Guesthouse vacation rentals in Adirondack Mountains

The Loft | Keene

The ideal home base for exploration, right in Keene, center of the High Peaks. Set back off the main strip, this space provides privacy in town. With unrivalled proximity to the mountains, dining and shops are steps away. Resting after exploration is effortless here. With a suspended loft net in a vaulted living space, natural light pours in, while a propane fireplace ensures relaxation. Experience our woodfired traditional Finnish sauna & totally recharge embracing the harsh Adirondack weather

Location · Family · TV

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned space w/ cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animals

Location · Family · Check-in

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Value · Location · Nearby

Bell Meadow Cottage

This cozy studio style cottage sleeps 2 guests. It has a queen bed and a full bathroom w/ shower. Two Stressless leather reclining chairs with ottoman’s & side table for your comfort. Bali cellular room darkening shades on windows. TV Streaming services are provided. We are dog friendly/NO fee. (NO CATS). Essex County Certificate of Occupancy Details: Certificate Number: OCC-000215 Certificate Holder Name: Richard Roy Sheasby IRR Trust Issue Date: 2026-08-05 Expiration Date: 2028-08-05

Location · Family · Sleep quality

Waterfront Artisan ADK Cottage - Tupper Lake

Sunset Cottage is cleaned in compliance with CDC COVID-19 Lodging cleaning standards before you vacation there. Sunset Cottage is only 15 feet from Tupper Lake with a sandy spot for launching canoes/kayaks and a large dock where you can moor your powerboat if you bring one. Dock seating and swimming with a dog friendly stair. Fire pit with firewood on the lawn with Adirondack chairs for your use. Two, kayaks come with the rental. Newly renovated interior with beautiful Adirondack decor.

Value · Family · TV

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Family · Location · Decor

Robin's nest airbnb

Perfect for nature enthusiasts!Adorable studio guesthouse for 2 people...no pets, with full kitchen, wifi and direct tv included. Located in the Village of Speculator, a beautiful place in the heart of the Adirondack Park. Right on the snowmobile trail. Kayakers can shove off from the lake right located nearby. Restaurants, pubs and a local grocery store minutes away. The cabin is perfect for 2. A third person will add a 25.00 per night fee. Due to allergy reasons we can accept no pets.

Value · Location · Hospitality

The Red Cabin at Split Rock

Our cabin provides comfort, privacy and a convenient base for exploring nearby Saranac Lake, Lake Placid and the surrounding area. A historic ice house dating back to the early 1900s, the cabin has been renovated to feature a cozy loft, bathroom and comfortable indoor and outdoor sitting areas. Nestled in a quiet, wooded setting with easy access to hiking trails, paddling, and local shops, it’s the perfect retreat for couples, solo travelers, or small families seeking a peaceful getaway.

Family · Location · Decor

Village Cottage-Walk to Downtown/Rail Trail

Very cute cottage is within walking distance to restaurants and dining, family-friendly activities, the rail trail and nightlife. Good side yard with outdoor furniture. Enclosed porch for rainy days. Huge soaking tub. Our place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). We do not charge a pet fee but will charge for any damages incurred. This is a cottage next to where we live. We are self check in but you may run into us.

Location · Value · Walkability

Guest House at Hummingbird Hill

Our small above-garage guesthouse on the New York/Vermont border is a retreat from busy life. The open floor plan, airy apartment has windows on all sides & overlooks woods & meadow. The guesthouse is ideal for those looking to get away from electronics and the internet (note: no Wifi), and hike and bike the area’s trails, and/or paddle the Battenkill River and area lakes. Or just sit on the deck with a book and cup of tea. Pets are welcome (we do charge a small fee for pets)!

Family · Value · Getting around

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.

Location · Family · Amenities

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Value · Family · Nearby