Guest house holiday rentals in Fire Island

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Fire Island

Family-friendly guest house rentals

Superhost
Guest house in Milford
4.92 out of 5 average rating, 206 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

JoyRating, 5 stars2 months ago
Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.
Guest favourite
Guest house in Norwalk
5 out of 5 average rating, 70 reviews

Cottage by the Sea

CharlieRating, 5 stars2 weeks ago
Just like the photos; very nice, well kept separate cottage adjacent to garage, beautifully manicured grounds. very clean bathroom and kitchen. Hosts were very accommodating and helpful.
Guest favourite
Guest house in Cherry Grove, Fire Island
4.92 out of 5 average rating, 77 reviews

One Bedroom Cottage in Cherry Grove

IvanaRating, 5 stars9 months ago
We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.
Guest favourite
Guest house in East Hampton
4.9 out of 5 average rating, 211 reviews

Beautiful Airy Barn in Springs

NadineRating, 5 stars4 days ago
10000/10 recommend. Amazing Airbnb, beautiful pool, near east Hampton, Montauk, Parrish art museum, Dan Flavin institute, longhouse reserve, pollock krasner house. Easy check in, VERY safe neighborhood, Gilliam and her husband were kind and helpful.
Guest favourite
Guest house in Huntington Station
4.85 out of 5 average rating, 131 reviews

2 large bedrooms in cozy little neighborhood.

KathyRating, 5 stars2 weeks ago
Place was exactly as described, clean, comfortable, and quiet. Liz was flexible with checkin which was helpful since our flight got in early and we did not have a car for our luggage. We did bang our heads on the slanted ceilings a few times the first day, but we adjusted. Location is in a quiet neighborhood, we Uber’ed to eat and do other activities. We would stay again.
Superhost
Guest house in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars9 months ago
John was a perfect host! Friendly, responsive and made us feel welcome. I took my 9 year old son and we had a great time fishing off the dock and kayaking. The kitchenette is lacking if you want to cook any meals but it didn’t matter in our case. Absolutely beautiful location!
Guest favourite
Guest house in Sag Harbor
4.86 out of 5 average rating, 107 reviews

Charming 2BR Cottage, Walk to Town

MarinaRating, 5 stars11 months ago
We had a wonderful time enjoying the cottage! The hosts are extremely welcoming and very friendly. The cottage was the perfect amount of space and in a wonderful location. My friends and I are already discussing making this an annual trip!
Guest favourite
Private room in East Rock
4.82 out of 5 average rating, 207 reviews

Amadeus "English Garden Studio"

JeremyRating, 5 stars2 weeks ago
Enjoyed our three night stay at Remy's English Garden Studio. The walk to campus was perfectly pleasant, and an added benefit is the Studio's proximity to off-campus amenities like a number of bakery/cafes, right around the corner. Next time I'm in New Haven, will check to see if English Garden Studio is available.

Guest house rentals with a patio

Top guest favourite
Guest house in Greenwich
4.95 out of 5 average rating, 93 reviews

The Cottage in Greenwich

AndresRating, 5 stars1 week ago
Lovely place, really clean, beautiful and peaceful…will definitely stay back there when visiting the area.
Superhost
Guest house in Miller Place
4.76 out of 5 average rating, 58 reviews

Private guesthouse

LoriRating, 5 stars2 weeks ago
This place is very peaceful, in a great area with lots of restaurants and shopping nearby. The guest house is extremely clean and there is no clutter. I really enjoyed my stay here and highly recommend this Airbnb if you ever want to get away to someplace peaceful but close enough where you can find things to do.
Top guest favourite
Guest house in Fire Island Pines
5 out of 5 average rating, 17 reviews

2 BR Private Suite w/Private Living Room & Kitchen

TizitaRating, 5 stars8 months ago
Geoffrey and Thomas were very gracious hosts, filled with benevolence, they greeted us with such warmth, gave us a tour of their beautiful home, along with the complimentary beverages, providing us with resources as well as information about the island since we’re newcomers, the house was lovely, clean and serene, hot tub was amazing, we enjoyed hearing their stories about fire island as well as giving us recommendations for food, shopping and sightseeing, it’s good to know fellow New Yorkers will have your back, very happy we picked their place to stay, absolutely would come back.
Superhost
Guest house in Southeastern Queens
4.77 out of 5 average rating, 131 reviews

Cozy 2 BR guest suite very close to JFK, UBS Arena

DyanaRating, 5 stars4 days ago
Anitas place was everything I needed for a weekend get away with a few friends for my bday. Her space is super clean and had everything we needed. Its also located in a cute and quiet neighborhood, in walking distance tona grocery store. We absolutely loved it and had an amazing time!
Top guest favourite
Guest house in Waccabuc
4.99 out of 5 average rating, 95 reviews

French Guest House in Waccabuc

AndrewRating, 5 stars4 days ago
Lori's guest studio was magical. Located on a French Country estate in a beautiful rural area near Cross River, NY, the studio fronted a lovely pond with the rhythmic sound of the aerating fountain and nightly chorus of bullfrogs that transport you to another time and place. The studio is beautifully decorated and perfect for our short stay. The Keurig coffee maker was well stocked but came in a distant second place to Lori's recommended cafe and patisserie just 10 mins away. Next time we return (and we do plan to return!), we'll try to make some time to explore the area and leave the ever-rushing world behind.
Guest favourite
Guest house in Shirley
4.95 out of 5 average rating, 82 reviews

