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

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Welcome to Sail Loft
Two structure estate with pool
Pool
Pool
Main House

Reviews

10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10232.3 sq m

Popular amenities

  • Parking available
  • Dryer
  • Hot tub
  • Pet-friendly
  • Washer

Explore the area

Map
Chatham, MA
  • Chatham Lighthouse
    ‪17 min walk‬
  • Chatham Lighthouse Beach
    ‪18 min walk‬
  • Chatham Fish Pier
    ‪4 min drive‬
  • Hyannis, MA (HYA-Barnstable Municipal)
    ‪30 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Guest Bedroom #1

1 King Bed

Guest Bedroom #2

4 Single Beds

Guest Bedroom #3

4 Single 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

About this property

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 $225. 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! ℠

Property manager

Pretty Picky Properties
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0082530550

About the area

Chatham

Located in Chatham, this holiday home is near the beach. The area's natural beauty can be seen at Cape Cod Beaches and West Dennis Beach. Travelling with kids? Consider Chatham Railroad Museum, or check out an event or a game at Veterans Field. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Chatham, MA

What's nearby

  • Chatham Lighthouse - 17 min walk - 1.5 km
  • Chatham Lighthouse Beach - 18 min walk - 1.5 km
  • Chatham Fish Pier - 4 min drive - 3.5 km
  • Monomoy National Wildlife Refuge - 6 min drive - 3.4 km
  • Hardings Beach - 8 min drive - 6.3 km

Getting around

  • Hyannis Transportation Center - 31 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive

Restaurants

  • ‪Chatham Bars Inn - ‬4 min drive
  • ‪Chatham Pier Fish Market - ‬4 min drive
  • ‪Chatham Squire Restaurant - ‬19 min walk
  • ‪Chatham Perk - ‬4 min drive
  • ‪Mac's Chatham Fish & Lobster - ‬4 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?

Checkout 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 holiday 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 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Brendan B.

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

10/10 Excellent

Dillan K.

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

10/10 Excellent

Mitch A.

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

10/10 Excellent

Kasumi K., Boston

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

10/10 Excellent

Steven C., Tacoma, WA

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

10/10 Excellent

Kristi K.

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

10/10 Excellent

Susie M.

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

10/10 Excellent

Sophea C., Boston, MA

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

10/10 Excellent

Tracey H.

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

10/10 Excellent

Brian H.

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

10/10 Excellent

Paul L.

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

10/10 Excellent

Jenna H.

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

10/10 Excellent

Nick C.

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

10/10 Excellent

Sebastien C.

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

10/10 Excellent

Jeremiah J., Somerville

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

8/10 Good

Rod D.

Liked: Cleanliness, check-in, communication, location

House review

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

10/10 Excellent

Kimberly G.

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

10/10 Excellent

Barbara F.

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

About the host

Hosted by Pretty Picky Properties

Host profile image
There are a lot of places to rent for a summer vacation on the 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