5620+ Vacation Rentals Near Hamptons |
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  2. New York
  3. Hamptons

Trailride - Vacation Rentals in Hamptons

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Luxury Places to Stay in Hamptons

Over 5611+ Luxury Places to Stay in or Near Hamptons
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Top-Rated Vacation Rentals with a Pool in Hamptons

Over 3493+ Top-Rated Vacation Rentals with a Pool in or Near Hamptons
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Pet-Friendly Vacation Rentals in Hamptons

Over 2268+ Pet-Friendly Vacation Rentals in or Near Hamptons
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Large Vacation Homes & Villas in Hamptons

Over 1935+ Large Vacation Homes & Villas in or Near Hamptons
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Wheelchair Accessible Vacation Homes in Hamptons

Over 116+ Wheelchair Accessible Vacation Homes in or Near Hamptons
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Hamptons Vacation Rentals and Airbnb Places to Stay Under $200

Over 61+ Hamptons Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Hamptons

Over 1933+ Instantly Bookable Vacation Homes in or Near Hamptons
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About Hamptons Vacation Rentals

With more than 5620 Hamptons vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trailride and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Hamptons.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trailride Hamptons, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Hamptons. Places to stay near Hamptons are 1214.76 ft² on average, with prices averaging US $1,912 a night.

Trailride makes it easy and safe to find and compare vacation rentals in Hamptons with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Hamptons

Type Count
Vacation Homes 4749
Cottages 208
Holiday Apartments 195
Hotels 189
Villas 98
B&B 34
Others 28
Resorts 25
Cabin Rentals 3
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Hamptons

★ Pro Tip: Trailride makes it easy to compare the best listings on Trailride homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trailride homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Hamptons.

Weather in Hamptons

View the weather forecast for Hamptons before booking your Hamptons Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Hamptons Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Hamptons?

There are a lot of options in Hamptons. If you plan on staying in the Hamptons area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hamptons:

How many vacation rentals are available in Hamptons?

Currently, the total number of properties listed in 2026 is over 5620 in the Hamptons area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hamptons.