
Apartment holiday rentals in Windham County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Windham County
Guests agree: these apartments are highly rated for location, cleanliness and more.

Globetrotter Retreat - Minutes to the Mountain
Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Private Apt on Farm, Hot Tub with views!
Your private 2-bedroom + loft apartment sits on a 38-acre Vermont farm with incredible views. Includes full kitchen, open living area, private entrance, and shared hot tub. Explore gardens, orchard, and heritage animals. Enjoy our Observatory with its historic 8½" Cooke telescope. https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c, Close to top ski areas—Stratton, Mount Snow, Magic, and Bromley. Sleeps 6, with an adjoining apartment available.

Village Flat with Antique Billiards
Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

River View apartment
Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by A gorgeous view of the river and mountain across the street .

Bright and Modern Chestnut Street Apartment
Enjoy a unique stay at this central, beautifully-remodeled apartment in quaint Brattleboro, Vermont. The apartment is attached to the back of the charming 1914 home where I live, and has a private, separate entrance so guests can come or go as they please. This carefully-curated apartment includes tasteful decor, a well-appointed kitchenette, organic cotton sheets, and natural bath products. Just off Hwy 91, the apartment is located in the quiet, historic neighborhood of Esteyville.

~Serene Barn Retreat~
Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Minimal organic hideaway inspired by nature
Akasha, the first floor of this historic 1800’s carriage house in the center of Putney Village, was gutted and meticulously renovated by the hosts into a unique wellness apothecary and cafe and now serene and beautifully conceptualized open concept studio apartment. Aged wood tones, textured plaster walls, poured concrete counter tops and elegant dining bar imbue an old world tea house aesthetic with modern sensibilities. A unique space for quiet contemplation and relaxation.

Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

Contemporary forest eco-retreat, mountain views
This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

Apartment at Five Ferns
A cozy spot perfect for quick romantic getaways and an equally comfortable base for longer adventures. Views out your windows show perennial flower gardens and trees. Queen mattress in a spacious bedroom, en-suite bathroom (shower), and a living/dining area with an equipped kitchen are all at your service. Enjoy our yard and trails along the river. We are an easy 5 minute drive to a fantastic restaurant and many more within 15 minutes of driving.

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Come enjoy our beautiful apartment above our liquor store in downtown Wilmington! Lots of local shops and dining right in town! We are along a river and next to a hiking trail system! Walking distance to the serene 10+ mile lake; kayaks, stand-up paddle boards or motor boat/jet ski rentals nearby. In the winter, enjoy local trails on snowshoes or cross-country skies; only 15 minutes to Mount Snow! We look forward to meeting you!!!

Vermont Getaway Apartment
A 2 bedroom apartment attached to our home, close to Stratton, Bromley, Magic, Okemo & Mt Snow Skiing, hiking, fishing, golfing, tennis, outlet shopping and fine dining all close by. Manchester a short drive. Hot tub available from 8am-8pm. Level 2 EV charger available for a $10 cash fee (and give us advance notice if possible so we can open the garage for you).
Popular amenities for Windham County apartment rentals
Weekly apartment rentals

Cozy Country Apartment with View

Cozy Sugar Shack

Lovely light-filled 2 bedroom flat

Dog friendly, near Stratton, Magic & Bromley

Large 2BR/2BA with loft in village. Walk to dining

Historic Luxury Loft

North River View

The Overlook VT by Stratton Mountain : New Listing
Private apartment rentals

Luxury 2 Bedroom 202B

The Loft @ Adams Farm-a great stay near Mt. Snow

VT Budget Friendly Apartment

1st Floor 1BR/1BA - 1mile to downtown Wilmington

Bookstore BNB

Chic Condo at Stratton Resort

Obertal - Prime Slope-Side Condo at Stratton

Peaceful Three Bedroom Home in Wilmington
Apartment rentals with a hot tub

Snow Haus

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

Stratton walk on/off, King beds, FP, hot tub, pool

Dover VT 2 Bdrm Condo - Great For Remote Work

Walk to main lift! The Handle Studio @ Mt. Snow!

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Summit’s Stratton Sneak Away II

Walk to Ski Lifts & Village | Hot Tub & Sauna
Destinations to explore
- Waterfront rentals Windham County
- Family-friendly rentals Windham County
- Guest house rentals Windham County
- Tiny house rentals Windham County
- Bed and breakfasts Windham County
- Pet-friendly rentals Windham County
- Beachfront rentals Windham County
- Rentals with an accessible-height toilet Windham County
- Apartment rentals Windham County
- Private suite rentals Windham County
- Townhouse rentals Windham County
- Rentals with an EV charger Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with a firepit Windham County
- Rentals with a patio Windham County
- Rentals with lake access Windham County
- Rentals with breakfast Windham County
- Rentals with a fireplace Windham County
- Rentals with a hot tub Windham County
- Aparthotel rentals Windham County
- Rentals with pools Windham County
- Chalet rentals Windham County
- House rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with a washing machine and dryer Windham County
- Fitness-friendly rentals Windham County
- Rentals with beach access Windham County
- Cabin rentals Windham County
- Rentals with a kayak Windham County
- Farm stay rentals Windham County
- Boutique hotels Windham County
- Hotel rooms Windham County
- Rentals with a sauna Windham County
- Flat rentals Vermont
- Flat rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- June Farms
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Mount Sunapee Resort
- Hancock Shaker Village
- Emerald Lake State Park
- Rensselaer Polytechnic Institute
- Smith College
- University of Massachusetts Amherst
- Southern Vermont Arts Center





