[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach Family-friendly vacation home in Chatham with a hot tub ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34470000/34465000/34464934/2567fe47.jpg?impolicy=resizecrop&rw=598&ra=fit) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34470000/34465000/34464934/8f9808fe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/35000000/34470000/34465000/34464934/1d018037.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/35000000/34470000/34465000/34464934/b9e959b3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/35000000/34470000/34465000/34464934/e34e3c21.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Updated Chatham Family Compound is the perfect blend of charm and modern amenities for your larger group. Enjoy a heated pool, hot tub, and outdoor living spaces just steps from Chatham Village's restaurants, shops, and entertainment. With two separate structures sleeping up to 10 guests plus high-speed Wi-Fi throughout the property. 10 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 102500 sq ft ## Popular amenities - - Dryer - Parking available - Pool - Washer - Pet-friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Hot Tub, Walk to Town/Beach Rents Friday to Friday in Peak Season Linens Included, Beds Made Pets Under 25 Pounds Considered Pool is open from Memorial Day to Columbus Day weekend If you relish the charm of Chatham but love modern amenities, here's the resort style vacation destination for your group. The acre-plus property provides two separate structures with sleeping for up to 10. The in-ground heated pool is the focus of summer outdoor living here, further embellished by the hot tub. The property's location is ideal. You can walk or bike to the restaurants, shops and entertainment unique to Chatham Village. Or slip into your swimsuit, grab a towel and head to nearby Oyster Pond Beach or famous Lighthouse Beach, your choice. Each less than a 15-minute walk. The larger main house features a big covered outdoor patio with a dining table, plenty of seating and a gas grill. The patio overlooks the pool house and pool less than 100 feet away. The pool house adjoins the surprisingly large pool, surrounded by a roomy stone deck with a dining table, plenty of lounge and other seating, an outdoor shower, gas grill and beverage center, fire table and, of course, the tempting spa. Inside the main house, you'll be delighted by the fully outfitted, renovated kitchen with granite counters and a center island with built-in gas range top. The kitchen walks out to the patio for convenient serving when you dine outside. You'll also find a handy half bath just off the kitchen. There's a good sized dining room with a patio view. The large, comfortable living room adjoins the dining room and offers a flat screen TV. The main level also has a small den/office with a another TV seating area for the kids to watch shows/movies. The home has high speed Wi-Fi, a SONOS system, and is centrally air conditioned. The primary bedroom suite is also on the main level and includes a big king size bed and a remodeled full bath en suite. There is also a flat screen TV. On the upper level of the main house, there are two bedrooms, one with a king size bed. The other bedroom has four twins. These two bedrooms share a roomy full bath. The pool house offers rustic, lodge-like charm with exposed beams and vaulted ceiling in the full kitchen and adjoining family room/TV lounge. The kitchen is fully equipped and includes a round dining table and chairs. The pool house has a main level bunk room with four twins. There is also a ping pong table on the main level and a full bath. The upstairs sleeping area has a small lounge area with another TV and a step-up section with a comfortable king size bed. That upper level walks out to a second level deck overlooking a natural vista of undeveloped woodlands. 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%. This property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search the Pretty Picky 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 #286 ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Outdoor shower - Shower - Towels provided ### Living spaces - Living room ### Entertainment - Games - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a village - Near a hospital - Near the sea ### Things to do - Arcade/game room - Heated pool - Table tennis - Cycling nearby - Golfing nearby - Swimming nearby - Whale watching nearby - Winery tours nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Unit size: 2,500 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/68000000/67460000/67457600/67457512/210a8413.