Fishers Island Holiday Rentals

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Holiday Rentals in Fishers Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1069)
"Can’t wait to visit again!"
The price is AU$286
includes taxes & fees
2 Dec - 3 Dec
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (338)
"It’s nice to stay in a little apartment instead of a hotel room "
The price is AU$217
includes taxes & fees
4 Dec - 5 Dec
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (262)
"smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place."
The price is AU$255
includes taxes & fees
1 Dec - 2 Dec
Windward Shores Ocean Resort

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (250)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The Surf Club

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (84)
"Beautiful location, resort and spotless."
Montauk Mansion INDOOR + OUTDOOR POOLS

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"Well kept. Everything in good working order. Easy check in/out. Very good communication. Enjoyed our second time here. "
Driftwood Resort

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

8.6 out of 10, Excellent, (20)
"We had a great time and will definitely option for a return stay. The house fit our group of 23 comfortably. We enjoyed family dinners on the large picnic table and a nightly bonfire. Our kids ranging in age from 3 to 21 enjoyed boating, kayaking, paddle boarding, fishing, swimming, biking, and many other things that the house and area had to offer. The cottages were just great.  It gave us just enough privacy when needed. Everything was very clean and setup nicely. Everyone enjoyed the boat...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

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

9.8 out of 10, Exceptional, (191)
"Our stay was great! Bobby was there when we arrived to show us around. The cottage was comfy and cozy. It was a great place to relax and enjoy the beauty of the water on either of the 2 decks or from the hot tub. The beds were comfortable "
The price is AU$379
includes taxes & fees
12 Dec - 13 Dec
Lakeside cottage overhanging the water, beautiful window views across the lake

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.2 out of 10, Wonderful, (32)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (65)
"The place was clean and cozy. The owners could not have been nicer or more accomodating! Thanks for a great stay!"
MONTAUK MANOR-DELUXE STUDIO APARTMENT

Unbeatable Downtown Mystic Location

9.8 out of 10, Exceptional, (139)
"The location, the charm of the unit is consistent with the Mystic Charm! Fabulous!"
The price is AU$386
includes taxes & fees
1 Dec - 2 Dec
Unbeatable Downtown Mystic Location

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

9.8 out of 10, Exceptional, (164)
"Great weather and time spent "
The price is AU$400
includes taxes & fees
12 Dec - 13 Dec
Lakeside cottage ON the water with beautiful views up the lake!

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

10.0 out of 10, Exceptional, (28)
"The only ‘concern’ we had was that the heated pool wasn’t heated. Ice cold. Also, one other minor issue was that there were no coffee creamers supplied to the unit. Other than that, the stay was pretty good and room ess quiet and comfortable. "
The price is AU$532
includes taxes & fees
11 Dec - 12 Dec
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (71)
"My family stayed here for 2 nights (husband, myself and my 2 kids - age 8 and age 11). The condo was super clean and check-in was really easy. Location was amazing - right across the street from the beach and we were also able to walk into town (about a 25 min walk to town). Highly recommend this place and would defintely stay here again. "
Newly Renovated Montauk Condo with Ocean Views!

Cape Cod home in great location! Walk to downtown

9.4 out of 10, Exceptional, (139)
"The house was clean and had a cozy feel. Good location too, with a lot of restaurants/ neat stores nearby. I would definitely recommend this if you're looking to go on vacation to Connecticut."
Cape Cod home in great location! Walk to downtown

Contemporary home, newly built, heated pool and hot tub, large deck and...

9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

9.8 out of 10, Exceptional, (82)
"Everything about this condo is perfect! The views are breathtaking and condo is clean and modern. Would love to come back again. "
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
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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Other types of properties in Fishers Island you may be interested in

Hyatt Place Uncasville - Casino Area

3.0 star property
9.0 out of 10, Wonderful, (2376)
"Shuttle service was great! "
The price is AU$179
includes taxes & fees
2 Dec - 3 Dec
Hyatt Place Uncasville - Casino Area

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 star property
8.4 out of 10, Very good, (2431)
"It was a great experience for the mist part except someone was above our room walking heavily back and forth in the wee hours of the morning. Despite that, the hotel staff was pleasant and professional. The hotel was lovely and they had a shuttle to the Foxwoods Casino. Will definitely return for a longer stay."
The price is AU$179
includes taxes & fees
1 Dec - 2 Dec
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Mohegan Sun

4.5 star property
9.2 out of 10, Wonderful, (1854)
"Had an amazing stay. Staff was A Place was clean, the whole property smells great, people seem happy to work here, great dining options, all around great experience. Will be back for certain. "
The price is AU$354
includes taxes & fees
23 Dec - 24 Dec
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.
Beautiful view of the beach with palm trees

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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?

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready: This holiday home rental outside of Fishers Island is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.