House in Chatham, MA
10 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
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 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 #286
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 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 #286
Amenities at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach
Free WiFi/internet
Air conditioning
Pool
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refrigerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Oven
Stove
Laundry services
Bath or shower
Ironing facilities
Towels
Hairdryer
Map of Chatham, MA
Ratings and reviews
10 / 10Outstanding·May 2025
We had a great stay at the sail loft! Beautiful property in a great location with all the amenities! Would love to return!
10 / 10Outstanding·Oct 2024
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.
10 / 10Outstanding·Oct 2024
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.
5 / 10·Jul 2019
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!
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Top rated by guests
9.9Outstanding
(19 Ratings)
"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.Don't miss out! Price and availability may change
