Beachfront holiday rental in South Shore

Find and book unique beachfront homes on Airbnb

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Popular amenities for South Shore beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Chatham
4.83 out of 5 average rating, 12 reviews

Elegant Chatham Home, steps to private association

WendyRating, 5 stars2 weeks ago
Can’t say enough good things about this house and how Del Mar engaged. On the house - they UNDERSOLD the views - the water views from the master bedroom and great room were just stunning and you’re literally 2 minutes walk to the beach. House was spotless and furniture/beds all comfortable and kitchen really nice. We were allowed to bring our dog but you wouldn’t have known that they allowed pets - no smells/evidence of anyone others there - even my dog didn’t react! Neighborhood was really nice to walk around and those we met very friendly. You’re right in Chatham so while you feel like you’re on your own island with the views, your less than a 10 minutes drive into town and in the center of the Cape to do tons of things. Del Mar was proactive, very responsive to any questions and friendly. I would stay at one of their properties again. Only downside was the ice machine and wine frig didn’t work but they offered to come and have someone fix it. Lastly.. and the views… we’ll be back!
Guest favourite
Cottage in Tisbury
4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

AudreyRating, 5 stars6 months ago
We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!
Superhost
Home in Harwich
4.87 out of 5 average rating, 45 reviews

Beach house - access to both ocean and Main St

JustinRating, 5 stars5 months ago
Cozy cottage with a short walk to the ocean. Just what we were looking for.
Guest favourite
Home in Falmouth
5 out of 5 average rating, 10 reviews

Water views, AC & Private Beach on Vineyard Sound

AllisonRating, 5 stars6 months ago
The house was ideal for a wonderful girls weekend. The space lends itself well to relaxing and connecting. The beach was just a short walk away. Everything was perfect!
Guest favourite
Home in Oak Bluffs
4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

LaurenRating, 5 stars6 months ago
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!
Guest favourite
Home in Harwich
4.87 out of 5 average rating, 142 reviews

Cozy and easy to beach & downtown

AlissaRating, 5 stars1 week ago
My husband and I stayed with our black lab and had a great weekend. Tucked in a great quiet neighborhood. There was a beach a short walk down the street and a strip of restaurants and shops in walking distance. We did go during the off season so there wasn’t much open but we were able to take a nightly stroll over to dinner and back. The pictures don’t do it justice it’s bigger than you’d think. Will definitely be booking again.
Superhost
Guesthouse in Bourne
4.79 out of 5 average rating, 162 reviews

Rustic Carriage House by the Sea

TeresaRating, 5 stars3 weeks ago
We were very happy with our stay. The space was spotless and sparkling clean. We found it charming, cozy and inviting. Kitchen well stocked. Beds comfortable and check in a breeze. Our host Steven, was very responsive. 5 stars. We’ll be back!
Guest favourite
Cottage in Yarmouth
4.97 out of 5 average rating, 278 reviews

Amazing WATERFRONT with Wood Fireplace! 4bdrm/2bth

GabrielleRating, 5 stars1 week ago
We loved our stay at the Sunkissed Cottage in Yarmouth Port. The place is lovely and the location is ideal— in a quiet neighborhood, at the end of a cul-de-sac. It is located in front of a pond where wildlife abounds, offering beautiful views and a serene environment. The cottage is nicely decorated with plenty of room for our party of 7 and a well-stocked kitchen. The place was spotless upon our arrival. The outdoor patio was perfect to enjoy the peaceful environment, with plenty of seating and a nice fire pit. The kayaks were a great bonus to our stay; we enjoyed several outings on the pond. The only neighbor we encountered during our stay was very friendly. Meg was a wonderful host with great communication, who even took the time to share a list of places to visit prior to our arrival, which allowed us to discover places we would not otherwise have known about. We would definitely stay at the Sunkissed Cottage again.

Beachfront home rentals with a pool

Superhost
Apartment in Dennis
4.77 out of 5 average rating, 13 reviews

Beachside Condo with Balcony - Oceanside Condos

AdeRating, 5 stars1 month ago
Beautiful apt for a couple! You can see and fall asleep by the ocean. My husband and I stayed for a wedding, but we'll definetely be back in the summer to take advantage of the pool to teach our baby how to swim!
Guest favourite
Home in Mashpee
5 out of 5 average rating, 12 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

CarolRating, 5 stars1 week ago
We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.
Guest favourite
Home in Cotuit
4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars6 months ago
Perfect stay - just be sure to bring or order sheets and towels!
Superhost
Apartment in Yarmouth
4.85 out of 5 average rating, 48 reviews

Ocean View 2-Bedroom Private Suite

LouisRating, 5 stars8 months ago
Good location ! Plenty to do and friendly service. I’d use them again
Guest favourite
Condo in Falmouth
4.73 out of 5 average rating, 15 reviews

Condo in Falmouth MA

RoberthRating, 5 stars1 week ago
Wonderfull place very peacefull and quiet . Beautiful lake in the Back as well. Patrick was very quick with his responses.overall great experience
Superhost
Condo in Barnstable
4.82 out of 5 average rating, 17 reviews

Beachfront Complex in Hyannis

ErinRating, 5 stars8 months ago
I loved our stay . The place inside was bigger than I was expecting. They have so many dishes, glasses, towels, blankets, chairs, etc to use. The place was great, just wish our weather was better. Thank you for being so helpful before and during our stay . Hope to return next year .

