Private suite holiday rentals in Windham County

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Top-rated Self-Contained Units in Windham County

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An open plan living and dining area features a wooden dining table surrounded by four chairs. A cozy blue couch is positioned nearby, while large windows illuminate the space. Exposed wooden beams add character, and a welcoming chalkboard greets guests.

Guest suite in Newfane

4.82 out of 5 average rating, 17 reviews

The Newfane Loft - Cozy Retreat in Vermont Village

Tucked away in a cozy Vermont village, the Newfane Loft is a perfect blend of rural pastoral getaway and accessible convenience. Park the car, step out onto the patio, and let your senses take in the smell of the air, the towering sycamore, and trickling brook behind the house. The living space features large skylights, a sleeping nook with a comfortable queen-sized bed, and a kitchen to prepare your farmer’s market haul. An ideal base for everything from skiing & hiking to antiquing & crafts.

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Guest suite in Dover

Charming A-Frame in woods with sauna near Mt Snow

This home sits in the heart of West Dover, less than a mile from Mount Snow. The Valley Trail is right across the street, giving you easy access to miles of well kept paths for walking, biking, running and exploring. The house feels tucked away and surrounded by woods, so you get that peaceful middle of nowhere feeling while still being close to restaurants and local spots. Mount Snow offers mountain biking and summer music festivals, plus excellent skiing and winter events when the snow hits.

Guest favourite

Private room in Wilmington

5 out of 5 average rating, 13 reviews

The Inn at Quail Run- Guest House Master Bedroom

Master Suite: 1 Queen bed & 1 twin private full bath , sleeps 3 guests . Living room featuring a 40" flat panel TV, dining room and kitchen. Lower common areas include an entertainment room, fitness room, dry sauna, and game room with a pool table and air hockey table. Hot Tub -Open year round Outdoor heated in-ground pool during summer seasons, (6/15-9/15) Inn section common areas are NOT accessible to Guest House guests while we have Private Group Inn Guests staying with us.

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Guest favourite

A cozy seating area features a dark wooden daybed adorned with soft, neutral-colored pillows. A round mirror reflects light from a window, and natural wood beams add warmth. Nearby, a door leads to a bathroom, enhancing the functional design of the space.

Guest suite in Putney

4.96 out of 5 average rating, 82 reviews

Peaceful Country Retreat on 15 Secluded Acres

Quiet and pristine guest suite, nature lover’s paradise. This is a private home on 15 acres . Hiking trails nearby. A 7 minute drive to downtown Putney, 20 minutes to Brattleboro and 50 minutes to mount snow ski resort. Fall foliage and apple picking or summer hiking and blueberries, farmers markets and swimming holes. Local entertainment venues include Next Stage performing arts, Yellow Barn and Putney is home to the Sandglass Theatre 🎭 Come experience Vermont: rest and rejuvenat

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Top Guest favourite

The garden features raised vegetable beds surrounded by a wooden fence. In the background, the charming former church building with a pointed steeple is visible, framed by vibrant autumn foliage in shades of red and orange.

Guest suite in Brattleboro

4.95 out of 5 average rating, 631 reviews

Charming studio in renovated 19th century church.

This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

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Guest favourite

A spacious great room features a comfortable seating area with a white couch, eclectic armchair, and colorful floor design. Artistic decorations are placed on the walls and shelves, with a kitchenette visible in the background. A piano and drums are positioned nearby for guest use.

Guest suite in Wilmington

4.92 out of 5 average rating, 832 reviews

Architectural GuestSuite

The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

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Top Guest favourite

Guest suite in Dover

4.94 out of 5 average rating, 127 reviews

The Eagles Wing At The Carriage House Manor

A private queen suite just minutes from 🎿 Mount Snow and downtown Wilmington. Perfect for ski weekends ❄️, fall foliage trips 🍁, wedding guests 💍, and romantic getaways 💕, this peaceful retreat offers comfort, privacy, and an unbeatable southern Vermont location. ✨ Queen bed + Pull-out bed (Provided upon request) ✨ Private en-suite bathroom ✨ Cozy sitting area ✨ WiFi + Smart TV (Netflix, Hulu, Disney+) ✨ Coffee station & fridge ✨ On-site parking

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Guest favourite

Guest suite in Brattleboro

5 out of 5 average rating, 9 reviews

Newly-built, private suite # 1!

