
Guesthouse vacation rentals in Suffolk County
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Top-rated guesthouse rentals in Suffolk County
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Popular amenities for Suffolk County guesthouse rentals
Family-friendly guest house rentals

Waterfront carriage house studio
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!

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
We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.

Montauk Heaven, Beach & Woods
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.

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
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!

2 large bedrooms in cozy little neighborhood.
Liz was very responsive and welcomed my son and friends who were staying for the night. They said everything was perfect!

Guest Cottage in Rowayton
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

Private guesthouse
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!

Central Hamptons Guesthouse
Perfect spot, tranquil and quiet, exactly what we were looking for!

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
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. ✨

La casita J place
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!

Studio Cottage
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 )

The Ciderhouse Cottage - private escape in Wilton
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.

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 washer 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 :)

Cozy Hampton Bays Cottage for 5!
Super responsive, friendly host! Great location!

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.

Entire Guest House at Fox Pond Farm.
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.

Southold- Adorable 1 Bedroom Cottage
It was the perfect spot for a getaway weekend. Easy access to wineries and restaurants. Would definitely stay again.

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.
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Gilgo Beach
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Robert Moses State Park
- Walnut Public Beach
- Dunewood
- Shinnecock Hills Golf Club
- TPC River Highlands
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Quotonset Beach
- Ocean Beach Park
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Copiague Beach
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- Travel Europe on a budget How to take the kids to Europe for less
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