Fishers Island Holiday Rentals

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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, (1250)
"I had the best time and highly recommend this hotel!"
The price is NZ$804
includes taxes & fees
27 Sept - 28 Sept
Montauk Manor

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (295)
"Very nice & affordable "
The price is NZ$294
includes taxes & fees
19 Oct - 20 Oct
Windward Shores Ocean Resort

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (414)
"We loved it, suite size was great! "
The price is NZ$284
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (277)
"Very close walk to the beach great for little ones "
The price is NZ$619
includes taxes & fees
28 Sept - 29 Sept
The Surf Club

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

8.8 out of 10, Excellent, (27)
"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, (232)
"Great place to stay for small family "
The price is NZ$325
includes taxes & fees
29 Sept - 30 Sept
Driftwood Resort

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

10.0 out of 10, Exceptional, (2)
"We recently had the pleasure of staying at the beautiful house with four cottages for our wedding party, and it was truly an unforgettable experience. From the moment we arrived, the breathtaking views of the sound captivated everyone. The serene waters, rolling hills in the distance, and the quiet, peaceful atmosphere set the perfect tone for a memorable celebration.The house itself was stunning—spacious, yet cozy, with modern amenities that didn’t take away from the charming, rustic feel of...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"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 NZ$552
includes taxes & fees
27 Sept - 28 Sept
Charming houseboat in pleasant New London with AC, WiFi

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

9.8 out of 10, Exceptional, (209)
"Nice home and location, included amenities very nice. "
The price is NZ$660
includes taxes & fees
14 Oct - 15 Oct
Lakeside cottage overhanging the water, beautiful window views across the lake

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (74)
"The room was very nicely decorated and clean and had everything you would need. We enjoyed our stay here and appreciated not having to bring linens and towels to a vrbo rental. The only issues we faced not booking directly with the hotel was not being able to use hotel shuttle to town and we ran out of toilet paper and the front desk said they are not supoosed to provide it as we didnt book through them. Other than that the property is very nice providing seating outside to enjoy a beautiful...
MONTAUK MANOR-DELUXE STUDIO APARTMENT

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (155)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
The price is NZ$686
includes taxes & fees
7 Oct - 8 Oct
Charming Historic House in Downtown Mystic

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
The price is NZ$665
includes taxes & fees
7 Oct - 8 Oct
Lakeside cottage ON the water with beautiful views up the lake!

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (6)
"Didn’t know what to expect in new London. The host William is by far a class act. The hospitality upon first entry was remarkable. Spotless clean everything. Never saw whiter sheets! I will defiantly return and enjoy the complimentary breakfast!"
The price is NZ$207
includes taxes & fees
28 Sept - 29 Sept
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Amazing Ocean Front 2 Story Home, Steps Away From The Water

9.8 out of 10, Exceptional, (97)
"Beautiful home with lots of room. Many bathrooms and lots of storage for your belongings. The view and beach are amazing and the location to have fun is perfect. "
Amazing Ocean Front 2 Story Home, Steps Away From The Water

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 NZ$608
includes taxes & fees
28 Sept - 29 Sept
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

Offshore Residences

4.0 star property
The price is NZ$1,227
includes taxes & fees
19 Oct - 20 Oct
Offshore Residences

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 NZ$305
includes taxes & fees
30 Sept - 1 Oct
The Stern at Soundview · Beach+Ocean+Sunrise

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (119)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
Rustic Lakeside Cabin at White Gate Farm

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

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is NZ$576
includes taxes & fees
26 Oct - 27 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

9.8 out of 10, Exceptional, (44)
"Beautiful spot. Enjoyed the roominess of the house and the outdoor areas. "
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
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

Find out more about Fishers Island

Everything you need to know about Fishers Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fishers Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fishers Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fishers Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fishers Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fishers Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fishers Island holiday rentals we have selected for you start as low as NZ$207 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fishers Island rentals

At Expedia, we put the best Fishers Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fishers Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fishers Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fishers Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Fishers Island has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.