Fishers Island Holiday Rentals

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Our top choices for Fishers Island holiday rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1275)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is AU$265
includes taxes & fees
28 Jan - 29 Jan 2026
Montauk Manor
2.0 star property
10.0 out of 10, Exceptional, (2)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
The price is AU$196
includes taxes & fees
1 Jan - 2 Jan 2026
The Tiny Cottage at Clem & Clyde's
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! "
United States
Lylian
The price is AU$292
includes taxes & fees
4 Jan - 5 Jan 2026
The Stern at Soundview · Beach+Ocean+Sunrise
9.8 out of 10, Exceptional, (192)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is AU$407
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside cottage ON the water with beautiful views up the lake!
2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
The price is AU$184
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to the Thames: Quaint Groton Retreat
9.8 out of 10, Exceptional, (220)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is AU$393
includes taxes & fees
5 Jan - 6 Jan 2026
Lakeside cottage overhanging the water, beautiful window views across the lake
10.0 out of 10, Exceptional, (27)
"Everything was perfect! Great location, easy check in/out, great amenities in room, and super comfy bed. "
United States
Paul S.
The price is AU$299
includes taxes & fees
3 Jan - 4 Jan 2026
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AU$555
includes taxes & fees
5 Jan - 6 Jan 2026
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Mobile Home in East Lyme

Cozy Lakefront Tiny House
10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
The price is AU$329
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Lakefront Tiny House

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (3)
"this place was amazing i would come again"
United States
Tatyanna R.
The price is AU$329
includes taxes & fees
6 Jan - 7 Jan 2026
Lakefront Boho Tiny House

Holiday Home in Old Mystic

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
The price is AU$327
includes taxes & fees
11 Jan - 12 Jan 2026
A Mystic Stay as Sweet as Apple Pie!
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is AU$321
includes taxes & fees
13 Jan - 14 Jan 2026
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
8.0 out of 10, Very good, (17)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
The price is AU$302
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
The price is AU$350
includes taxes & fees
6 Jan - 7 Jan 2026
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
9.6 out of 10, Exceptional, (82)
"Beautiful, cozy, little apartment walking distance from downtown Mystic! Well kept and perfect for a quick 2 night trip!Thank you - would definitely stay here again! "
United States
Clayton H.
The price is AU$259
includes taxes & fees
5 Jan - 6 Jan 2026
Super Cute & Cozy Apartment in Downtown Mystic!
10.0 out of 10, Exceptional, (5)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is AU$608
includes taxes & fees
4 Jan - 5 Jan 2026
Rogers Lake House (87) · CT College+Beach+USCGA
2.0 star property
9.0 out of 10, Wonderful, (4)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AU$551
includes taxes & fees
2 Jan - 3 Jan 2026
The Bay Cottage · Rocky Neck Park, Beach & Niantic
9.8 out of 10, Exceptional, (16)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
The price is AU$386
includes taxes & fees
5 Jan - 6 Jan 2026
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Apartment in Norwich

79-1 3br apartment
9.6 out of 10, Exceptional, (7)
"Older house but lovely stay"
United States
Michael
The price is AU$321
includes taxes & fees
7 Jan - 8 Jan 2026
79-1 3br apartment
9.8 out of 10, Exceptional, (19)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is AU$645
includes taxes & fees
13 Jan - 14 Jan 2026
Beautiful Cabin @ Fox Landing, near casinos
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 favourite 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 depend 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 AU$183 per night. Entering your travel dates in the search wizard might find you 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.