Fishers Island Vacation Rentals

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Jan 30 - Feb 1

Vacation Rentals in Fishers Island

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, (296)
"Very nice & affordable "
Windward Shores Ocean Resort
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
$143 nightly
The price is $164
Nov 3 - Nov 4
Total with taxes and fees
Montauk Manor
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! "
$146 nightly
The price is $166
Oct 22 - Oct 23
Total with taxes and fees
Montauk Oceanside Suites
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (278)
"Very close walk to the beach great for little ones "
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, (235)
"Great place to stay for small family "
$174 nightly
The price is $199
Oct 31 - Nov 1
Total with taxes and fees
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
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Outdoor pool

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (103)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
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, (210)
"Nice home and location, included amenities very nice. "
$329 nightly
The price is $372
Nov 4 - Nov 5
Total with taxes and fees
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. "
$353 nightly
The price is $399
Oct 9 - Oct 10
Total with taxes and fees
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"
$342 nightly
The price is $387
Oct 27 - Oct 28
Total with taxes and fees
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, (5)
"Absolutely wonderful property, just beautiful and well kept. Most of all, Clean!!! John was lovely. He answered any and all questions we had ranging from the moment we booked to when we were at the location during our stay. While we were there, we were already talking about booking our next stay. If you are thinking about booking this property, do it! "
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."
$160 nightly
The price is $180
Oct 13 - Oct 14
Total with taxes and fees
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, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
$108 nightly
The price is $121
Oct 9 - Oct 10
Total with taxes and fees
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)
"We had a blast! Thanks again. "
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
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, (135)
"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!"
$115 nightly
The price is $124
Oct 13 - Oct 14
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Charming houseboat in pleasant New London with AC, WiFi
Interior

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (12)
"Honestly the weekend trip was amazing! Thoroughly enjoyed myself and was able to relax. Would definitely come back again. "
$286 nightly
The price is $324
Oct 31 - Nov 1
Total with taxes and fees
Charming houseboat in pleasant New London with AC, WiFi
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, (125)
"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"
$587 nightly
The price is $664
Oct 9 - Oct 10
Total with taxes and fees
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Oak Grove Cottage - in the foothills of Mystic
Property grounds

Oak Grove Cottage - in the foothills of Mystic

10.0 out of 10, Exceptional, (10)
"This place was very comfortable and welcoming. I really dont have anything bad to say about this home. It is very well stocked, extra towels, to soaps, shampoos, conditioners in the bathroom. Extra beach towels, sunscreen if it was needed. Ive stayed at some wyndham condos that arent as well stocked on supplies. Will definitely be returning for a longer stay. "
$377 nightly
The price is $427
Oct 19 - Oct 20
Total with taxes and fees
Oak Grove Cottage - in the foothills of Mystic
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

Grand Pequot Tower at Foxwoods

Grand Pequot Tower at Foxwoods

10/10 Excellent
"The pool and hot tub was very clean and hygienic."
Regina 1-night trip
Posted 1 day ago
Grand Pequot Tower at Foxwoods

Find out more about Fishers Island

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.