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The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

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Counter seating - The Gables: 364-C  Chatham Resort Style Estate with Heated Pool, Close to Everything (Chatham)
Here is the third sitting area on the main level. All of those seats are facing the large screen TV. - The Gables: 364-C  Chatham Resort Style Estate with Heated Pool, Close to Everything (Chatham)
Dining - The Gables: 364-C  Chatham Resort Style Estate with Heated Pool, Close to Everything (Chatham)
Hot tub at the end of the day? Sounds great! - The Gables: 364-C  Chatham Resort Style Estate with Heated Pool, Close to Everything (Chatham)
Dining - The Gables: 364-C  Chatham Resort Style Estate with Heated Pool, Close to Everything (Chatham)
You can look forward to a firepit, an arcade/games room and laundry facilities at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything. For some rest and relaxation, visit the hot tub. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

  • This property is professionally managed by Pretty Picky Properties

    Sleeps 16
    Eight Bedrooms, Nine Baths
    Rents Friday to Friday during Peak Season
    Linens Included, beds made
    Pool is open from Memorial Day through Columbus Day weekend

    This totally renovated former Bed & Breakfast, known as the Chatham Gables Inn, brings a new level of luxury and comfort to a Chatham holiday for your group of up to 16.

    Not that you will ever feel the need to leave the property, but should you choose to venture out, it's good to know you're close to everything you love about Chatham. Bring or rent bikes! That's all you'll need with so much, so close. Bike five minutes to Lighthouse Beach, Chatham's biggest and best. Or ride two minutes to Oyster Pond Beach (aka Children's Beach), a smaller, more sheltered beach. Or walk down to the Chatham Pier Fish Market, where you can take home the catch of the day, fresh off the boat. And it's only a few-minutes' walk to Main Street, Chatham Village, for shops, restaurants, galleries, concerts, Cape League baseball, playground, tennis courts, ice cream parlours and much more.

    The 4,200+ square foot house presents the perfect crossroads of classic New England charm and leading-edge creature comforts and convenience. Exposed beam ceilings, heated wide plank wood floors and tasteful choices of furnishings, fabrics, paint and wallpaper all combine to create a one-of-a-kind living experience. The home's centrepiece is the gleaming white farmhouse kitchen with its expansive centre island with second sink. All appliances are new and commercial grade. The kitchen flows into the charming conservatory, which in turn, opens to the patio beyond.

    Your outdoor living will, of course, centre on the beautiful, heated pool and adjacent spa pool. There is also a gas fuelled fire pit, so your outdoor pleasure extends beyond sunset. The gas grill lives out here, as well, and you're likely to prepare and serve most meals using the outdoor kitchen-area and patio dining table and chairs.

    This home offers multiple inviting lounge areas, each as comfortable and appealing as the next. Sleeping accommodation include eight bedrooms, each with its own name such as “Surfside,” “Nantucket” or “Great Point.' Each has bedding for two. There are five kings, one queen and two bedrooms each with two twins. Each bedroom has its own private full bath en suite, and each has a smart TV.

    The lower level includes an oversized laundry with two washing machines and two dryers plus an additional refrigerator. And to complete its resort-like amenities, there is a game room down here as well. There is cable/smart TV and high-speed Wi-Fi, of course.

    The home is cooled via an ultra quiet system, which allows customised climate control for each bedroom. It also features Lutron Lighting® allowing guests to automatically or manually adjust the level and even the colour of the LED light to create the ideal environment for any living space.

    Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in holiday rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.

    Be sure to search this site for your best selection of prime holiday homes available for summer rental on Cape Cod.

    It's your holiday. Get Picky! ®

    Town of Chatham Registration #152

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About the area

Located in Chatham, this holiday home is near the beach. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Travelling with kids? Consider Chatham Railroad Museum and Chatham Marconi Maritime Center. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Chatham travel guide
View more Holiday homes in Chatham
Map
Chatham, MA

What's nearby

  • A coastal landscape with a rocky breakwater, a sandy beach, and a hill with a building.
    Cape Cod Beaches
    8 min walk - 0.7 km
  • A calm sea with several boats anchored near the shore.
    Chatham Fish Pier
    11 min walk - 1.0 km
  • Chatham Shark Center
    11 min walk - 1.0 km
  • Chatham Railroad Museum
    14 min walk - 1.2 km
  • Chatham Seaside Links
    19 min walk - 1.6 km

Getting around

  • Hyannis Transportation Center
    28 min drive
  • Hyannis, MA (HYA-Barnstable Municipal)
    40 min drive

Restaurants

  • Chatham Bars Inn
    14 min walk
  • Cumberland Farms
    15 min walk
  • Chatham Squire
    2 min drive
  • Snowy Owl Coffee Espresso Bar
    2 min drive
  • Pizza Shark
    16 min walk

Frequently asked questions

Does The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything?

