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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Vacation Homes in Riverhead

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Pool

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (10)
"Great property for two people right next to the downtown. Our stay was comfortable and clean!"
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Fridge, microwave, stovetop, coffee/tea maker

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
$147 nightly
The price is $167
Aug 17 - Aug 18
Total includes taxes and fees
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Sag Harbor Village Gem
Property grounds

Sag Harbor Village Gem

10.0 out of 10, Exceptional, (43)
"Clean and friendly, great location"
Sag Harbor Village Gem
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very Good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
$799 nightly
The price is $913
Aug 7 - Aug 8
Total includes taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
The Cooper-Burke House
Beach nearby, beach towels

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice location and house "
The Cooper-Burke House
Another rental season is coming up.
Outdoor pool

Another rental season is coming up.

10.0 out of 10, Exceptional, (18)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Amazing Rocky Point Retreat Overlooking the Sound!
Game room

Amazing Rocky Point Retreat Overlooking the Sound!

9.8 out of 10, Exceptional, (73)
"Love staying at this comfortable house each year for Thanksgiving and the location is perfect! "
Amazing Rocky Point Retreat Overlooking the Sound!
Southampton Newly-renovated Home / Heated Pool!
A heated pool

Southampton Newly-renovated Home / Heated Pool!

10.0 out of 10, Exceptional, (29)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Interior

Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum

10.0 out of 10, Exceptional, (46)
"Great house, kitchen is well equipped which made dining in very easy. Loved the pool and backyard."
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Waterfront & private beach Scandinavian style house near Bellport, NY
Interior

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (55)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
A heated pool

Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...

10.0 out of 10, Exceptional, (4)
"Great house!"
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
5 bedrooms, desk, iron/ironing board, travel crib

Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!

10.0 out of 10, Exceptional, (26)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
Private completely fenced in property. Near beach
Terrace/patio

Private completely fenced in property. Near beach

9.6 out of 10, Exceptional, (22)
"The place is in nice neighborhood and private entrance. It has all the amenities for a good staying. Definitely will stay again in the future."
$1,645 nightly
The price is $1,879
Sep 2 - Sep 3
Total includes taxes and fees
Private completely fenced in property. Near beach
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
Outdoor pool, a heated pool

Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

10.0 out of 10, Exceptional, (11)
"An absolute perfect home for a family looking to enjoy"
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
The SandPiper
Terrace/patio

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Outdoor pool, a heated pool

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (11)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
Property grounds

Pet-Friendly Home w/ Hot Tub Near the Hamptons!

2.0 star property
10.0 out of 10, Exceptional, (2)
"cute little comfortable abode. my cousins and i enjoyed our stay. Thank you for your hospitality "
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
Relax in Hampton Bays...
Sun loungers, beach towels

Relax in Hampton Bays...

9.8 out of 10, Exceptional, (72)
"The house was cute and well maintained. It's on a nice block that abouts the Shinnecock bay. "
Relax in Hampton Bays...
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 Riverhead Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Our stay was everything we were looking for, waterfront, easy on/off the beach from our room, lounge chairs and umbrellas on the beach and nearby pool. Sunsets were amazing, lobster rolls in the piano bar were incredible. One day there was an issue with the kitchen and they brough complimentary spread to the pool area. July is expensive but it was definitely worth it. We live on Long Island and didn't have to deal with flying issues. Just a 2 hour drive and 4 days of relaxing sun....."
Brian 3-night trip
Posted 16 hours ago
Sound View Greenport