Guest house holiday rentals in Hudson River

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.

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.

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.

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.

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!

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.

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.

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.

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