
Waterfront vacation rentals in Chatham
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Top-rated waterfront rentals in Chatham
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Popular amenities for Chatham waterfront rentals
Waterfront apartment rentals

Cape Cod Canal Home
We had a great weekend at this place. The place is small, but has everything you need. The porch and large deck are perfect for enjoying the weather and the view of the Canal. It was a great location for exploring lots of places on the Cape, without having to deal with traffic! We loved biking and walking on the trail alongside the Canal. The kitchen was complete with everything you need for cooking (just bring your own food!).

WATERFRONT PENTHOUSE OAK BLUFFS
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Beachside Condo with Balcony - Oceanside Condos
There was one issue which Gary and the property manager coordinated on and took care of as soon as possible. WE HAD A GREAT STAY LOVED ALL THE BEACHES and hope to be back next year!

☀️ Spacious and Bright -- The Sailboat Suite
We had such an amazing stay. We felt right at home and were very comfortable with the place. Carolyn was very responsive and helped with everything we needed. Shout out Ali for fixing our little problem. We loved it here and would stay again!

Beautiful Creekside Apartment in Wellfleet Center
Beautiful little condo with great views and everything within walking distance. The photos do not do it justice! Will definitely be back and would recommend for anyone looking for a relaxing vacation on the cape

Harbor view apartment, a quick walk from the ferry
Mark's place was exactly how it appeared in photos. Great, walkable location. Easy to get to restaurants on Main St. There's a place to rent bikes just across the street. The stay was comfortable, quiet, and exceeded expectations. Thank you again, Mark!

Waterfront Loft 1BR | Bayfront Deck + Beach Access
In my years staying at Airbnb, this has to be in my top 3. The location could not be beat - stunning views, access to the beach, a short stroll to coffee shops, restaurants, and all the hustle and bustle of Commercial Street, but set juuuust far enough away that it was quiet in the evenings and private. The unit was clean and simply appointed with all necessities, the bed was cozy, and space was bigger than it looks in the photos. We especially appreciated the fully-fenced deck, which meant our dog could also enjoy the salt air. Extra points for the very artsy/funky entryway - arriving felt like climbing up to a loft from a storybook. Alain was responsive, flexible (our ferry was cancelled so he helped out with some last-minute timing changes), and a great host. 100/10.

Bright Condo on private beach
Loved the location! There were people nearby but it was quiet. Great access to walk on the sand by the water. Inside, the bed was comfortable and I found everything I needed for the one dinner I ate in. I enjoyed sitting out on the patio in the back as well. Would love to stay again.
Waterfront house rentals

Oceanfront Vacation Home with Private Beach for 6
This is a true hidden gem. A stones throw from one of the best raw bars in Yarmouth (or Cape Cod for that matter), literally steps (like 5 steps right out the slider) from the beach, stunning views and sunsets. Very clean and cozy cottage, and our host was excellent. The value was also incredible. Very central in Cape Cod, meaning anything you want to do besides Provincetown is 30 mins or less in any direction. Yarmouth had a charm of its own, especially for a family with young children. Lots of kids activities within 5 minutes. A+++

Quintessential Waterfront Historic Cottage
This is hands down our favorite AirBNB. It is as beautiful in person as it is in the photos. The location is so special and the interior is designed with the best New England style. It’s really an amazing experience. The amenities are great and the home is very comfortable and cozy.

3-min walk to BEACH! Private luxury Backyard!
This was a great place to stay. The house was just the right size for our family of 4 (two young kids). The fenced in yard with shade structure and yard games were great. We spent a lot of time playing outside. We initially got the place because of the proximity to the beach, and it is a nice short walk to the beach, but ultimately this beach wasn’t quite the right fit for our kids (ages 3 and 1) so we ended up going to a beach on the north side of the Cape instead, which was a better fit. We were really grateful for the chairs and beach toys, which we used when we went to the beach. The beach umbrella wasn’t in great shape, and with a little breeze it wasn’t usable. Also there were a couple shelves in the house that were either broken (medicine cabinet in bathroom) or missing a pin and so unusable (in the kitchen) but these were minor issues and didn’t affect the quality of our stay. All in all, we had a good time!

