Town Forest Rentals
- From $395 per night (USD)
VRBO
172) Perfect for families!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway!This stunning property offers a memorable retreat. 2,176 of living space provides plenty o ...
From $395 per night (USD)VRBO
- Click For Pricing
VRBO
AFFORDABLE AND COMFORTABLE. SHORT DRIVE TO NANTUCKET SOUND!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Reasonably Priced, Charming Rental Located on a little side street, and just a short drive to Nantucket Sound beaches ( ...
Click For PricingVRBO
- From $719 per night (USD)
VRBO
Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated: 021-C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This home is professionally managed by Pretty Picky Properties Luxurious Chatham Home, Heated Saltwater Pool, Newly Ren ...
From $719 per night (USD)VRBO
- From $1251 per night (USD)
Expedia
Great Cockle Cove Home!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Family Retreat Destination! Let this 7 bedroom, 5 1/2 bathroom home serve as your luxurious home base for a multi-gener ...
From $1251 per night (USD)Expedia
- From $2269 per night (USD)
VRBO
The Barn at Hardings Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Unique property offering a 4 bed 3 bath main house and a 3 bed 1.5 bath barn. The basement of the barn is set up as a ...
From $2269 per night (USD)VRBO
- From $775 per night (USD)
VRBO
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w\/ Pond Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*** New Listing in 2023 *** Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely ...
From $775 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Harwich vacation escape with central air on Cape Cod bike trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Centrally-located 2-bedroom (plus cot & pull-out sofa), 1.5 bath Cape in a quiet neighborhood just 1.5 miles to the beac ...
From $235 per night (USD)VRBO
- From $618 per night (USD)
VRBO
Contemporary 4bedroom home near beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax with the whole family at our peaceful 4 bedroom home. Recently renovated with 2 full baths and 2 living room ...
From $618 per night (USD)VRBO
- From $352 per night (USD)
VRBO
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 $352 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Lovely 1-bedroom loft-with an incredible view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Have fun with the whole family at this stylish place. We are so exited to share this newly completed space whit you! ...
From $300 per night (USD)VRBO
- From $990 per night (USD)
VRBO
Beautiful Cabin w\/Hot Tub by #1 Golf Course in VT
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 4
Retreat after a long day on the mountain to a spacious home with all of the desired amenities, and then some! The mounta ...
From $990 per night (USD)VRBO
- From $1147 per night (USD)
VRBO
Luxury Cape House - 5 minutes to Nantucket Ferry!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our beautiful renovated Cape house in the lovely town of Harwich! This gorgeous 5-bed/3.5-bath/4k sq ft home ...
From $1147 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Beautiful 3-bedroom Cape on 1\/2 acre near Red River Beach and Bike Path.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cape-style home in a family-friendly neighborhood. Open floor plan with large living room and dining room. Bedrooms on 2 ...
From $320 per night (USD)VRBO
- Click For Pricing
Expedia
Dog-friendly home near beaches with deck, grill, firepit, streaming, W\/D, & AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bella Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired date ...
Click For PricingExpedia
- From $216 per night (USD)
VRBO
Remodeled Home w\/ Central AC, Outdoor Shower, & Private Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 17750 - Blue Crush: Remodeled Home w/ Central AC, Outdoor Shower, & Private Yard! The Space: Dive into a coast ...
From $216 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $542 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Walk to Pleasant St Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable and Charming Cottage, on a beautifully landscaped, private lot and walkable to one of Chatham's beautiful be ...
From $240 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Charming three-bedroom home in quiet neighborhood!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three ...
From $314 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Updated Beach House Deck Outdoor Shower!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 16670 - A Touch of Blue: Updated Beach House Deck Outdoor Shower! The Space: Nautical colors and floods of nat ...
From $336 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Beautiful 3 bedroom Cape with spacious deck and hot tub
- Bedrooms:
- 3
- 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 ...
From $535 per night (USD)Expedia
- From $438 per night (USD)
VRBO
Newly Renovated Cape House .9Miles from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Jean's Dream a charming Cape house in South Chatham, MA. This delightful newly renovated rental features 2 bed ...
From $438 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Newly Renovated Chatham Cape House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in a memorable stay at Cockle Cottage in Chatham, MA. This inviting rental boasts 2 bedrooms, 1 bathroom and com ...
From $455 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This charming, tastefully decorated, and bright home includes a cheerful yellow fully equipped kitchen with a unique isl ...
From $630 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
- 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 $380 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Short walk to beach, A\/C, pets okay, large yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedrooms - 1 Bathroom - Sleeps 4 A 3-night midweek stay - Monday to Wednesday - is offered at this home during the pea ...
From $300 per night (USD)VRBO
- From $805 per night (USD)
Expedia
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Treat your family to a classic Cape Cod getaway at this charming Chatham vacation rental. Located 1 mile from the shore, ...
