Chatham Family Retreat w/ Heated Pool

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House in Chatham, Massachusetts

12 guests5 bedrooms9 beds3 full baths2 half baths
Chatham Retreat with Heated Pool, Spacious Deck & Direct Rail Trail Access Welcome to your Chatham getaway—an updated, two-story 5BR/3.5BA home designed for effortless Cape Cod living. Set on a generous lot with a private heated pool and direct access to the Old Colony Rail Trail, this inviting retreat puts you minutes from Chatham’s beaches, charming Main Street, and favorite local eateries. Bike downtown for seafood at the iconic Chatham Squire, then grab ice cream on your way back. Relax outdoors on the expansive deck overlooking the pool, gather for alfresco meals, or enjoy a friendly game of bocce in the backyard. With the bike path right at your doorstep, adventure begins the moment you head outside. Perfect for families and groups, this home features three comfortable living areas: Main living room: Spacious sectional with seating for 10 and a flat-screen TV. Cozy lounge: Seating for four—ideal for quiet mornings or evening wind-downs. Sunlit sitting room: Comfy sofa with peaceful views of the pool and backyard. The fully equipped kitchen features warm wood cabinetry, granite countertops, skylights, and a full suite of stainless steel appliances—including a double-door fridge with ice and water dispenser. Formal dining room with seating for 8, plus a kid's table for 4. Additional Casual dining area for 6 and Kitchen island seating for 3. This spacious home sleeps up to 12 guests across five bedrooms: Primary Suite: King bed, large walk-in closet, and en-suite bath with double vanity and walk-in shower. Bedroom 2: Queen bed and private en-suite bath with walk-in shower. 1st floor in separate wing of the house. Bedroom 3: Queen bed with sliding-door access to Bedroom 4 (connected): Twin bed with pull-out trundle and a private half bath—great for kids. (Upstairs.) Bedroom 5: Queen bed plus two twin beds (convertible into a full). (Upstairs) A guest bathroom with a tub/shower combination serves the upper level, and an additional half bath adds convenience. Outdoors The property’s outdoor amenities are ideal for summer fun: Private heated salt-water pool (open Memorial Day–Labor Day) Large deck with dining and lounging space Refreshing outdoor shower Spacious yard with room to play - fort, sandbox, playhouse, swing Extras Complimentary Wi-Fi, cable TV & Netflix Washer/dryer Driveway parking for 4 cars Heat pump Air throughout home with separate Air conditioners in two bedrooms + multiple fans Chatham’s best attractions are right at your fingertips. Direct access to Old Colony Rail Trail—bike or walk to town 1.5 miles to Chatham’s Main Street shops, galleries & restaurants 1.2 miles to Oyster Pond 2.2 miles to Lighthouse Beach 1 mile to Veteran's Field for Chatham A's games, part of the famed Cape Cod Baseball League Close to Hangar B Eatery, freshwater ponds, and the Monomoy National Wildlife Refuge (3.5 miles) Easy walking distance to two coffee shops and four restaurants Whether you're gathering for a family vacation or a coastal getaway with friends, this sunlit, activity-filled home offers the perfect backdrop for your Chatham escape.
What this place offers
  • Kid-friendly dishes
  • Bathtub
  • Shower
  • Hair dryer
  • Outdoor shower
  • Board games
  • Books
  • TV
  • Air conditioning
  • Baking sheet
Where you'll sleep
Bedroom 1
1 queen
Bedroom 2
1 queen
Bedroom 3
1 trundle bed (2 twins)
Bedroom 4
1 queen, 2 twins
Bedroom 5
1 king
Library
1 full
Chatham, MA, USA
House rules
  • Check-in after 4:00 PM
  • Check-out before 10:00 AM
  • 12 guests maximum
Safety & property
  • Exterior security cameras on property
  • Carbon monoxide alarm installed
  • Fire extinguisher
Cancellation policy
Add your trip dates to get the cancellation details for your stay.

This property is managed through Fairly. It is also available on sites like Airbnb and Vrbo, but the lowest price is always at Fairly.com. Avoid service fees by booking direct.