Discover a selection of 104 vacation rentals in Fair Harbor that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $300 per night, and houses and cottages are popular options for a stay in Fair Harbor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Fair Harbor
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Destination guide

Book a vacation rental for your Fair Harbor getaway

Experience the unique character of Fair Harbor with a stay in a vacation home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Things to do

Sightseeing in and around Fair Harbor

Do you want to find top things to see and do in the area? Venture out of your cozy vacation rental and check out everything that makes Fair Harbor a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Stonebridge Golf Links and Country Club (13.2 mi / 21.2 km)
  • Adventureland (14.6 mi / 23.5 km)
  • Bergen Point Golf Course (8.7 mi / 14.1 km)
  • Monster Mini Golf (10.8 mi / 17.4 km)
  • Bowl Long Island at Patchogue (12.1 mi / 19.4 km)
  • Town of Brookhaven Wildlife and Ecology Center (13.4 mi / 21.5 km)
Natural features

Exploring the natural landscape of Fair Harbor

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Fair Harbor is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Ocean Beach (1.7 mi / 2.7 km)
  • Robert Moses State Park (4.5 mi / 7.2 km)
  • Heckscher State Park (4.8 mi / 7.8 km)
  • Robert Moses Beach (4.9 mi / 7.9 km)
  • Amityville Beach (11.8 mi / 18.9 km)
  • Lake Ronkonkoma (13.3 mi / 21.4 km)
How to get there

Transportation options to and around Fair Harbor

Fly into John F. Kennedy Intl. Airport (JFK), the closest airport, located 31.4 mi (50.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Newark Liberty Intl. Airport (EWR), which is 52.2 mi (84 km) away.

What are the top vacation rentals in or near Fair Harbor?

Whatever you're seeking in a vacation, you'll find a rental in or around Fair Harbor that's right up your alley. Take a peek at these favorites:

  • Make use of conveniences like a separate dining area and a microwave oven at "Close To Nyc In Historic Brownstone". Located around 45 miles from Fair Harbor, this leading option has 2 bedrooms and is a hit with guests.
  • "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village" is another top-notch choice, offering 2 bedrooms, a nearby laundromat, a living room and more. It's around 55 miles from Fair Harbor.

For even more great options, use the search bar at the top of the page to find the perfect Fair Harbor vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Fair Harbor?

Escape from the busyness of everyday life at one of our weekend getaways in or near Fair Harbor. Whether you'd like to hang out with buddies or spend time with the fam, we'll have something to suit your style. Here are some of our most popular options:

  • "Beautiful Airy Light Breezy 4 Bedroom. House. Steps From The Beach" is ideal for a long weekend of relaxation and fun. It features convenient amenities, such as a barbecue grill and an oven, and is located around 0.1 miles to the south of Fair Harbor.
  • Or, pack a few clothes into a suitcase and head off to "Classic Beach House And Cottage". This popular property is around 0.1 miles west of Fair Harbor and has a porch and a kitchen.

Can I find studio apartments for rent in and around Fair Harbor?

If you want a simple yet stylish stay, you can't go past a studio apartment. These compact properties exude charm and are often conveniently found in the heart of town. Check out the following options in or near Fair Harbor:

  • After an exciting day of outdoor exploration, enjoy peace, quiet and privacy at "Pines Ample 1 Bed Apt - Pets Ok". Internet services and a nearby beach are among the useful amenities on offer here.
  • "Newly Renovated Apartment With Private Backyard And Fire Pit" is another wonderful stay, providing all you need for the perfect Fair Harbor getaway. Some amenities here include a living room and a hair dryer.

Can I find short term rentals in or near Fair Harbor?

Whether you're looking for a chic apartment or a house to fit the whole family, you'll find the perfect place on Vrbo. Enjoy a mini break at one of these escapes in or near Fair Harbor:

  • For an awesome weekend away, settle in at "Porch On Front~ Greenport Village 1st Floor Apartment". It's nice and close to the center of Fair Harbor, along with countless things to see and do.
  • Alternatively, book a couple of nights at "Fabulous Waterfront Property In The Heart Of Wine Country". This centrally located property makes it easy to explore the area's sights.

What are the best romantic weekend getaways in or near Fair Harbor?

