Guesthouse vacation rentals in Hudson River

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Hudson River

Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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Top guest favourite

Guesthouse in Southbury

4.93 out of 5 average rating, 319 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Top guest favourite

Guesthouse in Bearsville

4.98 out of 5 average rating, 527 reviews

Relax on the Ridge - 2 miles from Woodstock

Stay and relax in a private guest house on a 5+ acre picturesque property overlooking historic Woodstock, N.Y. The cottage is nestled away high on a private road in a quiet country setting, yet conveniently only 2 miles from Woodstock and 10 miles from Phoenicia! Relax on the grounds while watching our Tennessee Mountain, Cashmere & Kiko goats—drive into town to enjoy shops, restaurants, & the unique artistic culture of Woodstock—explore the many beautiful trails that the Catskill Park offers.

Top guest favourite

Guesthouse in Corinth

5 out of 5 average rating, 143 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

Guest favourite

Guesthouse in Fayetteville

4.96 out of 5 average rating, 334 reviews

Spectacular Private Guesthouse: HTub & Heated Pool

Pool now closed until May 2025 Spectacular guesthouse with deck, hot tub heated pool in a charming Village. Guesthouse has one bedroom, living area, fully equipped kitchen, and full bath. The living room overlooks the pool and gardens. Also includes garage parking with garage remote. Non smokers only please (total non-smoking home of any kind) Guests staying must be 25 or older. No pets or service animals. Granted exemption from Airbnb due to host's allergies . No visitors, please.

Top guest favourite

Guesthouse in Guilford

4.99 out of 5 average rating, 490 reviews

Get Back to Nature at a Modern Wood Clad Getaway

WINTER IS HERE--Glorious winter birds. Come and enjoy a cozy time in our guest house--whether it is a bright sunny day or a beautiful snowy landscape. You can still Hike on the trails. Stroll along the ocean. Ospreys; hawks; cardinals, blue jays, bluebirds, gold finches and more are here year round. Great places to shop and eat or just relax in our cozy guest house. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Guest favourite

Guesthouse in Cazenovia

4.93 out of 5 average rating, 215 reviews

The Orchard Cottage

Guest house in the scenic hills of Cazenovia, NY. New amenities include: full eat-in kitchen with double sink, range, refrigerator, Keurig, and pub style table for a quick bite. Queen sized bed sleeps 2 comfortably. A secondary queen sleeper/sofa can sleep 2 additional guests. Relax in this cozy 450 square foot space after a day of snowmobiling, skiing, boating, or brewery tours. This space is perfect for a weekend get away, parents weekend, extended stay or an impromptu road trip.

Guest favourite

Guesthouse in New Marlborough

4.9 out of 5 average rating, 198 reviews

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Renovated 1880's one bedroom cozy guesthouse in beautiful Southfield, MA. Full kitchen stocked with all necessities. Comfortable & stylish with a luxury king size bed. Minutes away from Ski Butternut, Berkshire attractions & trails. Walking distance to breakfast and lunch at The Southfield Store or have dinner at nearby The Old Inn On The Green and Cantina 229. 10 minutes from Great Barrington. Enjoy leaf-peeping, hiking, waterfalls, apple picking, skiing, and much more!

Guest favourite

Guesthouse in Hadley

4.9 out of 5 average rating, 130 reviews

Our Happy Place - Spectacular views and wildlife!

You'll love this property for all it has to offer! This is a beautiful and spacious loft with great views of the lake directly across the street. The guest residence is decorated in a rustic adirondack style, with spacious living room, kitchen and 2 decks overlooking the lake, and plenty of parking. Comfy queen sized beds in both bedrooms. Master bedroom has cooling mattress, so you'll sleep like a baby! The living room can accommodate a couple of additional people.

Guest favourite

Guesthouse in Germantown

4.96 out of 5 average rating, 196 reviews

Luxe Guest House Retreat (Sauna)

Welcome to the Guest House nestled in the woods. We designed this lush and light-filled studio with peace and luxury in mind. Situated across from apple orchards, it sits ten minutes from Hudson and ten minutes from Germantown, you get the best of both worlds: country living with two amazing destinations close by. Ideal for a romantic getaway, or to be close to the sights and sounds but can retreat to natural beauty. A true sanctuary from the City.

Superhost

Guesthouse in Saugerties

4.86 out of 5 average rating, 138 reviews

Private Guesthouse in Saugerties

Welcome to the cutest detached Guest House in the village of Saugerties, comfortable walk to restaurants, parks, and HITS. Set on a quiet street with ample street parking . This charming 1 bedroom will surely fit all your needs. Nicely refinished hardwood floors in Living and Bedroom area, also offers Washer/Dryer and storage. Nice sized rooms the bedroom offering a queen bed with big walk- in closet.

Guest favourite

Guesthouse in Bearsville, Woodstock

4.95 out of 5 average rating, 436 reviews

Stylish Woodstock Guest House..Mountain View

This 1920's converted barn has the original beams and antique fixtures w/vintage and new furnishings. The french doors on one complete wall amplify the open space with views of the Catskill Mts., pond, fields, and the vast sky. No smoking no pets. You love them, I love them, but they cannot stay here. Also, two night minimum stay. Three night minimum on holiday weekends.

Superhost

Guesthouse in Pownal

4.84 out of 5 average rating, 532 reviews

Bauhaus Guest House in So. VT.

Enter through a flowering courtyard into this one room studio style guest house with full bath, closet and sliding glass doors looking out upon a lush green landscape in Southern Vermont. Parking, wi-fi and local insight included. Hosts = AMAZING :) 5 miles to Williamstown Theater Festival, Williamstown, MA 9 miles to Mass MoCA, North Adams, MA 9 miles to Bennington, VT