Fishers Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Fishers Island

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1250)
"I had the best time and highly recommend this hotel!"
The price is ￥44,399
￥53,652 total
includes taxes & fees
Oct 24 - Oct 25
Montauk Manor
Windward Shores Ocean Resort
Ocean View 2BD Corner King and Queen | Living area | TV

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (295)
"Very nice & affordable "
The price is ￥19,697
￥25,756 total
includes taxes & fees
Oct 19 - Oct 20
Windward Shores Ocean Resort
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (414)
"We loved it, suite size was great! "
The price is ￥20,343
￥24,866 total
includes taxes & fees
Oct 20 - Oct 21
Montauk Oceanside Suites
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (277)
"Very close walk to the beach great for little ones "
The price is ￥40,362
￥54,242 total
includes taxes & fees
Sep 29 - Sep 30
The Surf Club
Driftwood Resort
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (232)
"Great place to stay for small family "
The price is ￥20,667
￥28,482 total
includes taxes & fees
Sep 29 - Sep 30
Driftwood Resort
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
TV, fireplace, video games, DVD player

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.8 out of 10, Excellent, (28)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Private kitchen

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (209)
"Nice home and location, included amenities very nice. "
The price is ￥29,749
￥57,831 total
includes taxes & fees
Oct 7 - Oct 8
Lakeside cottage overhanging the water, beautiful window views across the lake
Charming Historic House in Downtown Mystic
Smart TV, video games, books, stereo

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (155)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
The price is ￥31,214
￥59,665 total
includes taxes & fees
Oct 7 - Oct 8
Charming Historic House in Downtown Mystic
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
The price is ￥29,749
￥57,831 total
includes taxes & fees
Oct 7 - Oct 8
Lakeside cottage ON the water with beautiful views up the lake!
Spacious 7-bedroom house Stonington with amazing views.
Dining

Spacious 7-bedroom house Stonington with amazing views.

10.0 out of 10, Exceptional, (4)
"Great place, great owner!"
Spacious 7-bedroom house Stonington with amazing views.
Humble Beginnings
Exterior

Humble Beginnings

10.0 out of 10, Exceptional, (5)
"We loved this property.Only stayed one night, wish we could spend more time here. Well stocked kitchen, bathroom extras in case you've forgotten some essentials at home. Electric fireplace for that special atmosphere while hanging out in the living room. Super comfy mattresses. Shower with great water pressure and extra large head. Convenient access, private parking space. Board games. Books. Quiet air purifiers in each room.I could go on and on.Definitely will stay again. Adding to favorites."
The price is ￥12,647
￥17,534 total
includes taxes & fees
Sep 29 - Sep 30
Humble Beginnings
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
1 bedroom, WiFi, bed sheets

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (6)
"Didn’t know what to expect in new London. The host William is by far a class act. The hospitality upon first entry was remarkable. Spotless clean everything. Never saw whiter sheets! I will defiantly return and enjoy the complimentary breakfast!"
The price is ￥13,155
￥18,118 total
includes taxes & fees
Sep 29 - Sep 30
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
Terrace/patio

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

9.8 out of 10, Exceptional, (44)
"Beautiful spot. Enjoyed the roominess of the house and the outdoor areas. "
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
Oak Grove Cottage - in the foothills of Mystic
Property grounds

Oak Grove Cottage - in the foothills of Mystic

10.0 out of 10, Exceptional, (8)
The price is ￥37,373
￥62,898 total
includes taxes & fees
Sep 29 - Sep 30
Oak Grove Cottage - in the foothills of Mystic
Charming houseboat in pleasant New London with AC, WiFi
Interior

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (11)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is ￥22,424
￥48,361 total
includes taxes & fees
Sep 29 - Sep 30
Charming houseboat in pleasant New London with AC, WiFi
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
Exterior

The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway

10.0 out of 10, Exceptional, (133)
"Our family loved our time in mystic, and this beautiful cottage!"
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Terrace/patio

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

9.4 out of 10, Exceptional, (8)
"Great spot, easy check-in and out, coffee, creamer, and sugar, snacks and water! Would recommend this for a 1/2 person stay! Great price!"
The price is ￥11,212
￥18,567 total
includes taxes & fees
Oct 13 - Oct 14
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Sun loungers, beach towels

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

10.0 out of 10, Exceptional, (124)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
The price is ￥46,932
￥99,267 total
includes taxes & fees
Sep 29 - Sep 30
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Casino Getaway! 2M from Mohegan 8M from Foxwoods
Terrace/patio

Casino Getaway! 2M from Mohegan 8M from Foxwoods

6.0 out of 10, (1)
"Elliot was available and courteous reservation and check in easy. Upon arrival 1st floor bathroom sink was not draining well, 2nd floor bathroom tub does not drain well hot and cold water are reversed sink water is also reversed. Missing sheet rock in dining room. All walls have either nails popping or water damage. We only slept at the residence one evening. I manage multiple high end properties on Nantucket and maintaining them year round. First impression is Most important to insure future...
The price is ￥19,852
￥39,909 total
includes taxes & fees
Oct 6 - Oct 7
Casino Getaway! 2M from Mohegan 8M from Foxwoods
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

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

10/10 Excellent
"The room was VERY clean and functional."
Ron 1-night trip
Posted 11 hours ago
Hilltop Inn and Suites, near Foxwoods Casino

Find out more about Fishers Island

Find out more about Fishers Island

Search for holiday rentals in Fishers Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Fishers Island using one of the methods below:

  • View our selection of featured holiday rentals in Fishers Island
  • Use the map to find apartments and other holiday homes in the Fishers Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Fishers Island while they last

Look no further and take a look at our great range of rental properties in Fishers Island!

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.