A wooden pier with tires and crates, overlooking a sunset over the water.

Fair Harbor Vacation Rentals

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Our top choices for Fair Harbor vacation rentals

1. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Great location to the beach, owner was extremely nice. My family had a great time."
United States
Gregory C.
The price is CA $1,195
CA $1,832 total
includes taxes & fees
Oct 22 - Oct 23
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

2. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (56 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is CA $139
CA $231 total
includes taxes & fees
Oct 22 - Oct 23
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

3. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is CA $186
CA $421 total
includes taxes & fees
Oct 25 - Oct 26
Sundown Escape-South Shore Long Island

4. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (27 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is CA $165
CA $276 total
includes taxes & fees
Nov 2 - Nov 3
1 bedroom 1 bath private entrance

5. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $203
CA $482 total
includes taxes & fees
Oct 22 - Oct 23
Sundown Escape Near SouthShore University Hospital

6. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is CA $200
CA $392 total
includes taxes & fees
Oct 28 - Oct 29
Charming Secluded Waterfront retreat

7. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is CA $149
CA $328 total
includes taxes & fees
Oct 26 - Oct 27
Your Perfect Getaway Between Farmingdale & Amityville

8. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $243
CA $416 total
includes taxes & fees
Oct 22 - Oct 23
Spacious 3BR Family Home Near Everything

9. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Deer Park
10.0 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed this property! The host was welcoming, the property was clean and well-cared for, and it’s in a very nice area. We would stay again next time we’re in Long Island!"
United States
Danielle M.
The price is CA $118
CA $704 total
includes taxes & fees
Oct 22 - Oct 23
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

10. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (9 reviews)
"Host was easy to work with and I appreciated that so much!!"
United States
Lisa H.
The price is CA $205
CA $451 total
includes taxes & fees
Oct 23 - Oct 24
Private Apartment on River Ave. close to main st

11. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
The price is CA $215
CA $741 total
includes taxes & fees
Oct 28 - Oct 29
Central 2BR, Garden Suite, Top Amenities & Care!

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $163
CA $489 total
includes taxes & fees
Oct 28 - Oct 29
The Royal Suite - Ronkonkoma

13. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is CA $258
CA $719 total
includes taxes & fees
Nov 16 - Nov 17
Bright & Comfortable Home in the Heart of It All

14. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $316
CA $413 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful private 2-bedroom house in Bayport. Amazing location!

15. The Village Gem – Cozy Lindenhurst Stay

The Village Gem – Cozy Lindenhurst Stay
Lindenhurst
The Village Gem – Cozy Lindenhurst Stay

16. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is CA $211
CA $492 total
includes taxes & fees
Nov 17 - Nov 18
Modern 2BR Retreat w/ Full Kitchen & Living

17. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

18. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
Dix Hills
The price is CA $191
CA $268 total
includes taxes & fees
Oct 27 - Oct 28
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

19. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is CA $170
CA $686 total
includes taxes & fees
Oct 22 - Oct 23
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

20. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $190
CA $277 total
includes taxes & fees
Nov 6 - Nov 7
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
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 Fair Harbor Hotel Reviews

Find out more about Fair Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fair Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Fair Harbor?

Yes, we have vacation rentals close to popular attractions in Fair Harbor, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Fair Harbor has to offer?

Large Beach House Steps From Town and Ocean: This vacation home rental outside of Fair Harbor has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Fair Harbor?

Choose from 20 Expedia vacation rentals in Fair Harbor for a memorable vacation.

What’s there to see and do in Fair Harbor?

While exploring the area, visit family-friendly sights like Adventureland, or get outside and enjoy nature at Atlantique Beach. Ocean Beach and Fire Island Lighthouse are a couple of places you'll find in the larger area.

What’s a vacation rental in Fair Harbor like?

Vacation rentals are privately owned properties you can book for a long or short time in Fair Harbor. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.