Vacation rentals in Hampton Bays

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Top-rated vacation 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, 130 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!

Guest favourite
A charming cottage exterior is presented, featuring a light yellow facade with contrasting black shutters. A vibrant red door provides a welcoming entrance. Lush green shrubs and seasonal flowers frame the walkway, enhancing the overall appeal of the front yard.
Home in Hampton Bays
4.85 out of 5 average rating, 111 reviews

Heart of the Hamptons

Peaceful 3 bedroom cottage in a quaint section of the Hamptons. Located on the south shore, closest to the ocean beaches you can get. Bay water at end of lane, ocean beach just over the Ponquogue bridge. Large backyard for games & BBQ grilling. Enclosed patio for morning coffee & evening dinners. The house is best suited for families & friends needing space & looking for simple, low key relaxation. Please click "Contact Host" if you have specific booking requests & I will look to accommodate.

Top guest favourite
A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.
Home in Hampton Bays
4.97 out of 5 average rating, 136 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

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.
Guesthouse in Hampton Bays
4.97 out of 5 average rating, 213 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
A serene waterfront view features a sailboat gliding across calm waters. Lush green grass borders the shoreline, reflecting the tranquility of the environment. The clear blue sky stretches overhead, enhancing the peaceful atmosphere of the setting.
Home in Hampton Bays
5 out of 5 average rating, 138 reviews

Hamptons Waterfront- Great Location- On the bay

Amazing Beachfront vacation home located directly on a private sandy beach on Shinnecock Bay. Stunning waterfront views- sunrises/sunsets. Have a bbq and relax right on the back deck and watch the boats pass by or take a quick walk or shuttle boat to some of the Hamptons best restaurants. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite
A charming two-story home is surrounded by lush greenery, featuring a well-maintained lawn and a small ornamental tree in the foreground. The front porch is designed with steps leading to a welcoming entrance, complemented by large windows that enhance natural light.
Home in Hampton Bays
5 out of 5 average rating, 49 reviews

Vacation home in the Hamptons.

Escape to the Hampton’s with this stylish four-bedroom! Just minutes from bay and ocean beaches, dining spots, and attractions, this contemporary getaway offers prime convenience & updated comfort. Enjoy a spacious private lawn area with a furnished patio and grill. Inside, find modern amenities, including a fully equipped kitchen, dining options for all occasions, a cozy living room and smart TV, plus central air-conditioning, free WiFi, and a private washer/dryer for added convenience.

Top guest favourite
A landscaped outdoor area features a stone fire pit surrounded by bright blue chairs on a gravel surface. Lush greenery and tall trees provide privacy, while a spacious pool bordered by lounge chairs is situated in the background.
Home in East Quogue
4.99 out of 5 average rating, 142 reviews

Beach House Feel - Newly renovated Backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

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.
Apartment in Hampton Bays
4.97 out of 5 average rating, 414 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
An open living space features a comfortable sofa adorned with patterned cushions, complemented by a light wood coffee table. A dining area with a round table is visible, and large glass doors provide access to the backyard, bringing in natural light.
Home in Hampton Bays
4.93 out of 5 average rating, 126 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

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, 126 reviews

Winter Getaway 2 miles from 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.

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.
Apartment in Hampton Bays
4.98 out of 5 average rating, 130 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.

Guest favourite
The living room features a bright and airy arrangement with a large white sectional sofa and a coffee table at the center. Natural light streams through the wide windows, creating a welcoming environment. A front door and a lamp add to the cozy feel of the space.
Cottage in Hampton Bays
4.92 out of 5 average rating, 142 reviews

Hamptons Cottage 3-minute walk to breezy bay beach

Bright, airy 3 bedroom classic Hamptons cottage less than a block from bay beach which is perfect temp and temperament for swimming, wading, paddleboarding and kayaking. Sunsets over the Peconic Bay are amazing especially when you do it with a cold beverage at Tiki Joe’s which has food, drink and fun bands every summer night—only a short stroll away.

Popular amenities for Hampton Bays vacation rentals

When is the best time to visit Hampton Bays?

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Avg. price$634 CAD$600 CAD$629 CAD$554 CAD$720 CAD$857 CAD$996 CAD$972 CAD$745 CAD$591 CAD$623 CAD$604 CAD
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Frequently Asked Questions

  • Are there family-friendly villa rentals in Hampton Bays?

    Hampton Bays has more than 10 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Hampton Bays with our villa rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Hampton Bays?

    Four-legged friends are welcome in Hampton Bays. Choose from more than 190 house rentals for guests traveling with pets.

  • Are there villa rentals with a dedicated workspace in Hampton Bays?

    Yes! Work meets play with ease at over 10 villa rentals in Hampton Bays featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Hampton Bays house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 280 house rentals with pools in Hampton Bays, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Hampton Bays have air conditioning?

    Absolutely! We offer over 470 house rentals with air conditioning in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Hampton Bays have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hampton Bays have a bbq area?

    Absolutely! We offer over 220 house rentals with a bbq area in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hampton Bays have a gym?

    Absolutely! We offer over 90 house rentals with a gym in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cottage Rentals in Hampton Bays?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Hampton Bays

  • Total vacation rentals

    Explore 600 vacation rentals in Hampton Bays

  • Nightly prices starting at

    Hampton Bays vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 14,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    480 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 230 rentals that welcome pets

  • Vacation rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    590 of Hampton Bays vacation 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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