Holiday rentals in Hampton Bays
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Top-rated holiday rentals in Hampton Bays
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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!
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
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.
Best View + Putting Green + Private Beach
Perched high atop Shinnecock Hills, our home boasts panoramic bay and ocean views unlike any other in the Hamptons! Located just 5 minutes from Shinnecock Hills Golf Club + your own private putting green, our property will create an awesome guest experience for the upcoming 2026 US Open! Tranquil, sanctuary like setting with manicured landscaping, mature privacy trees, waterfalls, like your own arboretum! Private beach, local favorite restaurants and hang outs are within walking distance!
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.
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).
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.
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.
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.
Sophisticated and Sweet
Beautiful sophisticated home completely renovated for relaxed vacation living. Bright open livings spaces with 3 cozy bedrooms and 2 full baths. Chef’s kitchen with large dining room for entertaining and living room with fireplace! Home meets garden with flower-filled patio spaces perfect for enchanting outdoor evenings and quiet mornings. Central location close to town, train, ocean & bay beaches. The minium age to rent his house is 25 years of age.
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.
Hamptons Retreat • Hot Tub • Minutes to Beaches
This inviting 3-bedroom, 2-bathroom home with a hot tub in the Hamptons sleeps up to 5 guests. Perfect for families and small groups. Located close to popular beaches and highly acclaimed restaurants & attractions, only an 8-minute drive to Ponquogue Beach. Whether you're looking to relax or explore all that the Hamptons has to offer, this serene, luxurious rental property is the perfect choice.
Popular amenities for Hampton Bays holiday rentals
Other great holiday rentals in Hampton Bays
Hamptons 3/2 - New Gunite Pool & Bluestone Patio
Classic Hampton Bays Cottage, Newly Renovated
Quaint One-Bedroom Cottage with Private Entry
The Hideaway | Clearwater Beach
2Br Hampton Family Escape: Beaches, kayaks, BBQ
Brand New Modern 3 BDR Home
-:Cabin By The Sea:- -Salt Hot Tub- *Dog Friendly*
2.5 Miles from the 2026 U.S OPEN, Waterfront
When is the best time to visit Hampton Bays?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $564 SGD | $582 SGD | $600 SGD | $517 SGD | $671 SGD | $799 SGD | $928 SGD | $907 SGD | $695 SGD | $551 SGD | $581 SGD | $563 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°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 $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!
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