Fishers Island Vacation Rentals

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Vacation Rentals in Fishers Island

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1022)
"Best affordable hotel in Montauk"
The price is CA $367
CA $446 total
includes taxes & fees
Jun 12 - Jun 13
Montauk Manor
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (299)
"Great place to stay"
The price is CA $231
CA $277 total
includes taxes & fees
Jun 12 - Jun 13
Montauk Oceanside Suites
The Surf Club
3.5 star property
8.4 out of 10, Very good, (220)
"Very nice location and nice condo"
The price is CA $306
CA $423 total
includes taxes & fees
Jun 13 - Jun 14
The Surf Club
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Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (236)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is CA $329
CA $405 total
includes taxes & fees
Jun 5 - Jun 6
Windward Shores Ocean Resort
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (187)
"Such a nice weekend getaway. We probably rented the smallest of the rooms but it was still comfortable and accommodating. Had a mini kitchen that was perfect for us. ALL the staff were so friendly and helpful. I enjoyed the communications through text to set up room service and beach chairs for the next day. The heated pool was an absolute plus and so was the pool playing by the pool. Made us feel like we were away on an all inclusive vacation. "
The price is CA $219
CA $280 total
includes taxes & fees
May 30 - May 31
Driftwood Resort
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (72)
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
9.8 out of 10, Exceptional, (91)
"Had great time at property. Very close to town and beach. Would highly recommend."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (62)
"Pictures don’t do it justice! So relaxing. Quiet and clean. Best we could ask for. The deck is great. It was bit cold so we couldn’t use the pool but we would love to be back for the summer! Very close to close to everything but still extremely quiet. Kelly was also an amazing host. She responded quickly and assisted with a parking question we had. Couldn’t ask for anything more. 5 stars!"
Newly Renovated Montauk Condo with Ocean Views!
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
9.8 out of 10, Exceptional, (152)
"Great time. Nice visit. Cottage was clean, very comfortable and as advertised. Would definitely stay again."
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (173)
"We went to Foxwoods for a concert and the rooms there were ridiculously priced. I ended finding this little gem on VRBO. Would highly recommend, especially for families. Kids had a blast"
The price is CA $408
CA $701 total
includes taxes & fees
Jun 10 - Jun 11
Lakeside cottage overhanging the water, beautiful window views across the lake
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (79)
"nice layout, plenty of room, great restaurant on the premises, we had a lovely stay and a great time."
Montauk Mansion With Outdoor Pool
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (54)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
The price is CA $444
CA $818 total
includes taxes & fees
Jun 13 - Jun 14
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is CA $239
CA $440 total
includes taxes & fees
Jun 19 - Jun 20
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, (120)
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (111)
"We were in the area for a visit to local college, and we splurged on an overnight. So glad we did! Spotlessly clean, beautifully restored historical property right in the heart of a neighborhood and in walking distance to downtown. Comfortable beds, art supplies, games, and a well-appointed kitchen. Our daughter didn’t choose the college, but we will be back just to stay here again! Thank you for a truly special property."
The price is CA $273
CA $528 total
includes taxes & fees
May 30 - May 31
Charming Historic House in Downtown Mystic
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (4)
"The property manager was incredibly helpful in providing check-in and check-out information, and was readily available to answer any questions during our stay. The house perfectly matched what we saw in the photos and was ideal for our getaway. We're already looking forward to returning in the summertime to fully enjoy the pool."
Contemporary home, newly built, heated pool and hot tub, large deck and...
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, (77)
"This property was spacious and well appointed. We had a large family gathering and this property gave us plenty of options for sleeping, eating, gathering and plenty of equipment for entertainment such as bikes, kayaks and paddle boards. I would definitely recommend this property! It was all we needed and much more. We hope to book again!"
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (160)
"A traditional family lake cottage. Peaceful, quiet, and rented with love. Everything from the thoughtful little notes in the home to the paintings on the wall makes you feel cozy and welcomed. Everything you could need or want is provided. The hot tub under the stars, on the water is really the icing on the cake."
The price is CA $272
CA $525 total
includes taxes & fees
May 30 - May 31
Lakeside cottage ON the water with beautiful views up the lake!
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See all available properties in Fishers Island
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.

Other types of properties in Fishers Island you may be interested in

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
3.5 star property
8.2 out of 10, Very good, (2095)
"Great place to stay. Near to foxwood casino"
The price is CA $128
CA $186 total
includes taxes & fees
Jun 17 - Jun 18
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Hilltop Inn & Suites - North Stonington
2.5 star property
8.2 out of 10, Very good, (1575)
"The room we stayed in seemed like it was newly renovated which was a bonus. Vety clean, spacious, convenient location (15 movies from downtown Mystic) and easy parking. The bed was very comfortable and the gentleman at the front desk was very nice. Perfect stay for our two day getaway to Mystic! "
The price is CA $120
CA $139 total
includes taxes & fees
Jun 3 - Jun 4
Hilltop Inn & Suites - North Stonington
Mohegan Sun
4.5 star property
9.2 out of 10, Wonderful, (1603)
"This place was amazing! I can literally live in there and never have to leave. It was an amazing stay, everything is very clean and there is something there for amy one and everyone. "
The price is CA $313
CA $393 total
includes taxes & fees
Jun 24 - Jun 25
Mohegan Sun
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.

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fishers Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fishers Island vacation rentals we have selected for you start as low as CA $219 per night. Entering your travel dates in the search wizard 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. 

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?

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This vacation home near Fishers Island is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.

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