Guesthouse vacation rentals in Hudson River

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Popular amenities for Hudson River guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Lenox
4.93 out of 5 average rating, 105 reviews

The East Street Cabin

PeterRating, 5 stars7 months ago
We were in Lenox to attend a reunion for the Lenox School for Boys ( Grad “66” ). The cabin was perfect for our needs especially because we could have our dog with us. Most of our time was spent with activities scheduled for the reunion so we didn’t really get to enjoy the peaceful atmosphere surrounding the cabin. There will be another reunion in 2026 so we will be looking forward to another stay at the Luv Shack. Thanks for sharing your abode. Pete & Becky Davis Mechanicsburg PA
Guest favorite
Guesthouse in Mount Tremper
4.92 out of 5 average rating, 355 reviews

Cozy Catskill Cottage Perfect Getaway for Two

BarryRating, 5 stars2 weeks ago
A massive thank you to Julian and Karen! I brought my girlfriend here for our 5 year anniversary and it did not disappoint. The cabin was so cozy and our hosts were so kind. Woodstock was a really cool area and it is only 20 minutes away from the cabin. We would love to come back in the future :)
Top guest favorite
Guesthouse in Stephentown
5 out of 5 average rating, 416 reviews

Dog Friendly Studio

LilyRating, 5 stars1 week ago
We absolutely loved Maple Hill Farms. It's a wonderful place and a perfect choice for a trip to the Berkshires if you're an animal lover. The best part of our weekend was bonding with Philip's sweet and friendly donkeys! The studio is well laid out with everything you need, the farm is beautiful and peaceful (except for the roosters, haha!), and the location is great for visiting local sights like Mass MoCA and The Mount. We hope to be back!
Top guest favorite
Guesthouse in Northampton
4.93 out of 5 average rating, 271 reviews

Large Studio – Walk to Town

BruceRating, 5 stars1 week ago
What a wonderful and unique space. A wide open room with a cozy bed area. The kitchen is well appointed as well. Just a short walk to Northampton's downtown but quiet with lovely gardens all around.
Guest favorite
Guesthouse in Woodstock
4.98 out of 5 average rating, 242 reviews

Cozy Little Spot (Self Check-in)

StevenRating, 5 stars3 weeks ago
The property was easy to find. Cabin was rustic and very comfortable. It was secluded in a wooded area overlooking a rushing brook. Fresh bedding and new window shades made for great sleeping! Excellent communication with our host and clearly his top priority was that we were comfortable in the accommodations. We would definitely stay here again.
Guest favorite
Guesthouse in Beacon
4.94 out of 5 average rating, 399 reviews

Cozy Mountainside Suite - Minutes from Beacon

TinaRating, 5 stars1 month ago
My boyfriend and I booked last minute trip! That turned out magical ! The view was priceless, the hot tub was large and had message features, hammock was great. Suite is adorable and very clean. You’re literally on top of a mountain with no neighbors and surrounded by nature. Very private ! We caught an amazing view day and night on a clear sunny day and then a lightning storm in the mist! We missed our farm friends as soon as we left. Accurate listing ! Highly recommend 4wheel drive !
Guest favorite
Guesthouse in New Berlin
4.89 out of 5 average rating, 152 reviews

Cozy, Comfortable Country Cottage

SarahRating, 5 stars8 months ago
My GPS gave me a slight hassle, even though I was coming in from not far away…it was after dark. Ann was wonderful with responding quickly to help me find my way in! No trouble at all, just one glitch with the shower but again, it was handled quite prompt and effectively. Thanks Ann!
Top guest favorite
Guesthouse in Corinth
5 out of 5 average rating, 144 reviews

The Guest House at Chandlery Farm

SarahRating, 5 stars1 month ago
This was my family's fourth stay at the farm and as usual it exceeded our expectations. The serenity of the beautiful environs and well appointed home makes you never want to venture out! From the Steinway Piano to everything you could reach for or need being at your fingertips is amazing. The house is beyond well appointed with the most luxurious linens, chef's kitchen, and beautiful views from every angle. My children loved interacting with the highland cows naming each of them. My dog, Bear, was in heaven galloping along the vast property. The owners Tom and Karen are LOVELY and just the kindest most accommodating hosts with incredible taste. We cannot wait to return! Thank you for more amazing memories!

Guest house rentals with a patio

Guest favorite
Guesthouse in Brewster
4.94 out of 5 average rating, 142 reviews

Sherwood Barn - close to ski mountain

BrandiRating, 5 stars1 week ago
beth was wonderful. the place was great. she was so sweet and kind and made sure we had a great weekend. would definitely recommend. the pond with fish was fun to feed them. the little recommendations book she made was very helpful. we were there for an event over the weekend and it was very relaxing and we enjoyed our time.
Top guest favorite
Guesthouse in Gardiner
4.99 out of 5 average rating, 175 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

GretchenRating, 5 stars4 weeks 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 Stroudsburg
4.95 out of 5 average rating, 180 reviews

Cozy guest cottage with indoor fireplace

HollyRating, 5 stars3 weeks ago
We loved our stay at Lucia’s cottage. It’s decorated beautifully and extremely cozy! Lucia was a very responsive host and we had everything we needed. Thanks so much for letting us stay!
Top guest favorite
Guesthouse in Sharon
4.95 out of 5 average rating, 112 reviews

