Fishers Island Vacation Rentals

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Our top choices for Fishers Island vacation rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1273)
"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
$156 nightly
The price is $178
Jan 12 - Jan 13, 2026
Total with taxes and fees
Montauk Manor
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
$188 nightly
The price is $213
Jan 12 - Jan 13, 2026
Total with taxes and fees
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
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.
$108 nightly
The price is $121
Dec 30 - Dec 31
Total with taxes and fees
Escape to the Thames: Quaint Groton Retreat
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.
$175 nightly
The price is $198
Jan 14 - Jan 15, 2026
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
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
$171 nightly
The price is $193
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very Good, (17)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
$168 nightly
The price is $190
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
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.
$152 nightly
The price is $171
Jan 5 - Jan 6, 2026
Total with taxes and fees
Super Cute & Cozy Apartment in Downtown Mystic!
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
$204 nightly
The price is $231
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
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
$115 nightly
The price is $129
Dec 28 - Dec 29
Total with taxes and fees
The Tiny Cottage at Clem & Clyde's

Vacation 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
$190 nightly
The price is $215
Jan 14 - Jan 15, 2026
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
9.6 out of 10, Exceptional, (8)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
$320 nightly
The price is $361
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Mystic Harbor House · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (6)
"Check-in was easy. We were delighted when we entered to find an immaculate home, beautifully furnished, with everything clean & easy to find. Very easy access to local attractions. "
United States
Norma B.
$312 nightly
The price is $353
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Blue Anchor House · walk Mystic-Train/Aquarium
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.
$238 nightly
The price is $270
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
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.
$325 nightly
The price is $367
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
$108 nightly
The price is $121
Dec 28 - Dec 29
Total with taxes and fees
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
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.
$226 nightly
The price is $255
Jan 4 - Jan 5, 2026
Total with taxes and fees
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
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.
$228 nightly
The price is $258
Jan 5 - Jan 6, 2026
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (158)
"Nice spot - about as close as you can get to the restaurants and shops downtown, but still quiet. "
United States
Bryan M.
$243 nightly
The price is $276
Jan 20 - Jan 21, 2026
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
10.0 out of 10, Exceptional, (9)
"Very easy check in. Place is clean and comfortable. Def recommend"
United States
Tammy R.
$239 nightly
The price is $271
Jan 20 - Jan 21, 2026
Total with taxes and fees
Unbeatable Downtown Mystic Location
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.
$356 nightly
The price is $403
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fishers Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fishers Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Fishers Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Fishers Island rentals

At Expedia, we put the best Fishers Island vacation 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 vacation.

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 vacation rentals in Fishers Island?

Yes, you can find vacation rentals close to well known sights in Fishers Island, or you can go with 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 vacation rentals in Fishers Island?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This vacation home rental near 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 a family-friendly sight such as Ocean Beach Park. In the larger area, you’ll find South Beach and Mohegan Sun Casino.

What are vacation rentals like in Fishers Island?

Vacation rentals are private accommodations you can stay in for several days or more in Fishers Island. Vacation rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.