
Guest house holiday rentals in Long Island
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Long Island
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Long Island
Family-friendly guest house rentals

Guest house
4.97 out of 5 average rating, 106 reviewsFully Renovated, Ocean Views, Fireplace & Beach

Guest house
4.92 out of 5 average rating, 76 reviewsOne Bedroom Cottage in Cherry Grove

Guest house
4.94 out of 5 average rating, 271 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Guest house
4.96 out of 5 average rating, 133 reviewsHiking trails steps from your door!

Guest house
4.9 out of 5 average rating, 195 reviewsBeautiful Airy Barn in Springs

Guest house
4.85 out of 5 average rating, 121 reviews2 large bedrooms in cozy little neighborhood.

Guest house
4.93 out of 5 average rating, 197 reviewsCharming Post and Beam cottage (near Foxwoods)

Guest house
4.89 out of 5 average rating, 688 reviewsCozy private cottage in Oyster Bay
Guest house rentals with a patio

Guest house
4.91 out of 5 average rating, 22 reviewsPrivate guesthouse

Guest house
4.85 out of 5 average rating, 111 reviewsCozy 2 BR guest suite very close to JFK, UBS Arena

Guest house
5 out of 5 average rating, 4 reviewsHill Coast Cottage: Freshly Renovated

Guest house
4.92 out of 5 average rating, 13 reviewsThe Creekside Cottage

Guest house
4.96 out of 5 average rating, 73 reviewsLa casita J place

Guest house
4.8 out of 5 average rating, 20 reviewsThe cottage at Oasis Cove

Guest house
4.94 out of 5 average rating, 16 reviewsMountaintop Carriage House with Tennis Court

Guest house
5 out of 5 average rating, 42 reviewsNorth Country Cottage
Guest house rentals with a washing machine and dryer

Guest house
4.91 out of 5 average rating, 104 reviewsAmazing Views & Rooftop Deck - Safe - Parking Incl

Guest house
4.91 out of 5 average rating, 150 reviewsYour Modern Guest Wing Near NYC

Guest house
4.88 out of 5 average rating, 274 reviewsCarriage House On Park (C.H.O.P.)

Guest house
5 out of 5 average rating, 211 reviewsSuper Adorable Cottage + Fire pit + King Bed!

Guest house
4.94 out of 5 average rating, 291 reviewsSquare 6ix

Guest house
4.97 out of 5 average rating, 268 reviewsTrue Artist Loft, 5 minutes to downtown Mystic

Guest house
4.95 out of 5 average rating, 220 reviewsThe Gardener's Cottage Dog friendly/weekly/monthly

Guest house
4.94 out of 5 average rating, 123 reviewsA Bright Spot In Brooklyn
Destinations to explore
- Jersey City Holiday rentals
- Washington Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- Hudson Valley Holiday rentals
- East River Holiday rentals
- The Hamptons Holiday rentals
- Cape Cod Holiday rentals
- Boston Holiday rentals
- Guest house rentals United States
- House rentals United States
- Guest house rentals New York
- House rentals New York
- Guest house rentals New York
- House rentals New York
- Cottage rentals Long Island
- Rentals with a fireplace Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Rentals with an accessible-height bed Long Island
- Rentals with a sauna Long Island
- Hotel rentals Long Island
- Rentals with a firepit Long Island
- Apartment rentals Long Island
- Rentals with outdoor seating Long Island
- Rentals with pools Long Island
- Ski-in/ski-out rentals Long Island
- Villa rentals Long Island
- Rentals with a kayak Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Bungalow rentals Long Island
- House rentals Long Island
- Waterfront rentals Long Island
- Flat rentals Long Island
- Rentals with beach access Long Island
- Beachfront rentals Long Island
- Rentals with a hot tub Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Rentals with lake access Long Island
- Luxury rentals Long Island
- Boutique hotel rentals Long Island
- Rentals with a cinema Long Island
- Monthly Rentals Long Island
- Beach house rentals Long Island
- Rentals with a patio Long Island
- Rentals with an accessible-height toilet Long Island
- Mansion rentals Long Island
- Pet-friendly rentals Long Island
- Private suite rentals Long Island
- Chalet rentals Long Island
- Rentals with breakfast Long Island
- Family-friendly rentals Long Island
- Tiny house rentals Long Island
- Serviced apartment rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Farm stay rentals Long Island
- Bed and breakfasts Long Island
- House rentals New Jersey
- Guest house rentals New Jersey
- House rentals Manhattan
- Guest house rentals Manhattan
- 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
- Things to do United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Things to do New York
- Food and drink New York
- Entertainment New York
- Art and culture New York
- Sports activities New York
- Wellness New York
- Nature and outdoors New York
- Sightseeing New York
- Things to do Long Island
- Sightseeing Long Island
- Food and drink Long Island
- Sports activities Long Island
- Wellness Long Island
- Art and culture Long Island
- Nature and outdoors Long Island
- Entertainment Long Island