Fishers Island Holiday Rentals

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Holiday Rentals in Fishers Island

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1261)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is NZ$315
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor

Montauk Oceanside Suites

3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (417)
"We loved it, suite size was great! "
United States
Patrick
Montauk Oceanside Suites

Rustic Lakeside Cabin at White Gate Farm

East Lyme
10.0 out of 10, Exceptional, (123)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
United States
James N.
Rustic Lakeside Cabin at White Gate Farm

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

Stonington
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...
United States
Jim S.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Driftwood Resort

3.5 star property
Montauk
9.0 out of 10, Wonderful, (235)
"Great place for families and to enjoy the beauty of Montauk without being in Montauk town. Beautiful beach next to a state park so feels secluded and not crowded. Highly recommend!!!"
United States
Angel
Driftwood Resort

Oak Grove Cottage - in the foothills of Mystic

Groton
10.0 out of 10, Exceptional, (15)
"This place was very comfortable and welcoming. I really dont have anything bad to say about this home. It is very well stocked, extra towels, to soaps, shampoos, conditioners in the bathroom. Extra beach towels, sunscreen if it was needed. Ive stayed at some wyndham condos that arent as well stocked on supplies. Will definitely be returning for a longer stay. "
United States
Jen L.
The price is NZ$770
includes taxes & fees
15 Nov - 16 Nov
Oak Grove Cottage - in the foothills of Mystic

Charming Historic House in Downtown Mystic

Mystic
10.0 out of 10, Exceptional, (160)
"Wonderful stay in a great cottage that is close and convenient to many sights. Owners very helpful, also"
United States
Beverly T.
The price is NZ$642
includes taxes & fees
12 Nov - 13 Nov
Charming Historic House in Downtown Mystic

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

Westerly
9.8 out of 10, Exceptional, (99)
"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. "
United States
Carol L.
Amazing Ocean Front 2 Story Home, Steps Away From The Water

Secluded Waterfront Location With Dock

Stonington
10.0 out of 10, Exceptional, (151)
"Hosts were very accommodating with having the dock ready for kayaking early in the season. Beautiful house which was very well kept and a great location. Our family had a great time and we’ll definitely be back! "
United States
Brian T.
Secluded Waterfront Location With Dock

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

New London
10.0 out of 10, Exceptional, (7)
"We had a good experience staying with host, William. Going in and out of our unit was easy with the codes provided. The croissants provided for breakfast were large and delicious. We would stay there again."
United States
Ronald H.
The price is NZ$215
includes taxes & fees
12 Nov - 13 Nov
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Norwich
10.0 out of 10, Exceptional, (38)
"a little smaller than the pictures make it seem, but it's a cute and cozy little place. "
United States
Andrew P.
The price is NZ$419
includes taxes & fees
17 Nov - 18 Nov
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

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

Ledyard
9.8 out of 10, Exceptional, (189)
"every was very easy process and a pleasure to stay there"
United States
Michael H.
The price is NZ$474
includes taxes & fees
1 Dec - 2 Dec
Lakeside cottage ON the water with beautiful views up the lake!

Offshore Residences

4.5 star property
Downtown Montauk
The price is NZ$1,143
includes taxes & fees
13 Nov - 14 Nov
Offshore Residences

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Groton
10.0 out of 10, Exceptional, (126)
"The rooms were all equally size with King size beds so it’s perfect for 4 couples. House is warm, clean and comfortable. Would love to come back during warmer months to enjoy the deck and all the house has to offer. Thank you"
United States
Shirley T.
The price is NZ$882
includes taxes & fees
12 Nov - 13 Nov
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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

Ledyard
9.8 out of 10, Exceptional, (214)
"Well equipped for family fun. Kids had a great time paddling around the lake!"
United States
Kristen A.
The price is NZ$443
includes taxes & fees
10 Dec - 11 Dec
Lakeside cottage overhanging the water, beautiful window views across the lake

Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

Mystic
10.0 out of 10, Exceptional, (111)
"Excellent accommodations and location!"
United States
Michael G.
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

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

New London
9.6 out of 10, Exceptional, (12)
"Bill was an amazing host, he went above and beyond to make our stay as enjoyable as humanly possible I'd highly recommend this place to anyone who is looking to visit the Mystic and New London Connecticut area l."
United States
CJ
The price is NZ$215
includes taxes & fees
12 Nov - 13 Nov
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Hopkinton
9.6 out of 10, Exceptional, (47)
"This property was so peaceful. Plenty of room to spread out and enough to do to keep our three generations busy from age 13 to 70. "
United States
Dianne G.
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Brand new home close to Charlestown/Westerly beaches.

Westerly
9.8 out of 10, Exceptional, (41)
"Beautiful home and pool area. "
United States
Linda C.
The price is NZ$854
includes taxes & fees
15 Nov - 16 Nov
Brand new home close to Charlestown/Westerly beaches.

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

Preston
8.6 out of 10, Excellent, (12)
"Smelly house and rude host….The place was dirty and bathroom was very smelly which caused the entire house to smell bad. The water smells like rusted water and the windowsills were filled with dead bugs when we opened the windows to ‘air the house’ the worst part was the bath tub was clogged. The owner did work with us to send a plumber to fix the bathtub issues and someone came to mopped the bathroom and kitchen floors. When we expressed our displeasure and requested a compensation, the owner...
United States
Oma R.
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
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

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$215 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.