A calm lake with several boats anchored in the distance, surrounded by grassy banks and a rocky shoreline.

Fishers Island Vacation Rentals

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Our top choices for Fishers Island vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,389 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is CA $409
CA $494 total
includes taxes & fees
Sep 7 - Sep 8
Montauk Manor

2. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
The price is CA $965
CA $1,593 total
includes taxes & fees
Aug 26 - Aug 27
Montville Retreat Near Mohegan Sun: 2-home Bundle!

3. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is CA $310
CA $391 total
includes taxes & fees
Sep 20 - Sep 21
Windward Shores Ocean Resort

4. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (447 reviews)
"It was wonderful"
United States
christopher
The price is CA $281
CA $336 total
includes taxes & fees
Sep 8 - Sep 9
Montauk Oceanside Suites

5. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (294 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is CA $454
CA $611 total
includes taxes & fees
Sep 9 - Sep 10
The Surf Club

6. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is CA $230
CA $307 total
includes taxes & fees
Sep 20 - Sep 21
Driftwood Resort

7. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (3 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is CA $1,175
CA $1,500 total
includes taxes & fees
Sep 7 - Sep 8
Offshore Spa & Residences

8. Cozy Studio: Indoor Hot Tub & Inground Pool Access

Cozy Studio: Indoor Hot Tub & Inground Pool Access
3.0 star property
Montville
10.0 out of 10, Exceptional, (1 review)
"Everything from the price,location,tranquility, and the host Allen was awesome. We would go back in a heartbeat. Montville is beautiful."
United States
Eduardo
The price is CA $261
CA $591 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Studio: Indoor Hot Tub & Inground Pool Access
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fishers Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental near Fishers Island is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.