Beachfront vacation rentals 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 favorite
Bungalow in Sea Bright
5 out of 5 average rating, 5 reviews

Beachfront Bungalow with Pvt Beach access

LauraRating, 5 stars8 months ago
Had an amazing time here and didn’t want to leave! Our favorites were the location (across the street from the beach) and hot tub. I was especially impressed with how well stocked the kitchen was - we never needed to buy coffee or spices for cooking.
Guest favorite
Townhouse in Far Rockaway
4.94 out of 5 average rating, 127 reviews

Incredible Beach House -Spectacular Ocean View!

Juana LRating, 5 stars1 week ago
Great place, great location. I will stay again in a next visit!
Top guest favorite
Apartment in Northport
4.99 out of 5 average rating, 144 reviews

Amazing one bdrm flat at the beach!

DavidRating, 5 stars2 weeks ago
Jeanette is a wonderful host. She met us on our arrival and gave us a tour of our rental ensuring that she answered any questions. She is very responsive and quick to answer any follow up. questions or concerns. The space is beautifully decorated and comfortable. The location is great, across the street from Long Island Sound and bordering a large nature preserve. All this and easy access to shops, groceries, and restaurants. We highly recommend this rental.
Top guest favorite
Home in Milford
5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

PatrickRating, 5 stars2 months ago
Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.
Superhost
Home in West Haven
4.79 out of 5 average rating, 102 reviews

Cozy Home, Dog and Family Friendly - book today!

DenineRating, 5 stars1 week ago
We loved Leslie's place and would book here again in a heartbeat - especially in beach season (we were there mid-April). We opted for Leslie's because of its great location over a much larger home with more amenities in the same price range - we were not disappointed! We have two teenage boys and we felt comfortable letting them explore the neighborhood on their own while we squeezed in a few hours of work. Walk or bike to beach, park, basketball courts, restaurants/bars, laundry and more. Encountered many friendly neighbors on our walks. Average 15 min drive to explore lots in West Haven/New Haven. The deck is almost as large as the house with a grill and great furniture. The fully fenced yard was perfect for our dog - even she felt right at home immediately! The inside is nicely decorated and very comfortable. I loved having my coffee/beer/ cocktail on the deck in view of Long Island Sound with my dog sunning herself by my feet! I highly recommend for couples or families of all ages!
Superhost
Home in Keansburg
4.9 out of 5 average rating, 87 reviews

Beach Getaway! Walk to the beach

AprilRating, 5 stars3 months ago
It was cozy yet spacious. It caused an all out homemade hot chocolate w marshmallow, movie night with the whole family. We'd grab a different great breakfast sandwich 3 min away daily. Everything is just an exit or a block away. I would love to stay here again.
Superhost
Home in Keansburg
4.86 out of 5 average rating, 14 reviews

NEW! Family-Friendly Keansburg Home: Walk to Beach

SelinaRating, 5 stars4 months ago
Our stay was lovely. Hope to stay again!
Guest favorite
Home in New Haven
4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

CathyRating, 5 stars1 month ago
It is a charming place back into the water. Love listening to the sound of the ocean and watching the sunset and the noght light on the other side of the water.

Beachfront home rentals with a pool

Superhost
Apartment in Black Rock
4.89 out of 5 average rating, 65 reviews

Victorian apartment

LeeRating, 5 stars4 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.
Guest favorite
Home in East Patchogue
4.98 out of 5 average rating, 52 reviews

Gorgeous waterfront house w/ view of bay

NicoleRating, 5 stars6 days ago
Absolutly amazing time. Everything perfect! Second time stayed and equally great! Thank you!
Superhost
Home in Woodmont
4.85 out of 5 average rating, 84 reviews

Spacious 4 bedroom, oasis with ocean views galore

CharlesRating, 5 stars1 week ago
The absolute best Air B & B we ever stayed at. Allana was a pleasure to work with. The home was spacious, and fully stocked with everything you could possibly need, and more. Fireplace, pool, enclosed porch, sun room with coffee bar, sitting room, sunken living room, dining room with tons of chairs, kitchen bar with stools, dining room bar with stools, mud room with extra refrigerator and freezer, storage space galore, closets stocked with games, linen closets with anything you might need, big bedrooms, master bedroom with en-suite bathroom, balconies to soak in the sun, crib, high chair… too much more to even list. Our family had a fabulous time; the energy in the house is so welcoming! The soft blues are soothing, and quaint beach theme accents throughout the home lend to the relaxed vibe. The rooms flow perfectly, and provided ample space for different family members to have their own area to unwind in. Steps from beach & playground, the neighborhood is perfect for a stroll.
Top guest favorite
Home in Bellport
5 out of 5 average rating, 16 reviews

Private oasis with pool steps away from the bay

MitchellRating, 5 stars6 months ago
I cannot describe accurately how lovely and comfortable Jonathons house is It was more than perfect for us in every way! The fenced in yard was perfect for our little dog and we all enjoyed turkeys and deer hanging out. Walking the neighborhood and to the beach with leaves changing It couldn’t have been any better.
Guest favorite
Home in Seaview
5 out of 5 average rating, 12 reviews

