
Guesthouse holiday rentals in Suffolk County
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Top-rated Guesthouses in Suffolk County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Suffolk County guesthouses
Family-Friendly guesthouses

Cottage by the Sea
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 !!!

One Bedroom Cottage in Cherry Grove
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!

Montauk Heaven, Beach & Woods
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!

Wave Crest Oceanfront Cottage.
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.

Beautiful Airy Barn in Springs
A lovely place for a weekend getaway! Gillian and Bob were great hosts, provided clear check in and out directions and great local recommendations. The barn was light filled and so peaceful. We loved sitting on the patio and just enjoying the backyard. Had all the amenities we could ask for and was close to great restaurants and beaches. Definitely recommend and hope to return!

Walk to Beautiful Beach in Heart of Wine Country
We are a family of 3 including a toddler almost 3 years old. There was lots of space for everyone and it had everything we needed from doing laundry, to cooking, to playing. Irene was very responsive. We had a great stay.

Guest Cottage in Rowayton
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

Private guesthouse
Great quiet place to relax and be around nature

Central Hamptons Guesthouse
Quiet, cozy, clean! Thanks for a relaxing 2 day trip!

Hill Coast Cottage: Freshly Renovated
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.

The Creekside Cottage
At the risk of creating too much interest in Rowena's Creekside Cottage, we thoroughly our stay with Rowena. Her Cottage is a great space right on Pine Creek. Each morning we were serenaded by the many different songbirds that make the Creek and the Marsh behind it home and one morning we were treated to an Osprey flyover. A walk on Fairfield's LI Sound beaches or, a stroll in central Fairfield are are super close, making the Cottage a great get-away spot.

La casita J place
A delightful stay in a cozy spot!

Studio Cottage
It was one of the best air b and b experiences. Wonderful clean, well decorated home-like place. We felt at home there and not like we were renting air b and b. All amenities were really there, everything how described. Very sweet host. I don’t usually expect to find good shampoo and conditioner that I can use because I am very picky with this stuff and in this air b and b Casey provided really good bathroom hygiene necessities. Also, really great shower with hot water. We felt like we were relatives and weren’t renters but still had all the privacy that comes when renting. Highly recommend this place! Also gorgeous and peaceful backyard, with lots of blooming trees and nature, lots of birds singing outside, it felt like a retreat. 🌞

The Ciderhouse Cottage - private escape in Wilton
Heather was an amazing host. Her place is in a beautiful location and we had a comfortable stay.

North Country Cottage
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 washing machine and dryer

Private Luxe Cottage at Gates of Wine Country
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 :)

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

The Barn by the Sound
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.

Southold- Adorable 1 Bedroom Cottage
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.

2 Bedroom Hamptons Waterfront Cottage Rental
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.

The Cottage in Redding
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.

Bayfront 1BR/2BR detached guesthouse with pool
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.

Page Guest House
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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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Gilgo Beach
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Robert Moses State Park
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Bethpage State Park
- Woodmont Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
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