Fishers Island Vacation Rentals

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Our top choices for Fishers Island vacation rentals

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (312 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
$183 nightly
The price is $209
May 18 - May 19
Total with taxes and fees
Windward Shores Ocean Resort

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
$180 nightly
The price is $205
May 18 - May 19
Total with taxes and fees
Montauk Oceanside Suites

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,343 reviews)
"Had a wonderful stay"
United States
Meghan
$185 nightly
The price is $212
May 21 - May 22
Total with taxes and fees
Montauk Manor

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
$215 nightly
The price is $246
May 18 - May 19
Total with taxes and fees
The Surf Club

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
$739 nightly
The price is $844
May 18 - May 19
Total with taxes and fees
Offshore Residences

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (237 reviews)
"Wonderful location, right on the beach. The staff was kind and welcoming. The property was beautiful with a pool, playground, tennis and basketball courts, cornhole, etc. Very family friendly. Some walkable restaurants nearby and a quick 5-10 minute drive into town where a lot of the restaurants and shops are. We did have ants all in our food one day but the staff addressed it quickly "
United States
John
$184 nightly
The price is $211
May 18 - May 19
Total with taxes and fees
Driftwood Resort
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 Fishers Island Hotel Reviews

Find out more about Fishers Island

Everything you need to know about Fishers Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fishers Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fishers Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fishers Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fishers Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Fishers Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Fishers Island rentals

At Expedia, we put the best Fishers Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Fishers Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fishers Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fishers Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Fishers Island?

Yes, you can find vacation rentals close to well known sights in Fishers Island, or you can go with a more secluded option if you're looking for a relaxing stay. Fishers Island is known for its shopping and restaurants.

What are some of the best vacation rentals in Fishers Island?

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village: This vacation home rental near Fishers Island is located near the beach and has a private yard, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Fishers Island?

Explore the area and cultural attractions such as Foxwoods Resort Casino, or visit a family-friendly sight such as Ocean Beach Park. In the larger area, you’ll find South Beach and Mohegan Sun Casino.

What are vacation rentals like in Fishers Island?

Vacation rentals are private accommodations you can stay in for several days or more in Fishers Island. Vacation rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.