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Holiday rentals in Hampton Bays

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Top-rated holiday rentals in Hampton Bays

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

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Superhost
Home in Hampton Bays
4.83 out of 5 average rating, 42 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

Stay in our bright open, architect designed Hamptons Home! ✔Self Check-in ✔Pool ✔Bicycles for Kids & Adults ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Guest Support ✔Ideal for Longer Stays & Flexcations ✔Easy access to Ocean, Bay Beaches, & Playground ✔Fully stocked Kitchen ✔Netflix ✔King Bed ✔Romantic back Garden w/ BBQ ✔Fully Cleaned Sanitized 5 Min drive from Ponquogue Beach * There is an extra charge for the heated pool option. Depending on length of reservation. *Pool closed for winter

Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 146 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top guest favourite
A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.
Guest house in Hampton Bays
4.97 out of 5 average rating, 219 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Top guest favourite
Flat in East Quogue
4.96 out of 5 average rating, 308 reviews

The House of the Mermaid aka La Casa della Sirena

Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

Guest favourite
An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.
Home in Hampton Bays
4.98 out of 5 average rating, 122 reviews

Hamptons Beachfront- Relax & Getaway- On the bay

Awesome Beachfront vacation home located directly on a private sandy beach right on Shinnecock Bay. Suntan, swim, kayak or just chill and relax in a float right on the beach in the backyard. Hungry- no worries you can bbq right off the back deck or walk to one of the best Caribbean restaurants in the Hamptons. You’ll love my place because of the location and the ambiance- vacation vibes. My place is perfect for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite
A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.
Home in Westhampton Beach
4.97 out of 5 average rating, 105 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Top guest favourite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Flat in Hampton Bays
4.97 out of 5 average rating, 418 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Guest favourite
A single-story home is shown with a welcoming entrance, featuring a front deck surrounded by greenery. The wooden exterior is complemented by a flower bed filled with vibrant blooms. Steps lead up to the door, enhancing accessibility.
Home in Hampton Bays
5 out of 5 average rating, 10 reviews

The Sea Shack

Welcome to our home, ideally situated just minutes from the heart of town and a short 10-minute drive to beaches, restaurants and the US OPEN. This charming home offers the perfect blend of privacy and convenience, making it an ideal retreat for anyone seeking a serene escape. Whether you’re looking to relax in a peaceful setting or explore the hamlets, our home offers the best of both worlds. Book your stay with us and experience the perfect Hamptons getaway! 3 beds 2 full baths

Guest favourite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays
4.86 out of 5 average rating, 131 reviews

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

Top guest favourite
A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.
Home in Hampton Bays
4.99 out of 5 average rating, 132 reviews

Charming Retreat Near Ocean Beaches

Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Guest favourite
Flat in Hampton Bays
4.97 out of 5 average rating, 102 reviews

Charming Apt in the Heart of the Hamptons

Welcoming studio apartment with queen bed, living room and spacious full bathroom. Kitchenette complete with laundry. Small deck with delightful creek-side views. And this unit includes cable TV and Wi-Fi. Please note that there is an extra fee of $75. per stay for each pet, There is a queen sofa bed in living area for quests at $75 additional fee. This unit is attached to the main house.

Top guest favourite
A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.
Flat in Hampton Bays
4.98 out of 5 average rating, 132 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Popular amenities for Hampton Bays holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Hampton Bays

Guest favourite
A modern kitchen features white cabinetry and sleek countertops, accompanied by stainless steel appliances. A central island with seating for six is centrally positioned, while expansive glass doors allow natural light to fill the space. Warm wood flooring complements the overall design.
Home in Hampton Bays
5 out of 5 average rating, 24 reviews

Classic Hampton Bays Cottage, Newly Renovated

Guest favourite
The exterior of a quaint cottage is shown, featuring a multi-colored umbrella over a wooden picnic table. The cottage is surrounded by greenery, including plants and a garden hose, with large windows displaying a welcoming interior.
Guest house in Hampton Bays
4.87 out of 5 average rating, 67 reviews

Quaint One-Bedroom Cottage with Private Entry

Guest favourite
An outdoor deck features a hot tub surrounded by a white railing, with a wooden dining set nearby. Soft lighting is strung overhead, creating a serene environment. The area is bordered by green foliage, and a barbecue grill is positioned on the deck.
Home in Hampton Bays
4.87 out of 5 average rating, 23 reviews

Hampton Bays Beach House with a superb location

Guest favourite
A light-filled living area features a comfortable sectional sofa with decorative pillows. A coffee table rests on a textured area rug, accompanied by framed art on the white walls. Natural light enters through a window overlooking greenery, accentuating a serene environment.
Flat in Southampton
4.89 out of 5 average rating, 57 reviews

Spacious One Bedroom Apt, Close to Beaches

Top guest favourite
A vibrant sunset is visible through a window, casting a warm light over a calm bay. The sun reflects on the water, and silhouettes of trees frame the scene, creating a serene coastal atmosphere.
Home in Hampton Bays
4.95 out of 5 average rating, 108 reviews

Stunning Bay-front Views - Hampton Bays

Guest favourite
Home in Hampton Bays
4.97 out of 5 average rating, 32 reviews

Brand New Modern 3 BDR Home

Guest favourite
A spacious deck surrounds a heated pool, featuring a light blue surface reflective of the sky. Four sun lounge chairs are positioned for relaxation, and an outdoor dining area with a retractable awning is available. Lush trees provide a natural backdrop to the serene setting.
Home in Springs
5 out of 5 average rating, 75 reviews

