
Waterfront holiday rentals in Chatham
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Top-rated waterfront accommodation in Chatham
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Waterfront apartment accommodation

Cape Cod Canal Home
You could not select a better location than this, with access to the Cape, beaches, and the Canal road for biking and walking. The apartment is modern and immaculate with a nice deck on which to relax. To top it off you could not find more pleasant hosts than Diane and Barry. We will surely visit again!

On Eel Pond: Woods Hole Waterfront Retreat
This is our favorite place to stay each year. It is a wonderful place and Elizabeth is a PERFECT host.

King bed/Hot Tub/Waterfront-The Lotus
My best friend and I live in different states, and plan meet-ups in fun locations a couple of times a year, and we chose the Cape for this one. The Lotus was the PERFECT choice for our stay!! The home was exactly as described, spotlessly clean, and in a great location. It has everything you could possibly want for amenities, and is so comfy. We had one day where it just POURED, and even hanging inside in front of the fire while sipping cocktails was amazing. The dock out over the pond was so great, with some great chairs to chill in. And the information provided about the house and area is second to none! What a fantastic stay, I would recommend so highly to anyone looking for a little oasis on the Cape.

☀️ Spacious and Bright -- The Sailboat Suite
This was my 6th year staying with Carolyn, in 3 different units. Carolyn is professional, and accommodating. I love the decorations, but the apartment is not cluttered, but the details are thoughtfully provided. Onset is my hometown so I am not impartial about the location. She responds promptly to questions and needs and checks in but does not hover. Carolyn is an excellent host and I am always happy to support her business.

Beautiful Creekside Apartment in Wellfleet Center
This was going to be our second time staying at Anne’s beautiful Air BnB. Unfortunately issues at the building the day we were due to check in required Anne to cancel our stay. This is still an all five-star rating because Anne was fast to communicate the problem. She even contacted another host to put an alternative place on hold for us while we decided what to do. At each step of the way Anne was wonderfully responsive. While it was not an ideal situation, knowing Anne was available to take our calls and answer our questions while we worked to pivot took away the stress of losing your planned getaway spot. We decided not to stay at the alternative spot, but I commend Anne for having a place on hold. It allowed us to take the time to look and consider all options, which removed any and all frustration that could have easily colored the day and our weekend. We plan to return sometime in the future.

Harbor view apartment, a quick walk from the ferry
I had a restful stay at Mark's place. It's in walking distance to the ferry along with other amenities like bike rental, supermarket, local restaurants, the Net Result, as well as the ferry terminal. It's a great option for anyone who wants to visit MV without a car as local buses are also nearby. Mark tends to his home with care. It's a distinctive place with tons of character, just like MV, which is why I've been returning to the island for 30+ years. I'll be back!

Cozy Apt in Snug Harbor Duxbury
Excellent location right in the heart of Duxbury harbor with harbor views. Super comfortable apartment with plenty of room and high end appliances. This was the second time I've stayed at Richard's place and will keep booking with him. As a side bonus, I was able to get my haircut downstairs in his daughter's salon just in time for an important meeting. Great place that is a favorite with displaced locals coming home for visits.

Beautiful Lakeside Apt between Boston and Cape Cod
We had a wonderful time !!! Dave and Diana are great hosts everything was better than expected. They let us know that the apartment was ready for an early check in ( we really appreciated that) Such a comfortable home with a beautiful view!!!! The home is stocked with everything you could possibly need. It was so easy living there we didn't want to leave. We were in the area to visit our grandchildren and having them over to the lake was perfect!!! God blessed us with beautiful weather and the house was stocked with beach towels, bug spray , sunscreen and snacks. Kudos Diana for thinking of everything👍 The grandchildren give the place a 5 star review and are calling it " our lake house" We only wish 😃 Thank you for sharing this wonderful place we hope to return again.
Waterfront house rentals

Waterfront Home in Onset for Happy Memories
The place was great. The backyard was the perfect spot to cook burgers and hang out. The space can just be a little cold outside the summer months so prepare to dress warmer.

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.

Our families slice of heaven
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

Waterfront Fun Dogs Welcome!
My large family and I had a great stay during a recent wedding in town. The house was large and offered everyone their own privacy but also extremely cozy. Beds were comfortable. Bathrooms were clean. Kitchen was expansive. Views were beautiful. We will 100% book again in the future!

