Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
8 bedrooms9 bathroomsSleeps 16
Popular amenities
Private pool
Hot tub on site
Onsite parking available
Kitchen
Washer
Air conditioning
Explore the area
Chatham, MA
Cape Cod Beaches
Place, Cape Cod Beaches
8 min walk
Chatham Fish Pier
Place, Chatham Fish Pier
11 min walk
Veterans Field
Place, Veterans Field
16 min walk
Hyannis, MA (HYA-Barnstable Municipal)
Airport, Hyannis, MA (HYA-Barnstable Municipal)
37 min drive
Rooms & beds
8 bedrooms (sleeps 16)
Brant Point Room
1 King Bed
Coatue Room
2 Twin Beds
Great Point Room
1 King Bed
Madaket Room
1 Queen Bed
Nantucket Room
1 King Bed
Sankaty Room
2 Twin Beds
Siasconset Room
1 King Bed
Surfside Room
1 King Bed
9 bathrooms
Brant Point Room
Bathtub or shower · Toilet
Coatue Room
Toilet · Shower only
Great Point Room
Bathtub or shower · Toilet
Guest Bathroom
Toilet · Shower only
Madaket Room
Toilet · Shower only
Nantucket Room
Toilet · Shower only
Sankaty Room
Toilet · Shower only
Siasconset Bathroom
Toilet · Shower only
Surfside Bathroom
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
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 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.
It's your vacation. Get Picky! ®
Town of Chatham Registration #152
Our prices include all fees. No hidden fees.
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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
About the neighborhood
Chatham
Located in Chatham, this vacation home is near the beach. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Traveling with kids? Consider Chatham Marconi Maritime Center, or check out an event or a game at Veterans Field. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Hyannis, MA (HYA-Barnstable Municipal) - 40 min drive
Restaurants
Cumberland Farms - 15 min walk
Three Fins Coffee House & Cacao Factory - 16 min walk
Chatham Bars Inn - 14 min walk
Chatham Squire - 2 min drive
Pain D'avignon - 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.
How much does it cost to stay at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything?
As of May 9, 2026, prices found for a 1-night stay for 2 adults at The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything on Jun 5, 2026 start from $2,033, 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 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?
Onsite 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?
Check-out 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 vacation home is located by the sea, within a 15-minute walk of Cape Cod Beaches, Chatham Shark Center, and Chatham Drama Guild. Chatham Seaside Links and Gallery Antonia are also within 1 mi (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Beautiful historic home. Very well appointed kitchen. Very clean and comfortable beds.
Sacha M.
Stayed 6 nights in Nov 2025
Response from VrboOwner on Dec 4, 2025
Hi Sacha! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. And we hope everyone enjoyed their Thanksgiving Feast! Hopefully we will see you again soon.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Jonelle S.
Stayed 4 nights in Aug 2025
Response from VrboOwner on Sep 2, 2025
Hi there! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Bob F.
Stayed 4 nights in Sep 2025
Response from VrboOwner on Sep 10, 2025
Hi Bob! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Andrew P.
Stayed 7 nights in Jul 2025
Response from VrboOwner on Jul 22, 2025
Hi Andrew! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. We do love to see the word "perfect" in our reviews! Hopefully we will see you again soon.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
We had an 85th birthday party for my Dad. 15 of the guests stayed here. Great time!!
Harry D.
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jun 23, 2025
Hi Harry! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. And happy birthday to Dad! Let's do it again next year. Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Courtney M.
Stayed 4 nights in Sep 2024
Response from VrboOwner on Sep 16, 2024
Hi Courtney! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. We do love to see the word "perfect" in our reviews. Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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!
Amy R.
Stayed 3 nights in May 2024
Response from VrboOwner on May 6, 2024
Hi Amy! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Fabulous is what we strive to deliver! Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Katie C.
Stayed 5 nights in Aug 2023
Response from VrboOwner on Sep 9, 2023
Hi Katie! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. The location is tough to beat! Hopefully we will see you again next year – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Mark K.
Stayed 5 nights in Jun 2024
Response from VrboOwner on Jun 21, 2024
Hi Mark! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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).
Tom D.
Stayed 7 nights in Jul 2024
Response from VrboOwner on Jul 15, 2024
Hi Tom! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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.
Samantha P.
Stayed 4 nights in Jun 2024
Response from VrboOwner on Jun 14, 2024
Hi Samantha! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Congratulations on the wedding! What beautiful weather that weekend! Hopefully we will see you again soon – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
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!!!
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.
Philip F.
Stayed 3 nights in May 2024
Response from VrboOwner on May 28, 2024
Hi Phil! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. The layout is a bit quirky thanks to it previously being a Bed and Breakfast property. But glad you were able to get the hang of it. Hopefully we will see you again next year – be sure to check out our site for more Pretty Picky Properties.
Pretty Picky Properties
Cape Cod's Select Vacation Rentals
About the host
Hosted by Pretty Picky Properties
There are a lot of places to rent for a summer vacation on the Lower Cape. There are only a few Pretty Picky Properties. Most are directly on or very near the beach. Our homeowners love their properties, fastidiously maintain them, and expect guests to treat them accordingly. Our guests demand a prime location and a vacation experience that far exceeds the typical Cape summer rental.
When you spend a good amount of money for a perfect summer vacation, you want to be sure before you commit. That's why we take the time to carefully and completely answer all your questions by phone or email. If you can visit the Cape in advance, we'll be happy to show you one or more properties you're considering.
Most guests are also comforted to know that Pretty Picky also has a property management division. Most unforeseen property issues can be resolved quickly with our ready access to maintenance resources.
We look forward to helping you plan your ideal Cape Cod vacation!
The Pretty Picky Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests