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USA Massachusetts Cape Cod Chatham Listing #4800

A Chatham Pearl on Oyster River - Chatham, MA

14 reviews
Max occupancy: 6 1 Queen Bed, 4 Twin Bed 3 bedrooms 2 bathrooms 1 dog max  (20 lb weight limit) 
20 Squanto Drive, Chatham, MA 02633

Worry-free booking

Enjoy peace of mind with flexible, no-fee options for trip changes and cancellations.

You can reschedule your trip, cancel it and receive 100% credit for a future stay, or cancel it for a refund (minus the booking fee) at least 30 days before check-in.

Note: If your trip starts after August 31, you have these options as long as you change or cancel your trip at least 30 days before check-in.

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Most Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!

Enjoy waterfront living at its finest when you escape to this three-bedroom Chatham home, a stunningly situated Cape Cod retreat with a bright and elegant interior, nearby access to Harding's Beach, and a wrap-around deck with beautiful views of the ocean and Oyster River.

Gorgeously located on the riverfront between Oyster Pond and the open Nantucket Sound, this small dog-friendly home enjoys some of the best views on the Cape. You'll be just one mile from Harding's Beach, two miles from charming downtown Chatham, and three miles from Forest and Oyster Pond Beaches.

This two-level home is an architect's residence and has been beautifully renovated with a bright and airy contemporary design. The perfect place for rest, relaxation, and plenty of summer sun, this home offers lovely vistas from nearly every room.

With wide-plank hardwood floors, large windows, and pristine white furnishings, the living space is stylish and welcoming. You'll find an open layout that is ideal for entertaining, a mobile air conditioner for the warmest summer days, and WiFi to help you keep track of the tides.

Wake up each morning to prepare bacon, eggs, and pancakes in the full kitchen, which even features a sound dock to help you enjoy your summer playlist. Store your groceries in the abundant white cabinetry, chop vegetables on the butcher block countertops, and sit down for breakfast at the six-person farm table.

Bring your coffee outside to the wrap-around deck, where you can gaze at the passing sailboats on the Oyster River. And if you choose to spend your days at Harding's Beach only one mile south, you'll have four beach chairs and a selection of toys to bring with you - as well as a grill and patio seating to come home to.

Spend quiet evenings with your family, playing one of the provided board games or watching one of the two flatscreen cable TVs. One dog is also welcome to join you at the Chatham Pearl, but please be advised that a 20-pound weight limit and an additional nightly pet fee apply.

With three bedrooms and two full bathrooms, this Chatham home will accommodate as many as six people. The blue master bedroom has a queen-size bed, while the second bedroom has two twin beds. The third bedroom has all the charming atmosphere of a captain's quarters, offering a set of twin bunk beds.

And don't think twice about bringing your little ones along for this Cape Cod vacation - the home offers a Pack 'N Play and a private washer/dryer.

Whether you're a beach-goer, a nature lover, or a boating enthusiast, you won't find a more quaint and lovely town on Cape Cod than Chatham. Spend your days on the sand at Harding's, Forest, and Oyster Pond Beaches, or simply go for a stroll in downtown Chatham to peruse the shops, restaurants, and galleries.

Looking to catch a summer night game of the Cape Cod Baseball League? Veterans Field, the home of the Chatham Anglers, is less than three miles away.

Treat your family to a summer getaway they'll never forget - book this beautiful Chatham home today! A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

You must be 21 years or older to rent this property.

