Windsor Rentals
From $461 per night (USD)VRBO
Log Cabin home with Mt Ascutney views and pool table
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This home is located on the slopes of Mt. Ascutney, within walking distance from Mt. Ascutney Resort, the hotel, restaur ...
From $461 per night (USD)VRBO
From $148 per night (USD)VRBO
Enjoy snowball fights or romantic nights in a 1BD vacation apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make some memories at this unique and family-friendly pA Beautiful Mountainside Escape Vacationing in Vermont brings a ...
From $148 per night (USD)VRBO
From $291 per night (USD)VRBO
Lovely 2 Bedroom Townhouse on Ascutney Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a fun outdoor adventure at this at this centrally-located condo. Ascutney trails are just outside the door, with m ...
From $291 per night (USD)VRBO
From $252 per night (USD)VRBO
Vermont cabin on 20 acres in open field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Long lasting Sunsets are what this cabin is all about. As well as swimming in the pond and nearby brook. Hiking mt. ascu ...
From $252 per night (USD)VRBO
From $312 per night (USD)VRBO
Villa Near Biking and Hiking Trails
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your do ...
From $312 per night (USD)VRBO
From $289 per night (USD)VRBO
Villa with Pool + Fitness Center Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic loc ...
From $289 per night (USD)VRBO
From $261 per night (USD)VRBO
Vermont Villa Near the Trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in ...
From $261 per night (USD)VRBO
From $288 per night (USD)VRBO
Villa with a Fireplace Near the Trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Pa ...
From $288 per night (USD)VRBO
From $451 per night (USD)VRBO
Exquisite Log Home with views near Woodstock, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful Vermont log home is for rent for all seasons. It contains 4 bedrooms, 3 bathrooms, a gourmet kitchen with ...
From $451 per night (USD)VRBO
From $450 per night (USD)Expedia
Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Mountain's Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $450 per night (USD)Expedia
From $332 per night (USD)VRBO
Lovely Vermont Cabin on a quiet street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Private cabin with in the heart of Central Valley, close to State park, Connecticut River and a few ski resorts. Private ...
From $332 per night (USD)VRBO
From $477 per night (USD)Expedia
Inviting Vermont Home On Mount Ascutney!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Bundle up for alpine activities or curl up and get cozy at this 4-bedroom, 2-bath home. Situated just a short walk from ...
From $477 per night (USD)Expedia
From $3967 per night (USD)VRBO
Totally Restored Grand Mansion & Estate overlooking the CT River
- Bedrooms:
- 19
- Bathrooms:
- 16
- Sleeps:
- 39
Perched atop Juniper Hill, the Windsor Mansion Inn spans over 14 acres in the historic hamlet of Windsor, Vermont, the t ...
From $3967 per night (USD)VRBO
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Private wing of the Largest Colonial Revival Mansion in the US
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of ...
Click For PricingExpedia
From $866 per night (USD)VRBO
Luxury Vermont Vacation Rental: Private Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
Your mountain escape awaits at this spacious vacation home in West Windsor, VT! Adorned with wood paneling, cathedral ce ...
From $866 per night (USD)VRBO
From $2347 per night (USD)VRBO
Romantic Getaway or Family winter adventures in 2BD w\/resort activities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Beautiful Mountainside Escape Vacationing in Vermont brings a lot of things to mind: apple picking, maple syrup tasti ...
From $2347 per night (USD)VRBO
From $383 per night (USD)VRBO
4 Bedroom Home Convenient to the Upper Valley, Ski Resorts, and VAST Trails.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Hollow! This 4 bedroom/2 bathroom home is the perfect place to launch an adventure or to relax and gathe ...
From $383 per night (USD)VRBO
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Kennedy’s House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel the relaxation of Vermont living within a few steps to Kennedy Pond; all of its amenities and beach. Don’t forget ...
Click For PricingExpedia
From $596 per night (USD)VRBO
Secluded home near ski resorts with mtn views, fireplace, foosball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Alpine Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $596 per night (USD)VRBO
From $277 per night (USD)Expedia
Private mountain setting w\/ open rooms, hiking, biking, skiing at your doorstep!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy our modern house with inspiring mountain views, large galley kitchen w/ dining area, 2 car attached garage, large ...
From $277 per night (USD)Expedia
From $768 per night (USD)VRBO
Ski-in\/out, dog-friendly condo with prime location for skiing & hiking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $768 per night (USD)VRBO
From $123 per night (USD)Expedia
Beautiful Holiday Inn Club Mount Ascutney Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $123 per night (USD)Expedia
From $308 per night (USD)VRBO
Beautiful Holiday Inn Club Mount Ascutney Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $308 per night (USD)VRBO