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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 1394 Vacation Homes in Jamesport with updated reviews, rates, and availability.

Escape to Sag Harbor
Interior

Escape to Sag Harbor

10.0 out of 10, Exceptional, (47)
"Amazing house and location!! Would stay again "
Escape to Sag Harbor
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Pool

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (1)
"Great location to see all the eastern LI towns. The house is well appointed and nicely decorated. Easy communication with the host. "
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
The Cooper-Burke House
Beach nearby, beach towels

The Cooper-Burke House

10.0 out of 10, Exceptional, (26)
"Nice location and house "
The Cooper-Burke House
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Outdoor spa tub

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

10.0 out of 10, Exceptional, (7)
"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
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
A heated pool

Newly built ranch, beautifully landscaped with pool, large yard, patio,...

10.0 out of 10, Exceptional, (19)
"This property was gorgeous! It’s conveniently located right in the heart of Greenport and the nearby private beach was stunning! Highly recommend this location, can only imagine how perfect it’d be for the summer time!"
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
The SandPiper
Terrace/patio

The SandPiper

9.8 out of 10, Exceptional, (21)
"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
Old meets new in this fully renovated 19th century farm house.
Smart TV

Old meets new in this fully renovated 19th century farm house.

10.0 out of 10, Exceptional, (1)
"The house was spotlessly clean and well-maintained, making me feel comfortable right from the start. The location was perfect—local attractions and great restaurants, which made exploring the town very convenient. Walter was incredibly responsive and accommodating, always quick to reply to any questions or requests. Overall, I highly recommend this home for a friendly and hassle-free stay!"
Old meets new in this fully renovated 19th century farm house.
Charming 4-bedroom house with WiFi and fitness room in lovely Mastic
Interior

Charming 4-bedroom house with WiFi and fitness room in lovely Mastic

The price is AED 1,286
AED 2,602 total
includes taxes & fees
8 Jun - 9 Jun
Charming 4-bedroom house with WiFi and fitness room in lovely Mastic
Aqua Vista
Sun loungers, beach towels

Aqua Vista

10.0 out of 10, Exceptional, (14)
"Place was very clean and easy to access. Great location for anyone staying in the area. Host was easy to talk to and very helpful in finding places nearby to visit. "
Aqua Vista
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Beach nearby, sun loungers, beach towels

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

10.0 out of 10, Exceptional, (16)
"This is my second time staying here. Decorated beautifully, always clean and wonderful amenities. "
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

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
Work and Play Special! Extended Stay Discount
Outdoor pool, a heated pool

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (41)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
Work and Play Special! Extended Stay Discount
10 Bedroom Hampton House with a regulation size Pickleball
Pool

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 SH Village just 3blks to shops, food and fun!!!🏖️
Outdoor dining

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

10.0 out of 10, Exceptional, (101)
"The house and stay were great!"
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
On the beach, sun loungers, beach towels

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.
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!
Outdoor pool, a heated pool

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (6)
"Great location and amenities. "
The price is AED 11,015
AED 17,071 total
includes taxes & fees
15 Jun - 16 Jun
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!
Beach, Pool, Wine, Shopping!
Beach nearby, beach towels

Beach, Pool, Wine, Shopping!

10.0 out of 10, Exceptional, (64)
"A great place. "
Beach, Pool, Wine, Shopping!
Magic Place
Smart TV, video games

Magic Place

10.0 out of 10, Exceptional, (1)
"good experience"
The price is AED 2,204
AED 4,314 total
includes taxes & fees
2 Jun - 3 Jun
Magic Place
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Outdoor pool, a heated pool

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (34)
"The house was very clean and spacious. Wonderful backyard and pool- has everything we needed!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
A heated pool

Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families

10.0 out of 10, Exceptional, (3)
"Did a quick weekend getaway with friends. Our stay was amazing. Zero complaints and will definitely be back! "
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
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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