
Guesthouse holiday rentals in Suffolk County
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Top-rated Guesthouses in Suffolk County
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Popular amenities for Suffolk County guesthouses
Family-Friendly guesthouses

Cottage by the Sea
Just like the photos; very nice, well kept separate cottage adjacent to garage, beautifully manicured grounds. very clean bathroom and kitchen. Hosts were very accommodating and helpful.

One Bedroom Cottage in Cherry Grove
We love this place! This is the second time we've stayed, and it's a perfect little bungalow for two. The location in Cherry Grove is ideal, just a minute walk to the shops/bars but still quiet. Comfortable, cozy space. Minimal kitchen but the two burners and pots—not to mention the grill—make it possible to cook a nice meal. Great deal, highly recommend!

Montauk Heaven, Beach & Woods
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!

Beautiful Airy Barn in Springs
10000/10 recommend. Amazing Airbnb, beautiful pool, near east Hampton, Montauk, Parrish art museum, Dan Flavin institute, longhouse reserve, pollock krasner house. Easy check in, VERY safe neighborhood, Gilliam and her husband were kind and helpful.

2 large bedrooms in cozy little neighborhood.
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.

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!

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.

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.
Guesthouses with a patio

Private guesthouse
This place is very peaceful, in a great area with lots of restaurants and shopping nearby. The guest house is extremely clean and there is no clutter. I really enjoyed my stay here and highly recommend this Airbnb if you ever want to get away to someplace peaceful but close enough where you can find things to do.

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.

La casita J place
We absolutely loved our stay. Unfortunately, we booked on a much colder day so we weren’t able to take full advantage of the pool— but even then, being able to sit outside in the patio is nice. The family gave us so much privacy. Would absolutely love to come back on a warmer day!

Waterfront Getaway - Norwalk, CT
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.

Studio Cottage
Looked just like the photos. Private space. Clean and tidy, had a few essentials including coffee! She was very responsive and gave East to follow directions for checking in. Provided great recommendations for nearby places. Location was exactly what we were looking for. Would highly recommend.

The Ciderhouse Cottage - private escape in Wilton
We loved our stay at this beautiful private cottage! It was perfect for our long weekend getaway since we were in the area for a wedding and grad celebration. Very clean, tidy, and spacious—plenty of room to get ready!

North Country Cottage
Wonderful stay! Thanks for everything!!

Adorable 1-Bedroom Cottage w/ Mezzanine Weston, CT
Jacques is a delightful host. Very responsive. He wants to ensure that you have a good time and are comfortable. The Cottage is very inviting with private and peaceful surroundings. The bed is comfortable. The living room is cozy and has a large screen TV and sofa with good lighting. There is a mezzanine that provides a special hideaway or office space. The kitchen is well equipped with everything you might need to fix meals. We have enjoyed this beautiful Airbnb twice and look forward to more visits.
Guest house rentals with a washing machine and dryer

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

The Barn by the Sound
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.

Entire Guest House at Fox Pond Farm.
A group of us stayed here for a wedding nearby. Durelle was super communicative and helpful the whole time we were there. We didn't get to spend much time there and due to the weather we didn't hang outside too much but the property was beautiful and seemed like a great place for a summer getaway with the pool & firepit

The Creekside Cottage
This cottage is absolutely lovely and peaceful. You have a view of the Long Island Sound across the street and the house sits on an inlet. We truly enjoy sitting on the back deck on the inlet water. There are ALWAYS people walking, riding bikes, jogging, walking dogs… etc Lots of delicious restaurants and stores so super close! We will definitely be booking here again in the future!

Modern fully updated 2nd Floor apartment
Manuel's place was just as described and very clean. Manuel was easy to communicate with and was also very helpful. I particularly liked the location just a block from Jericho Turnpike which made it very central to visit both north and south shores of Long Island, and no street noise heard inside. In the unit, you could sense the care given to making it a welcome stay for guests. There were plenty of towels, linens, cleaning supplies, coffee maker and even coffee and tea provided. It was nice to have a European style washer/dryer in the very useful kitchen. The space was all nicely planned, including air conditioning in each room with a very quiet mini-split system in the bedroom. Thanks to Manuel for providing a very comfortable space.

Southold- Adorable 1 Bedroom Cottage
This is an absolute gem of a find. It’s close to numerous vineyards and a seaside port for deckside drinks and quaint shopping spots. The ferries to Southhampton is only ten minutes away and the ferry to New London is also only about 20 minutes away. The cottage is super cute and has everything you need. Perfect.

Cozy Place
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 💕

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.
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Gilgo Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Dunewood
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Amityville Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Robert Moses State Park Field 2
- Heckscher State Park
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