Town Forest Rentals
From $420 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 $420 per night (USD)VRBO
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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 ...
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From $407 per night (USD)VRBO
Affordable Family Getaway Sleeps 7, Near Bike Path, Beach, Golf, Harwich Center
- Bedrooms:
- 2
- 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)VRBO
From $414 per night (USD)Expedia
Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $414 per night (USD)Expedia
From $381 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 $381 per night (USD)VRBO
From $474 per night (USD)Expedia
Charming home with access to CC Rail Trail!
- 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 $474 per night (USD)Expedia
From $782 per night (USD)VRBO
Jean's Dream - 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 $782 per night (USD)VRBO
From $382 per night (USD)VRBO
Cockle Cottage - Renovated Chatham Cape House .9 Miles from Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in a memorable stay at Cockle Cottage in Chatham, MA. This inviting rental boasts 2 bedrooms, 1 bathroom and com ...
From $382 per night (USD)VRBO
From $849 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 $849 per night (USD)VRBO
From $447 per night (USD)Expedia
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $447 per night (USD)Expedia
From $524 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 $524 per night (USD)VRBO
From $402 per night (USD)Expedia
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to a classic coastal getaway at this charming Chatham vacation rental. Located 1 mile from the shore and steps f ...
From $402 per night (USD)Expedia
From $556 per night (USD)VRBO
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 $556 per night (USD)VRBO
From $806 per night (USD)Expedia
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 $806 per night (USD)Expedia
From $305 per night (USD)VRBO
Movie Theater Room, Direct Access to Bike Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 16681 - Summer On: Movie Theater Room, Direct Access to Bike Trail! The Space: Escape to this charming Chatham ...
From $305 per night (USD)VRBO
From $275 per night (USD)Expedia
Walk to Private Beach on Buck's Pond!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: 17721 - Float On: Walk to Private Beach on Buck's Pond! The Space: Welcome to your dream vacation home nestled ...
From $275 per night (USD)Expedia
From $646 per night (USD)VRBO
Waterfront home with lovely lake views, great deck, sun porch & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $646 per night (USD)VRBO
From $925 per night (USD)VRBO
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Recently renovated, this charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedroom ...
From $925 per night (USD)VRBO
From $637 per night (USD)VRBO
18 Bearberry Lane South Chatham - Rhododendron Cottage
- 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 $637 per night (USD)VRBO
From $230 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 $230 per night (USD)Expedia
From $527 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 $527 per night (USD)VRBO
From $524 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 $524 per night (USD)VRBO
From $498 per night (USD)VRBO
Chatham Beach Cottage + loft Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $498 per night (USD)VRBO
From $463 per night (USD)Expedia
Bright Charming South Harwich Home, Private Backyard, Close to Beaches & Shops
- Bedrooms:
- 2
- 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 $463 per night (USD)Expedia
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🐶 Dog Friendly Fenced in Yard! 3\/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 ...
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From $343 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 $343 per night (USD)Expedia
From $380 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 $380 per night (USD)VRBO
From $565 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 $565 per night (USD)Expedia
From $815 per night (USD)VRBO
Recently Remodeled 4 bedroom-sleeps-10 with A\/C-just one mile to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach! $100 Restaurant Gift card! This recently-r ...
From $815 per night (USD)VRBO
From $536 per night (USD)Expedia
NEW LISTING Peace and Quiet Pond Front
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $536 per night (USD)Expedia
From $527 per night (USD)VRBO
Spacious renovated home, close to Chatham Beaches
- Bedrooms:
- 2
- 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 $527 per night (USD)VRBO
From $320 per night (USD)Expedia
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 $320 per night (USD)Expedia
From $438 per night (USD)VRBO
Lovely Cape Cottage Home < 1 mile to the beach! Gigabit WIFI 1000Mbps
- 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 $438 per night (USD)VRBO
From $343 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 $343 per night (USD)VRBO
From $1250 per night (USD)VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $1250 per night (USD)VRBO
From $368 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 $368 per night (USD)VRBO
From $1880 per night (USD)VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)VRBO
From $497 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 $497 per night (USD)Expedia
From $461 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 $461 per night (USD)VRBO