
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
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!

☀️ 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!

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.

Beautiful Lakeside Apt between Boston and Cape Cod
2nd time staying here... we love it! Beautiful location and all the amenities to make our stay comfortable!
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
It was such an interesting experience to stay in this antique home! I’ve never stayed in a place so old before, and it has a lot of character. Stephenie communicated very proactively before and during our stay. Checking in and out was a breeze. The location of the home on the pond was very peaceful. My husband and daughter had fun boating around on the boat that’s available to guests. We had everything we needed to prepare meals, and the house was very clean.

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.

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
You will find in this home everything your family would need for a relaxing stay and visit on Cape Cod. The kitchen and the bathrooms have been renovated. Furniture was plenty, comfortable and clean. Centrally located, close to Hyannnis, grocery stores and Route 6. We cooked in two out of three nights and found anything we needed. We did not make use of the kayaks, fire pit and outdoor living space due to weather, but all those items will greatly enhance your stay.

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.

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.
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
Waterfront Gem is exactly that, a gem!! Beautiful location right on the bay. Steps away from the Boatslip yet quiet and pleasant!! Park the car and walk everywhere!! Comfortable, clean and well stocked with the essentials!! Paula is very responsive and accommodating!! I'd definitely stay again!! Thank you!!

Westend Waterfront Luxury Condo-Provincetown
We had a beautiful stay at Anil's, and would book it again. The thoughtful use of space made the interior feel expansive, and the views to the bay are inspiring from every area. The kitchen was well-appointed and we really appreciated all the storage in the bedroom loft allowing us to unpack our clothes neatly. This is a great location just after the end of all the shops and restaurants on Commercial St.-so it's quiet and mostly residential. Loved it, thanks Anil!
Quick stats about waterfront rentals in Chatham
Total rentals
50 properties
Nightly prices starting at
$123 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
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Scusset Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach
- Linnell Landing Beach