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chatham Oasis: 099-C Renovated Chatham Village Farmhouse, Heated Pool, Walk to Beach & Town Chatham - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=67457512&PinnedHotelID=67457512&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number C0082530550 ### Property is also known as 455322 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.67000%2C-69.96529&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=rPBHNcfb9C34hki0SoYpxp7sVqw=) Chatham, MA #### What's nearby - Chatham Windmill - 17 min walk - 1.5 km - Chatham Lighthouse - 18 min walk - 1.5 km - Chatham Lighthouse Beach - 19 min walk - 1.7 km - Chatham Fish Pier - 4 min drive - 2.9 km - Monomoy National Wildlife Refuge - 6 min drive - 3.9 km #### Getting around - Hyannis Transportation Center - 31 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive #### Restaurants - ‪Chatham Bars Inn - ‬4 min drive - ‪Cumberland Farms - ‬20 min walk - ‪Chatham Squire - ‬19 min walk - ‪The Sacred Cod - ‬4 min drive - ‪Pizza Shark - ‬2 min drive ## Frequently asked questions ### Does Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach? > Check-in begins at 4:00 PM. ### What time is check-out at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach? > Check-out is at 10:00 AM. ### Where is Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach located? > This family-friendly Chatham vacation home is located by the sea, within 1 mi (2 km) of Atwood House Museum, Chatham Railroad Museum, and Chatham Lighthouse Beach. Gallery Antonia and Monomoy Theatre are also within 1 mi (2 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 18 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8/10 Cleanliness ### 10/10 Excellent #### Lynn C. May 29, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay in Chatham! We had a great stay at the sail loft! Beautiful property in a great location with all the amenities! Would love to return! ##### Lynn C. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Mitch A. Jul 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Relaxing and Wonderful Experience We absolutely loved this property. Amazing location, beautiful gardens and a very comfy and welcoming home. Wonderful all around. ##### Mitch A. Stayed 4 nights in Jun 2024 ### 10/10 Excellent #### Brendan B. Oct 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great property, great location Was a great property. Plenty of space for our group of 8. Main house had everything we needed, with a great layout, good common areas, good kitchen, and a great outdoor space w/grill. Pool house was great as well - plenty of space w/a full kitchen - great for families with kids. Town and beach were walkable - great location. ##### Brendan B. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Dillan K. Oct 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cape Stay We had a group of friends staying at the Chatham bars inn for a wedding and thought we’d explore other options in the area. While everybody enjoyed their stay in the Cape, we had a lot of envious friends and family that wished they had stayed with us at this beautiful property. We will definitely be back. ##### Dillan K. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Kristi K. Jul 26, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing week! We had an amazing week! All 12 of us slept comfortably and thoroughly enjoyed the space. The pool and yard space were a huge plus for the kids! ##### Kristi K. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### Steven C., Tacoma, WA Sep 11, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful Cape Cod house and cottage Quintessential Cape Cod property. Beautiful grounds and beautiful. The Sail Loft is wonderful if you need some privacy or multiple families. Walk to town or lighthouse ##### Steven C. Stayed 6 nights in Sep 2022 ### 10/10 Excellent #### Kimberly G. Jun 17, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic vacation We absolutely loved our stay in Chatham! This property is everything you will need for a wonderful vacation with family or friends. This was a case where believe it or not the property is even better in person than the pictures, because the layout is so nice. It is very private and the grounds are beautiful, location is perfect. Highly recommend! ##### Kimberly G. Stayed 6 nights in Jun 2020 ### 10/10 Excellent #### Tracey H. Jun 23, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fun girls weekend! Me and a group of girlfriends had such a wonderful time at this beautiful house! The house is so lovely and the yard and pool is perfect for a relaxing weekend. It’s an easy walk or ride to the center of town and I am already looking forward to my next trip to Chatham! ##### Tracey H. Stayed 3 nights in Jun 2022 ### 10/10 Excellent #### Barbara F. Jul 24, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The Pool Rocks this House! Our extended family of 12 stayed in this house. Having both the main house and the "sail loft" really worked for us. The teenagers loved having their own space, kitchen, ping pong table and the close proximity to the pool. The house is located in a convenient area, within walking distance to Main Street and Lighthouse beach. Given that every beach we visited had shark warning signs, the