Brand new listing! Unwind at this peaceful, one-bedroom suite in the heart of Brattleboro. Located in West Brattleboro—three minutes from Vermont Country Deli & Exit 2, and seven minutes from downtown—this newly-built (by the host!), private, one bed/one bath offers a cozy retreat off of a private road in a charming neighborhood. Our place is perfect for solo travelers, couples, and pets looking to relax after a day of hiking, skiing, or swimming.

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Top Guest favourite

A spacious sleeping area features a four-poster bed dressed in crisp white linens, accented by a dark throw. Two bedside lamps provide soft lighting beside the wooden walls. A classic chair and small table are visible in the corner, enhancing the inviting atmosphere.

Guest suite in Putney

4.98 out of 5 average rating, 66 reviews

Lovely Studio in Putney

This charming, newly constructed private studio retreat in beautiful Putney, Vermont is an idyllic base for a romantic weekend getaway, a solitary writing retreat, or just some quiet time to recharge your batteries. Adjacent to a painting studio with its own driveway/parking area, this self-contained little casita in the dappled shade at the edge of a forest meadow comes with a queen bed, reliable internet, shower and bathtub, and kitchenette.

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Top Guest favourite

A well-lit living area features hardwood floors and exposed beams. A brown sofa is positioned across from a simple coffee table, with decorative items on the walls. A plant adds a touch of greenery, and two blue doors provide access to other rooms.

Guest suite in Putney

4.96 out of 5 average rating, 98 reviews

Southern Vermont getaway

Spacious, comfortable and very large light-filled one bedroom all to yourselves. The single-story unit is attached to our lovely farmhouse but has a separate entrance. Hardwood floors, exposed beams and beautiful views of gardens and woods for a one-of a-kind retreat in beautiful Putney, VT. Close to skiing, hiking, and kayaking (45 min to Mt Snow, Okemo, Grafton ponds and more). Plenty of room for reading, TV, cooking, working or napping.

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Top Guest favourite

A cozy studio space features a queen bed with a checkered duvet and a roll-out twin bed nearby. A small dining table is set with two chairs. The kitchenette includes a stove and refrigerator, complemented by a vintage wood-burning fireplace and stone wall.

Guest suite in Newfane

4.93 out of 5 average rating, 230 reviews

Cute studio apt on historic VT farm

Spend some time on a historic farm in Southern Vermont. Visit with pigs and chickens, walk around on country roads, take a dip in swimming holes, wildlife abounds! Super-relaxing setting in beautiful Mother Nature and well-equipped accommodations with everything you need. The self-contained little studio has a separate entrance. Full kitchen and bath, queen bed plus a roll-out twin. Excellent heater. Starlink wifi.

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Top Guest favourite

The exterior of a charming white home is framed by lush green foliage and colorful flower beds. A brick pathway leads to a covered porch, and large windows reflect the surrounding trees and garden. The blue roof contrasts with the bright white siding.

Guest suite in Grafton

4.89 out of 5 average rating, 27 reviews

Grafton Homestead: Welcoming Couples & Solo Guests

Traveling for a special occasion? Ready to explore Vermont life? This private 2-story 1970s apartment, recently updated, is attached to a house built in the late 1700s. Expect nostalgia & modern convenience. The best of both! Slow down by the Saxtons River. Walk/drive to the village. In quintessential Grafton you may dine, hike, swim, x-country ski, shop & more. A taste of cheese, anyone?

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