Guesthouse vacation rentals in Greene County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Greene County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Germantown
4.97 out of 5 average rating, 74 reviews

The Guest House

StephenRating, 5 stars7 months ago
Stayed in the guest house for the night, and was a peaceful and pleasant stay! Hosts were very friendly and amenable — watching the goats was a nice bonus as well!
Guesthouse in Windham, Hensonville
4.77 out of 5 average rating, 388 reviews

Windham NY 2 Bedroom Cozy Getaway

AnnelRating, 5 stars1 week ago
If you enjoy nature and a farm house vibe, this is the place for you. I stood there with my family and we had such an amazing, pleasant stay. Cinthya's place feels like home! She goes above and beyond to make sure you have a pleasant and peaceful stay. I definitely recommend and will come back again.
Guesthouse in Germantown
4.71 out of 5 average rating, 48 reviews

Quaint Rural Cottage Immersed in Nature

PeterRating, 5 stars16 months ago
Marianne is a kind and generous host. Not sure if she can do it every time, but we had croissants, butter, jam, fresh fruit, and chocolates waiting for us. She also treated us to enough fire wood for our first fire. Rustic, spacious cottage located within 15-20 minutes of Hudson and Tivoli. Visited Olana and Poet's Walk Park. Some great restaurants. My girlfriend said she wanted to go back and stay for 2 weeks (we will see). Overall, I was glad to find this property for a last minute getaway.
Guest favorite
Private room in Fleischmanns
4.94 out of 5 average rating, 98 reviews

Shadowcrest - Emory Bedroom with Ensuite Bathroom

JoshuaRating, 5 stars4 months ago
Brendan’s place was wonderful and he was an amazing host. He was helpful and proactive and provided excellent recommendations. He went out of his way to make us feel at home, but never felt intrusive. I can’t recommend staying here highly enough!

Guest house rentals with a patio

Guesthouse in Palenville
4.97 out of 5 average rating, 31 reviews

Studio Loft in America's First Art Colony

RyanRating, 5 stars7 months ago
Clean and comfortable! Cozy spot, easy to communicate with the hosts, great launching off point for the Catskills! I would stay here again.
Top guest favorite
Guesthouse in Hudson
5 out of 5 average rating, 49 reviews

Hudson Countryside Guest Cottage w/Amazing Views

KiaraRating, 5 stars1 day ago
Our stay at Karen’s guest cottage couldn’t have been nicer. My mom and I brought our 2 dogs for a weekend and thoroughly enjoyed our time on the property. The hosts were so thoughtful and made us feel right at home, allowing all of us (including the pups) to explore the property. The cottage is clean, comfortable, and had every amenity we could need (even a welcome gift). The house is close to town, easy to find, and felt very private and peaceful. I’m so happy we booked this stay and hope to return one day.
Top guest favorite
Guesthouse in Hudson
4.98 out of 5 average rating, 84 reviews

Stylish, New Carriage House on Warren St!

JulietteRating, 5 stars4 weeks ago
Loved this place - great location and felt like such a good value for the amount of space you get. There is a steep stair separating the public space from the bedrooms, be warned. Also, not a lot provided in terms of snacks/etc but you are walkable to everything so do not need too much in house.
Guesthouse in Catskill
4.78 out of 5 average rating, 9 reviews

Modern village studio with a forest view

VicRating, 5 stars4 weeks ago
My fiancé and I stayed at Ry’s place looking for a quiet weekend upstate. The home was gorgeous and very well detailed, it looked even better than the photos. The hosts were extremely friendly and responsive and offered great recommendations. The space felt private and offered incredible views and tons of natural light. One of the coziest and best designed Airbnb’s we’ve visited in years. Can’t wait to stay again!
Guesthouse in Round Top
5 out of 5 average rating, 15 reviews

Catskill Mountain Hideaway at Living Stone

AdamRating, 5 stars19 months ago
This is our second time staying here. This time was just as great as the first. Heather is very responsive when we needed her. The property is so beautiful there is no way to even explain it in an Air B &B listing. The home is clean, neat, and organized. Zero complaints!
Private room in Durham
New place to stay

Glamping Cottage w/ fireplace fenced dog yard

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Saugerties
4.91 out of 5 average rating, 57 reviews

