Discover Your Ideal Mount Ascutney Vacation Rental in Windsor, Vermont, for a Memorable Getaway
Discover Your Perfect Mount Ascutney Vacation Homes
Best Vacation Homes in Mount Ascutney
- Parking
- Pet Friendly
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Parking
- TV
- Balcony/Terrace
- Pet Friendly
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Balcony/Terrace
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Mount Ascutney Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Mount Ascutney
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can greatly enhance your experience, so consider exploring the seasons when the region's natural beauty and outdoor activities are at their peak for a truly memorable getaway.
Peak Season Highlights
Summer (June to August)
During the warmest months, you'll enjoy pleasant daytime temperatures ideal for exploring the scenic beauty of the region. This season attracts visitors seeking outdoor activities and a lively atmosphere.
Fall (September to November)
The vibrant fall foliage draws travelers in this period, making it a perfect time for sightseeing and enjoying the crisp air. The region's stunning scenery enhances your vacation experience during these months.
Off-Season Highlights
Winter (December to February)
This quieter time offers a peaceful retreat where you can enjoy the serenity of the area, often with fewer visitors. Cold temperatures create a cozy ambiance suitable for relaxing indoors or exploring winter landscapes.
Spring (March to May)
As nature awakens, visiting here in the early spring provides a tranquil experience before the summer rush. Mild temperatures and blooming scenery make it an ideal escape for tranquility and renewal.
Weekly Weather Forecast for Mount Ascutney
How to Book Your Mount Ascutney Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Mount Ascutney
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks to take in the scenic views of the surrounding region.
- Benefit from spacious yards or gardens ideal for outdoor activities and relaxing amid nature.
- Take advantage of private or shared fire pits for cozy evenings under the stars.
- Explore nearby hiking trails and access outdoor adventure opportunities right from your accommodation.
- Make use of outdoor grills or picnic areas perfect for family cookouts and dining al fresco.
- Access to parking spaces suitable for vehicles used to explore the area’s rural landscapes and attractions.
- Utilize outdoor gear storage options for equipment such as bikes, kayaks, or fishing gear during your stay.
Top Attractions Around Mount Ascutney
What attractions are nearby?
While staying in this destination, you can explore a variety of outdoor activities such as hiking, biking, and scenic drives that showcase the natural beauty of the surrounding region near Mount Ascutney.

Family Activities
- Hiking the Mount Ascutney Trails: Explore family-friendly hiking paths that offer stunning views and a chance to connect with nature in this scenic region.
- Visiting the Windsor Town Park: Enjoy outdoor picnics, playgrounds, and walking trails perfect for family outings in the heart of the area.
- Discovering Local History at the Windsor Historical Society Museum: Dive into the area's rich heritage through engaging exhibits and educational programs suitable for all ages.
- Participating in Seasonal Festivals and Events: Experience local festivities and community gatherings that provide fun and entertainment for the whole family during your stay.
Adult Activities
- Hiking Trails at Mount Ascutney: Experience breathtaking views and outdoor adventure by exploring the well-maintained trails that wind through this scenic region.
- Local Wineries and Tastings: Visit nearby wineries for a relaxing afternoon of wine tasting, showcasing the area's rich agricultural heritage and local flavors.
- Cultural and Historical Tours in Windsor: Delve into the area's history with guided tours that highlight its unique heritage and contributions to Vermont’s story.
- Birdwatching and Nature Walks: Enjoy tranquil moments observing native bird species and exploring peaceful nature walks within the surrounding landscape.
Mount Ascutney Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Natural Beauty: Make sure to take advantage of the scenic trails and outdoor activities that showcase the stunning landscapes surrounding Mount Ascutney.
- Plan Your Visit During the Off-Peak Seasons: Visiting during quieter months allows you to enjoy more tranquility and better availability for your preferred vacation rentals in the area.
- Engage with Local Attractions: Take time to discover nearby cultural sites or events that enrich your experience of this charming region.
- Prepare for the Weather: Pack appropriate clothing for the varying seasons to ensure a comfortable stay amid Vermont’s diverse climate here.
Transportation Options
- Private Car Rentals: Renting a car here offers the flexibility to explore Mount Ascutney and the surrounding region at your own pace, making it a popular choice for visitors seeking convenience.
- Shuttle Services: Local shuttle options provide an easy and reliable way to travel between Windsor and nearby attractions without the hassle of driving yourself.
- Public Transit: Bus services connect this area to larger cities and towns, offering an affordable transportation alternative for those staying in vacation rentals nearby.
- Taxis and Rideshare Services: Taxis and rideshare options such as Uber or Lyft are readily available, providing quick access into town or to scenic spots around Mount Ascutney.
Local Customs Options
- Respect for Indigenous Heritage: You will find that honoring the local indigenous history is an important custom, often reflected in community events and cultural sites around here.
- Community Spirit and Gatherings: Participating in neighborhood gatherings and festivals showcases the region's welcoming spirit and appreciation for shared traditions.
- Environmental Stewardship: Maintaining the natural beauty of the area is vital, with residents and visitors alike encouraged to practice eco-friendly habits during your stay.
- Local Artisan Appreciation: Supporting regional crafts and artisans by exploring local markets helps preserve the area's unique cultural identity and craftsmanship.
Frequently Asked Questions About Mount Ascutney?
1. What are the top vacation rentals in Mount Ascutney?
There are a lot of options in Mount Ascutney. If you plan on staying in the Mount Ascutney area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Mount Ascutney:
- Meadow View- 35 Acres outside your door
- Beautiful craftsman-built home with natural wood and large windows in every room
- Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome
- Inviting Vermont Home On Mount Ascutney!
- Lovely 2 Bedroom Townhouse on Ascutney Mountain
- Enjoy snowball fights or romantic nights in a 1BD vacation apartment
- Inviting Vermont Home On Mount Ascutney!
- Villa Near Biking and Hiking Trails
- Luxury Vermont Vacation Rental Private Hot Tub!
- Red Barn Cabin
2. How many Rentbyowner vacation rentals are available in Mount Ascutney?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 50 in the Mount Ascutney area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Mount Ascutney.
3. What is the cancellation policy for vacation rentals in this area?
4. How do I secure my reservation at a vacation rental near Mount Ascutney?
5. Are there any additional fees I should be aware of when booking a vacation rental here?
6. What amenities are generally included with vacation rentals in this region?
7. Is it possible to extend my stay at a vacation rental in the area, and how do I do so?
Best Vacation Homes in Mount Ascutney
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- TV
- Air Conditioner
- Pool
- Private Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV