Guesthouse vacation rentals in Ulster County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Ulster County guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Woodstock
4.71 out of 5 average rating, 363 reviews

Teahouse Cottage by the River.

BretRating, 5 stars1 month ago
This is our third visit, so that should tell you everything. Cozy little artist studio-turned-full apartment. Great location right on the creek. You could spend the whole day there, but of course the location is perfect. Just a 20 minute walk to downtown Woodstock. Great hiking trails close by. Recommended.
Superhost
A cozy living area features a comfortably upholstered sofa paired with a stylish armchair. A cowhide rug lies on the warm hardwood floor, while a contemporary side table and a console table provide functional space. Art is displayed on the walls, enhancing the room's decor.
Guesthouse in Saugerties
4.86 out of 5 average rating, 139 reviews

Private Guesthouse in Saugerties

ChristineRating, 5 stars1 month ago
This is I believe our 4th year staying at Sheena’s place in Saugerties the same weekend in May for a hockey tournament. The space is walking distance to town and the rink so we can enjoy the nightlife. The place is always immaculate, with fresh lilacs on table, water tea and coffee available for the morning. Bonus washer and dryer especially helpful during the hockey tournament. Sheen is always super responsive and flexible during our stays. Highly recommend Sheena’s place.
Guest favorite
A charming red cottage is set against a backdrop of lush greenery and blue skies. The landscaped yard features well-maintained grass and a variety of trees, providing a serene outdoor environment. Nearby, an additional outbuilding is visible, enhancing the rustic atmosphere.
Guesthouse in Olivebridge
4.93 out of 5 average rating, 270 reviews

Sweet Fern Cottage

AnnmarieRating, 5 stars3 days ago
What a wonderful place to relax and unwind from all the chaos. We loved walking around the grounds and exploring the areas around Olivebridge. We will definitely book again.
Superhost
A cozy living area is highlighted by a blue futon and an inviting patterned bench. A round white table with metal chairs is centered, while natural light filters through large windows. Decorative pendant lights add charm to the open space, creating a welcoming ambiance.
Guesthouse in New Paltz
4.6 out of 5 average rating, 229 reviews

The Cottage - New Paltz

JenniferRating, 5 stars3 days ago
Comfortable and cozy stay. Our dogs were quite welcome. Our host was always available to answer questions. We had a lovely welcome basket on arrival which was a welcome surprise. A perfect location for our stay.
Top guest favorite
The exterior of the guest house is shown alongside a wooden chicken coop. The house features large windows and a red roof. Lush green grass surrounds the area, with hints of autumn foliage visible on nearby trees.
Guesthouse in Forestburgh
4.97 out of 5 average rating, 422 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

StacyRating, 5 stars1 week ago
Hidden gem. Really appreciated the countryside accommodation. The hot tub was nice and hot and we enjoyed a fire right after. The stores were in a close enough proximity if needed. My fiancé was skeptical as it’s right next to another property but we had are own space and we were not disturbed. Also we enjoyed the fresh eggs and being able to bring our fur babies.
Superhost
A cozy living space features a daybed with a patterned blue cover and decorative cushions, accompanied by an accent chair in a vibrant turquoise. A wooden coffee table and a pouf complement the room, which is adorned with framed artwork and bright blue walls.
Guesthouse in Woodstock
4.82 out of 5 average rating, 716 reviews

BOHEMIAN RHAPSODY - Be Here Now

GabrielleRating, 5 stars3 weeks ago
Martin and Erin were available, kind and informative. Their property is really great for exposure to the outdoors and the attractions in town. Walkable! Great restaurants, shops and bars within walking distance. Woodstock has so much to offer and Martin & Erin's space is a perfect compliment.
Guest favorite
A well-lit bedroom features a spacious bed with white linens, flanked by softly glowing wall sconces. Light filters through sheer curtains at two windows, creating a serene environment. The overall design emphasizes simplicity and comfort, with wood accents adding warmth to the space.
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 favorite
An airy living room is showcased, featuring a comfortable seating area with a sofa and armchair. A glass coffee table holds books, while large windows allow natural light to fill the space. The room is oriented towards a dining area, visible in the background.
Guesthouse in Mountain Dale
4.96 out of 5 average rating, 56 reviews

Willow House Cottage

MagdalenaRating, 5 stars4 weeks ago
The stay in the cottage was everything I had hoped for. I was looking for peace and a sense of safety in a calm environment for a medical treatment, and that's exactly what I found. It felt like the true Airbnb experience as it was originally meant to be, not just about business and renting out a place, but about people who genuinely care and offer thoughtful tips that really complete your journey. 10 out of 10!