Renovated Seaview Stunner(Fire Island) 4 Br W/Pool

RobinRating, 5 stars10 months ago
Hidden gem!!! Shhhh don’t tell anyone this place was fabulous and I want to stay the whole summer! Nothing bets fire island and this house was the perfect retreat!!! Beautiful, spotless and well put together! Loved it! Perfect for a family or friends get away!!! Hosts were responsive and friendly as well. Close to beach and great to a have a pool for part of the day! Great location walkable/bikable to Seaview, Ocean Beach and Ocean Bay Park for dinner was a breeze! A must!
Guest favorite
Home in Woodmont
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars6 months ago
We had a wonderful stay! The house can accommodate large family gatherings - there were a lot of spaces for folks to spread out as well as gather. The kitchen is very well stocked. We would definitely rent again!
Guest favorite
Guest suite in Remsenburg-Speonk
4.91 out of 5 average rating, 23 reviews

Hamptons Romantic Waterfront Queen Suite

JenniferRating, 5 stars7 months ago
This airbnb was absolutely magical. The views are stunning! Dan and his team make you feel so well taken care of. Highly recommend him! Their recommendations of Daphne’s and Bagels and Brunch did not disappoint. If you feel like you need to recharge, this is a very special place. Looking forward to booking my return to this airbnb! Amazing!
Top guest favorite
Home in Branford
5 out of 5 average rating, 14 reviews

Breathtaking Panoramic Waterfront

PattiRating, 5 stars2 days ago
The house had stunning views from every room on all floors. The kitchen was well-equipped for our large family. The owner’s responses to questions about the property were prompt and helpful. We enjoyed the fire pit and hot tub since it was too early in the season for the swimming pool. My family agreed we would rent again if a reunion is planned.

Private beachfront home rentals

Guest favorite
Home in Cherry Grove, Fire Island
4.97 out of 5 average rating, 91 reviews

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

MargaretRating, 5 stars6 months ago
We loved staying here! Stayed in October but had stunning weather, quick walk to town, walked the Sunken Forrest, which was easy to get too. Quick walk to the ocean for morning sunrises and enjoyed some wildlife friends, loved the deer. Hosts were accommodating, can’t beat three master bedrooms, would absolutely stay again, my family had a wonderful time!
Superhost
Home in East Haven
4.8 out of 5 average rating, 143 reviews

Casa al Mare Beachfront Retreat Oceanview

BarbaraRating, 5 stars4 months ago
Perfect venue for a Thanksgiving getaway with our whole family. Rather than having out of town family staying at hotels, we could all stay together in a comfortable home with a beautiful view.
Guest favorite
Home in Mastic Beach
4.97 out of 5 average rating, 36 reviews

Mastic Beach Surf House

AshRating, 5 stars4 months ago
The place was absolutely beautiful, clean and had great amenities. The host was also very responsive and attentive to any questions we had to ask. Would come back in a heartbeat!
Guest favorite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Guest favorite
Home in Milford
4.93 out of 5 average rating, 42 reviews

Sapphire Sandbar, beach house

JianpingRating, 5 stars1 week ago
The neighborhood is peaceful and quiet, and the beach is right next to the house. The home itself is nicely set up, clean, and comfortable. Jenn was incredibly responsive and kind throughout our stay. We’ll definitely miss the time we spent there!
Superhost
Home in East Haven
4.93 out of 5 average rating, 42 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

DanielRating, 5 stars3 weeks ago
This Oceanfront Getaway has amazing views of the ocean from all over the house. We sat on the deck and watched the tide come in, we cooked dinner and watched the tide go out. My family and I took long walks down the very quite beach (right outside the back gate). This section of beach seems to only be used by the people that live in the neighborhood so it did feel almost like a private beach. My kids found so many large sea shells they had trouble picking a few favorites to bring home. There were lots of great places to eat within a short drive. I highly recommend any of the G Cafe and Bakery locations for a great coffee and/or breakfast treat. It was also fun to explore some of the smaller towns nearby like Branford and Niantic both of which offered unique shopping experiences. Marc and team were super responsive and provided many amenities like laundry soap, dish soap, coffee, and creamers. We had so much fun we look forward to a return trip in the future.
Top guest favorite
Home in Branford
4.97 out of 5 average rating, 37 reviews

The Eagle- Private Beach

AngieRating, 5 stars6 days ago
We had such a great time at this beach house! The place was super clean, and everything was easy to find. The directions were clear, and the host was awesome—gave us great ideas for things to do in the area. We had a blast and would definitely stay here again!
Guest favorite
Home in Milford
5 out of 5 average rating, 44 reviews

Luxury Beach Oasis with Amazing Ocean Views

IsabellaRating, 5 stars1 week ago
Semir's lovely home, located in a coastal Milford community with easy access to Yale University, exceeded expectations and was perfect for our family. The ocean views from the home's top floor and proximity to the beach were priceless; the neighborhood was quaint and quiet, and the house was clean and well stocked with everything we needed and many extras that added to our visit, such as a flower vase. After discovering the vase, we purchased fresh flowers during a trip to town and placed them in the center of the dining room table, which made our cozy conversations and meals all the more special. Semir was easy to reach, friendly, and accommodating. We will most certainly book again in the future.

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