East Hampton Rental w/ Pool, Moments to Amenities

Guest favourite
A serene beach scene captures a vibrant sunset, casting warm hues across the sky and reflecting softly on the water. Gentle waves lap against the sandy shore, while footprints in the sand lead towards the horizon.
Guest suite in Hampton Bays
5 out of 5 average rating, 37 reviews

Living the Dream

When is the best time to visit Hampton Bays?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$563 SGD$581 SGD$599 SGD$515 SGD$670 SGD$797 SGD$926 SGD$904 SGD$693 SGD$550 SGD$580 SGD$562 SGD
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Hampton Bays?

    Many visitors look for stays near the beaches, tranquil residential streets, or around Good Ground Road for convenient dining and shops. Waterfront cottages and homes with outdoor decks are frequently suggested.

  • What are the best things to do in Hampton Bays with kids?

    Hampton Bays has sandy beaches, calm bay areas for swimming, and family-friendly parks for picnics and play. Exploring local nature trails or visiting waterfront ice cream shops are frequently suggested for kids.

  • What are some of the best things to do in Hampton Bays?

    Hampton Bays invites you to relax on local beaches, kayak or paddleboard in calm bays, and browse farmers markets. Waterfront dining and sunset walks along the shore are favorite activities.

  • How is the weather in Hampton Bays?

    Hampton Bays experiences chilly winters around 25-44°F (-4-7°C) and warm, humid summers near 66-83°F (19-28°C). Spring and fall bring moderate temperatures and a mix of sun and rain.

  • When is the best time to visit Hampton Bays?

    Late spring through early fall is often recommended for temperate weather, outdoor activities, and lively seasonal events. Cooler months appeal to those seeking a quieter, nature-focused getaway.

  • What are the best places to visit in Hampton Bays?

    Frequent highlights include local beaches, waterfront parks, and the marina area. Small markets and cafes around Main Street add to the relaxed, welcoming atmosphere.

  • What are some hiking trails in Hampton Bays?

    Hampton Bays has trails winding through nature preserves and along the shoreline, where you can spot native birds and marshland plants. Many paths are gently sloped and suitable for most ages.

  • What are some family activities we can do in Hampton Bays?

    Families often explore the beaches, paddle local bays, or hike nature trails lined with coastal plants. Seasonal ice cream shops and miniature golf are popular with kids and adults alike.

  • What are some of the best day trip ideas from Hampton Bays?

    Nearby villages have art galleries, vineyards, and historic sites rooted in local heritage. Outings often include lively farmers markets, lavender fields, or nature refuges known for migratory birds.

  • Are there any pet friendly accommodations available in Hampton Bays?

    Many accommodations in Hampton Bays welcome pets, especially around the waterfront and residential neighborhoods. Homes with fenced yards or easy access to walking paths are often highlighted by pet owners.

  • What are some local tips for visiting Hampton Bays?

    Arrive at beaches earlier during peak season for a quieter experience, and check local markets for fresh catch or farm produce. Respect wildlife areas, and bring cash for smaller eats or roadside stands.

  • What is Hampton Bays known for?

    Hampton Bays is known for its bay and ocean beaches, fishing traditions, and welcoming coastal vibe. Many visitors appreciate the access to both water activities and local dining featuring regional seafood.

  • What are the best hidden gems to explore in Hampton Bays?

    Explore less-trafficked bay beaches, small family-run farm stands, or tucked-away nature preserves in Hampton Bays. Many visitors enjoy discovering quiet coves or local bakeries off the main streets.

  • What are the best foods to try in Hampton Bays?

    Locally caught seafood, clam chowder, and lobster rolls are frequently suggested in Hampton Bays. You’ll also find farm stand produce, classic New York-style pizzas, and homemade ice cream during warmer months.

  • What should I bring for a trip to Hampton Bays?

    Pack swimwear, layered clothing for changing weather, and footwear suitable for sand and nature trails. Bringing a reusable water bottle and sun protection is frequently suggested for full days outdoors.

  • What is the nightlife in Hampton Bays like?

    Nightlife in Hampton Bays has laid-back beach bars, spots with live music, and local taverns serving fresh seafood. Evenings are often social, with outdoor patios popular in summer.

  • What are the most popular events or festivals in Hampton Bays?

    Hampton Bays has summer concerts at Good Ground Park and a fire department carnival parade that begins inland near the library on Ponquogue Avenue. Holiday gatherings and seasonal community fairs are frequently suggested for those interested in local traditions.

  • Are there family friendly vacation rentals in Hampton Bays?

    Hampton Bays has a variety of family-friendly rentals, including homes with yards, multi-bedroom cottages, and spaces near the bay or beach. Features like full kitchens and outdoor areas are often noted by guests.

Quick stats about holiday rentals in Hampton Bays

  • Total holiday rentals

    Explore 570 holiday rentals in Hampton Bays

  • Nightly prices starting at

    Hampton Bays holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    460 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    330 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    570 of Hampton Bays holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Hampton Bays rentals

  • 4.9 Average rating

    Hampton Bays stays are highly rated by guests – averaging 4.9 out of 5!

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