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Compare 1497 Vacation Homes in Riverhead with updated reviews, rates, and availability.

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"The house and stay were great!"
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Stunning New Designer Renovation

9.4 out of 10, Exceptional, (21)
"We had a wonderful stay at this home! The yard is the most spectacular thing ever- pictures don't do it justice! And the location is wonderful. Great for our growing family :)"
Stunning New Designer Renovation

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (176)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (131)
"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (57)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Cozy House less than two miles from Ocean Beaches

10.0 out of 10, Exceptional, (5)
"The house is very nice and cozy. It was nice get away from NYC."
Cozy House less than two miles from Ocean Beaches

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (67)
"Everything was great!!!"
Stunning Hampton Holiday Family Fantasy for your Team

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (21)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (89)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
7.4 out of 10, Good, (3)
"I had so much fun with my friends"
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

Magic Place

The price is SAR 1,688
SAR 3,428 total
includes taxes & fees
8 May - 9 May
Magic Place

Charming and Spacious Wainscott Home close to Town and Beaches, Great for...

10.0 out of 10, Exceptional, (1)
"This home is lovely and sleek with all new features and amenities. Beds were extremely comfortable and grand."
Charming and Spacious Wainscott Home close to Town and Beaches, Great for...

Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

9.6 out of 10, Exceptional, (12)
"Wonderful stay for an amazing price! A nice compact/easy house with a family friendly backyard. Great neighborhood!"
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

North Fork Family and Friends Getaway. Great Location

10.0 out of 10, Exceptional, (9)
"We had a great stay! The house had everything we needed and was in a wonderful location to explore the North Fork. Barbara was incredibly gracious - very responsive and helpful. We hope to make a return visit!"
North Fork Family and Friends Getaway. Great Location

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

9.8 out of 10, Exceptional, (16)
"We had a great time at Southampton serenity. Plenty of space for a large group and the outdoor space was amazing. We would definitely book again, Im sure its phenomenal in the summer!"
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

Hottub, ⛳️, htd pool,Basketball, volleyball .

10.0 out of 10, Exceptional, (22)
"It was a very nice experience staying there. The owner replied to our questions pretty fast. I love the backyard, but unfortunately, it is too cold to stay outside during the winter. I would definitely recommend this house and we will try and go back in a warmer season!"
The price is SAR 1,688
SAR 4,160 total
includes taxes & fees
2 Jun - 3 Jun
Hottub, ⛳️, htd pool,Basketball, volleyball .

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We has a great stay with a very kind host who gave us recommendations and checked in via text. "
Cozy Hampton Bays getaway!
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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Other property types in Riverhead

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (6)
"Robert was an amazing host..We had an incredible New Year’s Eve…We are already planning our next trip back… "
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Peconic River Boatel

10.0 out of 10, Exceptional, (10)
"Kathryn is a great host, and we loved the boat. It’s huge, well decorated, and the river view is beautiful."
Peconic River Boatel

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (212)
"Very beautiful location and the room unforgettable ocean view will definitely come back"
The price is SAR 652
SAR 907 total
includes taxes & fees
7 May - 8 May
Cliffside Resort Condominiums
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.