
Guest house holiday rentals in Fire Island
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Top-rated guest house rentals in Fire Island
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

WELCOME TO THE LOVE SHACK BY THE SEA
Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

1BR full cottage, 1 min walk to private beach
Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

French Guest House in Waccabuc
A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Your Modern Guest Wing Near NYC
Brand New Guest Wing in an exclusive private home with a separate entrance. One large bedroom, kitchenette, master bathroom, closet space & separate laundry closet. Steam shower with special steam light function and aroma therapy. High End Kitchenette. 4 minute drive to Mamaroneck train station. 35 minute train and/or drive to Grand Central (Manhattan). Close to the Village of Mamaroneck Avenue center. High speed internet. Outdoor CCTV.

The Cottage in Greenwich
Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

The Unhampton
This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

Private Guest Studio
Just 39 miles north of Manhattan. Relax and unwind, to enjoy endless opportunity for outdoor activities, fine dining, antiquing, or just loving the peace & quiet of this private studio, in a manicured setting, with wood burning stove, porch, heated pool (June-August), and private footpaths leading to an open field.

Great South Bay Cottage
Fantastic private cottage on Long Island's South Shore. Great access to the best beaches in the world (walk to bay, ferries to ocean). Short train ride to/from NYC, Wineries & The Hampton's. Experience the Island’s charm and culture. Enjoy Long Island summers. We employ a professional cleaning regiment.

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
A unique private and quiet 2 bedroom (1 double bed, two single full beds) totally self contained apt,with sitting room, bathroom ,mud room and full eat in kitchen, in Shaker Hollow, a classic 1795 colonial.Stone patio overlooking 3 1/2 acres of garden and a meadow along with a large fire pit.

Southport, CT across from BEACH
Located at Southport beach on Westport Line, this renovated 1 bedroom apartment totally private located above the garage and includes a full kitchen with new appliance and d/w and central air. Bdrm with queen, fine cotton sheets and towels, marble bath open living room w views.

The Little Blue Cottage
Relax at this unique and tranquil getaway. Enjoy the charm of an antique home while being in your own private space. Minutes from all conveniences and beaches. Walking distance to town. Grill and relax on the spacious back porch. or walk to the Mill Pond to picnic.
Popular amenities for guest house rentals in Fire Island
Family-friendly guest house rentals

Quaint One-Bedroom Cottage with Private Entry

A Little House by the sea

Fully Renovated, Ocean Views, Fireplace & Beach

The Tree House

The Hide-A-Way

Carriage house flat near beach

Guilford Lakes Cottage, with hot tub and fire pit.

Quiet and Relaxing Time
Guest house rentals with a patio

Private guesthouse

White Cedar Cottage

Home away from home

Waterfront Getaway - Norwalk, CT

Quiet Family Guest Suite

North Country Cottage

Tennis & Sea Escape - Hydrangeas in the Hamptons

Magical 1700's 1 bedroom cottage
Guest house rentals with a washing machine and dryer

Private Luxe Cottage at Gates of Wine Country

Chic Coastal Retreat: Modern Apt Steps from Beach

Cottage by the Sea

Beautiful guesthouse - Larchmont

Entire Guest House at Fox Pond Farm.

The Creekside Cottage

Modern fully updated 2nd Floor apartment

The Private Guest House -Lake Ronkonkoma!
Quick stats about guest house rentals in Fire Island

Total holiday rentals
Explore 30 holiday rentals in Fire Island

Nightly prices starting at
Fire Island holiday rentals start at $117 SGD per night before taxes and fees

Verified guest reviews
Over 1,260 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Fire Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fire Island rentals

4.9 Average rating
Fire Island stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Fire Island’s top spots include Fire Island National Seashore, Islip Cinemas and Plaza Cinema & Media Arts Center
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with lake access Fire Island
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- Rentals with pools Fire Island
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- Rentals with a patio Fire Island
- Family-friendly rentals Fire Island
- Rentals with beach access Fire Island
- Rentals with a washing machine and dryer Fire Island
- Beach house rentals Fire Island
- Pet-friendly rentals Fire Island
- Rentals with a hot tub Fire Island
- Apartment rentals Fire Island
- Private suite rentals Fire Island
- Hotel rooms Fire Island
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- Rentals with a firepit Fire Island
- Bungalow rentals Fire Island
- House rentals Fire Island
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- Guest house rentals Suffolk County
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- Guest house rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Yale University
- Central Park Zoo
- MetLife Stadium
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Southampton Beach
- Grand Central Terminal
- Statue of Liberty
- Rye Beach
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Gilgo Beach




