Friendly & Breezy Stay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $612 per night (USD)Expedia
- 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 $161 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 $161 per night (USD)Expedia
- 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 $498 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 $498 per night (USD)VRBO
- From $390 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 $390 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 $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 $375 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 $375 per night (USD)Expedia
- From $497 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 $497 per night (USD)VRBO
- From $517 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 $517 per night (USD)VRBO
- From $923 per night (USD)
VRBO
THE CHATHAM TREEHOUSE 7 minutes from the Village
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the wo ...
From $923 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Friendly retreat with a deck, AC, and board games - stellar central location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Corner Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $281 per night (USD)Expedia
- From $537 per night (USD)
VRBO
Marshside Escape: Walk to Cockle Cove
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
3 Bedroom - 3.5 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $537 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Cozy Retreat in South Chatham (2374)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy single-family home located in beautiful South Chatham. This property features 3 comfortable bedrooms ...
From $466 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom house in Chatham. This wonderful riverfront property features a 7-person hot tub wi ...
From $436 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Rhododendron Cottage – Walk to Cockle Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $605 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Bright S. Harwich Home, Private Backyard, Close to Beaches, Bike Trail & Shops
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful single family home in South Harwich, conveniently located right off of Rt. 28. Only 500 feet from the Cape Cod ...
From $488 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful 3 bedroom Cape with spacious deck and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely modern 3 bedroom home, located on a quiet cul-de-sac is the perfect place for a family vacation. Hop on the bike ...
Click For PricingExpedia
- From $319 per night (USD)
VRBO
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our ne ...
From $319 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Beautiful Cape home. Minutes from beaches, restaurants, bike paths & shopping.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and conveniently located. Close to supermarket, gas station, banks, post office, restaurants and more. Central ...
From $378 per night (USD)Expedia
- From $828 per night (USD)
VRBO
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This charming, tastefully decorated, and bright home includes a cheerful yellow fully equipped kitchen with a unique isl ...
From $828 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Cape Escape - Family-Friendly Chatham Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom- 2 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $422 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Home near beach & tennis/basketball court with firepit, grill, & patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sea Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $429 per night (USD)VRBO
- From $617 per night (USD)
Expedia
Dogs welcome, huge yard right next to Rail Trail!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 17745 - Happy Tails: Dogs welcome, huge yard right next to Rail Trail! The Space: Discover Coastal Elegance in ...
From $617 per night (USD)Expedia
- From $786 per night (USD)
VRBO
Waterfront home with lovely lake views, great deck, sun porch & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $786 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Affordable Family Getaway Sleeps 7, Near Bike Path, Beach, Golf, Harwich Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Cape-style home in a family-friendly neighborhood. Open floor plan with large living room and dining room (seating for 6 ...
From $407 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Charming ranch home with fast WiFi, central air conditioning, & a washer/dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Jesmond Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $153 per night (USD)VRBO
- From $984 per night (USD)
VRBO
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 $984 per night (USD)VRBO
- From $392 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 $392 per night (USD)VRBO
- From $411 per night (USD)
VRBO
Lovely Cape Cottage Home < 1 mile to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $411 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Walk to the warm waters of Nantucket sound 3B/2B home CA, W & D, all amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer a ...
From $376 per night (USD)VRBO
- From $567 per night (USD)
Expedia
Chatham Bliss - Dog Friendly oasis with EV Charging
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our recently updated getaway in charming Chatham, MA! Our pet-friendly retreat is the perfect destination for ...
From $567 per night (USD)Expedia
- From $589 per night (USD)
VRBO
NEW LISTING Peace and Quiet Pond Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $589 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Spacious renovated home, close to Chatham Beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to your perfect Cape Cod getaway! Nestled right on the Chatham/Harwich line, this spacious home offers the best ...
From $439 per night (USD)Expedia
- From $739 per night (USD)
VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $739 per night (USD)VRBO

































