La casita J place

JustinRating, 5 stars1 week ago
Had a wonderful little getaway in Hilder’s guest house. The place was clean and cozy! I would return here for another weekend getaway.
Top guest favourite
Guest house in Clinton
4.95 out of 5 average rating, 38 reviews

Studio Cottage

KellyRating, 5 stars6 days ago
Looked just like the photos. Private space. Clean and tidy, had a few essentials including coffee! She was very responsive and gave East to follow directions for checking in. Provided great recommendations for nearby places. Location was exactly what we were looking for. Would highly recommend.
Top guest favourite
Guest house in Norwalk
5 out of 5 average rating, 20 reviews

Waterfront Getaway - Norwalk, CT

HillaryRating, 5 stars2 weeks ago
Loved our stay here! The apartment was very clean and comfortable, and had everything we needed. Excellent location - nice view and very walkable both to Sono and East Norwalk. Communication was easy and clear, thank you! Only thing I would note is that there is a flight of stairs to get to the entrance which was a little tricky with our luggage and stroller (we were traveling with a baby) - didn’t detract from how great our stay was, and would still book again despite that.

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Mamaroneck
4.9 out of 5 average rating, 164 reviews

Your Modern Guest Wing Near NYC

ConnieRating, 5 stars1 month ago
Had a great time at Shay and Sam’s luxurious cottage. Every aspect of this place is thoughtfully designed from the decor, lighting and bathroom spa, to the Frette sheets and towels making for an incredibly comfortable stay. The kitchenette is very compact but has just about everything needed, including a dishwasher. A lovely backyard and patio are an added bonus along with a ramp to the property’s entrance. Located in a beautifully manicured and very quiet neighborhood across from the back of Harbor Island Park, the property is about a 25 minute walk from the train station via Mamaroneck Avenue-with its various shops, restaurants (Nonna Carola is not to be missed) a liquor store, and a small Italian market. We were pleasantly surprised to find a Trader Joe’s, bagel shop and the Nautilus diner about 20 minutes walking distance from the property as well. Communication with Sam was easy and very helpful. Would love to come back and definitely recommend a stay here.
Top guest favourite
Guest house in Larchmont
4.98 out of 5 average rating, 43 reviews

Beautiful guesthouse - Larchmont

MichaelRating, 5 stars1 month ago
This recently renovated unit was exceptionally nice. Decorator touches, extremely clean. Drinks in the fridge, snacks, toiletries - basically any need met. Joanna was a great host, good communicator, friendly. The unit was spacious and highly functional. I would not hesitate to go back.
Top guest favourite
Guest house in Madison
4.97 out of 5 average rating, 77 reviews

The Barn by the Sound

DianeRating, 5 stars4 weeks ago
Vicky and Peter's little barn apartment was perfectly located for us, close to the beach and we so enjoyed their well landscaped and beautiful property, the birds in the trees and views out the window. The furniture and bed were comfortable and kitchen had all that we needed. They thoughtfully left us a six pack of nice water in the fridge and a pretty little bouquet of her garden flowers on the table. Vicky was friendly and gracious when we saw her in her yard and ready to assist if we needed any thing. They also made the effort to move patio furniture to a location for our use. I would definitely recommend Vicky and Peter's airbnb for others.
Guest favourite
Guest house in Easton
4.84 out of 5 average rating, 103 reviews

Entire Guest House at Fox Pond Farm.

ColinRating, 5 stars4 days ago
A group of us stayed here for a wedding nearby. Durelle was super communicative and helpful the whole time we were there. We didn't get to spend much time there and due to the weather we didn't hang outside too much but the property was beautiful and seemed like a great place for a summer getaway with the pool & firepit
Guest favourite
Guest house in Fairfield
4.95 out of 5 average rating, 21 reviews

The Creekside Cottage

ChristinaRating, 5 stars5 days ago
This cottage is absolutely lovely and peaceful. You have a view of the Long Island Sound across the street and the house sits on an inlet. We truly enjoy sitting on the back deck on the inlet water. There are ALWAYS people walking, riding bikes, jogging, walking dogs… etc Lots of delicious restaurants and stores so super close! We will definitely be booking here again in the future!
Top guest favourite
Guest house in Huntington Station
4.97 out of 5 average rating, 92 reviews

Modern fully updated 2nd Floor apartment

JayRating, 5 stars1 month ago
Manuel was a great host, very responsive and respectful. Anything I needed he was right there to assist. His place was also very beautiful and just what I needed. Its hosts like him who make Airbnb a great place, hope to stay in one of his properties again soon!
Top guest favourite
Guest house in Bedford Hills
5 out of 5 average rating, 46 reviews

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

KarenRating, 5 stars4 days ago
Our second time staying here - a wonderful break from the city for my boyfriend, me and the dog :-) so peaceful. Wonderful place!
Guest favourite
Guest house in Westville
4.94 out of 5 average rating, 308 reviews

Square 6ix

AnnRating, 5 stars1 week ago
Great location. Very nice apartment with beautiful artwork. Very private with off street parking. We enjoyed our stay and felt at home.

Quick stats about guest house rentals in Fire Island

  • Total rentals

    20 properties

  • Total number of reviews

    1.1K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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