Guest house rentals with a patio

Top guest favorite
A screened-in porch features a woven chair with floral cushions, placed on a wooden floor with a neutral rug. Light enters through large windows, while a view of surrounding trees can be seen through the screens.
Guesthouse in Accord
5 out of 5 average rating, 21 reviews

Game House in Historic Accord

SusieRating, 5 stars6 months ago
This was the perfect place for us to stay for Thanksgiving in Accord with family. Although attached to Jolle's house, it was entirely private with its own entrance and parking area. The cottage is pristine, very nicely put together and so very comfortable. Underfloor heating made it even cosier on a very wintery snowy Thanksgiving Day! Jolle's very welcoming gift of local chocolates, a bottle of wine and coffee in the freezer made us feel welcome. All the local recommendations were helpful and we all decided that this was the place to come back to next time we return to Accord! Highly recommended.
Guest favorite
The exterior of a rustic cottage is displayed, featuring a weathered wood facade and large windows. A spacious wooden deck leads to steps designed for relaxation. Potted plants are positioned at the entrance, with natural light illuminating the area.
Guesthouse in Saugerties
4.97 out of 5 average rating, 66 reviews

Little Bliss Pond House

JuanRating, 5 stars3 days ago
What can I say more than i absolutely loved the cabin. I went with my girlfriend and it was such great to unwind for a weekend with a cozy cabin and the absolutely lovely surroundings of nature. The pond was great to take a dip in and cool off for a bit. We saw a pretty big turtle and the pond has some very curious and territorial fish. All in all would definitely recommend and see myself coming back.
Top guest favorite
The exterior of the cottage is shown, featuring a white siding and multiple windows that invite natural light. A well-kept green lawn surrounds the building, complemented by mature trees in the background. The peaceful setting is enhanced by the clear sky.
Guesthouse in Kerhonkson
5 out of 5 average rating, 36 reviews

Cozy Guesthouse & Healing Vibes

WendyRating, 5 stars1 month ago
Quaint wonderful place filled with nearly every cooking need -even a carton of local eggs! Also Anne’s love of healthy and natural products was evident through shampoos, hand creams, and the like for our use. Finally Anne was so responsive to every question or need, usually within a minute! We will return. Please know that Google gps wrongly stated that Anne’s address was across the road where a school sits.
Top guest favorite
A modern guesthouse features a dark exterior with large windows, surrounded by trees. A stone patio area is equipped with two outdoor chairs and a firepit, accompanied by neatly stacked firewood. Landscaping includes green grass and flowering plants, creating a serene outdoor setting.
Guesthouse in High Falls
4.97 out of 5 average rating, 34 reviews

Modern and warm guesthouse

SueRating, 5 stars1 month ago
Loved our stay and hope to come back in the future! Denise's place is beautifully designed and has lots of thoughtful touches. The house is less than a 10 min drive from Accord and 15 min from New Paltz, so there was a nice balance of nature/privacy with easy access to restaurants and things to see. Denise was very helpful and friendly, and check in was smooth and easy.
Superhost
A cozy dining area features a round table and four chairs, with a colorful plant centerpiece. Natural light enters through a nearby window adorned with red curtains, illuminating the adjacent living space, where a red sofa is positioned.
Guesthouse in Bloomingburg
4.79 out of 5 average rating, 24 reviews

Mondrian Manor

RodRating, 5 stars1 week ago
Mondrian Manor was a perfect place for a quick stay near Middletown. Tracy was responsive and friendly. The little home was clean and cozy. I had everything I needed for a quick stay. I would stay here again.
Top guest favorite
An open-concept area features warm wood flooring and soft lighting from hanging lamps. A kitchen space is visible with a small island equipped with seating. A spacious bed is situated in the corner, dressed in patterned linens. Large windows allow natural light to brighten the room.
Guesthouse in Wallkill
5 out of 5 average rating, 54 reviews

Millie's Inn

AlexRating, 5 stars1 month ago
Millie’s Inn exceeded all of our expectations. It’s private, peaceful, comfortable, clean and so beautifully designed. Jackie & Lenny are responsive and dedicated hosts who made sure we had everything we needed our entire stay. We would stay here again and recommend it to anyone in a heartbeat.
Top guest favorite
A panoramic view showcasing the Ashokan Reservoir surrounded by lush greenery. The clear blue sky is dotted with soft clouds, while trees frame the scene, creating a tranquil and peaceful setting.
Guesthouse in West Hurley
5 out of 5 average rating, 43 reviews

Unequalled Reservoir Mtn Views-Private, Affordable

Becky And MaryRating, 5 stars1 month ago
We had an amazing stay here. Originally booked for two nights but extended for a third because we liked it so much. Perfect location, very close to Woodstock and shopping, restaurants, fun things to see and do. The unit was impeccably clean and well-maintained, spacious, bright and cozy. And the view is to-die-for. The most stunning and picturesque scenery I’ve experienced in years - and we live in the Hudson Valley! It was the perfect Memorial Day getaway. Plus the properly manager was very communicative and helpful with all questions we had. Would definitely recommend.
Top guest favorite
A spacious deck features a private hot tub surrounded by lush greenery and outdoor seating. The area is complemented by potted plants, providing a serene environment for relaxation. A black screen is visible, adding to the outdoor entertainment options.
Guesthouse in Saugerties
5 out of 5 average rating, 64 reviews

Private lofted retreat with Steam room HotTub/Pool

ChristopherRating, 5 stars5 days ago
Jay was very communicative throughout the whole process and ensured our short stay went smoothly. He also booked us the same day which we really appreciated. House is beautiful and amenities are great. We loved the steamroom.

