
Waterfront holiday rentals in Chatham
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Top-rated waterfront accommodation in Chatham
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
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Popular amenities for Chatham waterfront rentals
Waterfront apartment accommodation

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
The pictures don't do justice to how beautiful and peaceful is place is. The ocean is right there, with little seats on the deck to listen to the waves. The apartment is very quaint and cozy, with excellent Cape decor. We enjoyed our stay immensely, highly recommend!

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!

Boulevard #3A
This is a beautiful hose in a perfect location - walkable to downtown, the Wellfleet town pier and Mayo Beach. We stayed in the 2 bedroom unit which had a great modern kitchen and a good size living room. The bedrooms are very comfortable and having linens was a bonus. We have a family home in Wellfleet and had guests in from Europe which prompted the need for our stay. Honestly after all the years that we have been here, I never knew this place existed. It blends right in with other beautiful houses that surround it. And had I knew it was there, I would have recommended it to any of the friends and family traveling through the area. Highly recommended!!!

⭐ Gorgeous Beach Views -- The Sand Dollar Suite
Relaxing girls get away weekend. Amazing views, very walkable and friendly town and beach. (Delicious local ice cream shop- vegan options too!). The perfect place to relax, catch up with friends, and make some delightful memories.

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.

gorgeous waterfront cottage w/4kayaks and 2 SUPs
We had such an amazing time staying at this beautiful little cottage! It was honestly so cute and perfect for our mini honeymoon! We were able to bring our dog which was great and I just can’t get over how nice it was! It was within like 10 minutes of driving to get to the main street of town to be able to walk around and shop but also gave us privacy and a nice calming backyard on the pond! Melissa was extremely responsive and gave us so many recommendations on local restaurants and other activities as well! I would definitely come back and I can’t wait until we do!

Cliff House - Panoramic views of Cape Cod Bay.
The water views were breathtaking. The hot tub was a nice touch. Beautiful clean home. We loved our stay and would love to come again.

Newly Renovated Guest House near the Beach!
This home was spacious clean and well appointed ! It was perfectly suited for our family and provided a convenient location to attend a family event at Wequassett! The host was welcoming and responsive ensuring we had everything we needed for our stay!

Waterfront, HotTub, PetsOK, Firepit, PoolTable
We surprised my husband for his 60th with our getaway to the Cape. This place was a great location to get a around the Cape. It had perfect accommodations for our adult children and our furry baby. This house supplied so many extras that normally are not. We were extremely happy! And James was great to communicate with. Check in and out was simple.

Cottage with private beach in Hyannis Port
Great cottage in a private community with private beach. Can't recommend enough for a relaxing Cape weekend!

Waterfront 4BR Home on Cape Cod
We had a wonderful stay at Jasmine's place. Everything was perfect. Jasmine was there to communicate with at all times. I would recommend this place for others. Thank you Jasmine.
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!
Rob was a great host ! He responded within a timely manner and the place was very clean and felt just like home. I would suggest bringing board games and such for the rainy days. For the folks who enjoy cooking the kitchen was fully stocked with everything you need. I would also recommend renting bikes or taking an Uber if you don't like walking. The walk to town was about 25 minutes. Overall great stay would love you stay her again it gives you the peace and quiet while also being close enough to everything and a beautiful view of the ocean.

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
We had a wonderful stay at Brian’s place! Check in and check out was very easy and straightforward from Brian’s directions. The place was so clean and incredibly comfortable! We had everything we needed there and loved the location. It was so easy to walk to all of the restaurants and shops! We had a great stay and would love to stay again sometime!

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

Westend Waterfront Luxury Condo-Provincetown
We loved staying at Anil’s place!! The view of the ocean was incredible. It was so peaceful. It was a sweet loft apartment, just the right size for my husband and I. It was clean, the bed was comfortable, the kitchen had everything we needed to make a few meals. We come to Provincetown once a year and this is our favorite accommodation yet! It’s a perfect, quiet location that is also within walking distance to all the shops and restaurants!
Quick stats about waterfront rentals in Chatham
Total rentals
50 properties
Nightly prices starting at
$133 NZD 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
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach
- New Silver Beach