Hamptons Vacation Rentals

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Our top choices for Hamptons vacation rentals

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,359 reviews)
"Had a wonderful stay"
United States
Meghan
The price is CA $666
CA $789 total
includes taxes & fees
Jul 13 - Jul 14
Montauk Manor

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (241 reviews)
"Very close to beach"
United States
Rabia
The price is CA $460
CA $572 total
includes taxes & fees
Jun 30 - Jul 1
Driftwood Resort

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (430 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is CA $492
CA $578 total
includes taxes & fees
Jul 1 - Jul 2
Montauk Oceanside Suites

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is CA $610
CA $735 total
includes taxes & fees
Jul 8 - Jul 9
Windward Shores Ocean Resort

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $122
CA $659 total
includes taxes & fees
Jun 28 - Jun 29
Seabreeze #3 Cozy Cottage steps to the beach

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is CA $305
CA $463 total
includes taxes & fees
Jun 30 - Jul 1
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is CA $306
CA $463 total
includes taxes & fees
Jul 8 - Jul 9
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is CA $159
CA $2,386 total
includes taxes & fees
Jun 30 - Jul 1
Villa Luz Family Home w/ heated pool & jacuzzi

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (47 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
The price is CA $475
CA $946 total
includes taxes & fees
Jul 1 - Jul 2
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is CA $305
CA $481 total
includes taxes & fees
Jun 30 - Jul 1
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is CA $161
CA $1,421 total
includes taxes & fees
Jun 28 - Jun 29
BlackBerry Private home with jacuzzi yearlong

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is CA $310
CA $1,891 total
includes taxes & fees
Jun 30 - Jul 1
Black Swan Beachfront Home with Jacuzzi year round

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is CA $703
CA $1,244 total
includes taxes & fees
Jun 30 - Jul 1
Lovely studio with AC in charming Sag Harbor

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,630
CA $2,025 total
includes taxes & fees
Jul 21 - Jul 22
Offshore Spa & Residences

Unit 811: Studio | 1st Floor-Garden View | Osprey

Unit 811: Studio | 1st Floor-Garden View | Osprey
Napeague
10.0 out of 10, Exceptional, (1 review)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
The price is CA $706
CA $1,258 total
includes taxes & fees
Jul 19 - Jul 20
Unit 811: Studio | 1st Floor-Garden View | Osprey

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
The price is CA $712
CA $1,208 total
includes taxes & fees
Jun 29 - Jun 30
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is CA $498
CA $828 total
includes taxes & fees
Jun 28 - Jun 29
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (286 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is CA $982
CA $1,233 total
includes taxes & fees
Jul 9 - Jul 10
The Surf Club

Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
The price is CA $1,683
CA $2,884 total
includes taxes & fees
Jul 6 - Jul 7
Spacious house in East Hampton with heated pool + WFH

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is CA $5,756
CA $8,218 total
includes taxes & fees
Jun 30 - Jul 1
Sag Harbor Water View w Dock 1.5ml from town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hamptons Hotel Reviews

Find out more about Hamptons

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hamptons. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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