Hits | Catskills Views | Pet Friendly | Studio

KatiRating, 5 stars1 week ago
I always enjoy my stays at the Caraway Cottage. Can’t beat the location and it’s so cosy and comfortable. I’d always seek out to stay here whenever I come to Saugerties!
Superhost
Private room in Shandaken
4.73 out of 5 average rating, 15 reviews

Catskill Seasons Inn - Room Thirty One

SarahRating, 5 stars45 months ago
This unit is very clean, very spacious and comfortable. The location is excellent.
Top guest favorite
Guesthouse in Saugerties
4.97 out of 5 average rating, 39 reviews

Avalanche Farms private Guesthouse w/Stream Access

SimoneRating, 5 stars2 weeks ago
Jessica’s place was the perfect choice for a quick weekend getaway to Woodstock. The space was sparkling clean and well stocked with extra linens and kitchen items. The property was peaceful and serene and a dream to wake up too in the morning. Highly recommend!! Jessica was able very responsive and check in and out was a breeze. 10/10!
Top guest favorite
Guesthouse in Hudson
5 out of 5 average rating, 49 reviews

Hudson Countryside Guest Cottage w/Amazing Views

KiaraRating, 5 stars1 day ago
Our stay at Karen’s guest cottage couldn’t have been nicer. My mom and I brought our 2 dogs for a weekend and thoroughly enjoyed our time on the property. The hosts were so thoughtful and made us feel right at home, allowing all of us (including the pups) to explore the property. The cottage is clean, comfortable, and had every amenity we could need (even a welcome gift). The house is close to town, easy to find, and felt very private and peaceful. I’m so happy we booked this stay and hope to return one day.
Guest favorite
Guesthouse in Windham
4.97 out of 5 average rating, 102 reviews

Little Bear’s Cottage Great location, cozy & cute

kathyRating, 5 stars1 month ago
This is our 2nd time at Marta's place. We returned because the location and accessibility is perfect. Everything is as stated in the post and Marta is a very responsive and friendly host. We will be back!!
Guest favorite
Guesthouse in Windham
5 out of 5 average rating, 8 reviews

Newly Built 1200sq ft Guest House 4 min 2 Ski/Hike

DavidRating, 5 stars6 months ago
This is our second time staying at this house and probably the 5th or 6th time hosted by Ray. We must say that Ray is the best host you can find on Airbnb. Always proactive and responsive to ensure we have the best stay. He also takes great care of his properties. This house is perfectly located with a lot of privacy and close proximity to town and skiing. It’s brand new, open and airy layout that’s perfect for a family or small group with everything on the main floor and a large mud room on the ground floor. We loved staying here and will be back again.
Guesthouse in Germantown
4.71 out of 5 average rating, 48 reviews

Quaint Rural Cottage Immersed in Nature

PeterRating, 5 stars16 months ago
Marianne is a kind and generous host. Not sure if she can do it every time, but we had croissants, butter, jam, fresh fruit, and chocolates waiting for us. She also treated us to enough fire wood for our first fire. Rustic, spacious cottage located within 15-20 minutes of Hudson and Tivoli. Visited Olana and Poet's Walk Park. Some great restaurants. My girlfriend said she wanted to go back and stay for 2 weeks (we will see). Overall, I was glad to find this property for a last minute getaway.
Top guest favorite
Guesthouse in Elka Park
5 out of 5 average rating, 139 reviews

Carriage House in the heart of Platte Clove.

VictorRating, 5 stars1 day ago
Peaceful Retreat in Platte Clove – A Hidden Gem! Our stay at this Airbnb in upstate New York was nothing short of perfect. Tucked away in the serene beauty of Platte Clove, the property offered the peace and quiet we were looking for. Surrounded by nature, with the sounds of birds and rustling trees as our backdrop, it felt like a true escape from the noise of everyday life. The home was clean, cozy, and thoughtfully prepared, Alison made sure everything from the bedding to the kitchen setup made us feel welcomed and comfortable. We enjoyed coming back from hiking the nearby trails and staying in to relax and having a warm bath. If you’re looking to disconnect, recharge, and enjoy the beauty of the Catskills, this is the place. We’d definitely stay here again.

Destinations to explore