Guesthouse vacation rentals in Capital District, New York

Restored 1735 Granary I King Bed + Views & Pool

Restored 1735 granary on a peaceful Berkshires farmhouse compound. With 15-ft vaulted ceilings, original wide-plank floors, and mountain views, this design-forward retreat blends rustic charm with modern ease. Features a king bedroom, eat-in kitchen, and bathroom with soaking tub + standing shower. Centrally located in the Berkshires and just minutes to Lenox and Tanglewood. A quiet, light-filled space perfect for couples, creatives, and anyone seeking rest, reflection, and connection to nature.

Whimsical Carriage House & Private Courtyard

Welcome to your boutique retreat in the heart of downtown Troy! This cozy second-floor studio, designed by a local artist, is tucked away in a standalone Carriage House with a private entrance next to a whimsical mural by local artist Kayla Ek, and a lush New Orleans-inspired courtyard. Just steps from Troy’s best dining, art, nightlife, and wedding venues—and less than a block from the RPI approach—this gem is perfect for a romantic getaway, solo escape, or stylish stay while visiting the area.

Catskill Mts Artist Cabin Hiking, Skiing, Dining…

Here now; Beautiful early winter hiking, dining, farm/antique mkts… Our storybook cabin is privately nestled in the heart of the Catskill Mts, near seasonal stream and lake, under open sky, surrounded by forest. Enjoy very nearby skiing; Windham or Hunter Mt, kayaking, hiking, dining, antique and farm markets. Experience true quiet, endless stars, indoor and outdoor wood fires, complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill.

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.

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

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 or glass of wine. Pets are welcome (we do charge a small fee for pets)!

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.

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!

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled far out in "God's country." Surrounded by many Amish neighbors, we are centrally located to Cooperstown, Howe Caverns, the Southern Adirondacks, Saratoga, Albany, Utica, and the Mohawk Valley (all within an hour's drive or less.) Enjoy a quiet retreat far off the road with authentic Amish furniture and decor and modern conveniences (washer & dryer, dishwasher, Keurig, AC/Heat, WiFi and streaming TV.)

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Romantic Getaway-Close to Bolton downtown

Unwind and recharge at this spacious, beautiful bungalow.. Take a 10 min stroll to downtown Bolton Landing! This cottage was lovingly finished with a beautiful gas fireplace, quartz countertops in the fully equipped kitchen, and barn wood accents for a luxurious yet rustic feel. Enjoy a cocktail while playing darts, ring toss and card games in the tiki hut. Bolton downtown shops, and restaurants are only a 2 min drive. Lake George village 20 min away.

The Loft

This beautiful loft apartment is located in the heart of Germantown- just 0.3 miles from Otto's Market (groceries and deli), And Universal Cafe. " farm to table global inspired classics." We offer tea & coffee in the loft, parking, yard access, wifi, basic amenities, full kitchen and a smart TV that has a fire stick with access to Amazon Prime and Netflix (no cable).