On-site parking is available at the property.

What time is check-in at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything?

Check-in begins at 4:00 PM.

What time is check-out at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything?

Checkout is at 10:00 AM.

Where is The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything located?

This family-friendly Chatham holiday home is located by the sea, within a 15-minute walk of Cape Cod Beaches, Chatham Railroad Museum and Chatham Shark Center. Chatham Seaside Links and Chatham Fish Pier are also within 1 mile (2 km).

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Reviews

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything Reviews

10

Exceptional

9.8

Cleanliness

10

Location
Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 1 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional Home for Large Group

The Gables was the perfect vacation home for our group of 14 adults. Everyone had their own spacious bedroom en suite, the kitchen was well stocked and the outdoor patio and pool was a lovely gathering place.
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great historic property which had everything we needed to make our family vacation perfect. Even better was the attention to detail and service provided by Pretty Picky. Any questions or concerns were resolved immediately and in-person, and we so appreciated that.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We all enjoyed this immaculate, well maintained and fully equipped home. While it has the charm of a old sea captain's house, it was packed with latest comforts and technology.
Stayed 4 nights in Sep 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous home in prime location

The home was beautiful inside and out. We had a blast. It was so relaxing and located close to Main Street. The communication between with the property owners was fast and efficient. All in all a wonderful experience.
Stayed 5 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just fabulous

Everything about this place was amazing from the location to the gorgeous home and incredibly well appointed kitchen as well as the very timely and helpful property management contacts, I can't say enough about how great it was!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Top Notch stay in Chatham - Above and Beyond

This location was spectacular, and the multi-room former B&B was ideal for our extended family. The property was in 5-star shape and we were able to cook family dinners, relax in the pool and enjoy our visit. When we checked in there was a minor issue with the pool that we noticed and the next day there was a pool maintenance team to take care of it. Every appliance and amenity were in brand-new shape. Highly recommend.
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A week at the Beach

This house was everything advertised! Comfortable, big, plenty of amenities, easy to navigate (except for the one kitchen light switch which we never did find). I wish the house were closer to town for walking purposes, but it worked. Picky Properties management greeted us when we arrived, and handled the one issue that we had flawlessly! I would recommend this property for large families (we had 14).
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend stay with family

Amazing house! We needed a place to stay for our small family wedding. Everything was absolutely amazing. Plenty of space for both sides, the house has everything we needed, and it was unbelievably comfortable. We were nervous to have both sides of our family stay in the same home, but there was so much space and a lot of common areas that provided options for people to relax on their own or together (not to mention an awesome pool area). Parking was great, located so close to downtown—we are so happy with choosing this house! Overall an unbelievable trip that can be described only as perfect.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was great for our family, and the pool was a big hit.The was well appointed and furnished. The kitchen was excellent! Our kids surprised my wife and I an anniversary dinner where Two Chefs came in and prepared appetizers and dinner for all of us, and it all worked out great. The only struggle we had was that we could never quite figure out how to run the dishwasher. We did was dishes, but it was after 2-3 tries to start it. And it's so quiet you're never really sure it's on.The location is so convenient too. Can't imagine a better place to stay in the Chatham area....perhaps with the exception of the Chatham Bars Inn!!!
47 yrs and going....
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get-together

Overall, the Gables is very charming and well appointed although the layout is a little quirky in that at least one bedroom is entered from an outside door other than the main entrance or through another bedroom. However, it just takes a little getting use to. The property is well maintained, the grounds are beautiful, and the interior of the house satisfied all our needs. Lots of bedrooms with their own bathrooms, several delightful sitting rooms, and a basement game room enjoyed by the family. Wonderful outdoor grills, fire pit, and hot tub added to our fun. We would definitely return.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home! Beautiful pool and patio! Perfect for my large family.
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay at The Gables! We loved and enjoyed just about everything in this house and we hope to stay again in the future.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic home. Very well appointed kitchen. Very clean and comfortable beds.
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Reunion

We had an 85th birthday party for my Dad. 15 of the guests stayed here. Great time!!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is gorgeous and Scott was very responsive in fixing minor issues. There are just a couple of suggestions I might make. The Gables has a wonderful Digital Guest Book which I wish we had earlier. They make lots of recommendations, but we had already contracted with a provisioner and photographer. Also, I think it is important that guests know that in two rooms you have to enter/exit either to the outside or through another bedroom.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was mic drop
Stayed 7 nights in Jun 2026