Guesthouse vacation rentals in Fire Island
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Fire Island
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Fire Island guesthouses
Family-friendly guesthouses
Guesthouse in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
Guesthouse in Yonkers
4.76 out of 5 average rating, 106 reviewsSt James Guest House
Guesthouse in Cherry Grove, Fire Island
4.93 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Cherry Grove
Guesthouse in Huntington Station
4.86 out of 5 average rating, 98 reviews2 large bedrooms in cozy little neighborhood.
Guesthouse in Sag Harbor
4.89 out of 5 average rating, 96 reviewsCharming 2BR Cottage, Walk to Town
Guesthouse in Floral Park
4.87 out of 5 average rating, 135 reviewsCozy Sweet Retreat in LI 35 min to Penn station
Guesthouse in Milford
4.92 out of 5 average rating, 192 reviewsSilversands Air-Bnb You’re right Here!
Guesthouse in East Hampton
4.9 out of 5 average rating, 187 reviewsBeautiful Airy Barn in Springs
Guesthouses with a patio
Guesthouse in Shirley
4.97 out of 5 average rating, 36 reviewsLa casita J place
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guesthouse in Massapequa
4.88 out of 5 average rating, 17 reviewsModern Custom Studio: 50 mins to NYC
Guesthouse in Weston
4.96 out of 5 average rating, 26 reviewsNature Lovers Guesthouse
Guesthouse in Waccabuc
4.97 out of 5 average rating, 35 reviewsFrench Guest House in Waccabuc
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Guesthouse in Hempstead
4.85 out of 5 average rating, 84 reviewsPrivate Guest house with pool access.
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 44 reviewsQuaint One Bedroom Cottage with Private Entrance
Guesthouse rentals with a washer and dryer
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
Guesthouse in Mamaroneck
4.95 out of 5 average rating, 128 reviewsYour Modern Guest Wing Near NYC
Guesthouse in Madison
5.0 out of 5 average rating, 59 reviewsThe Barn by the Sound
Guesthouse in Pound Ridge
4.96 out of 5 average rating, 67 reviewsA Lovely Cottage in the Woods
Guesthouse in South Salem
5.0 out of 5 average rating, 67 reviewsNewly renovated guesthouse with a patio
Guesthouse in Huntington Station
4.99 out of 5 average rating, 68 reviewsModern fully updated 2nd Floor apartment
Guesthouse in Southold
4.95 out of 5 average rating, 41 reviewsSouthold- Adorable 1 Bedroom Cottage
Guesthouse in Calverton
4.96 out of 5 average rating, 28 reviewsPrivate Luxe Cottage at Gates of Wine Country
Quick stats about guesthouse rentals in Fire Island
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1K reviews
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- New Haven Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Guesthouse rentals New York
- House rentals New York
- Guesthouse rentals United States
- House rentals United States
- House rentals Manhattan
- Guesthouse rentals Manhattan
- Guesthouse rentals Brooklyn
- House rentals Brooklyn
- House rentals New York
- Guesthouse rentals New York
- Monthly Rentals Fire Island
- Rentals with breakfast Fire Island
- Rentals with a fireplace Fire Island
- Rentals with a washer and dryer Fire Island
- Rentals with a patio Fire Island
- Fitness-friendly rentals Fire Island
- Smoking-friendly rentals Fire Island
- Rentals with pools Fire Island
- Cottage rentals Fire Island
- Private suite rentals Fire Island
- Family-friendly rentals Fire Island
- Pet-friendly rentals Fire Island
- Rentals with a kayak Fire Island
- Kid-friendly rentals Fire Island
- Rentals with a firepit Fire Island
- Beach house rentals Fire Island
- Beachfront rentals Fire Island
- Condo rentals Fire Island
- Waterfront rentals Fire Island
- Rentals with a hot tub Fire Island
- House rentals Fire Island
- Rentals with outdoor seating Fire Island
- Apartment rentals Fire Island
- Rentals with beach access Fire Island
- House rentals Suffolk County
- Guesthouse rentals Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom