Guesthouse vacation rentals in Long Island Sound

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Long Island Sound guesthouse rentals

Family-friendly guest house rentals

Superhost
Guesthouse in Milford
4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

JoyRating, 5 stars1 month ago
Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.
Top guest favorite
Guesthouse in Suffern
4.96 out of 5 average rating, 133 reviews

Hiking trails steps from your door!

AriRating, 5 stars4 months ago
Peter's place is THE perfect stay for a couple (plus dog) planning a visit to Rockland County. The cottage is extremely clean and incredibly cozy. The surroundings are beautiful, with the property well set back from the road and bordering Harriman State Park. Suffern and its restaurants aren't far and there's easy access to the Palisades Parkway to go anywhere else nearby. I grew up in the county and visit my parents on a regular basis. Any time I can't stay at their home, Peter's place will be my go-to from now on.
Guest favorite
Guesthouse in Huntington Station
4.85 out of 5 average rating, 127 reviews

2 large bedrooms in cozy little neighborhood.

DanaRating, 5 stars4 weeks ago
Our band travels up to play in Long Island twice a year. Liz's place was a great, affordable place for us to spend the weekend. We had everything we needed. And, the location was not just close to lots of great restaurants and coffee shops (which we love) but also close to the event that were booked to play. Our band would very much like to stay there again :)
Superhost
Guesthouse in Stormville
4.98 out of 5 average rating, 172 reviews

Hudson Valley Cottage with Pond Access

JamieRating, 5 stars6 months ago
This bungalow was a magical place to spend an autumn weekend visiting family and the beautiful Hudson valley area. We enjoyed morning walks around the pond with our pup and our coffee. Wish we had time to use the fire pit! Hammocks and bed was comfy, shower and kitchen were clean and lovely! Thanks so much a for a great stay! Would certainly recommend!
Top guest favorite
Guesthouse in Mongaup Valley
4.99 out of 5 average rating, 405 reviews

Good Vibes Studio in the Woods

RedRating, 5 stars4 weeks ago
absolutly amazing stay, super nice hostess we loved the decorations and they provided alot of things and services, also the epiq peoples book was a really cute idea. we will forsure be coming again soon!
Guest favorite
Guesthouse in Groton
4.94 out of 5 average rating, 443 reviews

Quiet studio with sleeping loft and deck

DiannaRating, 5 stars3 days ago
I will book again and again. The comfort of the bed and shower was fantastic. The appliances were updated and I will recommend this little piece of solitude Heaven. It’s like a wee nature refuge and Perfect location. The hosts were attentive and kind. A million thanks!
Superhost
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars7 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!
Top guest favorite
Guesthouse in Woodstock
5 out of 5 average rating, 379 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

Leah MRating, 5 stars2 days ago
We thoroughly enjoyed our stay at this Airbnb in Woodstock. Joni was very attentive and gave recommendations when asked. Her home was very welcoming and had plenty of amenities. All dining experiences are within walking distance which was a huge plus. Walking trails are all within a reasonable driving distance. It truly was a beautiful experience all around and we hope to be back again soon.

Guest house rentals with a patio

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

Private guesthouse

RoselynRating, 5 stars4 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!
Top guest favorite
Guesthouse in Gardiner
4.99 out of 5 average rating, 174 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

PatriciaRating, 5 stars1 month ago
This place was a perfect weekend get away for myself and husband. Plenty of space for the two of us. The place was nicely, decorated and fully furnished with accessories if you wish to cook. I enjoyed the spaces between the outside patio as well as the hot tub. Bill was great with giving suggestions of local places, even though I was a local myself.. if you’re looking for a quiet getaway this is your place.
Guest favorite
Guesthouse in Franklin Township
4.92 out of 5 average rating, 26 reviews

Private guesthouse

SabrinaRating, 5 stars1 month ago
This place is quiet and very private, as someone in the area for work this is exactly what I am looking for. I work night shift and the host was understanding about odd sleeping hours and adjusted check out time for me. Wonderful all around, will definitely be back!
Top guest favorite
Guesthouse in Lawrence Township
4.94 out of 5 average rating, 333 reviews

Adorable studio cottage near Princeton

AlexandraRating, 5 stars6 days ago
Shawn was a great host, and his cottage was clean, accessible, and cute. I would recommend for anyone staying in the area.
Top guest favorite
Guesthouse in Mahopac
4.95 out of 5 average rating, 222 reviews

Lakeview Guesthouse with Sauna

CatherineRating, 5 stars2 days ago
This is a gorgeous guest house with a lovely view of the lake. Didn’t get to try the sauna but appreciated that it was available all hours. Shower and bed were nice! We traveled here on bike while going from Poughkeepsie to NYC on the Empire State Trail. The house is close to the trail and they gave us good bike directions. Great place to stop to split up the 100 mile journey - right in the middle!
Top guest favorite
Guesthouse in Hudson
5 out of 5 average rating, 27 reviews

Serene one bedroom guest house with fireplace.

AllisonRating, 5 stars6 months ago
One of the best Airbnbs we've stayed at. We loved the interior design and how cozy the space was. The location is beautiful and peaceful. Highly recommend.
Top guest favorite
Guesthouse in Montclair
4.95 out of 5 average rating, 19 reviews

Mountaintop Carriage House with Tennis Court

FrancescaRating, 5 stars4 weeks ago
The carriage house was a lovely stay and very charming. Everything was clean, comfy and as described. The hosts were very friendly and detailed. It’s so quiet at night, but close enough to town for all amenities. The view of the city from the back patio was a plus!
Guest favorite
Guesthouse in Asbury Park
5 out of 5 average rating, 17 reviews

Carriage House by Surfers Beach Asbury Park

ChristaRating, 5 stars8 months ago
We whole heartedly enjoyed our stay. The apartment was very well appointed and so comfortable. We especially appreciated how quick and easy it was to walk to the beach or any of the great restaurants in the area. Regine and her family are exceptional hosts!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Mamaroneck
4.91 out of 5 average rating, 158 reviews

Your Modern Guest Wing Near NYC

ChayenneRating, 5 stars2 weeks ago
I had a wonderful stay ! The home was clean, comfortable, and exactly as described in the listing. The location was perfect. The host very responsive and made check-in super easy. I would definitely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
Guesthouse in Brewster
4.94 out of 5 average rating, 139 reviews

Sherwood Barn - close to ski mountain

StuartRating, 5 stars3 weeks ago
We loved our stay at Beth's. We were there with our two grandchildren (5 &7) and they thought the upstairs playroom was fabulous - it was even difficult to get them to come down . The accommodation is top notch with every facility you could desire. The location was just lovely - really peaceful and rural but not too far from shops, restaurants etc. We would not hesitate to return !
Top guest favorite
Guesthouse in Morristown
4.96 out of 5 average rating, 218 reviews

Private Guest House

NinaRating, 5 stars1 week ago
Great place! Very spacious unit with nice kitchen area (big fridge!) and super comfy bed. Amy was very attentive and took care of all our needs. Would definitely stay again!
Guest favorite
Guesthouse in Beacon
4.94 out of 5 average rating, 397 reviews

Cozy Mountainside Suite - Minutes from Beacon

DwainRating, 5 stars2 weeks ago
This is a beautiful place and exactly what my wife and I needed for a long weekend away! The barn is so cozy and we felt right at home . The hot tub was a nice treat on the cool evenings and the beautiful view. But by far the best part was the animals living below us that we could give snacks to throughout the day and see through the living space windows. Would definitely recommend this to anyone that loves horses and donkeys!
Top guest favorite
Guesthouse in Sharon
4.94 out of 5 average rating, 107 reviews

Cottage with a Waterfall View

JeffreyRating, 5 stars6 days ago
The cottage is beautiful and such a surprise when you open the front door - the magical stream is right out the window. Although the cottage is close to the road you would never know it - the back patio is just perfect!! An easy drive to a a number of small and lovely quintessentially New England villages. We would highly recommend Jeff and Elizabeth's cottage!
Superhost
Guesthouse in Dover Plains
4.88 out of 5 average rating, 112 reviews

Spilt Milk Cottage - Hudson Valley, NY

LorenzoRating, 5 stars3 months ago
We loved the cottage. If anything it was even cuter in person than in the pictures. Communication was perfect and the place was very well thought out. We enjoyed our stay, I’d recommend it and come back here in the future!
Top guest favorite
Guesthouse in Ulster Park
4.99 out of 5 average rating, 415 reviews

Escape to a Sleek, Serene Studio on the Riverbank

NinaRating, 5 stars1 week ago
I loved my stay here. I came up solo to work, sleep and relax. The unit itself is wonderful if you gravitate toward sunlight and thoughtful design. The mattress is fantastic and the place has everything you could hope for. The view is stunning and the outdoor space is adorable with plenty of place to spread out both indoors and outdoors. It is peaceful and quiet. You will sleep like a rock. The studio was spotless. There is some hiking options a short walk away and Kingston is about ten minutes or less (the waterfront section). Shannon is an ideal host and has thought of everything. Do not hesitate to book this if you want to relax and have a million dollar river view in a stylish and comfortable studio. I hope to be back for sure!
Top guest favorite
Guesthouse in Stonington
4.97 out of 5 average rating, 277 reviews

True Artist Loft, 5 minutes to downtown Mystic

ClaudiaRating, 5 stars2 weeks ago
We had a lovely stay! The space is beautifully decorated and cozy, and the location is super convenient for exploring Mystic and nearby towns. I would definitely stay again and recommend to others!

Destinations to explore