Holiday Rentals in Fishers Island

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Holiday Rentals in Fishers Island

Our top choices for Fishers Island holiday rentals

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1238)
"I had the best time and highly recommend this hotel!"
The price is €307
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (405)
"great place to stay"
The price is €204
includes taxes & fees
3 Sept - 4 Sept
Montauk Oceanside Suites

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (272)
"The front desk was great !!"
The price is €376
includes taxes & fees
10 Sept - 11 Sept
The Surf Club

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (291)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is €182
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean Resort

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

8.8 out of 10, Excellent, (26)
"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, (229)
"Great place to stay for small family "
The price is €228
includes taxes & fees
3 Sept - 4 Sept
Driftwood Resort

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

6.0 out of 10, (5)
"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 €107
includes taxes & fees
20 Aug - 21 Aug
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (7)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is €284
includes taxes & fees
4 Sept - 5 Sept
Charming houseboat in pleasant New London with AC, WiFi

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (69)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT

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

7.8 out of 10, Good, (8)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Charming apartment in fabulous Westerly with AC, WiFi

9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
The price is €378
includes taxes & fees
1 Sept - 2 Sept
Charming apartment in fabulous Westerly with AC, WiFi

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The price is €200
includes taxes & fees
20 Aug - 21 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

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 €556
includes taxes & fees
21 Aug - 22 Aug
Thames River Retreat · CT College+Casinos+USCGA

Offshore Residences

4.0 star property
The price is €983
includes taxes & fees
1 Sept - 2 Sept
Offshore Residences

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

10.0 out of 10, Exceptional, (93)
"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

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is €171
includes taxes & fees
20 Aug - 21 Aug
The Stern at Soundview · Beach+Ocean+Sunrise

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 €331
includes taxes & fees
10 Sept - 11 Sept
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (10)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is €353
includes taxes & fees
21 Aug - 22 Aug
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

10.0 out of 10, Exceptional, (4)
"Great house, super clean and new with local beach passes that are an 8 minute straight walk down street with lots of food options at beach. Fantastic location."
Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

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

9.8 out of 10, Exceptional, (162)
"Very nice!"
The price is €228
includes taxes & fees
24 Aug - 25 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
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?

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge: This holiday home rental outside of Fishers Island is located on the waterfront, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 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.