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Hamptons Vacation Rentals

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Our top choices for Hamptons vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,384 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is CA $414
CA $500 total
includes taxes & fees
Sep 7 - Sep 8
Montauk Manor

2. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (441 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is CA $285
CA $340 total
includes taxes & fees
Sep 8 - Sep 9
Montauk Oceanside Suites

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...
United States
Malika
The price is CA $300
CA $454 total
includes taxes & fees
Aug 16 - Aug 17
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

4. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $155
CA $691 total
includes taxes & fees
Aug 11 - Aug 12
Seabreeze 4 Charming Cottage footsteps to beach

5. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (321 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is CA $413
CA $510 total
includes taxes & fees
Sep 7 - Sep 8
Windward Shores Ocean Resort

6. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is CA $300
CA $454 total
includes taxes & fees
Aug 13 - Aug 14
Safari Tent Glamping,S7-CedarPt, East Hampton, NY

7. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (245 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is CA $514
CA $633 total
includes taxes & fees
Sep 7 - Sep 8
Driftwood Resort

8. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is CA $300
CA $454 total
includes taxes & fees
Aug 13 - Aug 14
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

9. 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
9.6 out of 10, Exceptional, (8 reviews)
"great experience"
United States
Jordan
The price is CA $488
CA $819 total
includes taxes & fees
Aug 31 - Sep 1
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

10. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is CA $453
CA $901 total
includes taxes & fees
Sep 1 - Sep 2
Lovely studio with AC in charming Sag Harbor

11. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (292 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is CA $469
CA $630 total
includes taxes & fees
Sep 9 - Sep 10
The Surf Club

12. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
The price is CA $424
CA $823 total
includes taxes & fees
Sep 1 - Sep 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

13. 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
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is CA $418
CA $807 total
includes taxes & fees
Sep 7 - Sep 8
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

14. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is CA $595
CA $2,894 total
includes taxes & fees
Aug 11 - Aug 12
Villa Luz Family Home w/ heated pool & jacuzzi

15. Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"This was the perfect spot for us for a quick weekend stay in Hampton Bays. Close to Ponquoge Beach, restaurants, stores, etc. Great size for our group of four. We didn’t get a chance to use the pool because we didn’t get the good weather, but we will be back. Good value for price. Irina was excellent at communicating. We loved our short stay here. Would highly recommend to my friends."
United States
Eileen O.
The price is CA $585
CA $1,086 total
includes taxes & fees
Aug 18 - Aug 19
Hampton Bays Townhouse - Pool, Beach Access

16. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is CA $788
CA $1,338 total
includes taxes & fees
Aug 11 - Aug 12
Immaculate Waterfront 2 bedroom!

17. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is CA $976
CA $2,002 total
includes taxes & fees
Sep 7 - Sep 8
Minutes from the beach, brand new 3 bedroom

18. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"perfect for families"
United States
Okito H.
The price is CA $878
CA $1,874 total
includes taxes & fees
Aug 12 - Aug 13
Minutes from the beach, brand new 4 bedroom

19. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
The price is CA $1,087
CA $1,946 total
includes taxes & fees
Sep 9 - Sep 10
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

20. Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Hampton Bays
9.6 out of 10, Exceptional, (11 reviews)
"Great property with ease of access! Plenty of amenities and very kind host!"
United States
Travis A.
The price is CA $1,002
CA $1,905 total
includes taxes & fees
Aug 17 - Aug 18
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
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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