A calm lake with several boats anchored in the distance, surrounded by grassy banks and a rocky shoreline.

Fishers Island Vacation Rentals

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Our top choices for Fishers Island vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,413 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is CA $179
CA $232 total
includes taxes & fees
Nov 2 - Nov 3
Montauk Manor

2. Grey comfort room

Grey comfort room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
The price is CA $83
CA $165 total
includes taxes & fees
Oct 13 - Oct 14
Grey comfort room

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (191 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is CA $144
CA $371 total
includes taxes & fees
Nov 4 - Nov 5
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

4. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (324 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is CA $169
CA $232 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort

5. New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (51 reviews)
"This was a great place to stay. The property was beautiful and very peaceful. I would definitely recommend this property. It is very close to olde Mystic and downtown."
United States
Bonnie
The price is CA $138
CA $294 total
includes taxes & fees
Nov 3 - Nov 4
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

6. A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (12 reviews)
"The place was perfect and the vibe was awesome. The hosts think of everything!"
United States
Matt F.
The price is CA $131
CA $285 total
includes taxes & fees
Nov 3 - Nov 4
A Mystic Stay as Sweet as Apple Pie!

7. Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
10.0 out of 10, Exceptional, (2 reviews)
"For a compact space the host thought of everything that you would need for a very comfortable stay and made accommodations to suit our needs . The room was in a great shoreline location with many things to do a short drive away."
United States
Kathleen van E.
The price is CA $117
CA $278 total
includes taxes & fees
Oct 13 - Oct 14
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

8. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (27 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is CA $128
CA $341 total
includes taxes & fees
Oct 13 - Oct 14
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

9. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (456 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is CA $168
CA $207 total
includes taxes & fees
Oct 25 - Oct 26
Montauk Oceanside Suites

10. Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
New London
10.0 out of 10, Exceptional, (14 reviews)
"Parking was easy and the room was the right siz."
United States
Vicente B.
The price is CA $153
CA $205 total
includes taxes & fees
Oct 12 - Oct 13
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

11. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (255 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is CA $168
CA $238 total
includes taxes & fees
Oct 12 - Oct 13
Driftwood Resort

12. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is CA $281
CA $701 total
includes taxes & fees
Nov 8 - Nov 9
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

13. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (178 reviews)
"Great location "
United States
Brian S.
The price is CA $234
CA $485 total
includes taxes & fees
Nov 4 - Nov 5
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

14. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is CA $208
CA $434 total
includes taxes & fees
Nov 4 - Nov 5
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

15. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (302 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is CA $267
CA $394 total
includes taxes & fees
Nov 2 - Nov 3
The Surf Club

16. New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (24 reviews)
"Really nice place, great getaway for my wife and I. Would book again."
United States
Thomas M.
The price is CA $158
CA $334 total
includes taxes & fees
Nov 3 - Nov 4
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

17. Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
Groton
9.8 out of 10, Exceptional, (117 reviews)
"Spectacular views, super clean, comfortable and peaceful. My wife and I were blown away and will definitely rebook."
United States
William W.
The price is CA $233
CA $448 total
includes taxes & fees
Oct 14 - Oct 15
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

18. Riverview Retreat: Guest Suite

Riverview Retreat: Guest Suite
Groton
10.0 out of 10, Exceptional, (7 reviews)
"We found a hidden gem when we booked here. The water view was beautiful day and night. Appreciated the lit up path to get to the door. Inside was perfect, cozy living room area, the kitchen appliances were top notch, and the shower was amazing. Our hosts kept in contact and I will come back here when Im back to visit the area."
United States
Lisa R.
The price is CA $187
CA $386 total
includes taxes & fees
Oct 12 - Oct 13
Riverview Retreat: Guest Suite

19. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
The price is CA $147
CA $198 total
includes taxes & fees
Oct 13 - Oct 14
The Tiny Cottage & Mini Farm

20. Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location!"
United States
Justin M.
The price is CA $237
CA $489 total
includes taxes & fees
Oct 19 - Oct 20
Unbeatable Downtown Mystic Location
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fishers Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Ocean Front 2 Story Home, Steps Away From The Water: This vacation home rental near Fishers Island is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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.