- USA
- Vermont
- Rutland County
- Rentals by Owner
Discover Your Ideal Rental by Owner in Rutland County, Vermont for a Memorable Stay
Discover Your Perfect Rutland County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Ski Chalet Rentals
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Timeshares
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Villa Rentals
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Hotels with Suites
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Resort Rentals
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Family Vacation Rentals
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Vacation Rentals with Pools
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Oceanfront Vacation Rentals
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Beach House Rentals
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Summer Vacation Rentals
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Winter Vacation Rentals
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Short Term Rentals
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Rutland County Rentals by Owner
- Parking
- Pet Friendly
- TV
- Parking
- Pool
- Private Pool
- Pool
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Pool
- Private Pool
- Security/Safety
- Parking
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Pet Friendly
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Rutland County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Rutland County
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here ensures you experience the region’s natural beauty and local events at their best, making your stay with Rent By Owner both memorable and seamlessly enjoyable.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather that encourages outdoor activities and exploration, making it an ideal time for you to enjoy the scenic beauty at its best.
Fall (September to November)
Autumn showcases vibrant foliage and pleasant weather, attracting visitors who want to experience the region’s natural splendor during its peak color display.
Off-Season Highlights
Spring (March to May)
In early spring, the area begins to awaken with blooming flora and milder temperatures, offering a peaceful retreat before the busy summer season.
Winter (December to February)
The winter months bring colder temperatures and potential snowfall, providing a quiet atmosphere perfect for cozy getaways and winter sports enthusiasts seeking tranquility.
Weekly Weather Forecast for Rutland County
How to Book Your Rutland County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Rutland County
Common Rentals by Owner 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 privacy with spacious yards and well-maintained gardens
- Make the most of the region’s scenic views with private balconies or decks
- Experience outdoor cooking with fully equipped barbecue grills
- Relish in the comfort of outdoor dining areas for al fresco meals
- Stay active with access to hiking trails directly from your rental
- Unwind around a cozy outdoor fire pit during cool evenings
- Take advantage of nearby lakes or rivers for fishing, kayaking, or swimming
Top Attractions Around Rutland County
What attractions are nearby?
Here, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and charming spirit of Rutland County, Vermont, making your stay both enjoyable and memorable.

Family Activities
- Gentle Giants Farm & Barnyard: Engage your family with interactive farm experiences and animal encounters at this family-friendly farm in the area.
- Rutland County Museum: Discover local history through exhibits and activities that offer an educational day out for children and adults alike.
- Killington Resort: Enjoy outdoor adventures year-round, from skiing and snowboarding to hiking and mountain biking, suitable for all ages here in the region.
- Long Trail Brewery Tour: Take a family-friendly stroll through this iconic brewery's grounds, learning about the craft while enjoying scenic views of the surrounding area.
Adult Activities
- Hiking and Nature Tours: Explore the scenic trails of the region, offering a peaceful escape into nature’s beauty while discovering local flora and fauna.
- Visit Historic Sites: Discover the area's rich history by touring prominent historic landmarks that provide insight into its cultural heritage.
- Aquatic Activities: Engage in kayaking or paddleboarding on nearby lakes, granting you a tranquil way to enjoy the water and surrounding landscapes.
- Relaxation at Local Spas: Unwind at wellness centers and spas in this part of Vermont, perfect for rejuvenating after outdoor adventures.
Other Places to Stay in Rutland County, VT
Rutland County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's natural landscapes by engaging in activities such as hiking and cycling to experience the scenic beauty firsthand.
- Visit nearby attractions: Research and plan visits to popular sites within the region to enrich your stay and discover hidden gems.
- Choose accommodations with convenient amenities: Prioritize rentals that offer essentials like Wi-Fi and kitchen facilities to make your visit comfortable and flexible.
- Connect with the community: Engage with local events or markets in this destination to immerse yourself in the regional culture and enhance your travel experience.
Transportation Options
- Rutland Regional Airport: This nearby airport offers convenient domestic flights for travelers arriving from across the country, making it easy to access rentals in the area.
- Amtrak Train Services: The region is served by Amtrak routes that connect you to major cities, providing a scenic and comfortable travel option when exploring here.
- Local Bus Transit: Public transportation through regional bus services allows for affordable and convenient travel within the area and surrounding communities.
- Car Rentals and Taxis: Renting a car or booking a taxi provides flexible mobility around the destination, especially if you're staying in rental properties outside of the public transit network.
Local Customs Options
- Welcoming Community Events: Embrace the local customs by participating in community gatherings, which are an integral part of life here and reflect the region's friendly spirit.
- Respect for Nature: The area's strong connection to outdoor activities encourages visitors to practice environmentally conscious behavior when enjoying scenic parks and natural preserves.
- Emphasis on Local Artisans: Support and appreciate the region's craftsmanship by visiting local markets and respecting the traditions showcased through handmade goods.
- Seasonal Celebrations: Be mindful of seasonal festivals and traditional celebrations that highlight the area's rich heritage and add to the authentic experience of your stay.
Frequently Asked Questions About Rutland County Rentals by Owner
1. What are the top vacation rentals in Rutland County?
There are a lot of options in Rutland County. If you plan on staying in the Rutland County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rutland County:
- Private and Artistic cabin, Pet friendly, no cleaning fee
- Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
- Killington Big House: Largest Vacation Rental in Killington
- Trail treasures great hikes for all.
- Guest Cabin- a Mountain Get-Away for Relaxation. or Romance
- Hot tub, pool table, wet bar, shuffleboard, whole house generator
- Splendid Green Mountain Retreat with Views & Pond
- SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
- Vermont Lakefront Paradise
- Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
2. How many Rentbyowner vacation rentals are available in Rutland County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1530 in the Rutland County 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 Rutland County.
3. What is the cancellation policy for rental properties in Rutland County, Vermont?
4. How do I confirm my reservation and secure my stay in this area?
5. Are there any specific check-in and check-out times I should be aware of in the region?
6. What amenities are typically included in rentals across this destination?
7. Is it possible to modify or cancel my booking if my plans change?
More Rentals You May Like Near Rutland County
- Air Conditioner
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- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
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- Parking
- TV
- Air Conditioner
- Parking
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- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
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