Waterfront holiday rentals in Chatham

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Chatham waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Sagamore Beach
4.97 out of 5 average rating, 116 reviews

Cape Cod Canal Home

OliviaRating, 5 stars3 weeks ago
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!).
Superhost
Apartment in Oak Bluffs
4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

JustynRating, 5 stars9 months ago
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!
Superhost
Apartment in Dennis Port
4.76 out of 5 average rating, 17 reviews

Beachside Condo with Balcony - Oceanside Condos

PeterRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Wareham
4.91 out of 5 average rating, 178 reviews

☀️ Spacious and Bright -- The Sailboat Suite

JocelynRating, 5 stars1 week ago
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!
Top Guest favourite
Apartment in Wellfleet
4.96 out of 5 average rating, 190 reviews

Beautiful Creekside Apartment in Wellfleet Center

BenRating, 5 stars2 weeks ago
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
Top Guest favourite
Apartment in Tisbury
4.93 out of 5 average rating, 125 reviews

Harbor view apartment, a quick walk from the ferry

KatherineRating, 5 stars3 weeks ago
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!
Superhost
Apartment in Chatham
4.83 out of 5 average rating, 18 reviews

Bright Condo on private beach

SuzieRating, 5 stars1 month ago
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.
Top Guest favourite
Apartment in Pembroke
4.99 out of 5 average rating, 131 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

JenniferRating, 5 stars3 weeks ago
2nd time staying here... we love it! Beautiful location and all the amenities to make our stay comfortable!

Waterfront house rentals

Guest favourite
Home in Yarmouth
4.95 out of 5 average rating, 59 reviews

Oceanfront Vacation Home with Private Beach for 6

JeffreyRating, 5 stars1 week ago
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+++
Top Guest favourite
Home in Sandwich
5 out of 5 average rating, 204 reviews

Quintessential Waterfront Historic Cottage

ClaireRating, 5 stars1 week ago
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.
Top Guest favourite
Home in West Yarmouth
5 out of 5 average rating, 309 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

JuliaRating, 5 stars4 days ago
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!
Top Guest favourite
Home in Plymouth
4.97 out of 5 average rating, 32 reviews

Cliff House - Panoramic views of Cape Cod Bay.

LindseyRating, 5 stars1 week ago
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.
Guest favourite
Home in Dennis Port
5 out of 5 average rating, 21 reviews

3-min walk to BEACH! Private luxury Backyard!

CaseyRating, 5 stars10 months ago
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!
Top Guest favourite
Home in Yarmouth
5 out of 5 average rating, 58 reviews

Sunburst Cottage on Long Pond

DoloresRating, 5 stars1 day ago
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.
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Chatham
4.97 out of 5 average rating, 39 reviews

Oceanview/pool&spa/private beach! 5 bedrms, 4 bath

BarbaraRating, 5 stars8 months ago
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

Superhost
Condo in Plymouth
4.76 out of 5 average rating, 155 reviews

Clear Pond Pet Friendly Inn

NicklausRating, 5 stars7 months ago
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Guest favourite
Condo in Provincetown
4.97 out of 5 average rating, 216 reviews

P-Town Beach Beauty on the Bay. Water View!

OctaviaRating, 5 stars1 week ago
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.
Top Guest favourite
Condo in Provincetown
4.92 out of 5 average rating, 332 reviews

Beachfront Town Center

RobertRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Provincetown
4.98 out of 5 average rating, 156 reviews

Recently updated 2BD with 2 Decks and Water Views

SarahRating, 5 stars4 days ago
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!
Top Guest favourite
Condo in Provincetown
4.98 out of 5 average rating, 220 reviews

Steps to Beach - Luxe 1BR Modern Commercial St

AliRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Plymouth
5 out of 5 average rating, 111 reviews

Captain's Lodge- #1, Plymouth Water Front Condo

ConradRating, 5 stars2 weeks ago
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!
Superhost
Condo in Provincetown
4.96 out of 5 average rating, 113 reviews

Waterfront gem

TimothyRating, 5 stars5 days ago
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!!
Guest favourite
Condo in Provincetown
4.93 out of 5 average rating, 155 reviews

Westend Waterfront Luxury Condo-Provincetown

JulieRating, 5 stars5 days ago
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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