Sunburst Cottage on Long Pond
Laurie’s Sunburst Cottage was a perfect location. The view was spectacular each morning, waking up to see long pond. The space was so nicely decorated and very cozy for us to enjoy and relax with Netflix and other streaming included. Her eye for detail, even proving power strips next to each bed made it so easy and convenient to charge our phones. The place was spotless, clean and had updated and well stocked kitchens and bathrooms. We had everything we needed. Unfortunately, the weather didn’t cooperate for us to use the outdoor kayaks, fire pit or sitting areas, but they were beautiful as well, and added to the view from the windows. It’s conveniently located mid cape giving people access to doing various things on the cape. Walking around the neighborhood also gave us additional views of long pond. I highly recommend it, and would go back in a heartbeat. Laurie was very attentive and easy to reach. Thanks again Laurie for sharing your lovely home with us! Katie

Seaview Summit | Ocean Views, Indoor Pool, Beach
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.

LOCATION! Sea Captain's House, Walk to Beach/Town
We had such an amazing stay in Babbie and Taragh's house! It is so charming and homey - they layout was perfect for our extended family stay comfortably and with enough space for everyone. The view of the water from the living room and downstairs bedroom was so beautiful. The location really can't be beat - within a few minute's walk, you can get to the beach (we have a toddler and baby, and it was so family friendly!) or downtown. It was so nice to be able to walk to so many places instead of loading up in the car. The hosts were super responsive and helpful with the questions I had during our stay. This was such a special place, and we would love to stay here again!

Oceanview/pool&spa/private beach! 5 bedrms, 4 bath
We loved our stay in Justin’s home. The house is well-stocked, beds are comfortable, and our family had plenty of room. Justin was very responsive and helpful with any questions. Renting towels and sheets was new for us, but it was easy and all set up for us when we arrived. We loved the huge front porch and enjoyed coffee and the quiet neighborhood outdoors each morning. We would definitely return if we make another trip that way.

Beachfront Cottage
We went for my mom’s birthday and had the most amazing time. The house was spotless and everything was well thought. Ut’s right next to the beach ane has a lovely view. Gabrielle was a great host and was super helpful and responsive too
Waterfront condo rentals

P-Town Beach Beauty on the Bay. Water View!
Spectacular place to stay!!! Definitely recommend and will stay again when we return to the area! Perfect, perfect, perfect!!!

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.

Beachfront Town Center
Kevin's place is perfectly located in Angels Landing across from the library. It’s a quiet, safe location at night. The proximity to abundant dining and shopping options made exploring Provincetown incredibly convenient. The home was well-stocked with coffee and sweetener, which we appreciated each morning. The peaceful setting allowed for great rest after busy days exploring the town. Kevin was a thoughtful host and we'd definitely stay here again!

Recently updated 2BD with 2 Decks and Water Views
I had an amazing time. The place looked exactly like the pictures. Everything was very clean and comfortable. The host was very responsive and helpful. The location is very convenient and close to other attractions. I would highly recommend this place for anyone who is looking for a great place to stay!

Steps to Beach - Luxe 1BR Modern Commercial St
Great place. All the good reviews are accurate. 3 minor issues that can be fixed quickly: 1. Parking is not on site and you have to park a couple of blocks away. That should be pointed out in the description, maybe it was and I didn’t see it 2. When you first walk in, the apartment is stuffy, but it’s fine once you air it out. I think it’s the couch or couch covers 3. No detergent for the washer, so bring your own. It’s the first time I stayed at an Airbnb that didn’t provide it Everything else was great, thanks for having us!

Captain's Lodge- #1, Plymouth Water Front Condo
Great place to stay! Excellent location and walking distance to everything we were looking for. Place was comfortable and as advertised. Comfortably accommodated five adults. Scott responded quickly to all communication and provided accurate and thorough instructions. Highly recommend and will stay again if in the area!

Waterfront gem
terrific views, great location, well stocked kitchen, nice bathroom, comfortable living room, large deck, would stay again! perfect base for exploring all ptown has to offer

Bayshore 2:Direct waterfront/Parking/Pets welcome
We had a great stay. We really appreciated that they let us check in a little early too! The views and easy access to the beach were perfection and we really loved the deck space. The living room windows gave beautiful views. Very walkable and easy to navigate. Definitely will be keeping this gem on our radar for our next trip to Provincetown.
Quick stats about waterfront rentals in Chatham
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ294 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
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- New Silver Beach
- Onset Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Inman Road Beach
- Kalmus Park Beach
- Ridgevale Beach
- Cahoon Hollow Beach
- Grey's Beach
- Grays Beach
- Forest Beach
- Lighthouse Beach