From $805 per night (USD)Expedia
- Click For Pricing
VRBO
Home near beach & tennis\/basketball court with firepit, grill, & patio
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Greenwood Lane Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingVRBO
- From $431 per night (USD)
Expedia
Dogs welcome, huge yard right next to Rail Trail!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 17745 - Happy Tails: Dogs welcome, huge yard right next to Rail Trail! The Space: Discover Coastal Elegance in ...
From $431 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Roof Deck, Walk to Forest Beach, Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16679 - Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit! The Space: Inn Bloom is perched on a small hills ...
From $516 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Bring your pups to Chatham! Direct access to the Cape Cod Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 16681 - Summer On: Bring your pups to Chatham! Direct access to the Cape Cod Rail Trail The Space: Escape to t ...
From $206 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Walk to Private Beach on Buck's Pond!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 17721 - Float On: Walk to Private Beach on Buck's Pond! The Space: Welcome to your dream vacation home nestled ...
From $196 per night (USD)VRBO
- From $735 per night (USD)
VRBO
Waterfront home with lovely lake views, great deck, sun porch & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $735 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Charming colonial gem with multiple decks, gas grill, patio, and central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Chatham Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $675 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Charming ranch home with fast WiFi, central air conditioning, & a washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Jesmond Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $246 per night (USD)Expedia
- Click For Pricing
VRBO
Charming new 3Bd Rm 4 bath home .6mi to Ridgevale Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Newly built home, app 2900 sq feet, The 1st floor includes a master bedroom with private bath with tub/shower, king siz ...
Click For PricingVRBO
- Click For Pricing
Expedia
Secluded hilltop home at Chatham, with a fenced yard, Pet\/family\/work-friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*** New Installed Ductless Mini Split heating/AC System *** Nestled atop a secluded hill overlooking the picturesque Mon ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
Chatham Beach Cottage + loft Walk to the Beach
- Bedrooms:
- 2
- 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 $300 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Bright Charming South Harwich Property, Private Backyard, Mini Splits
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This quaint 2-story Gambrel style Cape house is located on a quiet cul-de-sac conveniently located off Route 28 between ...
From $400 per night (USD)Expedia
- From $500 per night (USD)
VRBO
🐶 Dog Friendly Fenced in Yard! 3\/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 full bath ranch style home located in Chatham! 1/10th of a mile to Old Colony Bike path and 1.1 mile ...
From $500 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Classic, airy Chatham cottage minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**House is cleaned, disinfected & aired out between guests** Welcome to Cranberry Cottage, a cozy 2 BR, 1 BA cottage ce ...
From $341 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Secluded home with deck, grill, porch, fast WiFi, & W\/D - great location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
One Fish, Two Fish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $278 per night (USD)VRBO
- From $530 per night (USD)
Expedia
5 Bedroom Chatham Retreat on Quiet Street
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom home in a great location in Chatham! This home can comfortably accommodate your entire family. Beauti ...
From $530 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Lovely Cape Cottage Home < 1 mile to the beach! Gigabit WIFI 1000Mbps
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $346 per night (USD)VRBO
- From $314 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 $314 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Let your Chatham traditions begin here!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
From the moment you walk into our charming single floor cottage you are invited to relax and unwind. Whether it is coffe ...
From $250 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Lovely vacation home less than a mile from Chatham beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Traditional Cape Cod home with a large, private yard with a deck, outdoor shower and hammock in a quiet Chatham neighbor ...
From $300 per night (USD)Expedia
- From $1669 per night (USD)
VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1669 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Charming 2-bedroom condo Less than 1 mile from Ridgevale Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy and relax on Cape Cod with our newly renovated condo in Chatham. Less than a mile from Ridgevale Beach. One of the ...
From $263 per night (USD)VRBO
- From $502 per night (USD)
VRBO
New 2024 - South Chatham Summerhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to South Chatham Summer ...
From $502 per night (USD)VRBO
- From $509 per night (USD)
VRBO
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 $509 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Charming Chatham home near Forest Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
New listing! This is our former primary home that we renovated and decorated with love. Every room has comfortable high ...
From $531 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Newly Renovated Chatham Contemporary, Private Pond Access: 1151-C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This property is professionally managed by Pretty Picky Properties Newly Renovated Lakefront Chatham Contemporary, Priv ...
From $429 per night (USD)VRBO
- From $586 per night (USD)
VRBO
Recently Remodeled 4 bedroom-sleeps-10 with A\/C-just one mile to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach! Ready to rent for 2024! This recently-remo ...
From $586 per night (USD)VRBO
- From $356 per night (USD)
Expedia
*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 $356 per night (USD)Expedia
- Click For Pricing
Expedia
Dog-friendly home near Forest Beach with deck, grill, washer\/dryer and yoga room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stagecoach Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $385 per night (USD)
Expedia
House with central air on Chatham\/Harwich line - great for large groups!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
This spacious home is located right on the Chatham/ Harwich line allowing you to enjoy all that both towns have to offer ...
From $385 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Close to Bike Path 1 Mile to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16673 - Mayflower Retreat: Close to Bike Path 1 Mile to Beaches! The Space: A quick pedal from the Cape Cod Ra ...
From $182 per night (USD)VRBO