Forget flowers and chocolates. Sometimes all you need is to get away for a weekend, just you and your beloved. At Vrbo, we've got romantic getaways in and around Fair Harbor that would make even old Cupid envious. Here are a few that'll sweep you off your feet:

  • Put on some soft tunes and chill together at "New House, 6bd, 5bth, 4200sqft". Around 30 miles from Fair Harbor, this property has everything you could want for a romantic getaway, including winery tours and a swimming pool.
  • Another option where you can enjoy a few precious days together is "Fire Island Designer Beach House". Located 0.1 miles from Fair Harbor, a nearby bay and outdoor furniture add to the atmosphere here.

What are the best large group vacation rentals in or near Fair Harbor?

Sneak a look at these large group vacation rentals in or near Fair Harbor where you won't have to leave anyone off your guest list:

  • Offering privacy, comfort and space, you'll get everyone's nod of approval at "New House, 6bd, 5bth, 4200sqft". Up to 12 people can stay at this retreat which has 6 bedrooms, a firepit and a swimming pool. This group favorite is around 30 miles to the northeast of Fair Harbor.
  • Invite as many as 19 of your best friends to "6 Bedroom, Kismet Summer House" and fill its spaces with laughter and love. This popular option has 6 bedrooms and is around 1 mile to the west of Fair Harbor. It's crammed with features to keep large groups occupied, such as a kitchen and an ocean view.

What are the best houses for rent with a pool in or near Fair Harbor?

Having access to a swimming space is always a nice bonus when you're vacationing, especially if you're traveling with kids. Splash the days away at one of these houses with a pool in or near Fair Harbor:

  • First on our list of cool pool retreats is "New House, 6bd, 5bth, 4200sqft". Vacationing families will feel at home here, with convenient amenities like nearby ecotour services and childrens activities also at hand.
  • Another top pick is "Fire Island Designer Beach House". There's loads to love about this vacation home besides its pool, such as a separate dining area and pet-friendly facilities.

What are the best large family vacation rentals in or near Fair Harbor?

Every family get-together should be memorable. Whether you're planning an action-packed escape with the kids or a long-overdue family reunion, our large family vacation rentals in or near Fair Harbor offer a home away from home with ample space for everyone:

  • Get everyone under the same roof at "New House, 6bd, 5bth, 4200sqft", which has 6 bedrooms sleeping up to 12 guests. This getaway is around 30 miles to the northeast of Fair Harbor and features amenities such as books and nearby birdwatching activities.
  • "Fire Island Designer Beach House" is another good option. It's about 0.1 miles to the northeast of Fair Harbor, has 4 bedrooms and can accommodate up to 8 people. Handy amenities here include a dishwasher and a dining table.

When you're ready to explore, there are plenty of family-friendly attractions nearby to keep everyone happy. Splish Splash Water Park, Long Island Aquarium and Exhibition Center and Boomers! Medford should be top of your must-do list.

Can I find family cabin rentals in or near Fair Harbor?

Get away from the hustle and bustle and treat the people you love to a different type of vacation. Stay in one of these family cabin rentals in or near Fair Harbor and get the camping experience — but with all the creature comforts you're used to!

  • "Cabin For Families On North Shore" - Located about 30 miles northeast of the center of Fair Harbor, this family-friendly retreat offers amenities like a dining table and a barbecue grill.
  • "Family Cabin On Li Sound" - Rally the troops and spend a few nights or longer at this welcoming stay, which is around 30 miles to the northeast of Fair Harbor. You'll have access to nearby birdwatching activities, nearby ecotour services and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Fair Harbor vacation rental that's perfect for your needs.

What are the best large houses to rent with indoor pools in or near Fair Harbor?

Nothing says ooh-la-la like having a pool inside your house. Pack your favorite bikini and take a dip in the privacy of one of these large vacation homes in or near Fair Harbor:

  • With 5 bedrooms sleeping up to 12 people, "New Luxury Retreat In The Hamptons" is the perfect place to enjoy some downtime with close friends. Take advantage of this getaway's many amenities, such as a swimming pool and a sauna.
  • In addition to its fancy indoor pool, "Fabulous 2 Bedroom Villa With Secluded Pool And Heated Pool" features a fireplace and a firepit. It has 4 bedrooms that can cater for up to 8 guests, so you can bring the extended family along.

Use the search bar at the top of the page and adjust the filters to find more impressive Fair Harbor vacation rental options for your next big getaway.