Waterfront holiday rentals in Orleans

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Orleans

Waterfront apartment rentals

Guest favourite
Flat 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
Flat in Oak Bluffs
4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

JustynRating, 5 stars10 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
Flat 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
Flat in Wareham
4.91 out of 5 average rating, 178 reviews

☀️ Spacious and Bright -- The Sailboat Suite

JocelynRating, 5 stars2 weeks 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
Flat 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
Flat 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
Flat in Provincetown
4.98 out of 5 average rating, 91 reviews

Waterfront with Views & Kitchen-Preston Cross Hall

LiamRating, 5 stars3 weeks ago
Nothing but good things to say. Michael and the other folks I talked to are awesome and were extremely welcoming and helpful. The apartment is beautifully decorated and the location is great. As a bonus, the house has an interesting history that's worth reading about in binder on the table.
Superhost
Flat in Mashpee
4.71 out of 5 average rating, 14 reviews

John’s Pond Beach Studio

IavorRating, 5 stars9 months ago
The accommodation was lovely and the location was great. Highly recommend!

Waterfront house rentals

Top guest favourite
Home in West Yarmouth
5 out of 5 average rating, 310 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

ArthurRating, 5 stars4 days ago
Had a wonderful time, very cozy home! The lake location was very peaceful, and enjoyed the paddle boarding.
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 stars2 weeks 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 Provincetown
4.94 out of 5 average rating, 35 reviews

Modern Beachfront Escape - Steps from Ferry

AndrewRating, 5 stars1 week ago
Not enough superlatives to describe Jason as a host or this condo. Absolute P Town perfection!
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.
Superhost
Home in Brewster
4.82 out of 5 average rating, 164 reviews

Waterfront 4BR Home on Cape Cod

LarryRating, 5 stars9 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.
Guest favourite
Home in Dennis Port
4.84 out of 5 average rating, 76 reviews

Gorgeous Modern Ocean-Front Cottage With Hot Tub

BrentRating, 5 stars1 month ago
We really enjoyed our stay at Jordan's place, one of our favorite airbnb's we have stayed. The location is fantastic, right on a private beach. House is immaculate and spacious, had everything we needed
Top guest favourite
Home in Hyannis Port
4.98 out of 5 average rating, 126 reviews

Beautiful Private Beach House

KristenRating, 5 stars1 week ago
A very special place - the location is unbeatable and the house is very charming and confortable. We enjoyed 4 days here with family. A great space for rainy days playing games and hanging out and absolutely perfect location when the sun is shining. The house has everything you need. Communication was easy. We absolutely enjoyed every minute here. Thank you!

Waterfront apartment rentals

Guest favourite
Apartment in Provincetown
4.97 out of 5 average rating, 216 reviews

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

OctaviaRating, 5 stars2 weeks 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
Apartment in Provincetown
4.92 out of 5 average rating, 332 reviews

Beachfront Town Center

RobertRating, 5 stars3 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!
Guest favourite
Apartment in Chatham
4.86 out of 5 average rating, 103 reviews

Steps to Private Beach in Chatham

IsaacRating, 5 stars1 month ago
Great location for a quiet, peaceful Cape Cod family getaway. Perfect space for group of 4, located on quiet corner of Chatham/cape cod. Very walkable to downtown and lighthouse beach (best beach in cape cod). Julia is a wonderful host, extremely responsive and her local recommendations for visitors were outstanding, especially for first time visitors to CC. Would recommend.
Top guest favourite
Apartment in Provincetown
4.98 out of 5 average rating, 157 reviews

Recently updated 2BD with 2 Decks and Water Views

SarahRating, 5 stars1 week 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
Apartment in Provincetown
4.98 out of 5 average rating, 220 reviews

Steps to Beach - Luxe 1BR Modern Commercial St

AliRating, 5 stars3 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
Apartment in Plymouth
5 out of 5 average rating, 111 reviews

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

ConradRating, 5 stars3 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
Apartment in Provincetown
4.96 out of 5 average rating, 113 reviews

Waterfront gem

TimothyRating, 5 stars1 week 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
Apartment in Provincetown
4.93 out of 5 average rating, 155 reviews

Westend Waterfront Luxury Condo-Provincetown

JulieRating, 5 stars1 week 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 Orleans

  • Total rentals

    40 properties

  • Nightly prices starting at

    $155 SGD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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