Photo by Joe Vickiana

Search Vacation Homes in Indian Island County Park

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Indian Island County Park

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!šŸ–ļø

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!!!šŸ–ļø

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

10.0 out of 10, Exceptional, (181)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

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

10.0 out of 10, Exceptional, (4)
"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.

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (7)
"Great place! Great communication with property owner!"
The price is SARĀ 760
SARĀ 1,619 total
includes taxes & fees
19 Jun - 20 Jun
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Escape to Sag Harbor

10.0 out of 10, Exceptional, (47)
"Amazing house and location!! Would stay again "
Escape to Sag Harbor

The Cooper-Burke House

10.0 out of 10, Exceptional, (26)
"Nice location and house "
The Cooper-Burke House

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is SARĀ 490
SARĀ 645 total
includes taxes & fees
18 Jun - 19 Jun
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

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. "
The price is SARĀ 1,686
SARĀ 3,182 total
includes taxes & fees
18 Jun - 19 Jun
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (2)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

Unique Modern Barn House in Sag Harbor

10.0 out of 10, Exceptional, (17)
"My family and I rented the house over the holidays and had an amazing stay. The house has great amenities and George was very attentive and helpful. Would definitely recommend and stay again "
Unique Modern Barn House in Sag Harbor

ā€œThe Cool Houseā€ 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. "
ā€œThe Cool Houseā€ Waterfront Oasis, 3 Bedrm 2 bath

10 Bedroom Hampton House with a regulation size Pickleball court

9.8 out of 10, Exceptional, (26)
"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 court

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (43)
"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

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...

Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard

10.0 out of 10, Exceptional, (1)
"Very relaxing and neat place for a family gateway "
The price is SARĀ 5,474
SARĀ 8,656 total
includes taxes & fees
3 Jul - 4 Jul
Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard

Waterfront House With Dock And Private Beach

10.0 out of 10, Exceptional, (19)
"We had a wonderful stay in Shleter island and are definitely planning to be back. The house is beautiful, very well equipped, comfortable and welcoming. The hosts were helpful and the location is amazing."
Waterfront House With Dock And Private Beach

Charming Riverhead home with large outdoor patio & backyard firepit

9.8 out of 10, Exceptional, (7)
"It was very nice."
Charming Riverhead home with large outdoor patio & backyard firepit

Waterfront Home with Dock! Amazing Views! Close To Beaches!

10.0 out of 10, Exceptional, (86)
"Great family vacation. Well stocked kitchen! Location and surrounding area was superb."
Waterfront Home with Dock! Amazing Views! Close To Beaches!

Riverhead Farm House

10.0 out of 10, Exceptional, (23)
"Quite a comfortable cottage in a fantastic location to explore the North Fork. Would love to come back!"
Riverhead Farm House

Southampton estate with oversized pool, chefs kitchen, vast lawn,...

Southampton estate with oversized pool, chefs kitchen, vast lawn,...
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.
Save an average of 15% on thousands of hotels when you're signed in