Guesthouse vacation rentals in Suffolk County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Suffolk County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Norwalk
5 out of 5 average rating, 69 reviews

Cottage by the Sea

Agni MaRating, 5 stars3 months ago
We came for a quiet beautiful space to retreat too while visiting family during a very busy time. And being at Esme’s was so amazing … quiet,comfortable, great view Ty !!!
Guest favorite
Guesthouse in Cherry Grove, Fire Island
4.92 out of 5 average rating, 77 reviews

One Bedroom Cottage in Cherry Grove

IvanaRating, 5 stars8 months ago
We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.
Guesthouse in Montauk
4.62 out of 5 average rating, 98 reviews

Montauk Heaven, Beach & Woods

KateyRating, 5 stars3 days ago
We loved staying at Christine’s place! Great location, great deck to sit outside and enjoy the weather, and not too far from the beach. She even came in person to be sure check in went smoothly. Definitely would stay here again!
Guest favorite
Guesthouse in East Hampton
4.9 out of 5 average rating, 209 reviews

Beautiful Airy Barn in Springs

SusanRating, 5 stars3 days ago
A relaxing oasis! Bob and Gillian were so accommodating and considerate, always available with helpful advice. The barn is artistically appointed, the beds are very comfortable, and everything you need is available. We so enjoyed our time by the pool and especially the hammock! We felt right at home and would definitely come back.
Guest favorite
Guesthouse in Huntington Station
4.85 out of 5 average rating, 130 reviews

2 large bedrooms in cozy little neighborhood.

KathyRating, 5 stars1 week 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
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars8 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!
Guesthouse in Montauk
4.74 out of 5 average rating, 58 reviews

Wave Crest Oceanfront Cottage.

BrentRating, 5 stars36 months ago
Robert is a kind and gracious host. He left a bottle of wine with a charming note upon arrival. We had a few questions about the house and he was very prompt and helpful. The house is a sweet charming little cottage in Montauk on the steps from the beach at central air- it was perfect. We would definitely return in the future.
Guest favorite
Guesthouse 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 house rentals with a patio

Superhost
Guesthouse in Miller Place
4.75 out of 5 average rating, 57 reviews

Private guesthouse

ChandlarRating, 5 stars2 weeks ago
Gunay was always available and responded to our needs and questions immediately.
Superhost
Guesthouse in Hampton Bays
5 out of 5 average rating, 4 reviews

Hill Coast Cottage: Freshly Renovated

MelissaRating, 5 stars7 months ago
The pictures really don’t do it justice , the place is adorable. The kitchen has all new appliances, and it has every amenity you could need for a long or short stay.
Guest favorite
Guesthouse in Shirley
4.95 out of 5 average rating, 82 reviews

La casita J place

JustinRating, 5 stars3 days 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 favorite
Guesthouse in Norwalk
5 out of 5 average rating, 20 reviews

Waterfront Getaway - Norwalk, CT

HillaryRating, 5 stars6 days 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.
Top guest favorite
Guesthouse in Clinton
4.95 out of 5 average rating, 37 reviews

Studio Cottage

MaryRating, 5 stars2 weeks ago
I felt very comfortable at the charming cottage. Good bed, nice furnishings. Casey was very friendly and welcoming. Really ideal location near my son’s home. Next visit I hope to be able to stay here again. (BTW. Hairdryer did not work )
Superhost
Guesthouse in Wilton
4.98 out of 5 average rating, 43 reviews

The Ciderhouse Cottage - private escape in Wilton

ErikaRating, 5 stars2 weeks ago
We had a lovely stay! The place was simple and quiet, surrounded by beautiful greenery. Close to restaurants and local sites. The bathroom is small with a standing single shower. Overall spacious and very clean.
Top guest favorite
Guesthouse in Wading River
4.98 out of 5 average rating, 59 reviews

North Country Cottage

ChristineRating, 5 stars2 days ago
Jen’s cottage was peaceful, comfortable and clean. I was traveling with my 83 year old dad who has mobility issues and needed a place to stay with a recliner. I was excited when Jen responded to my inquiry (very quickly I might add) that she would be able to accommodate. Not only did the property exceed expectations, it was immaculate and felt like home immediately. This cottage made our trip possible. I wish I could give Jen more than 5 stars!!!
Guest favorite
Guesthouse in Weston
5 out of 5 average rating, 67 reviews

Adorable 1-Bedroom Cottage w/ Mezzanine Weston, CT

LeanneRating, 5 stars3 months ago
Thank you for welcoming us and our pets again. We always enjoy staying in the cottage and appreciated your hospitality.

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Calverton
4.98 out of 5 average rating, 46 reviews

Private Luxe Cottage at Gates of Wine Country

ChristinaRating, 5 stars8 months ago
We had a wonderful stay at Carrie’s listing. When we first arrived, Carrie was still cleaning up so we were invited inside for a cup of wine. The airbnb had almost everything we needed (minus a microwave) and the property had super friendly chickens and every amenity needed for a stay-at-home vacation. Carrie was even kind enough to have us stay a little past check in to finish some work meetings. We appreciated everything and would recommend this to anyone coming to North Fork :)
Guest favorite
Guesthouse in Madison
4.97 out of 5 average rating, 77 reviews

The Barn by the Sound

DianeRating, 5 stars3 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 favorite
Guesthouse in Easton
4.84 out of 5 average rating, 102 reviews

Entire Guest House at Fox Pond Farm.

LucyRating, 5 stars9 months ago
Stayed at Scott and Durelle's guest house for my 30th birthday with 10 friends. Booked mostly for the pool to enjoy a hot August weekend, but unfortunately there was a huge tropical storm! We still enjoyed the spacious house, jumping into the pool in the rain, cooking on the grill in a moment of dry weather, and overall had a peaceful and fun weekend despite crazy weather! A testament to this great property - which is beautiful and just as in pictures.
Guest favorite
Guesthouse in Fairfield
4.95 out of 5 average rating, 20 reviews

The Creekside Cottage

JeffreyRating, 5 stars6 days ago
A wonderful stay...Love Rowena...beautiful location...did not want to leave...already planning for next year
Guest favorite
Guesthouse in Southold
4.91 out of 5 average rating, 58 reviews

Southold- Adorable 1 Bedroom Cottage

MeganRating, 5 stars1 month ago
It was the perfect spot for a getaway weekend. Easy access to wineries and restaurants. Would definitely stay again.
Guest favorite
Guesthouse in Bay Shore
4.85 out of 5 average rating, 34 reviews

Cozy Place

JenniferRating, 5 stars1 month ago
stayed here for a second time and it was amazing, very quiet and clean place, absolutely coming back when I'm back in the area 💕
Guest favorite
Guesthouse in Redding
4.93 out of 5 average rating, 54 reviews

The Cottage in Redding

RyanRating, 5 stars7 months ago
Cozy guest cottage in a gorgeous New England setting. The perfect launch-point for exploring the historic towns and rolling hills and mountains of western Connecticut / eastern New York. The chickens were a charming addition. ;) Would be happy to stay again! The fall colors were stunning.
Top guest favorite
Guesthouse in Guilford
4.99 out of 5 average rating, 89 reviews

Page Guest House

ReneeRating, 5 stars5 months ago
We were in town for a family Christmas party and were very happy staying at The Page Guest House. It was the perfect choice, especially since my 91-year-old mother was with me. The walk-in shower and the small step to get in made it easy. As former residents of Guilford, I highly recommend this centrally located, cozy guest house to anyone visiting the area.

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