Property tax ID: C0225480550





Children's games



Washer/dryer : Private

Heating & cooling

Partial AC

House rules

Not suitable for children

Kitchen & dining






Water view



Internet : Comcast


Cable : Comcast

Wireless router

Sound dock

Nearby activities & attractions

Board games


Gas grill : Private


14 reviews

Claire M. Jun 2020
This house was great - we loved the location. It's right on a marina, which had gorgeous views (the pictures don't do it justice), plus a 5 min drive from a beach with free parking. It had great cooking amenities and the wifi worked well (a couple of us worked from home in the house). If there was anything that could have been better, I would say the beds could be a bit more comfortable. Overall, a great stay on the Cape!
Anna K. Dec 2019
The location is absolutely beautiful. Quiet, beachfront!!!! Seriously beautiful. We really enjoyed the view even from the inside of the house as the living room has large windows. The kitchen is very well equipped; we found there everything we needed from silverware through pots and pans to a blender. However, it looks like the owners are making some changes in the house which is great, but when we arrived, there were paint cans, shower curtains, shower curtain rod, nails, and driver/drill on the floor. Just like that. That did not look professional and if we had kids with us, it would be a life hazard for them. Additionally, the doors in the bathroom were really hard to close and in on the bedrooms the first one the heater wasn't working (not even on high). So, overall we had a great time but the house definitely needs some work!!
Manager response:
Thank you for staying with us and sharing your review. We sincerely apologize for the mess you encountered due to the bathroom repainting. Our painter was unable to finish prior to your arrival, but it is completed and tidy now. The property manager is handling the heater and inspecting for broken items. We hope to see you again!
Bill J. Dec 2019
Very quiet off season spot. Kitchen was well equipped.
Close to dog friendly beach and a great dog park. Downtown Chatham was just a short drive.
alvin k. Nov 2019
The house was nice although would have liked the couches in the living room to be cleaner.
Manager response:
Hello Alvin, thank you for your review! We have alerted our housekeeping team of the need to assess the couches and complete a deep clean of the upholstery as needed. We hope to host you again soon!
hartmut n. Oct 2019
Lot of space, excellent view, quit and just wonderful
Sandra M. Jul 2018
Quaint pottery barn decor!!
Nice and clean..
Not crazy about how to get to front door.. no real path..
But had a great time!
Chauncey M. Jun 2018
We liked the view of the boat yard. The open concept was nice.
Jeffrey W. Sep 2017
The location and the house is great for a family, with plenty of space and good amenities. We have stayed many places on the Cape over the years, and this house was the best ever. We would recommend it to otherss
Ann K. Aug 2017
The house itself was nice and it was great to be right on the river. The house was well equipped but the queen bed was pretty uncomfortable.
We had one fairly major issue-- the instructions we received clearly indicated that we were to park with our car facing a wooden block at the bottom of the driveway rather than facing the trees, which we did. One day, we came to our car in the pouring rain with our two toddlers in tow to find that our car had been completely and intentionally blocked in by the neighbor. He heard us griping about it and came out yelling at us that we had parked the wrong way. We told him we had clearly been instructed to park the way we did and he continued to berate us, in front of our children. It really soured the rest of our stay. I would recommend that the owner of this rental come to a clear understanding w/ the neighbors as to how renters should park and this should be clearly communicated to the renters.
Manager response:
Our deepest apologies for the error in parking directions. We have confirmed with all parties that the correct parking position should in fact be facing the trees. We again apologize for the unfortunate experience this guest had with the neighbor. We have made sure to correct the parking directions after confirming the proper way to park. We hope our guest enjoyed their stay otherwise.
Judith D. Aug 2017
We had a fabulous stay at this darling cottage. Second time to stay there, only wish it were longer.
Maureen L. Jun 2017
Excellent rental- very well equipped. Enjoyed the downstairs open airy feel.. Fun to watch the comings and goings at the marina next door
TAMMY K. Sep 2016
We enjoyed our stay in Chatham!
Elizabeth P. Aug 2016
We were very pleased with the location. We enjoyed overlooking the marina and spending time on the deck. It was extremely humid, but fortunately, there was a little breeze coming off the water. The 'partial AC" is misleading because the portable AC that was in the unit did not fit into the window, and therefore, was of little use. Fans provided were inadequate.
Since this was just a weekend with family, we had a great time and venturing in town, although very warm, was good.
To us, it appeared as though the facility was still in renovation stage.
It is a great location and once the recommended maintenance issues are resolved, it is a wonderful place.
Also, the neighbors are fantastic and friendly.
Manager response:
We are sorry to see that this stay was less enjoyable due to the unusually high heat. Most homes in the area do not have air conditioning as it is not typically needed. This mobile air conditioning unit is not a window unit and can be moved from room to room as needed. The home has new fans to assist with air circulation during the warmer weather. Renovations on this home will continue after Labor Day as the HOA does not allow renovations between Memorial Day and Labor Day. Thank you!
Veronica N. Aug 2016
The house has a beautiful view, it is well located and we found it to be very well decorated and clean. It was a very nice house and our stay was pleasant. The staff was very responsive to our queries.
I only have two comments. There was no AC, I was not aware of this, and sometimes it got really hot as the fans were portable and relatively small. We had to leave the windows open at night, but then were woken up by the noise from fishermen right under the house at 3:45 am.
My other issue was that some of the rooms had no curtains, this not only gave no privacy, but we were woken up rather early with the sun coming in at 5.