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

Fishers Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Fishers Island holiday rentals

A two-story house with a front porch, a balcony, and a driveway.

1. 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 NZ$204
includes taxes & fees
28 Sept - 29 Sept
Grey comfort room
A modern building complex with a large rock inscribed with "Wuhan Sun" in the foreground, surrounded by well-maintained lawns and flowering plants.

2. Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
9.2 out of 10, Wonderful, (10 reviews)
"Very nice cozy place to stay in a quiet neighborhood. It’s pet friendly which is a huge plus. Had a nice peaceful stay "
United States
Julie C.
The price is NZ$247
includes taxes & fees
30 Sept - 1 Oct
Escape to the Thames: Quaint Groton Retreat
A bedroom with a bed, a desk, a radiator, a window with blinds, and a picture on the wall.

3. 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 NZ$238
includes taxes & fees
7 Oct - 8 Oct
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
A two-story house with a porch and a wooden picnic table in the front yard.

4. 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, (189 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is NZ$477
includes taxes & fees
30 Sept - 1 Oct
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A spacious hallway with high ceilings, arched columns, and chandeliers.

5. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,407 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is NZ$295
includes taxes & fees
12 Oct - 13 Oct
Montauk Manor
A white house with a porch, number 22, and hanging flower baskets.

6. 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 NZ$600
includes taxes & fees
19 Oct - 20 Oct
Unbeatable Downtown Mystic Location
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.

7. 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, (9 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is NZ$527
includes taxes & fees
30 Sept - 1 Oct
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A living room with a fireplace, a grey armchair, and a large window.

8. 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.
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

9. 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, (26 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 NZ$446
includes taxes & fees
30 Sept - 1 Oct
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A modern living room with a sofa, coffee table, and a small side table with a lamp. There is a kitchen area with a dining table and bar stools.

10. Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (39 reviews)
"Lovely and clean apartment that was very close to town by foot."
United States
Eugene N.
The price is NZ$583
includes taxes & fees
28 Sept - 29 Sept
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
A hammock in a lush garden with a house in the background.

11. 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 NZ$387
includes taxes & fees
29 Sept - 30 Sept
A Mystic Stay as Sweet as Apple Pie!

12. Stylish Groton Getaway • Updated 2BR close to Navy Base-Casinos-Mystic & Beaches

Stylish Groton Getaway • Updated 2BR close to Navy Base-Casinos-Mystic & Beaches
Groton
9.8 out of 10, Exceptional, (7 reviews)
"Lauren was a great host, close to USCGA. Thanks again "
United States
Michael F.
Stylish Groton Getaway • Updated 2BR close to Navy Base-Casinos-Mystic & Beaches
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.

13. Riverview Retreat: Guest Suite

Riverview Retreat: Guest Suite
Groton
10.0 out of 10, Exceptional, (6 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 NZ$494
includes taxes & fees
28 Sept - 29 Sept
Riverview Retreat: Guest Suite
A spacious room with a large window offering a view of the water, a sofa, a dining table with chairs, and a bed.

14. 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, (116 reviews)
"The property was beautiful inside and outside. Very clean and very peaceful. The host was pleasant to communicate with and response time was prompt. I would book another stay without hesitation. "
United States
Stormy
The price is NZ$514
includes taxes & fees
29 Sept - 30 Sept
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
A large ship docked at a pier with a wooden walkway in the foreground.

15. Clean room w/ King bed/Private bathroom. Free Wifi free parking

Clean room w/ King bed/Private bathroom. Free Wifi free parking
New London
9.8 out of 10, Exceptional, (20 reviews)
"Stayed for two nights. Such a great location to the coast guard academy and lots of little restaurants and places to visit. Bill is a great host and very eager to provide a comfortable stay. "
United States
Julio J.
The price is NZ$254
includes taxes & fees
5 Oct - 6 Oct
Clean room w/ King bed/Private bathroom. Free Wifi free parking
A rocky shoreline with a beach and ocean in the background.

16. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.0 out of 10, Very good, (5 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
The price is NZ$475
includes taxes & fees
4 Oct - 5 Oct
The Stern at Soundview · Beach+Ocean+Sunrise
A gazebo with wicker furniture and a sign indicating it's open.

17. 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, (50 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 NZ$404
includes taxes & fees
26 Oct - 27 Oct
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

18. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is NZ$487
includes taxes & fees
20 Oct - 21 Oct
Lakefront Boho Tiny House
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

19. 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 NZ$620
includes taxes & fees
26 Oct - 27 Oct
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

20. 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 NZ$247
includes taxes & fees
29 Sept - 30 Sept
The Tiny Cottage & Mini Farm
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fishers Island Hotel Reviews

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."
Gail 1-night trip
Posted 1 hour ago
Regency Inn & Suites New London, Mystic

Find out more about Fishers Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fishers Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fishers Island. 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 Fishers Island. 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 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 holiday 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 Fishers Island short-term rentals, that won’t be hard to do.

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.