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

Top rated by guests
Welcome to Sail Loft
Bright kitchen with island seating
Private kitchen
Private kitchen
Dining Area and living room with TV
review stars
10Outstanding
(22 Ratings)
"Perfect house for a big group!!"
Caroline K.
Don't miss out! Price and availability may change
10 / 10
Outstanding(22 Ratings)

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 $255.00. 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

Non-smoking
Pets allowed
Family friendly

Map of Chatham, MA


Ratings and reviews

10 / 10
Outstanding(22 Ratings)
10 / 10Outstanding·Jun 2026
Perfect house for a big group!!
10 / 10Outstanding·Jun 2026
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.
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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