Guest house rentals with a washer and dryer

Top guest favorite
A flowing stream winds through a green landscape, framed by trees with budding leaves. The visible water cascades over rocks, creating ripples in the surface. Various shades of green and the gentle movement of water highlight the natural beauty of the area.
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
A spacious outdoor deck wraps around the side of the house, surrounded by lush greenery. Light-colored railings and planters flank the area, offering a serene space for relaxation. The sloped yard enhances the natural beauty, complemented by the shade of surrounding trees.
Guesthouse in Kerhonkson
4.98 out of 5 average rating, 65 reviews

Kerhamptons Hideaway in Heart of Hudson Valley

LauraRating, 5 stars1 week ago
This stay offers a lovely home and view. Photos in the advertisement are accurate & communication was easy with the airbnb app. Upon our arrival we looked out back to see a young male deer in the adjacent field nibbling on his meal. Welcoming scene. Everything in the home is very clean; bed is a comfy king; there is one television in the livingroom with you tube available, but no live tv, so bring your Hulu/Netflix info or Firestick if you're a tv enthusiast. We we're in the area for a family wedding so that wasn't impt to us. We felt very comfortable & would recommend this home for any single or couple looking for a stay in the area.
Top guest favorite
Guesthouse in Gardiner
4.99 out of 5 average rating, 175 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

GretchenRating, 5 stars1 month ago
Great experience! 2 wineries within 1 mile. Close to great hiking. William, was very accommodating with check in & check out time. Would highly recommend staying here. Very cute , clean and comfortable with get amenities.
Top guest favorite
Guesthouse in Clintondale
5 out of 5 average rating, 89 reviews

Modern Studio in Idyllic Hudson Valley Countryside

PatRating, 5 stars1 week ago
This is my second stay with Frank since last year and the studio has been consistently comfortable, exceptionally clean and filled with everything you may need to enjoy your stay, including things you may have forgotten (eg, band-aids, in my case). The back yard is gorgeous and it was very enjoyable to walk around the grounds and see the apple orchards and the beautiful flowers. Frank is very friendly, accessible, and answered all my questions. The photos are exactly as the studio looks! I would highly recommend this place when in the Mid-Hudson Valley!!
Top guest favorite
Guesthouse in Woodstock
5 out of 5 average rating, 12 reviews

Modern & Private Cottage Minutes From Woodstock

WilsonRating, 5 stars1 month ago
We had a great time! Great location close to the center of Woodstock — very functional and clean space, everything worked perfectly. Kitchen was well equipped too! Overall very well thought out and perfect spot in Woodstock :)
Top guest favorite
Guesthouse in West Hurley
5 out of 5 average rating, 70 reviews

Woodstock Rural Villa: Tree Top HideAway

YiyingRating, 5 stars4 months ago
We had a wonderful stay up in Woodstock for the Presidents Day weekend. We went to nearby Bellayre for skiing and sampled the wonderful restaurants in Woodstock. Leslie and Colin’s place was a perfect launch pad and so totally comfortable and cosy. It had everything we needed - even eggs, butter and milk in the frig for breakfast! Leslie and Colin were very attentive hosts and we always felt well taken care of during our stay. We enjoyed the wood stove!
Top guest favorite
An open living area features large windows adorned with soft curtains, allowing natural light to filter in. A wooden table is positioned beside a cozy chair, while an inviting kitchen island stands ready for gatherings.
Guesthouse in New Paltz
5 out of 5 average rating, 53 reviews

Cozy A-Frame with meadow view

LauraRating, 5 stars2 weeks ago
Highly recommend Amy’s place! Close to downtown New Paltz. House was beautiful and had plenty of space. Felt very private and was quiet. The house was very clean and the beds were very comfortable. Truly one of the best Airbnbs experiences I’ve had!
Top guest favorite
A covered terrace features a circular area rug and comfortable seating with plush cushions. A glass table is positioned at the center, while a view of the river and surrounding trees is visible through the railing, enhancing the outdoor experience.
Guesthouse in Ulster Park
4.99 out of 5 average rating, 418 reviews

Escape to a Sleek, Serene Studio on the Riverbank

HaroldRating, 5 stars2 weeks ago
With a few dozen AirBnB stays under my belt, I have to say Shannon's lovely home in Ulster Park, NY, is without a doubt, the most enjoyable I've ever had! Her home is immaculate and literally footsteps from the Hudson River! She has taken the time to create an immensely enjoyable retreat by providing all modern amenities (large screen smart TV, robust WiFi and a fully equipped modern kitchen. Her backyard is thoughtfully laid out, recognizing the River is the main attraction, and provides fabulous seating areas, accompanied by gas fueled fire pits! Truly amazing. I am sure I will be returning soon!

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