Water Island Vacation Rentals

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Vacation Rentals in Water Island

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (2)
"Had a 2 night stay. Was a recently renovated house. Beautifully designed."
The price is CA $707
CA $1,421 total
includes taxes & fees
Apr 28 - Apr 29
Luxury and Affordable Family Home

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Property was a great home base for a weekend getaway. Location and accommodations were great."
The price is CA $541
CA $1,023 total
includes taxes & fees
May 5 - May 6
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (76)
"A gorgeous and peaceful setting for a wonderful week with family. Thank you so much for a fantastic stay - and looking forward to visiting again in the future."
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

10.0 out of 10, Exceptional, (11)
"Perfect , clean , well decorated and great location for a stay on the south shore of Long Island . Close to Robert Moses beach and easy access to highways ."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

The Raabbit Hole

9.2 out of 10, Wonderful, (22)
"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "
The Raabbit Hole

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very good, (44)
"This house was in the perfect location as it was close to the ferry terminal and a short walk to ocean beach."
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Dog-friendly home just blocks from the bay with deck & private hot tub

8.0 out of 10, Very good, (24)
"We had a great stay here! The pictures accurately portrayed the house and there was plenty of space and a really nice outdoor space. There is a wagon at the ferry we weren't made aware of and a lock on the bikes with no code provided. Very much a bare bones house. Kitchen was adequately stocked. The stove only had one working burner. Felt the property was well priced. Would definitely come back!"
Dog-friendly home just blocks from the bay with deck & private hot tub

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

7.8 out of 10, Good, (10)
"Quite and convenient great place to stay "
2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (42)
"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."
1856 Trading House w/ walk to water

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (16)
"This place was clean and comfortable, just what we needed."
The price is CA $234
CA $841 total
includes taxes & fees
May 6 - May 7
3 Story Beach Waterview, 3 KING bed, golf putting green!

Beautiful Private Studio Apartment!

9.6 out of 10, Exceptional, (5)
"Overall stay was nice."
Beautiful Private Studio Apartment!

Waterfront Home w/ Large Deck & Dock on Narrow Bay

9.0 out of 10, Wonderful, (11)
"Beautiful location, property was clean and as listed. We are already thinking of staying another time. Our contract, Chris, was great, friendly and informative."
Waterfront Home w/ Large Deck & Dock on Narrow Bay

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 CA $201
CA $261 total
includes taxes & fees
Apr 29 - Apr 30
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

Spacious Home Located Close to Stony Brook!

6.8 out of 10, (15)
"Great stay great people great costumer care definitely reccomend"
The price is CA $553
CA $1,129 total
includes taxes & fees
May 16 - May 17
Spacious Home Located Close to Stony Brook!

Home away from home

10.0 out of 10, Exceptional, (9)
"We will definitely be making another trip! Very clean and had everything we needed for our home away from home weekend!"
Home away from home

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"This was our second year with this house. Everything was great. We will be back next year for a third year. "
Beach Bungalow Ocean Beach

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

The price is CA $216
CA $310 total
includes taxes & fees
Apr 28 - Apr 29
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Elegant Villa Retreat w/ Heated Saltwater Pool, 2 Hot Tubs, & Entertainment

10.0 out of 10, Exceptional, (16)
"We recently had the joy of staying here with family meeting from different parts of New York and New Jersey. House is beautiful, location is quiet and peaceful with a great view of the bay. Nearby to some great Long Island beaches. Loved the pool and amenities of the home. Faraz was an excellent host and extremely responsive to our needs "
The price is CA $917
CA $2,504 total
includes taxes & fees
Apr 28 - Apr 29
Elegant Villa Retreat w/ Heated Saltwater Pool, 2 Hot Tubs, & Entertainment

1856 Trading House close to water

9.6 out of 10, Exceptional, (14)
"We loved the location. It was very convenient being close to Port Jefferson and Cedar Beach"
1856 Trading House close to water

Spacious one Bedroom Apt with private entrance

6.8 out of 10, (3)
"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."
The price is CA $173
CA $531 total
includes taxes & fees
Apr 28 - Apr 29
Spacious one Bedroom Apt with private entrance
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 types of properties in Water Island you may be interested in

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1058)
"Great location "
The price is CA $154
CA $176 total
includes taxes & fees
May 1 - May 2
Hampton Inn Long Island-Brookhaven

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very good, (1003)
"Great hotel "
The price is CA $164
CA $187 total
includes taxes & fees
May 1 - May 2
Hyatt Regency Long Island

Holiday Inn Express Hauppauge by IHG

2.5 star property
8.2 out of 10, Very good, (1010)
"Great hotel"
The price is CA $166
CA $190 total
includes taxes & fees
May 1 - May 2
Holiday Inn Express Hauppauge by IHG
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.

Frequently asked questions

Can I find a vacation rental in Water Island?

Yes, we have vacation rentals near top local attractions in Water Island, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Water Island?

Luxury and Affordable Family Home: Visitors like this Water Island vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Water Island?

While exploring the area, visit family-friendly sights like Town of Brookhaven Wildlife and Ecology Center, or get outside and enjoy nature at Great South Bay. Sunken Forest and Shorefront Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Water Island?

Vacation rentals are privately owned properties you can book for a couple days or more in Water Island. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.