Water Front Pond House - 3 acre Cape Cod Sanctuary
This pond side house is perfect for a family vacation. If one enjoys water and serenity, this is the place to be. The house is located in a very private lot and well-appointed inside. It's well equipped with kayak, canoe and paddle boards for everyone. And fishing is great for kids and adults in the nice pond with super clear water. Luther, the host, is also very friendly and considerate. Highly recommend for anyone looking for a getaway on cape.

Private Waterfront Home on Picturesque Pond
This property was stunning! As described. Brenda was extremely responsive to messages. My family appreciated the labeling she had done, it made everything very easy to find. Anything you could want this place has it, from super comfortable beds, tons of space, clean, and beautiful views! We will definitely be back!

Large Oceanfront Home - VIEWS - Sleeps 12.
Anne’s place is an amazing old ocean front home. I was so excited to experience staying there, as we have no houses like this where I’m from. The ocean views are amazing from the porch, the upstairs bedrooms, and the crow’s nest. We watched seals and eider and mergansers and loons. It was also great to people watch from the front porch as lots of dog walkers walked by. We rock scrambled at low tide and got out to Brant Rock. Anne was super responsive and quick to answer questions when we first checked in. The house is old, quirky, and beautiful. The updated bathrooms are gorgeous. We cooked breads and lasagna and lots of other stuff and had all the pots, pans, and baking pans that we needed (which is rare in an Airbnb). Really lovely stay in a really lovely home. The perfect place to ring in the New Year with people I love.

1 of a Kind Pond-Front Home, Minutes from Downtown
We loved staying at this lakeside cabin for thanksgiving with family. Beautiful sunsets, great location, charming house. Loved it!
Waterfront condo accommodation

Clear Pond Pet Friendly Inn
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.

P-Town Beach Beauty on the Bay. Water View!
We had a wonderful time at Rob's place in Provincetown this February. If you are looking for a quiet place on the East End in the off season this is an exceptional spot. Beautiful water views from the condo. A gorgeous beach with some of the best views in Provincetown is right across the street. Condo was perfectly cleaned upon arrival and exactly as described. Couldn't ask for more.

Steps to Private Beach in Chatham
We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Recently updated 2BD with 2 Decks and Water Views
Brian’s place was a lovely stay! Extremely clean, beautiful and comfortable. Many thoughtful touches throughout the home and a well stocked kitchen for any cooking. I wouldn’t hesitate to stay here again!

Renovated West-end Condo on the Bay w/ Parking
Jack was fantastic. Not only was the place gorgeous and comfortable, a snowstorm hit while we were there and he helped us navigate that and offered what he could do to help us out. Wonderful location, amazing views, and comfy home. 10/10

Steps to Beach - Luxe Modern Commercial St Condo
Chris’s place was exactly as described and depicted. Immaculately clean and very comfortable. Great location…..just steps to all of our favorite spots! Chris was also very responsive…. we hope to return again sometime!

Captain's Lodge- #1, Plymouth Water Front Condo
Highly recommended!!! We absolutely enjoyed our stay at Scott’s condo! It was private and quaint so much so that we felt right at home! The front porch was wonderful to sit and say our hellos and speak to people! It is on a main road so lots of interactions and of course where there is people there is noise but even that was lovely! We walked everywhere mostly as everything from restaurant’s to shops right at our finger tips! Scott was great and all that was provided for us was quite amazing! We just shopped for food as we did cook a few times as well as ate out. We will definitely be back to stay again!!!

Quiet East End 2 bedroom/2 bath Waterfront Condo!
We were pleasantly surprised with this condo, very comfortable making a great stay. Had all the amenities that we needed. The condo was right on the beach making for wonderful sunrises and sunsets over the bay. The location was great with a short walk to the center of town. Would recommend staying here and would definitely stay here again.
Quick stats about waterfront rentals in Chatham
Total rentals
50 properties
Nightly prices starting at
$124 AUD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Cape Cod National Seashore
- Craigville Beach
- Duxbury Beach
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Nickerson State Park
- Grey's Beach
- Chapin Memorial Beach
- Scusset Beach
- Corn Hill Beach
- Earle Road Beach
- Cahoon Hollow Beach
- Oyster Harbors Beach
- Springhill Beach