Waterfront vacation rentals in Chatham
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Top-rated waterfront rentals in Chatham
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Chatham waterfront rentals
Waterfront apartment rentals
Apartment in Sagamore Beach
4.97 out of 5 average rating, 114 reviewsCape 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!
Apartment in Woods Hole
4.89 out of 5 average rating, 82 reviewsOn 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.
Apartment in Eastham
4.93 out of 5 average rating, 182 reviewsKing bed/Hot Tub/Waterfront-The Lotus
Tara was very responsive and helpful. The place was beautiful. Hot tub was great! Only wish I could’ve stayed longer. Definitely a beautiful location.
Apartment in Wareham
4.91 out of 5 average rating, 167 reviews☀️ Spacious and Bright -- The Sailboat Suite
Great space, great location, great home! Super comfortable home, great location! Would def consider coming back!
Apartment in East Orleans
4.95 out of 5 average rating, 288 reviewsCozy Waterfront Apartment, Private Beach Access
This is the best Airbnb experience I’ve ever had. Patty’s house is in such a special, peaceful place. The walk to the beach is GORGEOUS and the beach is private and beautiful. I saw seals in the surf just a few yards away, it was so lovely. It really is a sanctuary and I’d definitely go back. Also, Patty was super friendly and helpful. Great stay!!
Apartment in Cotuit
5 out of 5 average rating, 6 reviews2 BR pond suite w/ private kitchen/bath/living
Kathy is a great host. Her family property is really special and she was very accommodating answering all my questions before and during our stay. The pond is so quiet, peaceful, serene and beautiful and the home is situated in a quiet neighborhood which is wonderful to walk in. The Cotuit market is 1.5 miles away and there are great eats at Kettle Ho in Cotuit which allowed us to settle in with ease. Kathy graciously allowed our dog to accompany us and he loved spending time in the pond too and having easy outdoor access. We really enjoyed our stay!
Apartment in Wareham
5 out of 5 average rating, 9 reviewsLovely, Spacious Onset Beach Studio Amazing Views!
This is our second stay in this room, we will make this our annual anniversary getaway. The location is perfect; across the street from the beach, and a 5-10 minute walk to many restaurants. The walk is beautiful too. The street is quiet and although the building is right on the street it felt private. The room has just what you need and doesn’t feel too small, there was plenty of room and didn’t feel cramped at all. Furnishings were beautiful and simple. We are thoroughly impressed with this host and will be back again next year ❤️.
Apartment in Plymouth
4.91 out of 5 average rating, 23 reviewsLuxury Two-Bedroom Penthouse with Roof Deck
We stayed her for 5 nights after my son had his ACL repaired. It was a truly fantastic place to recover. We could open the sliding doors or go to the rooftop to get fresh air. Had an elevator. I explored Plymouth easily by foot while he slept. The view was excellent. The host was very accommodating. Only negative that thankfully didn’t affect us because we stayed in October so hardly anyone used the rooftop deck. I think it would be very loud in the summer.
Waterfront house rentals
Home in Wareham
4.9 out of 5 average rating, 20 reviewsWaterfront 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.
Home in New Seabury
5 out of 5 average rating, 7 reviewsWaterfront 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.
Home in Plymouth
4.93 out of 5 average rating, 81 reviewsWaterfront New Cottage Private Beach
What a cool spot! Stayed a couple nights with friends for a "Book Retreat" and had the best time reading in the Hammock, chatting by the fire pit, and cooking together in the kitchen.
Home in Plymouth
4.96 out of 5 average rating, 55 reviewsOur 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
Home in Brewster
4.87 out of 5 average rating, 199 reviewsWater Front Pond House - 3 acre Cape Cod Sanctuary
Luther's place is very nice. The property is situated on a pond with a short walk from the back door to a nice dock. The water is so clean you can see to the bottom of the pond. Very quiet and peaceful. A great place for a retreat to relax. The house is clean, warm, and cozy and has all the basic amenities you might need. A good amount of dishes and cookware if you want to stay in, along with several close restaurants if you don't want to cook.
Home in Falmouth
4.95 out of 5 average rating, 88 reviewsPrivate 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!
Home in Wareham
4.75 out of 5 average rating, 187 reviewsQuaint Oceanside Cottage with Boat Mooring
Beautiful location with great views while sitting by fire pit or even from inside house. Split level allows for some alternative sleeping arrangements which worked great for us. Listing spot on with description and photos. As advertised. Host quick to respond to inquiries. I would highly recommend. I would to stay here again. Thank you
Home in North Falmouth
4.94 out of 5 average rating, 18 reviewsN Falmouth Flax Pond Waterfront with Swans
Beautiful home right on the edge of a pond, 12 min north of Falmouth main drag. Very well-provisioned, two hang-out spots, perfect for families with kids who might enjoy separate space at times (as in our group). We were there over the holidays so can't speak to the beach scene, but we needed a comfy space for 9 people and this worked out even better than expected. Highly recommend!
Waterfront condo rentals
Condo in Plymouth
4.77 out of 5 average rating, 154 reviewsClear Pond Pet Friendly Inn, Winter months 50% off
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Condo in Dennis Port
4.92 out of 5 average rating, 26 reviewsStudio steps to a private beach!
Book it!! Just do it! After staying in Air BnBs throughout the US and in many other countries I have to stay Marc was the best host! Extremely responsive, helpful, and went above and beyond for us. His place was perfect and he even had one of our favorite games, Skip Bo available! Overall, fantastic experience.
Condo in Plymouth
4.95 out of 5 average rating, 66 reviewsLovely Suite w/ Balcony Overlooking Harbour!
This is the 2nd time we've stayed at Blair's place. Close to downtown, private parking, and a beautiful place to stay (with a king size bed!) made it an easy decision to stay here again. I would stay here again!
Condo in Dennis Port
4.8 out of 5 average rating, 5 reviews2BR Presidential Cape Cod Resort Ocean Front
The place and location were great. Dave definitely was a great communicator and explained everything prior to arrival. This was a time share so the facility has no reflection on Dave’s reputation. The deck and the pool were the only things that could have been cleaner.
Condo in West Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Excellent location, clean, comfortable place to spend some time on the Cape. Perfect for my husband and I.
Condo in Chatham
4.86 out of 5 average rating, 93 reviewsSteps to Private Beach in Chatham
Julia's condo was exactly as described. Very quiet and peaceful location with great ocean views. Julia was very responsive to any questions and was very flexible with check in and check out times. You can't go wrong selecting Julia's condo. I recommend it highly.
Condo in West Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.
Condo in Oak Bluffs
4.96 out of 5 average rating, 27 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)
Quick stats about waterfront rentals in Chatham
Total rentals
50 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
2.3K 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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