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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)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
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 Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (176)
"We were a large group of friends who all spent the weekend here. We had plenty of space (everyone had their own bed) and tons of bathrooms which makes it great for a large group of adults. We also enjoyed that it was walkable to town and in a very central location to many activities within the area. Mark was extremely responsive and helpful before and during our visit, and we already are looking forward to being able to coming back in the future! "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

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

9.6 out of 10, Exceptional, (129)
"We came to enjoy a nice relaxing weekend with friends and were overwhelmed with how amazing the beach house was! Completely set in the perfect spot! We loved the space and all the games! Thank you for creating such a fun home! We will be back "
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)
"The house really sits on its beach with a rock surrounded natural pool at high tide. The weather was CRAZY with rain and wind. The house held the temperature and was comfortable as the temps dropped below freezing! FYI the 4th bedroom with the trundle bed hasn’t a door so hence not a lot of privacy. But we were all good friends;) it was a comfortable space for 5 women who were good friends"
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)
"We loved our stay! The location was perfect for our family, so easy to walk to town, close to the beach and easy to get to other towns. House was perfect as well, we didn’t get to enjoy the outdoors due to rain but loved the indoor space. Plenty of places to hang and enjoy/relax. Hoping to visit again soo!"
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)
"My friends, partner and I stayed over Columbus day weekend and were pleasantly surprised with the heated pool still being open, which was a huge highlight. The house was super clean and had everything you would need. We did have a minor issue with the hot water not working in the cottage, but other than that everything was great and we would defintely stay again!"
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 was everything we needed for a weekend away! The house was very clean and cute esthetics. The back yard was great for the dogs. Claudea gave us great recommendations for places to eat. We would def rebook this house! "
Cozy House less than two miles from Ocean Beaches

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (67)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team

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

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
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)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
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 AED 1,653
AED 3,336 total
includes taxes & fees
14 Apr - 15 Apr
Magic Place

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

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)
"We loved this house and Margaux was a great host! Communication was easy and excellent. We loved every minute! Thanks!"
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

North Fork Family and Friends Getaway. Great Location

10.0 out of 10, Exceptional, (9)
"10 of us stayed at this house during LDW and had the most incredible experience. The pictures do not do the house justice- it was even better than we anticipated. Beyond gorgeous, so clean, huge, and the backyard will leave you speechless. We cannot recommend it enough. The only downside was the bedrooms upstairs were warm. Thank you to our amazing hosts!!!! We will be back. "
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 wonderful time in the Hamptons. The house was beautiful!"
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

10.0 out of 10, Exceptional, (22)
"My family stayed for a weekend. Lots to do home and went to wineries one day and Top Golf another day. House was clean, plenty to do with pool table and hot tub, firepit list goes on. Very fun great stay!"
The price is AED 2,204
AED 5,036 total
includes taxes & fees
1 May - 2 May
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We had activities in both Southampton and Westhampton Beach so the location for both was excellent. Laurie called to ask if we needed anything. The space was very clean and perfect for our stay."
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)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is AED 1,837
AED 3,836 total
includes taxes & fees
15 Apr - 16 Apr
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is AED 529
AED 764 total
includes taxes & fees
30 Apr - 1 May
Cliffside Resort Condominiums

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!
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.