Vacation rentals in Halesite

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Top-rated vacation rentals in Halesite

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

Guest favorite

Home in Fair Harbor, Fire Island

4.93 out of 5 average rating, 27 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Top guest favorite

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Superhost

Home in Baldwin

4.85 out of 5 average rating, 133 reviews

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Top guest favorite

Home in Ocean Beach

5 out of 5 average rating, 43 reviews

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Superhost

Home in Bridgeport

4.82 out of 5 average rating, 11 reviews

Modern + Spacious 5BR/2BA Home, Renovated Backyard

✨ Modern Renovated 5BR/2BA Home in Ideal Location ✨ Stay in style and comfort at this newly renovated 5-bedroom, 2-bathroom home, just steps from the best dining, shopping, and attractions. 💡 Why You’ll Love It: • Fully Equipped Kitchen 🍳 – Cook like a chef! • Luxury Bedding 🛏️ – Rest easy with premium linens. • Spacious Living Areas 🛋️ – Perfect spaces to unwind. • Stunning Backyard 🌳 – Relax and entertain in style. Book now for an unforgettable stay!

Guest favorite

Home in Mastic

4.88 out of 5 average rating, 102 reviews

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Top guest favorite

Apartment in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Guest favorite

Apartment in Shippan Point

4.93 out of 5 average rating, 84 reviews

Seabreeze at the beach, west beach stamford, Ct

3 bedroom at the beach, free parking also free access to the beach, a cart with chairs, towels, and umbrella. and three adult bicycles, and boogie boards paddle boards. close to downtown and Harbor point, great for people coming to work in Stamford very close to all businesses. EV charging station. about 5 minutes to route 95. also a nice little Irish pub as you enter the beach. "GREAT FOOD AND DRINKS"

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What guests are saying

Seaside Serenity: 2B 1B, Patio,Near Beach

4.94 out of 5 average rating, 67 reviews6 days ago

We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

Cottage in Norwalk

What guests are saying

The Rainforest I|Sleeps 12|20m to NYC|Free Parking

4.74 out of 5 average rating, 19 reviews3 months ago

Natalia‘s place was so great for our huge family even though it is a house divided into it is very roomy. The basement is big enough for the whole family and overall it’s just a great place you feel right at home. Highly recommend everything is walkable

Home in Bayonne

What guests are saying

Beach Vibes & Starry Skies

4.85 out of 5 average rating, 13 reviews2 months ago

My sisters and I had a wonderful stay at Tami's house. This place has sunrise AND sunset views which are absolutely beautiful in a crisp winter sky. The kitchen provided everything needed to cook a gourmet meal and there is no lack of places to eat if you prefer to go out. The location was perfect for relaxing, and the neighborhood felt safe. Tami was responsive and made sure everything went smoothly. I highly recommend this place to anyone visiting the East end and would love to stay there again in the future.

Home in Center Moriches

What guests are saying

Cheerful 2 bedroom cottage on beach

4.78 out of 5 average rating, 32 reviews9 months ago

This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

Cottage in Milford

What guests are saying

The Barefoot Bungalow

4.88 out of 5 average rating, 40 reviews7 months ago

This house was a lovely place for our family trip! Our party of 4 had plenty of room to spread out, beach is just a few min away, along with restaurants, shops etc. There is plenty of room in the backyard, but my family really enjoyed sitting on the front porch and playing cards. Everything we needed was there, and all questions answered quickly! I would definitely book again!!

Bungalow in Long Beach

What guests are saying

3 Bedroom Beach House with Hot Tub!

4.98 out of 5 average rating, 116 reviews4 days ago

Richard and Ruthie are the best hosts we've encountered, and we've had some great ones. They put great care and thought into their place, and into anticipating all of their guests' needs. From thoughtful touches and amenities to thorough instructions and recommendations-- they have thought of everything. They are also extremely responsive.

Home in Milford

What guests are saying

Waterfront Getaway Just 20 Min from Bethpage Park!

4.97 out of 5 average rating, 38 reviews5 months ago

What can you say that hasn't been already said by previous reviewers. John's house in Freeport is a gem. Perfect getway for weekend for our family. We were greeted by a nice bottle of wine and a generous basket of snacks (always a nice touch). The house was spacious and super clean. The beds were extremely comfy and the kitchen was well equipped for anything you may need. So many fun things we really didn't get to take advantage of (Tiki Room, fire pit etc..). But the crowning jewel is the location on the water. If you just want a place to sit and relax as the sun rises or sets (yes you get to see both from the back deck) this is your place. John was a gracious and responsive host. We hope to be back next year.

Home in Freeport

What guests are saying

2BR Apartment with Terrace

4.8 out of 5 average rating, 5 reviews8 months ago

Mathew was very accommodating and very responsive. His location on the board walk was very centrally located. Walking distance to everything. He allowed late check out which was nice. It was my first time on the island so was not aware of many rules and regulations. I suggest researching before booking.

Apartment in Ocean Beach

What guests are saying

Harbor Water Views

4.9 out of 5 average rating, 21 reviews2 weeks ago

this spot was a great home base for three adults and a baby while we were in town for a week. we were able to get to nearby places quickly from this location and it was so nice to stay in this comfortable and functional (we cooked a lot) home. the weather wasn't on our side for sitting outside but that would have been the cherry on top. Derek was a great host - very responsive and helpful.

Home in Copiague

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