Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach

Photo gallery for Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach

A rustic kitchen with wooden beams, a round wooden table with chairs, and a TV on the left.
A wooden interior with a spiral staircase, a ping pong table, and a view of the outdoors.
A covered patio with a wooden table and wicker chairs, surrounded by a garden and a view of the neighborhood.
A spacious kitchen with white cabinetry, a central island with stools, and a view of greenery outside.
A large house with a swimming pool, a covered patio, and a well-maintained lawn.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.
  • Steps from the shore
    Top-rated for its nearby beach, ideal for sunbathing and swimming.
  • Discover nearby landmarks
    Close to Chatham Lighthouse

Popular amenities

  • Balcony
  • Hot tub on site
  • Private pool
  • Arcade/game room
  • Barbecue grill
  • Air conditioning

Explore the area

View in a map
Chatham, MA
  • Place, Atwood House Museum
    ‪5 min walk‬
  • Place, Chatham Lighthouse Beach
    ‪4 min drive‬
  • Place, Cape Cod Beaches
    ‪4 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪38 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Guest Bedroom #1

1 King Bed

Guest Bedroom #2

4 Twin Beds

Guest Bedroom #3

4 Twin Beds

Primary Bedroom

1 King Bed

3 bathrooms, 1 half bathroom

Guest Bathroom

Bathtub or shower · Toilet

Guest Bathroom

Toilet · Shower only

Powder Room

Toilet · Outdoor shower

Primary Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Outdoor shower
Kitchen
Balcony
Dining area

Add dates for prices

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About the neighborhood

Chatham

Located in Chatham, this vacation home is near the beach. Chatham Seaside Links and Captain's Cove Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Chatham Railroad Museum and Chatham Marconi Maritime Center. Traveling with kids? Consider Adventure Chatham and Cape Cod Lavender Farm. Discover the area's water adventures with swimming nearby, or enjoy the great outdoors with cycling.
View more Vacation Homes in ChathamOpens in a new window
Map
Chatham, MA

What's nearby

  • Atwood House Museum - 5 min walk - 0.4 km
  • Chatham Lighthouse - 19 min walk - 1.7 km
  • Chatham Windmill - 3 min drive - 2.5 km
  • Chatham Lighthouse Beach - 4 min drive - 2.9 km
  • Cape Cod Beaches - 4 min drive - 2.9 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
  • ‪Snowy Owl Coffee Espresso Bar - ‬20 min walk
  • ‪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.

How much does it cost to stay at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach?

As of Nov 7, 2026, prices found for a 1-night stay for 2 adults at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach on Oct 4, 2027 start from $1,550, 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 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.

How much is parking?

Onsite parking is available at the 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 and Cape Cod Beaches. Chatham Railroad Museum and Chatham Lighthouse Beach 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 22 reviews
Rating 8 - Good. 2 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for a big group!!
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at Sail Loft. The house has everything one would need for a relaxing vacation. We loved the fact that there are several beds available for guests and the landscaping is lovely. The only drawback to the house is that it is incredibly dated. The kitchen and appliances are decades old and the pool and pool surround are badly in need of an update.
Stayed 14 nights in Aug 2026
Verified review

10/10 Excellent

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!
Stayed 3 nights in May 2025
Response from VrboOwner on May 30, 2025
Hi Lynn! 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
Verified review

10/10 Excellent

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!
Stayed 4 nights in Jun 2022
Response from VrboOwner on Jul 5, 2022
Hi Sophea! 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. "Wonderful" and "perfect" are some of our favorite adjectives! See you again next year. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified review

10/10 Excellent

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.
Stayed 6 nights in Dec 2020
Response from VrboOwner on Jan 18, 2021
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. This property is in a wonderful location! 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
Verified review

10/10 Excellent

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.
Stayed 4 nights in Jun 2024
Response from VrboOwner on Jul 6, 2024
Hi Mitch! 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 updated landscaping has been a great addition. 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
Verified review

10/10 Excellent

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.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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!
Stayed 7 nights in Jul 2022
Response from VrboOwner on Jul 26, 2022
Hi Kristi! 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 love to see that title for our reviews! 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
Verified review

10/10 Excellent

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
Stayed 6 nights in Sep 2022
Response from VrboOwner on Sep 14, 2022
HI Steven! 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 next year – be sure to check out our site for more Pretty Picky Properties. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified review

10/10 Excellent

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!
Stayed 7 nights in Jun 2022
Response from VrboOwner on Jul 6, 2022
Hi Susie! 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 next year – be sure to check out our site for more Pretty Picky Properties. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified review

10/10 Excellent

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!
Stayed 3 nights in Jun 2022
Response from VrboOwner on Jun 23, 2022
Thanks so much Tracey 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. You guys were great and we'd love to see you back on Cape soon! Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified review

10/10 Excellent

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.
Stayed 3 nights in Oct 2024
Response from VrboOwner on Oct 10, 2024
Hi Dillan! 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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House and pool house both terrific. Property grounds very well maintained, many bunnies running about. Table on the outside porch at main house was perfect for Bingo and appetizers, held all of us with room to spare.Location close to beaches,and town. Atwood Museum was wonderful, only 1 from our group went, she really enjoyed it. Rainy day b'day party was held in the pool house which by the way sleeps 6. Only issues we had, jetts didn't work in the hot tub, hooks needed by the front door, pool guy who was so nice showed up late and everyone out of the pool for 45 mins. Lawn guys came late Fri. aft., zoomed about and did a nice job. Difficult to see leaving the property, hedges should be trimmed, might be next door neighbor. Comfortable, roomy main house and beds and pillows comfy. Had a great time.
Stayed 3 nights in May 2026
Response from VrboOwner on Jun 4, 2026
Hi Bonnie! 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 will certainly get those jets fired up on the hot tub. Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified review

10/10 Excellent

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!
Stayed 7 nights in Jul 2019
Verified review

10/10 Excellent

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.
Stayed 3 nights in Jun 2022
Response from VrboOwner on Jun 6, 2022
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 love to hear when guests are "overly impressed"! 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
Verified review

10/10 Excellent

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!
Stayed 7 nights in Aug 2023
Response from VrboOwner on Aug 29, 2023
Hi Kasumi! 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. So glad you made wonderful family memories! 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
Verified review

10/10 Excellent

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.
Stayed 3 nights in Sep 2021
Response from VrboOwner on Oct 1, 2021
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. 10 out of 10 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
Verified review

10/10 Excellent

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!!
Stayed 4 nights in Sep 2021
Response from VrboOwner on Sep 29, 2021
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 LOVE to see the word "Perfect" in our reviews! 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
Verified review

10/10 Excellent

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

Beautiful house, accurate listing, great communication.

Overall we had a great time.
Stayed 3 nights in May 2021
Verified review

10/10 Excellent

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

Home away from home.

The home was quite accommodating and the people were nice and courteous.
Stayed 4 nights in May 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

House review

We really enjoyed our time in Chatham this year
Stayed 14 nights in Aug 2020
Verified review

10/10 Excellent

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!
Stayed 6 nights in Jun 2020
Response from VrboOwner on Jun 17, 2020
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 will have to speak with our photographer to do a better job of making the place look as fantastic as it is in real life! 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
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