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Top Holiday Rentals in Fishers Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1210)
"Love the view / shuttle that takes you to restaurants / shopping "
The price is £404
includes taxes & fees
13 Jul - 14 Jul
Montauk Manor

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (260)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is £323
includes taxes & fees
16 Jul - 17 Jul
The Surf Club

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (388)
"great place to stay"
The price is £222
includes taxes & fees
13 Jul - 14 Jul
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (288)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is £376
includes taxes & fees
13 Jul - 14 Jul
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, (225)
"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 £316
includes taxes & fees
13 Jul - 14 Jul
Driftwood Resort

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 £92
includes taxes & fees
13 Jul - 14 Jul
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

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

8.0 out of 10, Very good, (3)
"The real draw for us was the proximity to Foxwoods and the fenced in yard for my son to run and play. We were pleased to find the house just as described: a bit rustic but charming and with plenty of space for us to spread out. The hosts were communicative and helpful. We didn’t have time to make use of the kayaks/pond but the kids enjoyed a s’mores night at the fire ring, and were treated to a gorgeous display of fireflies at sundown. The only caveat I would say is that it is a hard place for...
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (110)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

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 £92
includes taxes & fees
13 Jul - 14 Jul
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

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

9.8 out of 10, Exceptional, (155)
"Clean comfortable vintage property. Convenient to Stonington Borough, Mystic and Westerly."
The price is £194
includes taxes & fees
22 Jul - 23 Jul
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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 £152
includes taxes & fees
16 Jul - 17 Jul
The Stern at Soundview · Beach+Ocean+Sunrise

This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

9.4 out of 10, Exceptional, (9)
"We loved the spacious two bedroom apartment with updated amenities in a great location! Wonderful restaurant options and walkable to all. Would definitely be back again."
This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

Ocean view cottage in Green Hill 3BR 2 BA

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean, comfortable home"
The price is £832
includes taxes & fees
31 Jul - 1 Aug
Ocean view cottage in Green Hill 3BR 2 BA

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"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 £389
includes taxes & fees
20 Jul - 21 Jul
Thames River Retreat · CT College+Casinos+USCGA

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

9.2 out of 10, Wonderful, (7)
The price is £179
includes taxes & fees
27 Jul - 28 Jul
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

10.0 out of 10, Exceptional, (8)
"A wonderful property. LeighAnn was a superb host, available and friendly."
The price is £419
includes taxes & fees
13 Jul - 14 Jul
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Beach Cottage 1 Mile From Weekapaug & Misquamicut

9.0 out of 10, Wonderful, (177)
"Cute house in a great location by the beach!"
The price is £836
includes taxes & fees
2 Aug - 3 Aug
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (79)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (145)
"Had a nice time. The house was well furnished. "
Charming Historic House in Downtown Mystic
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 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.