Windham Rentals
From $446 per night (USD)VRBO
Brand New Luxury “Tiny” House, Immersed In Nature
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
The Timbery: This is a brand new, fully handmade, timber frame "tiny" house. The house is nestled in the forest, accessi ...
From $446 per night (USD)VRBO
From $252 per night (USD)Expedia
| Handmade 4 Bed Log Cabin | 5 Min From Skiing |
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Wake up to brisk mountain air with a cup of coffee and moose in the front yard... This house is a sanct ...
From $252 per night (USD)Expedia
From $529 per night (USD)VRBO
Winter Getaway at the Octagon w\/ 3 Fireplaces!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
WE GOT THE SNOW! Perfectly situated between Stratton (15mi), Okemo (15mi), Bromley (12mi) and Magic Mountain (2mi) resor ...
From $529 per night (USD)VRBO
From $292 per night (USD)Expedia
Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Magic Birch Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $292 per night (USD)Expedia
From $377 per night (USD)VRBO
Log cabin near Okemo \/ Ludlow on 25 acres borders state forest w\/trails nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful hilltop cabin on 25 private acres bordering the William's River State Forest. Relax at this private retreat o ...
From $377 per night (USD)VRBO
From $467 per night (USD)Expedia
Londonderry Chalet w\/ Deck, Fire Pit & Views!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Indulge in a blissful trip to the mountains at this timeless and elegant 3-bedroom, 2-bath log cabin. With a quiet-yet-c ...
From $467 per night (USD)Expedia
From $296 per night (USD)VRBO
Artistic Southern Vermont home at Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Curious about what makes Vermont so uniquely charming and delightfully impressive? Comfortably blending modern convenien ...
From $296 per night (USD)VRBO
From $452 per night (USD)VRBO
Farmhouse Central to Six Vermont Ski Resorts and 5 minutes from Magic Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Centrally located home for all of your year-round outdoor activities! Come enjoy all Vermont has to offer on this 3-acre ...
From $452 per night (USD)VRBO
From $296 per night (USD)VRBO
Mountain chalet
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our entire home is newly constructed with all new furnishings and amenities. Enjoy an open floor plan with old stone fi ...
From $296 per night (USD)VRBO
From $362 per night (USD)VRBO
1830's Recently Renovated Rustic Farmhouse, Windham Vermont
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our 1830s rustic and comfortable familyfarmhouse, Blue Flyer Farm, is available for rent through the seasons. The Summe ...
From $362 per night (USD)VRBO
From $308 per night (USD)VRBO
Magic Haven 3 Bdrms 2+flrs near Magic, Stratton, Okemo & Bromley & Manchester !
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Our home (Magic Haven) is located in Windham off Route 11 &121, nestled off the main road and situated in a beautiful t ...
From $308 per night (USD)VRBO
From $427 per night (USD)Expedia
Historic Farmhouse, Quaint Vermont Experience
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Come, enjoy this historic (circa 1810) farmhouse set on 12+ acres. Listed on the Vermont historic register, our 4 bedroo ...
From $427 per night (USD)Expedia
From $2822 per night (USD)VRBO
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
- Bedrooms:
- 7
- Bathrooms:
- 11
- Sleeps:
- 30
This is a picturesque, rustic contemporary 7000 sq. ft. home on 15 acres with gorgeous views, and comes with great ameni ...
From $2822 per night (USD)VRBO
From $452 per night (USD)Expedia
Vermont Ski Chalet ~ 5 Mi to Magic Mountain
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Outdoor adventure awaits at this chic 4-bedroom, 3-bath vacation rental in Windham! Complete with a cozy interior space ...
From $452 per night (USD)Expedia
From $480 per night (USD)VRBO
Minutes to a Magical Apres Ski!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Convenient location minutes from multiple renowned ski resorts and picture-perfect state parks, this house affords easy ...
From $480 per night (USD)VRBO
From $459 per night (USD)Expedia
The Windham Hill A-Frame - Close to 3 Ski Resorts!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to our cozy A-Frame, nestled in scenic Vermont. Perfect for skiers, we're just 20 mins from Bromley, 8 ...
From $459 per night (USD)Expedia
From $345 per night (USD)VRBO
Your perfect Vermont Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the stunning Green Leaf Inn and treat yourself to a Green Mountain getaway like no other. This private retreat ...
From $345 per night (USD)VRBO
From $498 per night (USD)VRBO
Near Magic Mtn & Stratton Mtn ski resorts, outdoor fun and great leaf peeping.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly Remodeled! The Snowflake Hideaway is a great house for all seasons. Located off Rt 30 in Southern Vermont, it is c ...
From $498 per night (USD)VRBO
From $1119 per night (USD)VRBO
New! Cozy private ski chalet with incredible views, close to Mountains!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Views, views, views! This lovely Vermont home is centrally located and close to everything a group needs for a fantastic ...
From $1119 per night (USD)VRBO
From $480 per night (USD)Expedia
LUXE Forest Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom b ...
From $480 per night (USD)Expedia
From $419 per night (USD)VRBO
This house is a 4 bedroom(s), 2 bathrooms, located in Windham, VT.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to The Knole House! A one-of-kind, cozy Vermont farmhouse central to several Vermont ski resorts and quaint, pic ...
From $419 per night (USD)VRBO
From $516 per night (USD)VRBO
Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy every season in this classic Vermont Chalet, located in a quiet wooded neighborhood in the Green Mountains. The op ...
From $516 per night (USD)VRBO
From $546 per night (USD)VRBO
Welcome to The Aster Chalet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Aster Chalet! Our mid-century getaway has been thoughtfully updated with modern-day amenities for the ut ...
From $546 per night (USD)VRBO
From $548 per night (USD)Expedia
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful stay at this marvelous 2-bedroom barn in Londonderry. This charming property features two comfortable q ...
From $548 per night (USD)Expedia
From $706 per night (USD)VRBO
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this adorable 2-bedroom retreat. Nestled in the charming town of Londonderry, this cabin is the ...
From $706 per night (USD)VRBO
From $487 per night (USD)Expedia
Welcome to The Aster Chalet
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 10
Welcome to The Aster Chalet! Our mid-century getaway has been thoughtfully updated with modern-day amenities for the ut ...
From $487 per night (USD)Expedia