Beachfront holiday rental in Oyster Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for Oyster Bay beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Home in Cherry Grove, Fire Island
4.97 out of 5 average rating, 92 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

LennyRating, 5 stars1 week ago
We had the best time at Robby and Joe's place!! Before we arrived, they reached out to make sure we find everything ok and they were so sweet. Their place was exactly as described and we felt at home right away. The location is perfect!! Super comfortable beds and they had a very well stocked kitchen and bathrooms. From beach chairs over Kajaks to umbrellas, they have everything!! The outdoor space is a dream, we watched the sunset every evening. A magical stay! Will definitely be back soon!!
Top Guest favourite
Home in Fairfield
5 out of 5 average rating, 47 reviews

5 Minute Walk to Beach & Downtown Fairfield

LindseyRating, 5 stars6 days ago
This home is beautifully decorated and cozy. Peter was very accommodating and communicative. Very easy trip and would stay here again.
Guest favourite
Bungalow in Highlands
4.79 out of 5 average rating, 100 reviews

Little Haven (B)

EmmanuelRating, 5 stars3 weeks ago
We had a wonderful weekend at this apartment. It offers everything you could need on site. The oven operates very well. Sheets and towels are supplied. Although the beach isn't large, it's quite enjoyable to sit there in the morning to observe the kite surfers or in the evening to admire the stars. Highlands is a lovely little village with scenic walks at Sandy Hook or Hartshorne Woods Park. It was easy to get in touch with Rob, who consistently responded quickly to our messages. We look forward to coming back!
Top Guest favourite
Home in Milford
5 out of 5 average rating, 91 reviews

HGTV renovation! Steps to shops & water | Firepit!

SamanthaRating, 5 stars1 day ago
It was a great stay! Beach was easy to get to and was perfect for young kids. Everything was super clean, especially the beds and linens. Host was very responsive and friendly. There were some kids toys and pack and plays which was super helpful! Rooms were spacious.
Guest favourite
Apartment in Fire Island
4.98 out of 5 average rating, 40 reviews

Studio for 2 in Cherry Grove, Fire Island

GusRating, 5 stars2 weeks ago
We had a great five days in Cherry Grove. Ramon was terrific and the cottage has everything needed for a comfortable stay. It's 2 minutes from the beach and 5 minutes from the center of town. And it's quiet. Hope to return.
Top Guest favourite
Apartment in Long Beach
4.97 out of 5 average rating, 36 reviews

THE VIEW Beach front modern 2 BR

GloryRating, 5 stars3 weeks ago
Danny’s place was beautiful and looked exactly like the photos. The location was perfect—right on the beach with plenty to do nearby. Just a heads-up: it gets a bit chilly at night, so bring a sweater. Overall, it was a great stay, and I can’t wait to book again!
Top Guest favourite
Home in Milford
5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

HeidiRating, 5 stars1 week ago
We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!
Top Guest favourite
Home in New Haven
4.95 out of 5 average rating, 114 reviews

Beach Haven - waterfront, near Yale, sunsets

ShanikRating, 5 stars6 days ago
I had the most amazing stay at this Airbnb beach house. The views were absolutely immaculate, turning every moment into a picture perfect scene. The property was not only impeccably clean but also radiated a sense of peacefulness that immediately helped me disconnect from the hustle of daily life. Every detail was thoughtfully curated from the comfortable bedding that guaranteed a night of uninterrupted sleep to the high quality toiletries that added a touch of luxury to my routine. The well-equipped kitchen made it easy to prepare meals whenever I wished, and the fast WiFi ensured that I could seamlessly blend work and leisure as needed. A true highlight was the friendly welcome with a customized snack basket that set a warm, personal tone right from the start. Additional amenities, such as a cozy fireplace perfect for evening gatherings, stylish decor that elevated the overall ambiance, and easy access to local attractions, truly made my stay unforgettable. I will be returning.

Beachfront home rentals with a pool

Superhost
Apartment in Black Rock
4.89 out of 5 average rating, 66 reviews

Victorian apartment

LeeRating, 5 stars6 months ago
The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.
Villa in Lido Beach
4.67 out of 5 average rating, 3 reviews

Beachside 4 Bedroom Villa in Lido w/In-ground Pool

GilRating, 5 stars9 months ago
The house was beautiful and even nicer than the pictures. We loved the pool and the beach was right there. Tim was super responsive- especially around check in time. Would easily stay there again next time i am im the area !
Top Guest favourite
Home in Lordship
5 out of 5 average rating, 8 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

JcRating, 5 stars3 weeks ago
Amazing time front of the ocean, enjoying time with kids and familly. The pool seems great but was too cold for us in this early time of the year.
Superhost
Home in Woodmont
4.84 out of 5 average rating, 91 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars6 days ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Superhost
Home in New Rochelle
5 out of 5 average rating, 3 reviews

