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

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!
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, 97 reviews

Montauk Heaven, Beach & Woods

EileenRating, 5 stars4 weeks ago
The perfect weekend getaway! Christine provided clear instructions for arrival and shared a few local recommendations during our stay. The house was safe, clean, and inviting! Perfect for our group.
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 East Hampton
4.9 out of 5 average rating, 207 reviews

Beautiful Airy Barn in Springs

AdrianaRating, 5 stars1 week ago
Loved Gillian and her beautiful guest house! Perfect for our family and a great quiet escape. Privacy, large backyard with lots of room to relax, and clean home filled with beautiful treasures. Very kind and attentive hosts!
Guest favorite
Guesthouse in Huntington Station
4.85 out of 5 average rating, 129 reviews

2 large bedrooms in cozy little neighborhood.

KathleenRating, 5 stars2 weeks ago
Liz was very responsive and welcomed my son and friends who were staying for the night. They said everything was perfect!
Guest favorite
Guesthouse in Norwalk
5 out of 5 average rating, 22 reviews

Guest Cottage in Rowayton

LynRating, 5 stars3 weeks ago
I have to say this was one of my favorite stays at air b and b because Mary was such an amazing host. Kind, helpful, considerate and a wonderful human to talk to. She went out of her way to make sure my stay was great and even picked up a few things at the store for me as she knew I was going into a busy couple of days. The cottage itself felt like a sanctuary; peaceful, quiet and lovely simple touches that made it feel homey. I can't say enough about the wonderful energy of the place itself and the lovely host, I would highly recommend this location.

Guest house rentals with a patio

Superhost
Guesthouse in Miller Place
4.75 out of 5 average rating, 56 reviews

Private guesthouse

KarenRating, 5 stars4 weeks ago
Gunay’s guest house was a lovely, private oasis! Behind the main house and far enough away to feel like you were in your own world. Clean & comfortable!
Superhost
Guesthouse in Bridgehampton
4.83 out of 5 average rating, 83 reviews

Central Hamptons Guesthouse

CaseyRating, 5 stars1 month ago
Perfect spot, tranquil and quiet, exactly what we were looking for!
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 Fairfield
4.95 out of 5 average rating, 19 reviews

The Creekside Cottage

DeyonRating, 5 stars1 week ago
This place was pure peace. Waking up to the serene view of the water reflecting the sky was like something out of a dream. The home is beautifully designed, with huge windows that let in natural light and give you front-row seats to the changing skies and soft morning sun. It’s calm, quiet, and surrounded by nature — the perfect space to reset and reflect. Whether you’re enjoying coffee on the deck or just sitting inside watching the reflections dance across the water, every moment here feels intentional. The neighborhood is tranquil, and the air feels fresh and healing. I felt grounded and inspired during my stay. Highly recommend it for anyone looking for a soulful escape with beauty at every angle. ✨
Guest favorite
Guesthouse in Shirley
4.95 out of 5 average rating, 80 reviews

La casita J place

StefanyRating, 5 stars3 days ago
It was a great stay! Hilder was a wonderful host always responded quickly and had very clear instructions. The stay was private which I liked and the inside was clean. Though it was a quick stay it was great and we will be coming back!
Top guest favorite
Guesthouse in Clinton
4.97 out of 5 average rating, 35 reviews

Studio Cottage

MaryRating, 5 stars1 week 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 stars1 week 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, 56 reviews

North Country Cottage

EvaRating, 5 stars4 weeks ago
My daughter and I had a wonderful stay at Jen’s. The cottage was very clean. Any questions I had about the area were answered quickly.

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 :)
Superhost
Guesthouse in Hampton Bays
5 out of 5 average rating, 6 reviews

Cozy Hampton Bays Cottage for 5!

RandyRating, 5 stars22 months ago
Super responsive, friendly host! Great location!
Guest favorite
Guesthouse in Madison
4.97 out of 5 average rating, 76 reviews

The Barn by the Sound

AllisonRating, 5 stars6 months ago
Peter and Vicky’s place is a beautifully situated and thoughtful space. We felt completely at home and loved all of the nice touches that made our stay feel comfortable. We loved exploring the books made available and looking out the windows into the tree tops. Exploring the local area is easy with only a short walk to the beach or woodland area. Would highly recommend to anyone wanting a peaceful escape.
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 Southold
4.91 out of 5 average rating, 58 reviews

Southold- Adorable 1 Bedroom Cottage

MeganRating, 5 stars4 weeks ago
It was the perfect spot for a getaway weekend. Easy access to wineries and restaurants. Would definitely stay again.
Superhost
Guesthouse in Hampton Bays
5 out of 5 average rating, 21 reviews

2 Bedroom Hamptons Waterfront Cottage Rental

BrianRating, 5 stars10 months ago
A quaint cottage that was sparkling clean. Access to the Peconic from a private dock with the available kayaks and canoes. There is a pristine built-in pool with new decking. There was a 10 minute drive to Hampton Bays town with great restaurants, grocery and shopping.
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 Shelter Island
5 out of 5 average rating, 64 reviews

Bayfront 1BR/2BR detached guesthouse with pool

CarolRating, 5 stars8 months ago
Such a relaxing atmosphere! Quiet and nestled within nature. The view and hot tub were my favorites. The coffee station was an added bonus:) Monica and Stanley were very responsive. If you’re looking for R&R this is the place.

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