pool was a huge hit with everyone! There were a few minor inconveniences, like having no dish towels or hooks in the outdoor shower, but the management company was quick to respond and took care of us. Would recommend this property! ##### Barbara F. Stayed 7 nights in Jul 2019 ### 10/10 Excellent #### Brian H. Jun 6, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great option for a group vacation I'm happy to say that despite the rave reviews about this location we were still overly impressed with the rental. It had everything we could possibly need for a group/family vacation. The check in process and communication made our lives much easier as we knew exactly where to be, how to enter, etc. And, a representation from the property came by to make sure everything was in order - my wife and I were pleased with this level of customer service. The rooms were clean, the house had plenty of sheets and towels, the grills worked great, etc. Our trip to Chatham had some cloudy days so we got to enjoy the property. We used the pool, hot tub, lawn games, etc. It really felt like a family fun resort to us. I would HIGHLY recommend this location to anyone looking to spoil themselves a bit with a trip to Cape Cod. ##### Brian H. Stayed 3 nights in Jun 2022 ### 10/10 Excellent #### Kasumi K., Boston Aug 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic! We had a wonderful weeklong August family vacation at this property. The check-in process was very smooth and easy with a very nice personal greeting from a property manager. The house was ready to welcome us and have fun. The garden was beautiful and lawn was large enough for children and adults to enjoy with multiple activities. The house had plenty of outdoor and indoor games for us to enjoy as well. The pool was very clean and had plenty of seating and umbrellas. The hot tub was a huge hit with the adults and we enjoyed star gazing every night. Communications with the property manager was very easy as they were just a text away and they responded very quickly. It was a vacation we will remember fondly always thanks in huge part to how seamless the stay was. Thank you! ##### Kasumi K. Stayed 7 nights in Aug 2023 ### 10/10 Excellent #### Susie M. Jul 5, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cape Cod Anniversary Trip The house was great! It was nice to have 2 separate buildings, each with a kitchen. There was enough space for us to be together or spread out. We really enjoyed the pool too! ##### Susie M. Stayed 7 nights in Jun 2022 ### 10/10 Excellent #### Sophea C., Boston, MA Jul 2, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful stay! The Sail Loft was perfect for our extended family vacation! The space was as advertised and the property manager was very responsive. We hope to return next summer! ##### Sophea C. Stayed 4 nights in Jun 2022 ### 10/10 Excellent #### Paul L. Sep 29, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful House with Plenty of Beds and Space This house is gorgeous and really well maintained. It has also clearly been remodeled with hosting large groups in mind, which we appreciated. There are two rooms with multiple twin beds, and plenty of other bedrooms and places to sleep. It made everything easy and everyone was happy. The heated pool and hot tub were also great to have. 10/10, would rent again. ##### Paul L. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### Jenna H. Sep 28, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect for multiple families We hadn't seen family since the pandemic and wanted a space we could all enjoy despite kids ages 1-11. The guest house ( barn) was absolutely perfect for my family with kids ages 8-10, and the main house was perfect for my brothers family ( toddlers) and our elderly parents because we didn't have to worry about the little ones falling into the pool. We would absolutely go back!! ##### Jenna H. Stayed 4 nights in Sep 2021 ### 10/10 Excellent #### Nick C. May 28, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house, accurate listing, great communication. Overall we had a great time. ##### Nick C. Stayed 3 nights in May 2021 ### 10/10 Excellent #### Sebastien C. May 21, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Home away from home. The home was quite accommodating and the people were nice and courteous. ##### Sebastien C. Stayed 4 nights in May 2021 ### 10/10 Excellent #### Jeremiah J., Somerville Jan 18, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Family Getaway This was a great family getaway. Plenty of separate spaces for everyone and nice and relaxing. It's a long walk/short drive to the beach and lots of restaurants and shopping. The property managers were extremely helpful as well. ##### Jeremiah J. Stayed 6 nights in Dec 2020 ### 8/10 Good #### Rod D. Sep 24, 2020 Liked: Cleanliness, check-in, communication, location #### House review We really enjoyed our time in Chatham this year ##### Rod D. 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