Guesthouse holiday rentals in Hudson Valley

Netherwood - North Adams Guest House with Views

Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

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 Cottage at Sycamore Hill Farm

Escape to the country! The perfect mix of romance and convenience can be found at the Cottage at Sycamore Hill Farm. A newly renovated one room stone house w. a private driveway. Originally built in the late 18th Century, the cottage has wide plank floor boards and a wood burning fireplace . Modern amenities: stone-tiled bathroom w/ walk-in shower, central heat/air conditioning, electronic shades and Queen bed w/ luxury linens, futon in loft. Access to pool, hiking trails, firepit and creek.

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.

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.

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

Beautiful Guest House near Bromley, Magic, Okemo

Beautiful 1 bedroom guest house near Bromley, Magic, and Okemo. Open space with high ceilings and plenty of light. Perfect for a ski vacation, fall foliage trip, or enjoying the beautiful perennial gardens in spring and summer.