Best Vacation Homes in Rutland County
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- Pet Friendly
- TV
Ski Chalet
- Air Conditioner
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- Pet Friendly
House
- Pool
- Private Pool
- Security/Safety
Cabin
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- Pet Friendly
- View
Rutland County Luxury Rentals
Other
- Air Conditioner
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Other
- Air Conditioner
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House
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- Pool
- Private Pool
Cabin
- Air Conditioner
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- View
Apartment
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- Pet Friendly
- Pool
Apartment
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- TV
- Balcony/Terrace
Rutland County Pet Friendly Vacation Rentals
Cottage
- Air Conditioner
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- Pet Friendly
House
- Air Conditioner
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- Pet Friendly
Cabin
- Air Conditioner
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- Pet Friendly
Cabin
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- Pet Friendly
- Balcony/Terrace
Cottage
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- Pet Friendly
- TV
House
- Air Conditioner
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- Pet Friendly
Condo
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- Pet Friendly
- Pool
Rutland County Large Vacation Homes
Apartment
- Air Conditioner
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House
- Air Conditioner
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- TV
Condo
- Air Conditioner
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- Pool
Condo
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Condo
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Condo
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Why Choose Rent By Owner for your Rutland County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Rutland County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region's natural beauty and local events at their best, making your vacation rental experience both memorable and convenient.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this area's natural beauty is at its peak, making it an ideal time for outdoor activities and exploring scenic landscapes.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
Autumn brings vibrant foliage and crisp air, creating a picturesque setting that draws visitors seeking scenic drives and outdoor adventures.
Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F
Off-Season Highlights
Winter (December to February)
While colder, this period offers tranquil surroundings for winter sports enthusiasts and those seeking a quiet retreat in cozy vacation rentals.
Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
Spring (March to May)
Early spring can be mild and less crowded, presenting an excellent opportunity to enjoy peaceful getaways before the busy summer season begins.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Rutland County
How to Book Your Rutland County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Rutland County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 a peaceful outdoor space with a private backyard or patio perfect for relaxing or entertaining.
- Make the most of scenic views with access to a balcony, deck, or porch overlooking the area's natural beauty.
- Take advantage of outdoor dining areas, including picnic tables or barbecue grills, ideal for alfresco meals.
- Explore nearby walking and hiking trails directly from the property for an authentic outdoor experience in the region.
- Benefit from outdoor fire pits or fireplaces, providing cozy evenings under the stars.
- Find properties with access to lakes, rivers, or ponds for activities like fishing, kayaking, or swimming.
- Look for outdoor recreational amenities such as tennis courts, playgrounds, or sports fields for staying active during your stay.
Top Attractions Around Rutland County
What attractions are nearby?
In this region, you'll find a variety of outdoor activities such as hiking, boating, and seasonal skiing just moments from your vacation rental, allowing you to fully enjoy the natural beauty and recreational opportunities nearby.
Family Activities
- Killington Resort: Discover year-round outdoor fun with skiing, snowboarding, and mountain biking that will keep the whole family active during your stay.
- Rutland County Rail Trail: Enjoy scenic walks or bike rides along this picturesque trail that offers scenic views and a peaceful outdoor experience for all ages.
- Vermont State Fairgrounds: Experience family-friendly events, festivals, and entertainment that showcase the vibrant community spirit of the region.
- The Vermont Marble Museum: Engage in interactive exhibits and learn about the area's rich marble industry history, making it an educational outing for children and adults alike.
Adult Activities
- Hiking and Nature Walks: Explore the scenic trails of the region, where you can enjoy tranquil walks and discover breathtaking natural beauty right outside your door.
- Local Breweries and Wineries: Sample regional flavors at the area's renowned breweries and wineries, perfect for relaxing outings during your stay.
- Historical Tours: Delve into the area's rich history by visiting local historical sites and museums that offer a glimpse into its cultural heritage.
- Outdoor Recreation Activities: Engage in activities such as kayaking, fishing, or mountain biking to make the most of the diverse outdoor opportunities nearby.
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 scenic parks and outdoor trails to experience the natural beauty that makes this destination unique.
- Visit Seasonal Events: Plan your stay around local festivals or seasonal attractions to fully immerse yourself in the region’s vibrant community spirit.
- Discover Culinary Delights: Savor regional flavors at local eateries and markets, offering authentic tastes that highlight the area's culinary heritage.
- Utilize Nearby Amenities: Make the most of the convenient access to shops, galleries, and cultural sites that enrich your visit here.
Transportation Options
- Rutland Regional Airport: This regional airport offers convenient flights and ground transportation options, making it easy for you to access the area’s scenic vacation rentals.
- Amtrak Train Services: Connecting travelers from major cities, the train service provides a scenic and relaxing way to reach this destination's charming vacation rentals.
- Local Bus Systems: Reliable bus routes serve key parts of the region, allowing you to explore nearby attractions and your vacation rental with ease.
- Private Car Rentals: Many visitors opt for private car rentals in the area, offering flexibility and comfort during your stay at the region’s inviting vacation rentals.
Local Customs Options
- Maple Syrup Tapping: You can experience the region’s rich tradition of maple syrup production by visiting local farms that welcome visitors to learn about tapping and syrup making.
- Folk Music Festivals: The area boasts a vibrant folk music heritage, with seasonal festivals that celebrate Vermont’s musical roots and offer authentic cultural experiences.
- Farmers’ Markets: Visiting local farmers’ markets provides an opportunity to connect with community vendors and enjoy fresh, locally sourced produce typical of this destination.
- Crafts and Artisan Fairs: The region is known for its talented artisans, and attending craft fairs allows you to appreciate handmade Vermont crafts and support local artists.
Frequently Asked Questions About Rutland County?
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
- SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
- Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
- Autumn Escape - Chalet Retreat in the Heart of the Mountains. Dog friendly!
- Killington Big House: Largest Vacation Rental in Killington
- Trail treasures great hikes for all.
- Guest Cabin- a Mountain Get-Away for Relaxation. or Romance
- Charming Cozy Cottage with Stunning Views - Minutes from Manchester and Dorset
- Log Home# w/Incomparable Peace, Serenity, Privacy And The First Class Amenities
- Hot tub, pool table, wet bar, shuffleboard, whole house generator
2. How many vacation rentals have private pools in Rutland County?
There are 210 vacation rentals with private pools near Rutland County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Rutland County are best for families?
If you are looking for a family-friendly vacation home in Rutland County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rutland County:
4. 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 2344 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.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property listing. To confirm the specific terms, please review the cancellation details provided in the listing or contact the property owner directly.
6. How do I secure my booking for a vacation rental here?
Bookings are secured through a reservation process that typically requires a deposit or full payment at the time of booking. For exact procedures and requirements, refer to the listing details or reach out to the host.
7. Are there any additional fees I should be aware of when booking in the region?
Additional fees such as cleaning fees, service charges, or taxes may apply, and these are usually outlined in the listing. Always review the fee details before completing your reservation to ensure transparency.
8. What amenities are typically included in vacation rentals in this destination?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and linens, but features can vary. Check the specific listing for a detailed list of included amenities to match your needs.
9. Is it possible to find pet-friendly vacation rentals here?
Many properties in the region welcome pets, but availability varies. To find pet-friendly options, filter your search accordingly or contact the property owner to confirm pet policies.
Rutland County Top Rated Vacation Rentals
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- TV
House
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Cabin
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