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

Holiday Rentals in Fishers Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fishers Island holiday rentals

1. Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower

Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower
South Kingstown
9.8 out of 10, Exceptional, (29 reviews)
"We loved our stay here. Location was excellent and it was very quiet."
United States
Jerry & Melinda S.
The price is €550
includes taxes & fees
9 Oct - 10 Oct
Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower

2. Ocean Front Beach Cottage; Pets welcome

Ocean Front Beach Cottage; Pets welcome
Charlestown
9.6 out of 10, Exceptional, (33 reviews)
"We had a blast - great location, gorgeous beach!"
United States
Tara G.
The price is €723
includes taxes & fees
30 Sept - 1 Oct
Ocean Front Beach Cottage; Pets welcome

3. Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Charlestown
10.0 out of 10, Exceptional, (30 reviews)
"My family and I had an amazing time at the cottage. The host was very communicative and responsive. The cottage was clean, comfortable, and perfect for our stay in Charlestown."
United States
Erinn
The price is €496
includes taxes & fees
6 Oct - 7 Oct
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

4. Wilderness Camp

Wilderness Camp
Richmond
Wilderness Camp

5. Yurt campsite

Yurt campsite
Richmond
The price is €97
includes taxes & fees
9 Sept - 10 Sept
Yurt campsite

6. Westerly Retreat

Westerly Retreat
Westerly
9.8 out of 10, Exceptional, (12 reviews)
"Great home, great host, no complaints."
United States
Gavin M.
The price is €999
includes taxes & fees
9 Sept - 10 Sept
Westerly Retreat

7. Brand new home close to Charlestown/Westerly beaches.

Brand new home close to Charlestown/Westerly beaches.
Westerly
9.8 out of 10, Exceptional, (47 reviews)
"House was clean, stocked with towels and clean sheets and plenty of essentials. Close to Westerly and Charlestown and not too far from Foxwoods. Great yard out back. Would love to stay again!"
United States
Will F.
The price is €844
includes taxes & fees
14 Sept - 15 Sept
Brand new home close to Charlestown/Westerly beaches.

8. 3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa
Westerly
9.8 out of 10, Exceptional, (28 reviews)
"We will be back! great, responsive owners, phenomenal property and location! Go get breakfast at The Eatery down the road, it’s amazing!!"
United States
Travis C.
The price is €762
includes taxes & fees
13 Sept - 14 Sept
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

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

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Westerly
9.2 out of 10, Wonderful, (18 reviews)
"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!"
United States
Kelly A.
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

10. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is €261
includes taxes & fees
9 Sept - 10 Sept
The Surf Club

11. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is €149
includes taxes & fees
28 Sept - 29 Sept
Montauk Oceanside Suites

12. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,398 reviews)
"Beautiful property"
United States
John
The price is €260
includes taxes & fees
10 Sept - 11 Sept
Montauk Manor

13. 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, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is €255
includes taxes & fees
13 Sept - 14 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

14. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is €189
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort

15. Coastal Antique farmhouse

Coastal Antique farmhouse
North Stonington
9.2 out of 10, Wonderful, (7 reviews)
"simply beautiful, the yard, the kitchen, the bathroom in every bed-room. The house is just full of charm. We rented it for our family traveling from Boston to attend my son's wedding, and we couldn't have been happier! Would love to find a reason to return"
United States
beth g.
Coastal Antique farmhouse

16. Lakeside Landing - cabin retreat in North Stonington with cozy vibes

Lakeside Landing - cabin retreat in North Stonington with cozy vibes
North Stonington
10.0 out of 10, Exceptional, (1 review)
"Peaceful. Quiet neighborhood. Close to fox woods and westerly ri. Great restaurants on water"
United States
Lori F.
The price is €279
includes taxes & fees
15 Sept - 16 Sept
Lakeside Landing - cabin retreat in North Stonington with cozy vibes

17. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is €176
includes taxes & fees
4 Oct - 5 Oct
Windward Shores Ocean Resort

18. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is €435
includes taxes & fees
6 Oct - 7 Oct
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

19. Perfect Group Escape · Coastal Mystic Ranch

Perfect Group Escape · Coastal Mystic Ranch
Mystic
10.0 out of 10, Exceptional, (39 reviews)
"It was a wonderful stay! Perfect location, amenities and fun!"
United States
Julie S.
Perfect Group Escape · Coastal Mystic Ranch

20. 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, (36 reviews)
"Lovely and clean apartment that was very close to town by foot."
United States
Eugene N.
The price is €363
includes taxes & fees
9 Sept - 10 Sept
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fishers Island Hotel Reviews

Find out more about Fishers Island

Everything you need to know about Fishers Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fishers Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fishers Island holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fishers Island holiday rentals we have selected for you start as low as €97 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 holiday 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 holiday.

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 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.