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

Fishers Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Fishers Island holiday rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,414 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is AU$276
includes taxes & fees
2 Nov - 3 Nov
Montauk Manor
A two-story house with a front porch, a balcony, and a driveway.

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 AU$170
includes taxes & fees
13 Oct - 14 Oct
Grey comfort room
A two-story house with a porch and a wooden picnic table in the front yard.

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 AU$380
includes taxes & fees
9 Nov - 10 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Room

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 AU$273
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort
A row of bicycles parked on a grassy area in front of a building with a white door and a porch.

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 AU$286
includes taxes & fees
9 Nov - 10 Nov
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A hammock in a lush garden with a house in the background.

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 AU$293
includes taxes & fees
3 Nov - 4 Nov
A Mystic Stay as Sweet as Apple Pie!
A marina with boats docked, a large blue bridge in the background, and clear blue skies.

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 AU$285
includes taxes & fees
13 Oct - 14 Oct
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

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 AU$347
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Room

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 AU$248
includes taxes & fees
19 Oct - 20 Oct
Montauk Oceanside Suites
A bedroom with a bed, a desk, a radiator, a window with blinds, and a picture on the wall.

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 AU$210
includes taxes & fees
11 Oct - 12 Oct
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
Room

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 AU$241
includes taxes & fees
13 Oct - 14 Oct
Driftwood Resort
A living room with a fireplace, a grey armchair, and a large window.

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 AU$699
includes taxes & fees
4 Nov - 5 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

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 AU$477
includes taxes & fees
4 Nov - 5 Nov
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A modern living room with a brown leather sofa, a white dining table with chairs, and a kitchen area with white cabinets and a window.

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 AU$490
includes taxes & fees
26 Oct - 27 Oct
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Living area

15. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (303 reviews)
"Staff are nice"
United States
na
The price is AU$437
includes taxes & fees
26 Oct - 27 Oct
The Surf Club
A row of stone buildings with a wooden bench and steps leading to a porch.

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)
"Cannot rave enough about our stay! We stayed in the nautical harpooner’s room, which was the perfect size for our family of 3. Everything was clean, cozy, and the entire property was charming and whimsical. The host was super nice and responsive and we even got homemade apple pie upon arrival! The location itself was also super convenient to all mystic attractions. A must stay if you're looking for a quaint experience in Mystic!"
United States
Amanda Z.
The price is AU$332
includes taxes & fees
9 Nov - 10 Nov
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A spacious room with a large window offering a view of the water, a sofa, a dining table with chairs, and a bed.

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 AU$448
includes taxes & fees
21 Oct - 22 Oct
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
A living room with a brown leather sofa, a round coffee table, a small table with a lamp, and a potted plant. There is a large TV on the wall and a sliding glass door leading to a balcony with a view of the water.

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 AU$390
includes taxes & fees
12 Oct - 13 Oct
Riverview Retreat: Guest Suite
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

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 AU$203
includes taxes & fees
14 Oct - 15 Oct
The Tiny Cottage & Mini Farm
A white house with a porch, number 22, and hanging flower baskets.

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 AU$482
includes taxes & fees
19 Oct - 20 Oct
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

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"Room was amazing and clean,"
Michael 2-night trip
Posted less than an hour ago
Regency Inn & Suites New London, Mystic

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$158 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 Ocean Front 2 Story Home, Steps Away From The Water: This holiday home rental outside of Fishers Island is located on the beach, and has a balcony, a BBQ 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 that you can cook with friends or family. Make the most of 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 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.