Guesthouse holiday rentals in Suffolk County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Suffolk County guesthouses

Family-Friendly guesthouses

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

Cottage by the Sea

Agni MaRating, 5 stars2 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 favourite
Guesthouse in Cherry Grove, Fire Island
4.92 out of 5 average rating, 76 reviews

One Bedroom Cottage in Cherry Grove

DanielRating, 5 stars7 months ago
Fernando was a wonderful host and the location couldn’t be beat!! Steps to all the shops and restaurants and also convenient for the beach. Highly recommend!
Guesthouse in Montauk
4.61 out of 5 average rating, 95 reviews

Montauk Heaven, Beach & Woods

VincentRating, 5 stars2 days ago
Christine was an awesome host. We felt right at home and the place is a nice 15 min walk from the beach (or an even shorter drive). The house is beautiful and it felt personal and warm!
Guesthouse in Montauk
4.74 out of 5 average rating, 58 reviews

Wave Crest Oceanfront Cottage.

BrentRating, 5 stars35 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 favourite
Guesthouse in East Hampton
4.9 out of 5 average rating, 200 reviews

Beautiful Airy Barn in Springs

AdamRating, 5 stars3 weeks ago
Staying at Gillian’s place was amazing! It was very peaceful and tranquil and not too far from Main Street where we could shop and eat. The barn is quaint and homey and sits beautifully on a lawn. We loved our stay and will be returning in the future!
Guesthouse in Norwalk
5 out of 5 average rating, 21 reviews

Guest Cottage in Rowayton

Alfonso JamesRating, 5 stars9 months ago
Mary was very helpful. She checked in with us to see if we needed anything for our stay and provided great guidance on where to go for the fireworks on the 4th of July, where entertainment were going on in the town, restaurants and shops. She acted as our own concierge.

Guesthouses with a patio

Superhost
Guesthouse in Miller Place
4.73 out of 5 average rating, 52 reviews

Private guesthouse

RoselynRating, 5 stars3 weeks ago
Stayed here last November with a friend and was so glad I booked again! The place was clean, comfortable, and exactly as described. The host was responsive and made everything easy. Great location, too. Will definitely book again!
Superhost
Guesthouse in Bridgehampton
4.82 out of 5 average rating, 79 reviews

Central Hamptons Guesthouse

JesseRating, 5 stars1 month ago
The Central Hamptons Guesthouse was a wonderful stay - it's a great location and a really charming house. Michael was a very communicative host, and overall it was a seamless, easy, relaxing weekend.
Superhost
Guesthouse in Hampton Bays
5 out of 5 average rating, 4 reviews

Hill Coast Cottage: Freshly Renovated

MelissaRating, 5 stars5 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 favourite
Guesthouse in Fairfield
4.93 out of 5 average rating, 15 reviews

The Creekside Cottage

AndreRating, 5 stars2 months ago
Beautiful stay! Came to CT with 2 winterstorms back to back and below freezing temps. The place was cozy and warm the whole time! A great place to relax and watch the tide come in and out. And the "throne" room has a great view!
Guest favourite
Guesthouse in Shirley
4.96 out of 5 average rating, 75 reviews

La casita J place

KellyRating, 5 stars6 days ago
Quiet, nice spot.
Top Guest favourite
Guesthouse in Clinton
4.97 out of 5 average rating, 31 reviews

Studio Cottage

CapriRating, 5 stars2 weeks ago
Staying at Casey’s cottage was very nice. It was peaceful and very comfortable. The neighborhood was very nice with easy access to I-95. She was a great host. Thank you for a lovely stay.
Guest favourite
Guesthouse in Wilton
4.98 out of 5 average rating, 42 reviews

The Ciderhouse Cottage - private escape in Wilton

PreetiRating, 5 stars1 week ago
Heather was an amazing host. Her place is in a beautiful location and we had a comfortable stay.
Top Guest favourite
Guesthouse in Wading River
5 out of 5 average rating, 53 reviews

North Country Cottage

Nicole Rating, 5 stars2 weeks ago
Wonderful place to stay in wading river! Hosts were excellent and their place was cozy. Recommend to anyone needing a place to stay in the area.

Guest house rentals with a washing machine and dryer

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

Private Luxe Cottage at Gates of Wine Country

ChristinaRating, 5 stars7 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 Fairfield
4.67 out of 5 average rating, 3 reviews

Fairfield Town/Beach "Story-Book" Cottage w/Pool

MelanieRating, 5 stars37 months ago
This Cottage was in the BEST location and had the perfect amenities for a long term stay with my two toddlers and our family dog. Would definitely recommend and would definitely return.
Top Guest favourite
Guesthouse in Madison
4.97 out of 5 average rating, 75 reviews

The Barn by the Sound

AllisonRating, 5 stars4 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 favourite
Guesthouse in Southold
4.91 out of 5 average rating, 57 reviews

Southold- Adorable 1 Bedroom Cottage

VictoriaRating, 5 stars1 month ago
Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.
Superhost
Guesthouse in Hampton Bays
5 out of 5 average rating, 21 reviews

2 Bedroom Hamptons Waterfront Cottage Rental

BrianRating, 5 stars9 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 favourite
Guesthouse in Redding
4.92 out of 5 average rating, 53 reviews

The Cottage in Redding

RyanRating, 5 stars6 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 favourite
Guesthouse in Shelter Island
5 out of 5 average rating, 64 reviews

Bayfront 1BR/2BR detached guesthouse with pool

CarolRating, 5 stars6 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.
Top Guest favourite
Guesthouse in Guilford
4.99 out of 5 average rating, 89 reviews

Page Guest House

ReneeRating, 5 stars4 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.

Destinations to explore