Private beachfront home rentals

Guest favourite
Home in Yarmouth
5 out of 5 average rating, 10 reviews

Walk to Beach | Screened Porch | Family Friendly

AlexanderRating, 5 stars8 months ago
Madison has been an exemplary host, and the house was a great fit for 6 adults and 4 kids aged 4, 3, 1 and below 1. Even though we came for only a few days, I had lots of questions. Madison always responded promptly and helpfully. The host went beyond the call of duty by checking with cleaners when house became available, and facilitating an earlier check-in. That was greatly appreciated by our party. The house layout with bedrooms on two floors was perfect for us, where some kids who wake up real early slept on one floor, and others who wake up later are on another floor. Huge dinner table that could fit us all. Lack of clutter that let the energetic kids move around freely. Three bathrooms conveniently located, one on each floor. The availability of good quality, foldable beach chairs and a beach umbrella were a huge plus. The location of the house is in a quiet neighborhood, where we enjoyed walking, jogging or pushing strollers.
Top Guest favourite
Home in Tisbury
4.97 out of 5 average rating, 33 reviews

Classic MV House with Rare Private Beach Access

JuliaRating, 5 stars6 months ago
Absolutely loved Elisa’s house in Vineyard Haven. We went for my 30th birthday weekend with some friends and we legitimately could not have had a better time. The house is phenomenal and couldn’t be in a better location. The kitchen is modern, the rooms are spacious, the backyard is perfect for hanging out. The three season room was an awesome place to hang out. I have so so many nice things to say about this house and Elisa’s hospitality. I can’t wait to come back & could not recommend more!
Superhost
Home in Mashpee
5 out of 5 average rating, 11 reviews

Beautiful home! Steps to beach

TedRating, 5 stars10 months ago
House is in a lovely family-friendly neighborhood just steps from the fishing pond and beach and walking distance to Poppanesset Resort and shops. House is a tidy rancher with spacious, bright kitchen (skylight and huge island with plenty of seating). Shared living area features two sitting areas, dining rolm table, large double fireplace (not used), and roomy deck and yards. Bedrooms are ideal for a family…primary with queen bed (en suite bath) and two secondaries with a pair of twin beds each (shared bath in hall). It’s pricey, but so is the neighborhood and location so close to the shore and amenities!
Superhost
Guest suite in Barnstable
4.81 out of 5 average rating, 32 reviews

Private Guest Suite In Waterfront Home

MatthiasRating, 5 stars8 months ago
Fantastic location right next to the ferry to Martha’s Vineyard. We didn’t even plan for that, but we ended up taking the ferry one day and it was great. 5 minute stroll to the ticket office.
Top Guest favourite
Home in Falmouth
4.99 out of 5 average rating, 67 reviews

Stunning 4-bedroom Private Fresh Water Beach Front

MacyRating, 5 stars4 months ago
We had a great stay at Lisa's. Even in the winter, the view of the lake is precious. We used the house as a base to do things in the area which was perfect. The living area is spacious, cozy and very comfortable to hang out in. The house was clean and well organized. We found everything we needed including a well stocked kitchen. Lisa is an excellent communicator, very helpful and makes herself available should you need anything. We had a minor issue with heat in one room, and Lisa went out of her way to help. We highly recommend this house and host!
Guest favourite
Home in Edgartown
4.82 out of 5 average rating, 67 reviews

Spacious, Old Vineyard charm with Private Beach

JulieRating, 5 stars7 months ago
Incredible! A perfect spot to gather and reflect with amazing friends. Liza was an excellent host and the property is very special!
Guest favourite
Home in Bourne
5 out of 5 average rating, 15 reviews

Classic vacation cottage with private beach nearby

RichardRating, 5 stars7 months ago
This property is a beautiful mix of old and new. The original structure is over 100 years old. The bedrooms retain much of the original character while the kitchen and upstairs bath have been very nicely updated. We found the beds to be comfortable. The kitchen is stocked with all the essentials and more. The location is quiet. The association beach is a short walk and is clean with easy swimming as the bay side water is usually calm. It is a beautiful area for paddling with generally quiet water. There are numerous options within 10-15 minutes for restaurants or shopping. We very much enjoyed the stay with plans to return. Chuck was very responsive to any questions or concerns; great host.
Superhost
Cottage in Falmouth
4.92 out of 5 average rating, 12 reviews

Cheerful 4 bedroom cottage, private beach access

BarbaraRating, 5 stars7 months ago
This is a charming warm home, it was totally clean and the kitchen is full of pots, pans, platters, cups, spices etc. The location is beautiful, we enjoyed sitting on the deck as well as hanging in the living room, dining room and kitchen. We were a group of 6, there's plenty of room, it's simply a wonderful place to vacation! I'd choose this home again!!

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