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Top Holiday Rentals in Fishers Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1224)
"Nice historic place"
The price is £270
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (268)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is £330
includes taxes & fees
3 Sept - 4 Sept
The Surf Club

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (400)
"great place to stay"
The price is £198
includes taxes & fees
4 Sept - 5 Sept
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (289)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is £253
includes taxes & fees
2 Sept - 3 Sept
Windward Shores Ocean Resort

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

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (227)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is £238
includes taxes & fees
3 Sept - 4 Sept
Driftwood Resort

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

5.4 out of 10, (3)
"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 £94
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming apartment in fabulous Westerly with AC, WiFi

9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
The price is £328
includes taxes & fees
1 Sept - 2 Sept
Charming apartment in fabulous Westerly with AC, WiFi

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is £299
includes taxes & fees
2 Sept - 3 Sept
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

Charming houseboat in pleasant New London with AC, WiFi

10.0 out of 10, Exceptional, (6)
The price is £249
includes taxes & fees
5 Aug - 6 Aug
Charming houseboat in pleasant New London with AC, WiFi

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.8 out of 10, Exceptional, (8)
"William was very thorough with our check in and a pleasure to deal with"
The price is £103
includes taxes & fees
5 Aug - 6 Aug
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is £94
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is £400
includes taxes & fees
7 Aug - 8 Aug
Thames River Retreat · CT College+Casinos+USCGA

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

7.6 out of 10, Good, (7)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (2)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is £168
includes taxes & fees
27 Aug - 28 Aug
The Stern at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is £94
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - Non Smoking King

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

9.8 out of 10, Exceptional, (158)
"Great location. Very nice property. Made the weekend stay a success "
The price is £199
includes taxes & fees
5 Aug - 6 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (49)
"Mary was an amazing host! The apartment was cozy, quiet and very clean. The private fenced in yard in the back was a plus. Minutes drive to everywhere Montauk. Would stay again hands down. "
Charming Montauk Getaway centrally located

Downtown Westerly Getaway Near Beaches & Mystic!

Downtown Westerly Getaway Near Beaches & Mystic!

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (91)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
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

Frequently asked questions

Are there holiday rentals in Fishers Island?

Yes, there are holiday rentals close to the most popular sights in Fishers Island, or you can select 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 holiday rentals that Fishers Island has to offer?

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access: This holiday home rental outside of Fishers Island is equipped with an indoor pool, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Fishers Island?

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

What are holiday rentals like in Fishers Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fishers Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.