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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Guest favourite
Home in Hampton Bays
4.86 out of 5 average rating, 145 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 bright living area features a comfortable white sofa and two accent chairs. A coffee table sits in front, accompanied by a floral centerpiece. Natural light filters through a window, and a wall-mounted TV is positioned across from the seating. Steps lead to the kitchen area.
Home in Hampton Bays
5 out of 5 average rating, 69 reviews

The Hamptons Surf Cottage!

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, catering venues, waterfront restaurants, wineries & golf. Open floor plan w/ modern flair. 2 bedrooms, 1 full bath, spacious living room with games and arcade. Comfortably fits a group of 8! Enjoy amenities including our classic arcade games, hot tub, smart tvs, WiFi, a large deck and patio w/ string lights, BBQ, and a fire-pit! Brand new arcade games like Miss PacMan and more

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.

Guest favourite
Cottage in Hampton Bays
5 out of 5 average rating, 8 reviews

Saltwater Pool + Hot Tub + Private Beach

Tucked away, high in the Shinnecock Hills, our property offers a private setting for a relaxed stay in the Hamptons. Located just a few minutes from world famous beaches, golf courses (SHINNECOCK) and the Villages of Southampton, Westhampton Beach & Sag Harbor, we're just a short ride away from everywhere you'd want to be. Our private beach on Shinnecock Bay is less than a 1/4 mile away, but with your own inground saltwater pool, hot tub and outdoor shower, you might not ever want to leave!

Top guest favourite
Flat in East Quogue
4.96 out of 5 average rating, 307 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!

Top guest favourite
A spacious deck is furnished with comfortable seating and a dining table, overlooking a marina with various boats. The water reflects clear blue skies, creating a serene atmosphere. A patterned area rug adds a touch of style to the outdoor space.
Home in Hampton Bays
5 out of 5 average rating, 30 reviews

2.5 Miles from the 2026 U.S OPEN, Waterfront

Take a break and unwind at this peaceful oasis. Welcome to waterfront living in this beautifully renovated 4 bedroom, 2 bath home situated on .75 acre, adjacent to a marina. You'll be blown away by the unobstructed 180-degree water views over Shinnecock Bay all the way to the inlet. The main feature of this home is the wall-to-wall glass in the living room and dining area, offering panoramic views of the bay. The back two decks are the perfect spots for outdoor dining and relaxation.

Guest favourite
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).

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.

Top guest favourite
An outdoor space featuring a saltwater pool with a jacuzzi positioned nearby. A patio area includes an umbrella and ample seating options. Lush green grass surrounds the pool, while two white decorative swan floats are visible on the water, enhancing the inviting atmosphere.
Home in Hampton Bays
4.9 out of 5 average rating, 59 reviews

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. This vacation property offers an open concept single family home w/ 4 bedrooms, 5 baths, a spacious living room, an outdoor deck and patio with a table and chairs, pool, jacuzzi and a pool house! The pool is opened mid May - second week of October and can be heated at an additional cost. Located just 5min away from Hampton Bays town and 5min drive to one of our lovely beaches.

Guest favourite
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.

Guest favourite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in Hampton Bays
4.93 out of 5 average rating, 105 reviews

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

Top guest favourite
Home in Hampton Bays
4.99 out of 5 average rating, 130 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.

Popular amenities for Hampton Bays holiday rentals

When is the best time to visit Hampton Bays?

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Avg. price$564 SGD$582 SGD$600 SGD$516 SGD$671 SGD$799 SGD$928 SGD$906 SGD$694 SGD$551 SGD$581 SGD$562 SGD
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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.

  • 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.

  • How much does it cost to stay in house rentals in Hampton Bays?

    Experience the best of Hampton Bays with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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 $65 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!

Destinations to explore

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