Waterfront vacation rentals in Chatham

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Popular amenities for Chatham waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Sagamore Beach
4.97 out of 5 average rating, 114 reviews

Cape Cod Canal Home

SusanRating, 5 stars6 months ago
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!
Guest favorite
Apartment in Woods Hole
4.89 out of 5 average rating, 82 reviews

On Eel Pond: Woods Hole Waterfront Retreat

AndrewRating, 5 stars4 months ago
This is our favorite place to stay each year. It is a wonderful place and Elizabeth is a PERFECT host.
Guest favorite
Apartment in Eastham
4.93 out of 5 average rating, 183 reviews

King bed/Hot Tub/Waterfront-The Lotus

EllenRating, 5 stars1 month ago
We had a lovely stay - the hot tub was a definite highlight! Tara was super responsive and communicative and the space was super cozy. Would definitely book again.
Guest favorite
Apartment in Wareham
4.91 out of 5 average rating, 168 reviews

☀️ Spacious and Bright -- The Sailboat Suite

ElizabethRating, 5 stars1 month ago
My stay in the middle of winter was wonderful. Everything I needed was in the apartment. Had lovely walks on the beach. One day it snowed and the views were spectacular. Carolyn was very easy to reach and easy to work with. I would not hesitate to stay again.
Guest favorite
Apartment in Duxbury
4.91 out of 5 average rating, 35 reviews

Cozy Apt in Snug Harbor Duxbury

NancyRating, 5 stars1 week ago
We absolutely loved our stay at Richard’s apartment! It was warm and cosy with lots of windows and natural light. It was extremely clean and comfortable. Richard was very helpful and communicative when we reached out with a question. The location is ideal and with in walking distance of restaurants and coffee shops. We will be back to stay again! Many thanks!
Guest favorite
Apartment in East Orleans
4.95 out of 5 average rating, 288 reviews

Cozy Waterfront Apartment, Private Beach Access

RebeccaRating, 5 stars4 months ago
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!!
Guest favorite
Apartment in Pembroke
4.99 out of 5 average rating, 127 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

AlexanderRating, 5 stars2 months ago
It is an unbelievably beautiful location and the place is well-kept. This is the perfect spot for anyone looking to be near nature and the Boston area.
Guest favorite
Apartment in Wareham
5 out of 5 average rating, 9 reviews

Lovely, Spacious Onset Beach Studio Amazing Views!

RebekahRating, 5 stars6 months ago
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 ❤️.

Waterfront house rentals

Guest favorite
Home in Wareham
4.9 out of 5 average rating, 20 reviews

Waterfront Home in Onset for Happy Memories

ZacharyRating, 5 stars4 months ago
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.
Superhost
Home in New Seabury
5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

MadisonRating, 5 stars4 months ago
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.
Superhost
Home in Harwich
4.92 out of 5 average rating, 37 reviews

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

MattRating, 5 stars20 months ago
Wonderful location with direct waterfront access, and the local bike trails. Aruna was a wonderful host and provided way more creature comforts than we’re accustomed to for similarly priced locations. If we’re ever in the cape, we will certainly try to stay here again!
Guest favorite
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars4 months ago
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
Superhost
Home in Brewster
4.87 out of 5 average rating, 202 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

LaurinRating, 5 stars2 weeks ago
Luther and Lauren's place was comfortable and private, in a beautiful setting. In the chilly weather it was warm, and had everything we needed. And, I really appreciated Luther's flexibility with check in and check out. I would definitely come back!
Guest favorite
Home in Falmouth
4.95 out of 5 average rating, 88 reviews

Private Waterfront Home on Picturesque Pond

AmyRating, 5 stars4 months ago
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!
Guest favorite
Home in East Falmouth
4.9 out of 5 average rating, 60 reviews

Peaceful waterfront home with dock/ hot tub

ConorRating, 5 stars7 months ago
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!
Superhost
Home in Brewster
4.82 out of 5 average rating, 164 reviews

Waterfront 4BR Home on Cape Cod

LarryRating, 5 stars6 months ago
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 rentals

Superhost
Condo in Plymouth
4.77 out of 5 average rating, 154 reviews

Clear Pond Pet Friendly Inn, Winter months 50% off

NicklausRating, 5 stars3 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 favorite
Condo in Provincetown
4.97 out of 5 average rating, 211 reviews

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

ChrisRating, 5 stars1 week ago
We had a wonderful time at Rob's place in Provincetown this February. If you are looking for a quiet place on the East End in the off season this is an exceptional spot. Beautiful water views from the condo. A gorgeous beach with some of the best views in Provincetown is right across the street. Condo was perfectly cleaned upon arrival and exactly as described. Couldn't ask for more.
Guest favorite
Condo in Provincetown
4.99 out of 5 average rating, 93 reviews

Modern Beachfront Condo, Great Views and Location!

DouglasRating, 5 stars1 month ago
The location and the views couldn’t have been more perfect. The unit is newly renovated with top notch appliances and finishes. What a great place!
Guest favorite
Condo in Provincetown
4.98 out of 5 average rating, 146 reviews

Recently updated 2BD with 2 Decks and Water Views

DanielRating, 5 stars2 months ago
Stayed for 2 nights in December with 5 guests. Very clean and spacious, great location. In unit laundry and good temperature controls for the bedrooms. Make sure to read instructions for turning on hot water heater. The apartment is on the third floor with stair access around the back of the building. Pull out couch bed in the living room is fairly comfortable but living room is colder than in the bedrooms. TV is small but has an Amazon fire stick. We would stay here again!
Guest favorite
Condo in Provincetown
4.99 out of 5 average rating, 88 reviews

Renovated West-end Condo on the Bay w/ Parking

JoelRating, 5 stars3 weeks ago
Jack was fantastic. Not only was the place gorgeous and comfortable, a snowstorm hit while we were there and he helped us navigate that and offered what he could do to help us out. Wonderful location, amazing views, and comfy home. 10/10
Guest favorite
Condo in Provincetown
4.98 out of 5 average rating, 219 reviews

PTown Modern Beach - Luxe Commercial Street Condo

Mary EllenRating, 5 stars4 months ago
Chris’s place was exactly as described and depicted. Immaculately clean and very comfortable. Great location…..just steps to all of our favorite spots! Chris was also very responsive…. we hope to return again sometime!
Guest favorite
Condo in Plymouth
5 out of 5 average rating, 107 reviews

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

AnhRating, 5 stars3 months ago
Great space, close walk to all the places we needed to go. Loved the open layout of the kitchen and living room areas, awesome to lounge around during our downtimes. Bathrooms fit our needs and beds were comfortable. Nice and thoughtful amenities such as the Dove body soap and toothpaste. TV cable was much appreciated as well as the electric piano! Thanks for a great stay, would book again.
Guest favorite
Condo in Provincetown
4.89 out of 5 average rating, 61 reviews

Quiet East End 2 bedroom/2 bath Waterfront Condo!

WilliamRating, 5 stars4 months ago
We were pleasantly surprised with this condo, very comfortable making a great stay. Had all the amenities that we needed. The condo was right on the beach making for wonderful sunrises and sunsets over the bay. The location was great with a short walk to the center of town. Would recommend staying here and would definitely stay here again.

Quick stats about waterfront rentals in Chatham

  • Total rentals

    50 properties

  • Nightly prices starting at

    $80 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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