Hudson Luxe 79

TekaRating, 5 stars1 week ago
I got married this past Sunday at Mamaroneck Beach and Yacht club this past Sunday and we booked both of his units. I have a big family and we also booked another place 6 minutes away to accommodate everyone. He was so helpful and worked with me on answering all my questions and making the bookings very easy. When I say we were so impressed with his space, that’s an understatement. They even had a basket of goodies with a card and wine. I got videos and was supposed to come back to take photos but was so busy with my wedding preparations that I didn’t get to return back to do it. It’s definitely home away from home for my family while they were there! You can tell they take pride in sharing their home and their spaces with their guests! Would definitely highly recommend his beautiful place! Thank again John!!! We appreciate you and your wife for sharing your space with us!!
Home in Brookhaven
4.83 out of 5 average rating, 6 reviews

Brookhaven Beach Design Retreat - Pool Update 2025

DmitryRating, 5 stars11 months ago
This beautifully designed house blends warm, modern furnishings with sunlit spaces, creating a cozy and inviting atmosphere that feels like home in the heart of nature. Traveling with family, including two young children, was a breeze thanks to the thoughtful inclusion of toys and board games, which added to the convenience and enjoyment of our stay. The kitchen has everything you need to entertain and the backyard BBQ was a cherry on top.
Home in Fire Island Pines
5 out of 5 average rating, 3 reviews

Charming Quintessential Beach House

AlanRating, 5 stars10 months ago
the house was extremely comfortable...quiet yet close to town and a 5 minute easy walk to the beach. it's a little small, with 2 bedrooms and 1 bath, but well-appointed. the pool is gorgeous. shawn was extremely responsive to any questions we had .
Top Guest favourite
Home in Bellport
5 out of 5 average rating, 17 reviews

Private oasis with pool steps away from the bay

JustinRating, 5 stars1 week ago
Great and responsive host. Home was lovely and we felt welcome. Host responded quickly to questions and requests. The home was very peaceful and relaxing. We really enjoyed the outdoor patio and pool area. I would recommend for a peaceful time away from the city.

Private beachfront home rentals

Top Guest favourite
Loft in Babylon
5 out of 5 average rating, 57 reviews

Canal House 2 Bedroom

CherylRating, 5 stars3 weeks ago
The loft was absolutely great, cozy quiet, beachy. Very well decorated and also thoughtfully set up for convenience and your needs. Also a very well constructed residence, you can tell care was taken when it was built. Comfortable beds and lovely furniture. Having coffee every morning on the private terrace was fantastic. The owners were terrific and honestly we didn't even know they were there. This rental is a can't miss.
Guest favourite
Bungalow in Sea Bright
5 out of 5 average rating, 8 reviews

Beachfront Bungalow with Pvt Beach access

SamanthaRating, 5 stars2 weeks ago
We had a great time saying at BeachDaze! it matched the photos exactly and was beautifully decorated. Traveling with two kids; there was so much for them to enjoy! I would highly recommend!
Guest favourite
Home in Fairfield
4.91 out of 5 average rating, 23 reviews

Seaside Home - Walk to Beach & Marina

TalithaRating, 5 stars1 week ago
Modern, clean and comfortable home. Kitchen was well equipped. Excellent communication with host.
Superhost
Cottage in Woodmont
4.86 out of 5 average rating, 83 reviews

Cheerful 3 Bedroom Cottage with Fire Place

JessicaRating, 5 stars1 week ago
We had a great stay at Jonathan's cottage. The location could not be beat - right on the beach. Jonathan was very easy to communicate with and quick to respond. There were a couple of minor hiccups that occurred but Jonathan was quick and responsive. Overall, a beautiful home in a great location.
Guest favourite
Home in East Haven
4.95 out of 5 average rating, 40 reviews

Direct Beachfront Modern Cottage on Private Beach

MacKenzieRating, 5 stars3 weeks ago
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.
Guest favourite
Home in Elmont
4.94 out of 5 average rating, 65 reviews

Nice and a comfortable place.

MichaelRating, 5 starstoday
Prince was a wonderful host, very responsive and quick to assist with any needs. Spotless house that felt like a home away from home. Gino’s pizza very close by. Quiet neighborhood. Full kitchen, plenty of street parking. 10/10
Guest favourite
Home in Shirley
4.94 out of 5 average rating, 31 reviews

Sunset Cottage - Waterfront Getaway

KarlyRating, 5 stars3 weeks ago
John’s place is absolutely stunning! The deck and the dock made for beautiful mornings with coffee and evenings with wine. It’s a short drive from a few beaches or to the ferry to fire island. Overall would definitely stay again!
Top Guest favourite
Home in Long Beach
5 out of 5 average rating, 12 reviews

Oceanview in the West End

AnnRating, 5 stars1 week ago
This beach getaway is better than advertised! Stunning place with beautiful details around every corner. Fluffy towels , cozy bedding and right on the beach. Spa like bathrooms and gorgeous modern kitchen. Everything you need is at hand. Host is super nice and anticipated our needs. Loved our stay.

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