Cottage with a Waterfall View

LeonardRating, 5 stars1 week ago
We loved are stay. The stream and waterfall provided a great visual as well as background sound. The place was clean and simple and provided all we needed for our 3-day stay. Would highly recommend.
Guest favorite
Guesthouse in Accord
4.92 out of 5 average rating, 123 reviews

Tiny Horse Barn

LisaRating, 5 stars3 weeks ago
My husband and I arrived late, around 9:30pm, because we had commuted after work in NYC. Everything was impeccable. The home is perfect in some many ways. We felt very comfortable and got an amazing night's sleep. The following more we had to head out early to pick our daughter up from Binghamton. She stayed with us on our second night. Nicolette's and Tim's Tiny Horse Barn is so perfect. It is exact amount of space we needed. Even though the space is space, there were 5 tissue boxes in perfect locations. This may seem a small thing to some. But if you have allergies, it is SO appreciated. The kitchen was equipped with keurig coffee pods, creamers, sugar, tea kettle and more than everything we needed. Equally the bathroom was perfect. The beds were super comfortable as was the temperature. There were plenty of great restaurants nearby. The attention to detail is amazing. Everywhere there are little hints of horses, but not in an overwhelming way. We actually are having book sent :)
Top guest favorite
Guesthouse in Great Barrington
4.96 out of 5 average rating, 124 reviews

Sweet Victorian in Housatonic

WilliamRating, 5 stars4 days ago
No reason not to stay here. Clean, uncluttered and nice location. Had everything I needed for a comfortable stay.
Top guest favorite
Guesthouse in Williamstown
4.97 out of 5 average rating, 61 reviews

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

JohnRating, 5 stars3 weeks ago
We had a great night hear. It is a wonderful town. We were at an event at Williams College and were able to easily walk there. There are plenty of shops and restaurants along the way. The area is beautiful. The space is amazing. Perfect for couples. We appreciated the treats and milk. The host was responsive to the only question we had and answered everything immediately. The instructions are exquisite and well planned. If you are in the area this is a great find.
Guest favorite
Guesthouse in Kerhonkson
4.9 out of 5 average rating, 124 reviews

Cozy Catskills Cottage

Kate,ERating, 5 stars1 week ago
We had a great overnight at cozy duck cottage. The cottage has the basic necessities with beautiful surroundings. We especially enjoyed the ducks who were very friendly! Would stay again!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Brooklyn
4.93 out of 5 average rating, 135 reviews

Amazing Views & Rooftop Deck - Safe - Parking Incl

ChrisRating, 5 stars3 days ago
We thought this location was great. The rooftop patio was amazing and had such great views of the city. Definitely worth it and would book it again. Fantastic stay.
Top guest favorite
Guesthouse in South Salem
4.94 out of 5 average rating, 283 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Top guest favorite
Guesthouse in Marlboro Township
4.97 out of 5 average rating, 160 reviews

Refined, serene and like no other, Marlboro, VT.

MattRating, 5 stars5 months ago
Jill and T. were amazing hosts, quite possibly the nicest and all around best that I've experienced. They were attentive and incredibly kind, and together have a presence to them that makes you feel comfortable and right at home. They also were a wealth of knowledge about the surrounding area, the property, and the trails that are accessible right down the road from the guest house. The guest house itself is across the large driveway from the main house, and while close, it feels properly secluded and private. Inside, it is impeccably furnished with the styling and taste that only someone well traveled could do so well: books about sculptors, poetry, classics, Vermont history. Beautiful furniture and an inviting layout of the space. The furnishings, books, kitchen setup, and many places to sit and relax, were as much part of the greatness as the nature surrounding it. I will absolutely come back here for the relaxation, the amenities, and also the lovely hosts.
Guest favorite
Guesthouse in Hartland
4.96 out of 5 average rating, 180 reviews

Cottage for Two/Solo Getaway/Musician's Retreat

AmandaRating, 5 stars4 months ago
Beautiful place to stay at an affordable price! I recommend wholeheartedly. Host was friendly and helpful. The space was clean. I couldn’t have asked for a better place.
Top guest favorite
Guesthouse in East Meredith
4.98 out of 5 average rating, 131 reviews

Lily Pad by the Ponds

MadelineRating, 5 stars1 week ago
The location is very peaceful and serene and the hosts are very thoughtful. It was a wonderful stay, thank you so much for having us!
Guest favorite
Guesthouse in Stanfordville
4.93 out of 5 average rating, 181 reviews

Eco Cottage in the Woods

KymRating, 5 stars4 days ago
The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!
Top guest favorite
Guesthouse in Fort Plain
4.99 out of 5 average rating, 542 reviews

Starhaven: Baseball HoF, Mineral Mining & More

MarcRating, 5 stars6 days ago
Great place to stay in the Cooperstown area. Under an hour drive to HoF through pastoral country. Got a decent Pizza in Ft Plain from Papa Joes. If I was visiting the area again and didn’t want to stay in Cooperstown, I’d definitely come back here.
Superhost
Guesthouse in Dover Plains
4.87 out of 5 average rating, 115 reviews

Spilt Milk Cottage - Hudson Valley, NY

JohnRating, 5 stars1 month ago
Easy to find, key pad entry, clean. Graham left some fresh eggs from his hens..nice touch. Quiet spot in a natural setting.

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