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

Chatham, Massachusetts
$2976 avg/night
Bed 8

Bed

Bath 9

Bath

Home Private Vacation Home

Property Type

Sleep 16

Max Sleeps

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 vacation 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 parlors and much more.

The 4,200+ square foot house presents the perfect intersection 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 centerpiece is the gleaming white farmhouse kitchen with its expansive center 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, center on the beautiful, heated pool and adjacent hot tub. There is also a gas fueled 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 accommodations 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 washers 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 customized climate control for each bedroom. It also features Lutron Lighting® allowing guests to automatically or manually adjust the level and even the color 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 vacation 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 $245.00. 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 vacation homes available for summer rental on Cape Cod.

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Town of Chatham Registration #152

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    8 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4290 Sq Ft (399 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Firepit Gas Grill Patio Yard
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    9 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Swimming Nearby Whale Watching Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Video Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Village Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 16

Map Map

School District Rates & Availability

Review Review

  • Sacha M.

    Submitted Dec 3, 2025

    Stayed Nov 23, 2025

    Beautiful historic home. Very well appointed kitchen. Very clean and comfortable beds.

  • Bob F.

    Submitted Sep 9, 2025

    Stayed Sep 4, 2025

    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.

  • Jonelle S.

    Submitted Aug 31, 2025

    Stayed Aug 27, 2025

    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.

  • Mike R.

    Submitted Aug 26, 2025

    Stayed Aug 8, 2025

    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!!!

  • Andrew P.

    Submitted Jul 22, 2025

    Stayed Jul 11, 2025

    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.

  • Harry D.

    Submitted Jun 23, 2025

    Stayed Jun 20, 2025

    We had an 85th birthday party for my Dad. 15 of the guests stayed here. Great time!!

  • Courtney M.

    Submitted Sep 16, 2024

    Stayed Sep 4, 2024

    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.

  • Tom D.

    Submitted Jul 15, 2024

    Stayed Jul 5, 2024

    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).

  • Mark K.

    Submitted Jun 21, 2024

    Stayed Jun 12, 2024

    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.

  • Samantha P.

    Submitted Jun 14, 2024

    Stayed Jun 7, 2024

    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.

  • Philip F.

    Submitted May 27, 2024

    Stayed May 24, 2024

    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.

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Total

Includes taxes and fees
$2,976+
View details