
Guesthouse holiday rentals in Long Island
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Top-rated Guesthouses in Long Island
Guests agree: These guesthouses 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 Long Island guesthouses
Family-Friendly guesthouses

Fully Renovated, Ocean Views, Fireplace & Beach

Chic Coastal Retreat: Modern Apt Steps from Beach

Verde Private Room

One Bedroom Cottage in Cherry Grove

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Beautiful Airy Barn in Springs

2 large bedrooms in cozy little neighborhood.

Quiet studio with sleeping loft and deck
Guesthouses with a patio

French Guest House in Waccabuc

Guilford Lakes Cottage, with hot tub and fire pit.

Waterfront Getaway - Norwalk, CT

The Perch, a luxe cottage with pool 1h from NYC

New Haven Pizza Cozy Guest House 1 mile to yale

North Country Cottage

Beachy & Bright Coastal Escape - 5 Mins to Beach

Bayfront 1BR/2BR detached guesthouse with pool
Guest house rentals with a washing machine and dryer

Amazing Views & Rooftop Deck - Safe - Parking Incl

Private Luxe Cottage at Gates of Wine Country

Your Modern Guest Wing Near NYC

Beautiful guesthouse - Larchmont

Entire Guest House at Fox Pond Farm.

The Creekside Cottage

Modern fully updated 2nd Floor apartment

Cozy Place
Destinations to explore
- Plainview Holiday rentals
- East River Holiday rentals
- The Hamptons Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Hudson Valley Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Washington Holiday rentals
- Rentals with a kayak Long Island
- Rentals with pools Long Island
- Chalet rentals Long Island
- Kid-friendly rentals Long Island
- Rentals with a hot tub Long Island
- Condo rentals Long Island
- Rentals with an accessible height bed Long Island
- Rentals with a patio Long Island
- Serviced apartment rentals Long Island
- Rentals with an accessible height toilet Long Island
- Rentals with a sauna Long Island
- Rentals with beach access Long Island
- Rentals with outdoor seating Long Island
- House rentals Long Island
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- Family-friendly rentals Long Island
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- Rentals with a fire pit Long Island
- Hotel rentals Long Island
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- Bed and breakfasts Long Island
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- Rentals with a fireplace Long Island
- Rentals with lake access Long Island
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- Villa rentals Long Island
- Ski-in/ski-out rentals Long Island
- Boutique hotel rentals Long Island
- Mansion rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Pet-friendly rentals Long Island
- Private suite rentals Long Island
- Apartment rentals Long Island
- Cottage rentals Long Island
- Farmstay rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Rentals with a home theatre Long Island
- Guesthouse rentals New York
- Guesthouse rentals United States
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- 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
- Times Square
- Beach
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- MetLife Stadium
- Southampton Beach
- Citi Field
- Yankee Stadium
- Rye Beach
- Gilgo Beach
- Central Park Zoo
- United Nations Headquarters
- Grand Central Terminal
- USTA Billie Jean King National Tennis Center
- Statue of Liberty
- Cooper's Beach, Southampton
- Rockefeller Center
- Radio City Music Hall
- Things to do Long Island
- Sports activities Long Island
- Nature and outdoors Long Island
- Sightseeing Long Island
- Entertainment Long Island
- Tours Long Island
- Art and culture Long Island
- Food and drink Long Island
- Things to do New York
- Sports activities New York
- Sightseeing New York
- Food and drink New York
- Tours New York
- Art and culture New York
- Wellness New York
- Entertainment New York
- Nature and outdoors New York
- Things to do United States
- Entertainment United States
- Sports activities United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Art and culture United States
- Nature and outdoors United States
- Food and drink United States