Beachfront holiday rental in Oyster Bay

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Popular amenities for Oyster Bay beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
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 favourite
Townhouse in Far Rockaway
4.94 out of 5 average rating, 128 reviews

Incredible Beach House -Spectacular Ocean View!

RhondaRating, 5 stars1 week ago
This place is spectacular in every way. The layout offers ocean views from Every room. You can hear the waves and see the sunrise from the rooftop deck. Livingroom and dining room. The kitchen is well stocked and the home is sparkling clean. The location is superb- you can walk the boardwalk to amazing ethnic restaurants, Coffee shops, even an outdoor performance pavilion. Most of all wilson and Veronica could not have been more accommodating. This is my second stay (we are a group of 6 … we will return and are looking forward to it already
Top Guest favourite
Apartment in Northport
4.99 out of 5 average rating, 144 reviews

Amazing one bdrm flat at the beach!

DavidRating, 5 stars3 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.
Superhost
Home in East Haven
4.96 out of 5 average rating, 100 reviews

Cozy Beach - Direct Waterfront!

SarahRating, 5 stars4 months ago
This house is a gem! I came to stay a week in off season with my dog, Rollo. The location is breathtaking, right on the Long Island Sound. We had a great time exploring the beach, looking for all the biodiversity in the birds and sea creatures, watching the boats, and this place is relatively close to an airport so watching the planes land and take off was awsome as well. We came for privacy, and I expected the beach to be a little more private than it was due to my dog's reactivity. But the neighbors did not seem to have issues with us, and once you are close to the water, especially in low tide, the beach is pretty open for all the locals. Walking around, the locals all waved and said hello. Not too many restaurants close by, but the Lobster Shack down the road had good food! Would stay again! The deck alone was worth it!
Top Guest favourite
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
4.8 out of 5 average rating, 103 reviews

Cozy Home, Dog and Family Friendly - book today!

BriggitteRating, 5 stars1 week ago
I came for a self care weekend and I left restored. I was great to slow things down and relax with my friends. It was a great girls weekend to rest, catch up and laugh
Superhost
Home in Keansburg
4.9 out of 5 average rating, 87 reviews

Beach Getaway! Walk to the beach

AprilRating, 5 stars4 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.
Top Guest favourite
Home in New Haven
4.95 out of 5 average rating, 109 reviews

Beach Haven - waterfront, near Yale, sunsets

JasmineRating, 5 stars2 weeks ago
We had a lovely time at Matthew and Celia's place. It is a beautiful home, not a generic rental but clearly loved and well taken care of. We were given really helpful instructions for how to find it and for anything we needed, and a sweet note and snacks were waiting for us when we got there. Thank you!

Beachfront home rentals with a pool

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

Victorian apartment

LeeRating, 5 stars5 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 stars7 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 !
Guest favourite
Home in East Patchogue
4.98 out of 5 average rating, 52 reviews

Gorgeous waterfront house w/ view of bay

NicoleRating, 5 stars2 weeks 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, 85 reviews

Spacious 4 bedroom, oasis with ocean views galore

ClaireRating, 5 stars1 week ago
We had such a great time staying at this Milford house! It was even better in person than the pictures show, more spacious than expected. The balconies overlooking the water were great to wake up to, and the small touches that the host added (towels set up and stacked in each bedroom, full coffee bar) made everything that much better! Allana was incredibly kind and responsive, being proactive about check in and check out and making sure we had everything we needed. We will definitely be repeat stayers at this house!
Home in Fire Island Pines
5 out of 5 average rating, 3 reviews

Charming Quintessential Beach House

AlanRating, 5 stars8 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, 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 favourite
Home in Woodmont
5 out of 5 average rating, 10 reviews

Huge Family House w/Waterviews

SheilaRating, 5 stars2 months ago
The neighborhood was beautiful. We walked out to an island that was only accessible at low tide. Great shared spaces with fun rooms and lovely bedrooms.
Guest favourite
Home in Branford
4.94 out of 5 average rating, 17 reviews

Breathtaking Panoramic Waterfront

PattiRating, 5 stars1 week 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 favourite
Home in Keansburg
4.91 out of 5 average rating, 11 reviews

Beachfront, Historic, 2 Kitchens, Amusement Park

FredRating, 5 stars4 months ago
This was one of the most memorable and meaningful events and Ashley's gorgeous home was the perfect centerpiece and the warmest most wonderful place that we could've ever found. We are so greatful! The decor, the furniture, the rooms, the beds, everything available for us to use, I can go on and on and on. The pictures don't do it justice. Wow if you are on the fence of where to go, THIS IS IT! We hope to come back again!
Superhost
Home in East Haven
4.8 out of 5 average rating, 144 reviews

Casa al Mare Beachfront Retreat Oceanview

BarbaraRating, 5 stars5 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 favourite
Home in Mastic Beach
4.97 out of 5 average rating, 37 reviews

Mastic Beach Surf House

JosselynRating, 5 stars4 months ago
Thank you for Frank. The place was lovely, great view, great sunrise and sunset. Would stay again in this house.
Guest favourite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars1 month ago
It was wonderful stay and I’d go back anytime
Guest favourite
Home in Milford
4.93 out of 5 average rating, 43 reviews

Sapphire Sandbar, beach house

MaryamRating, 5 stars2 weeks ago
The place was spotless and very comfortable for a large family. Jenn was very responsive and accommodating.
Superhost
Home in East Haven
4.93 out of 5 average rating, 43 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

DanielRating, 5 stars1 month 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 favourite
Home in Branford
4.97 out of 5 average rating, 38 reviews

The Eagle- Private Beach

AngieRating, 5 stars2 weeks 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 favourite
Home in Fairfield
5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

MeaghanRating, 5 stars8 months ago
We stayed here for a wedding at The Burr Mansion, which was extremely close to the house! The house was clean and updated. A few spots to walk to including a local bar. Just a walk to the beach. Bedrooms are all spacious and were very clean. Would definitely stay again.

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