Fishers Island Vacation Rentals

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Vacation Rentals in Fishers Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1200)
"The property was gorgeous, and the staff were very friendly and eager to assist. Also, the restaurant was very good!"
Montauk Manor

Offshore Montauk

4.0 star property
8.0 out of 10, Very Good, (3)
"This is a newly completed/renovated property. Hopefully with time it will develop to a better condition and as it’s advertised, luxury. But right now expect minimal comfort and amenities. It’s like a motel and not a hotel; not worth the price tag. "
The price is ¥51,594
¥75,615 total
includes taxes & fees
Jun 26 - Jun 27
Offshore Montauk

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (285)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is ¥39,345
¥48,127 total
includes taxes & fees
Jun 29 - Jun 30
Windward Shores Ocean Resort

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (383)
"great place to stay"
The price is ¥33,920
¥40,342 total
includes taxes & fees
Jun 26 - Jun 27
Montauk Oceanside Suites

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (224)
"The staff was very friendly I will definitely be back again 👍"
The price is ¥29,521
¥38,482 total
includes taxes & fees
Jun 25 - Jun 26
Driftwood Resort

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (258)
"Quiet, relaxing place to stay, great access to the beach and town!"
The Surf Club

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (107)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

7.0 out of 10, Good, (2)
"Super busy road. Lawn not mowed. Outside lights didn't work. The water is rusty brown, ant the water pressure is terrible! Couldn't take a shower how bad it was plus like I said the water was rusty brown. Missing and broken filthy window blinds. Ants spiders and ear wigs in the house. Sink in bathroom didn't drain. Missing remote for one for one tv. The manger did s"
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (152)
"Clean comfortable vintage property. Convenient to Stonington Borough, Mystic and Westerly."
The price is ¥18,239
¥37,645 total
includes taxes & fees
Jun 25 - Jun 26
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

7.0 out of 10, Good, (2)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is ¥12,081
¥16,811 total
includes taxes & fees
Jun 29 - Jun 30
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

10.0 out of 10, Exceptional, (4)
"We were here to meet up with family and thought the apartment was gorgeous! Great stay and would recommend in Mystic."
The price is ¥21,887
¥43,263 total
includes taxes & fees
Jun 25 - Jun 26
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

10.0 out of 10, Exceptional, (83)
"Great time"
Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (45)
"Quiet, private, well-appointed spot with everything you need for a getaway. Conveniently located within walking distance to town, it has its own outdoor area perfect for lounging and cooking out. We loved it!"
Charming Montauk Getaway centrally located

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (203)
"Great cottage right on the water! Cute swings on the deck! The hot tub was great! "
The price is ¥64,054
¥101,677 total
includes taxes & fees
Jul 1 - Jul 2
Lakeside cottage overhanging the water, beautiful window views across the lake

Ocean view cottage in Green Hill 3BR 2 BA

2.0 star property
8.0 out of 10, Very Good, (1)
"Excellent hosts "
The price is ¥68,942
¥133,710 total
includes taxes & fees
Jun 26 - Jun 27
Ocean view cottage in Green Hill 3BR 2 BA

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.

10.0 out of 10, Exceptional, (2)
"Great spot, close to westerly downtown, listing is just as pictured! very cute touches! comfortable beds!"
The price is ¥21,668
¥56,071 total
includes taxes & fees
Jun 26 - Jun 27
Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.

Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning

9.8 out of 10, Exceptional, (27)
"We enjoyed our weekend. The apartment is clean, cozy and comfortable. The communication was excellent I will highly recommend this property to friends and family that come to the area."
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

7.4 out of 10, Good, (3)
"Really convenient location breakfast was good. Rooms were clean."
The price is ¥12,081
¥16,811 total
includes taxes & fees
Jun 29 - Jun 30
Regency Inn and Suites - Handicapped Non Smoking with Mobilty 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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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?

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge: This vacation home rental near Fishers Island is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.