
Beach house holiday rentals in Hampton Bays
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Top-rated beach house rentals in Hampton Bays
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Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.
FamilyLocationAir conditioning
4.95 out of 5 average rating, 266 reviews
#2 Milford Beach (across street) Charles Isle 2BR
Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!
FamilyValueLayout
4.95 out of 5 average rating, 147 reviews
Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi
ValueFamilyCondition
4.98 out of 5 average rating, 243 reviews
Hamptons Beach House- Sun, Sand & Relax-Beachfront
This beautiful Hamptons beachfront home is right on Shinnecock bay with your own sandy beach right in the backyard! Relax with your toes in the sand or go for a swim. Located just 4 min. by car from the main town for all your shopping needs. My place is also within walking distance to one of the Hamptons best waterfront Caribbean restaurants- so no worries about having a drink and getting home. The location and ambiance is what makes my place stand out from the rest. You’re gonna love it here!
LocationFamilyPool
4.97 out of 5 average rating, 67 reviews
Beach Haven - waterfront, near Yale, sunsets
Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.
FamilyLocationDecor
4.96 out of 5 average rating, 146 reviews
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
LocationValueNearby
4.97 out of 5 average rating, 270 reviews
North Fork True Beachfront Home
This is New York version of California's Big Sur, with direct beach access and spectacular water views, surrounded by forest. Modern, 3,000 sq feet. Walk down path from house to a fantastic sand beach with lifeguard. Large deck for lounging, BBQ, and sunset views. 4 bedrooms, 3 baths, outdoor shower, 4 person hot tub, 2 person sauna, separate den w/home theater, gym, hammocks, wood burning fireplace. Experience the Long Island Sound without neighbors and the suburbs; a naturalist's haven.
LocationFamilyAmenities
4.88 out of 5 average rating, 48 reviews
The Lighthouse: Beach Cottage Getaway by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!
LocationValueHiking
4.98 out of 5 average rating, 252 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
FamilyLocationDecor
4.99 out of 5 average rating, 109 reviews
Hang by the (Chel)SEA
Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!
FamilyLocationWalkability
5.0 out of 5 average rating, 44 reviews
North Fork Sound Front Home with Pool
This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.
LocationFamilyComfort
4.89 out of 5 average rating, 44 reviews
Ocean House
Rare opportunity to rent your own 100’ Private Beach Front Oasis and enjoy all four seasons! This one-of-a-kind gem on a full sandy acre is only 60 miles from NYC. Brand new chef's kitchen w. Viking appliances. Living room w. wall of glass showcasing the breathtaking views of the Sound. The home also has a hot sauna & in sauna shower. Port Jefferson ferry (5mins away) connects you to New England. Our prices are not negotiable.
ValueFamilyCheck-in
4.96 out of 5 average rating, 114 reviewsPopular amenities for Hampton Bays beach house rentals
Beach house rentals with a pool

NoFo Getaway: Pool, Farm Views, Beach Sunsets
LocationFamilyWalkability
4.83 out of 5 average rating, 23 reviews
Private oasis with pool steps away from the bay
FamilyLocationNearby
5.0 out of 5 average rating, 35 reviews
3BR/2BA: beachfront, pool, hot tub, outdoor dining
LocationFamilyHospitality
5.0 out of 5 average rating, 3 reviews
Unit 211: Cottage | Ocean View | Striper
ViewAccuracyIndoor spaces
5.0 out of 5 average rating, 3 reviews
3BR/3BA: private pool, hot tub, waterfront, tennis
Indoor spacesHospitalityCleanliness
5.0 out of 5 average rating, 3 reviews
Steps to the Ocean, Bayside Tranquility, W/Pool!
LocationValueHospitality
4.58 out of 5 average rating, 53 reviews
East Hampton Beach House · Heated Pool
ValueFamilyWalkability
4.84 out of 5 average rating, 50 reviews
Brookhaven Design Retreat w/ Pool
LocationFamilyBeach
4.9 out of 5 average rating, 10 reviewsPrivate beach house rentals

Picturesque Waterfront Villa
FamilyLocationAir conditioning
4.9 out of 5 average rating, 21 reviews
Oceanfront Couples Retreat | Pvt Beach + Firepit
LocationFamilyLaundry
4.88 out of 5 average rating, 81 reviews
Beachfront Oasis
LocationFamilyBeach
5.0 out of 5 average rating, 54 reviews
The Viola Beach Cottage
LocationFamilyBeach
4.89 out of 5 average rating, 9 reviews
The Coastal Cottage-Entire Home 3 beds/1 bath
LocationValueCleanliness
4.84 out of 5 average rating, 70 reviews
New England Beach cottage
LocationFamilyGetting around
4.85 out of 5 average rating, 66 reviews
Stunning Bay-front Views - Hampton Bays
LocationFamilyBackyard
4.94 out of 5 average rating, 118 reviews
Luxury Waterfront Oasis • Modern Retreat for 8
ValueFamilyHeating
4.83 out of 5 average rating, 179 reviewsPet-friendly beach house rentals

The North Star: Greenport Waterview Beach Getaway
ValueFamilyTV
4.96 out of 5 average rating, 69 reviews
Beach House on LI Sound Waterfront
LocationValueBeach
4.85 out of 5 average rating, 73 reviews
Red Bird Waterfront Home. Dock available extra!
FamilyLocationAccuracy
4.94 out of 5 average rating, 36 reviews
Coastal getaway with water views in every room
LocationFamilyQuiet
4.91 out of 5 average rating, 68 reviews
Duckling Crossing | Beach House on the Sand
LocationFamilyQuiet
4.87 out of 5 average rating, 60 reviews
Seas the Day at the CT Shoreline
ValueFamilyBarbecue
4.88 out of 5 average rating, 34 reviews
Bay Front Upper Level Cottage 47E
FamilyLocationIndoor spaces
4.86 out of 5 average rating, 57 reviews
Pine Creek Beach House
LocationHospitalityCondition
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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- Beach house rentals United States
- Yale University
- Mohegan Sun
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Wölffer Estate Vineyard
- Robert Moses State Park Beach
- Ocean Beach
- Sleeping Giant State Park
- Sherwood Island State Park
- Orient Beach State Park
- Meschutt Beach
- Ditch Plains Beach
- Wesleyan University
- Long Island Aquarium
- Splish Splash Water Park





