Entire home

Chatham Family Retreat w/ Heated Pool

Photo gallery for Chatham Family Retreat w/ Heated Pool

Pool
Private kitchen
Exterior
Dining
Living area
5 bedrooms3+ bathroomsSleeps 122746 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Drama Guild
    ‪10 min walk‬
  • Place, Cape Cod Beaches
    ‪3 min drive‬
  • Place, Chatham Fish Pier
    ‪3 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪27 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Bedroom 4

1 Queen Bed and 2 Twin Beds

Bedroom 5

1 King Bed

Library

1 Double Bed

3 bathrooms, 2 half bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Half Bathroom 1

Half Bathroom 2

Spaces

Deck or patio
Kitchen
Outdoor play area

About this property

Chatham Family Retreat w/ Heated Pool

Beautiful 5BR Chatham home with Pool

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property Registration Number C0083640550

About the neighborhood

Chatham

Chatham is home to this vacation home. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting.
Map
Chatham, MA

What's nearby

  • Chatham Drama Guild - 10 min walk - 0.8 km
  • Veterans Field - 14 min walk - 1.2 km
  • Chatham Shark Center - 16 min walk - 1.4 km
  • Cape Cod Beaches - 3 min drive - 2.2 km
  • Chatham Fish Pier - 3 min drive - 3.2 km

Getting around

  • Hyannis Transportation Center - 27 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 34 min drive

Restaurants

  • ‪Cumberland Farms - ‬2 min drive
  • ‪Chatham Bars Inn - ‬3 min drive
  • ‪The Sacred Cod - ‬3 min drive
  • ‪Chatham Squire - ‬3 min drive
  • ‪Three Fins Coffee House & Cacao Factory - ‬10 min walk

Frequently asked questions

Does Chatham Family Retreat w/ Heated Pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Chatham Family Retreat w/ Heated Pool?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at Chatham Family Retreat w/ Heated Pool on Jun 1, 2026 start from $1,787, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chatham Family Retreat w/ Heated Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Chatham Family Retreat w/ Heated Pool?

Check-in begins at 4:00 PM.

What time is check-out at Chatham Family Retreat w/ Heated Pool?

Check-out is at 10:00 AM.

Where is Chatham Family Retreat w/ Heated Pool located?

Situated in Chatham, this vacation home is 0.6 mi (0.9 km) from Chatham Drama Guild and 1.4 mi (2.3 km) from Cape Cod Beaches. Chatham Shark Center and Veterans Field are also within 1 mi (2 km).

About the host

Hosted by Fairly

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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