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

Fair Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Fair Harbor vacation rentals

A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

1. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is ￥15,632
￥27,782 total
includes taxes & fees
Oct 14 - Oct 15
1 bedroom 1 bath private entrance
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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, (55 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 ￥15,632
￥25,981 total
includes taxes & fees
Oct 23 - Oct 24
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

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 ￥20,890
￥47,318 total
includes taxes & fees
Oct 20 - Oct 21
Sundown Escape-South Shore Long Island
Kitchen | Electric Kettle | Toaster | Blender

4. 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 ￥13,298
￥79,225 total
includes taxes & fees
Oct 28 - Oct 29
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

5. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥22,797
￥54,239 total
includes taxes & fees
Oct 12 - Oct 13
Sundown Escape Near SouthShore University Hospital
A kitchen with white cabinets, a microwave, a stove, and a sink. There is a window with blinds, a trash can, and a wooden stool.

6. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is ￥22,422
￥43,656 total
includes taxes & fees
Oct 26 - Oct 27
Charming Secluded Waterfront retreat
A modern kitchen with wooden cabinets and a granite countertop.

7. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (16 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is ￥18,048
￥39,020 total
includes taxes & fees
Oct 14 - Oct 15
Your Perfect Getaway Between Farmingdale & Amityville
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is ￥18,665
￥55,148 total
includes taxes & fees
Oct 12 - Oct 13
The Royal Suite - Ronkonkoma
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

9. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥27,238
￥46,751 total
includes taxes & fees
Oct 20 - Oct 21
Spacious 3BR Family Home Near Everything
An outdoor patio area with a grill, seating, and string lights.

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, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is ￥22,797
￥50,465 total
includes taxes & fees
Oct 20 - Oct 21
Private Apartment on River Ave. close to main st
A hotel room with a bed, desk, chair, and a TV.

11. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Ample on street parking - a smooth self check in - a comfortable bed and a clean bathroom in a quiet and safe walkable neighborhood. I did not know NYC could be so user friendly!"
United States
Susan O.
The price is ￥16,201
￥26,899 total
includes taxes & fees
Oct 13 - Oct 14
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

12. 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, (30 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is ￥19,235
￥28,434 total
includes taxes & fees
Oct 12 - Oct 13
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

13. 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 ￥23,747
￥55,890 total
includes taxes & fees
Oct 12 - Oct 13
Modern 2BR Retreat w/ Full Kitchen & Living
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

14. 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 ￥29,469
￥81,418 total
includes taxes & fees
Oct 19 - Oct 20
Bright & Comfortable Home in the Heart of It All
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

15. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is ￥17,810
￥54,350 total
includes taxes & fees
Oct 11 - Oct 12
Spacious one Bedroom Apt with private entrance
Interior

16. 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 ￥19,156
￥77,200 total
includes taxes & fees
Oct 22 - Oct 23
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

17. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is ￥22,797
￥39,611 total
includes taxes & fees
Oct 12 - Oct 13
Private 1 bedroom apt in a quiet neighborhood, close to all!
An open refrigerator with two shelves and a crisper drawer.

18. Cozy 1-bedroom apartment in charming Centereach with AC

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is ￥22,738
￥29,768 total
includes taxes & fees
Oct 28 - Oct 29
Cozy 1-bedroom apartment in charming Centereach with AC
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

19. 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 ￥35,620
￥46,483 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful private 2-bedroom house in Bayport. Amazing location!
A dining area with a table set for four, large windows, and a ceiling fan.

20. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is ￥28,337
￥98,755 total
includes taxes & fees
Nov 3 - Nov 4
3 Story Beach Waterview, 3 KING bed, golf putting green!
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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"I didn't like thar they charge 15 dollars a night to park your car , i will never stay there again because of that"
Denise 5-night trip
Posted less than an hour ago
Hampton Inn Long Island-Brookhaven

Find out more about Fair Harbor

Search for holiday rentals in Fair Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Fair Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Fair Harbor
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Look no further and take a look at our great range of rental properties in Fair Harbor!

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.