Discover Your Ideal Stamford Vacation Rentals for a Memorable Vermont Getaway
Discover Your Perfect Stamford Vacation Homes
Best Vacation Homes in Stamford
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Stamford Luxury Rentals
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Stamford Pet Friendly Vacation Rentals
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Stamford Large Vacation Homes
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Why Choose Rent By Owner for your Stamford Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Stamford
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this charming destination ensures you can enjoy its natural beauty and outdoor activities at their best, making your stay in Stamford, Vermont, USA, truly memorable.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy the region's lush landscapes and outdoor activities. This is when demand for vacation rentals peaks, making it ideal for those seeking lively local events and scenic exploration.
Fall (September to October)
Autumn offers vibrant foliage and crisp air, drawing visitors looking to experience the region's natural beauty at its best. Vacation rentals are popular during this colorful season, perfect for outdoor enthusiasts.
Off-Season Highlights
Winter (December to February)
The winter months bring quieter surroundings and a peaceful atmosphere. This period is suitable if you prefer fewer crowds while still enjoying the serene landscapes of the area.
Spring (March to May)
Early spring signals a slow start to the year with blooming flora and milder weather. It’s an excellent time for budget-conscious travelers looking for tranquility and renewal.
Weekly Weather Forecast for Stamford
How to Book Your Stamford Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Stamford
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 spacious outdoor decks or patios perfect for relaxing after a day of exploring the region's natural beauty.
- Take advantage of private or shared fire pits to gather with friends and family under the stars.
- Make the most of well-maintained gardens or landscaped yards that enhance your overall outdoor experience.
- Benefit from access to nearby hiking trails, ideal for immersing yourself in the area's scenic landscapes.
- Utilize outdoor dining areas that allow you to savor meals amidst the fresh mountain air.
- Relax by outdoor swimming pools, available at some properties, providing a refreshing retreat during warmer months.
- Participate in recreational activities such as playing lawn games or fishing in nearby streams, adding fun to your stay here.
Top Attractions Around Stamford
What attractions are nearby?
Explore a variety of outdoor activities and scenic spots nearby, offering the perfect opportunity to enjoy the natural beauty and tranquil surroundings of this destination in Vermont.

Family Activities
- Stamford Historical Society Museum: Discover local history and enjoy interactive exhibits that are perfect for family learning experiences.
- Chesterfield Gorge Natural Area: Explore scenic trails and marvel at the stunning geological formations, offering outdoor adventures for all ages.
- Local Farmers’ Markets: Experience fresh Vermont produce and handmade goods that provide a taste of the region’s vibrant community life.
- Cross Country Skiing in the Region: Take advantage of the area's pristine winter landscapes by engaging in family-friendly cross-country skiing excursions.
Adult Activities
- Hiking in the Green Mountain National Forest: Explore scenic trails that offer panoramic views and a peaceful retreat into nature, perfect for outdoor enthusiasts staying in local vacation rentals.
- Fishing at nearby lakes and rivers: Enjoy angling opportunities in well-stocked waters within the area, ideal for relaxing afternoons during your stay in this destination.
- Golfing at local courses: Tee off on lush fairways designed to challenge players of all skill levels, making it a great activity for those visiting the region.
- Wildlife Watching: Observe diverse species in their natural habitat in the area's protected parks and reserves, offering memorable experiences for nature lovers staying here.
Stamford Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the region’s scenic outdoor spaces by discovering nearby hiking and biking trails, perfect for enjoying the area's natural beauty during your stay.
- Experience Seasonal Activities: Plan your visit around seasonal events or outdoor activities that showcase what makes this destination unique throughout the year.
- Visit Local Shops and Markets: Support local artisans and farmers by exploring markets and shops in the area, offering a genuine taste of the region's culture and produce.
- Plan Day Trips to Nearby Attractions: Use Stamford as a base to explore surrounding towns and natural sites, ensuring you make the most of your time here.
Transportation Options
- Stamford Transportation Services: Local shuttle services are available to help you conveniently explore the area and access nearby attractions from your vacation rental.
- Rental Cars: Car rental companies in the region provide flexible transportation options, making it easy to travel at your own pace around this scenic destination.
- Public Transit: Though limited, the local bus services connect key points in the area, offering an economical way to get around here.
- Taxi and Rideshare: Taxis and rideshare services like Uber and Lyft operate in the region, providing quick and reliable transportation directly to your vacation rental.
Local Customs Options
- Local Craftsmanship: You will notice that handcrafted furniture and artisanal goods are highly valued and often displayed during community gatherings, reflecting the area's rich tradition of craftsmanship.
- Seasonal Festivals: Participating in local festivals is a cherished custom here, celebrating the changing seasons with music, food, and cultural events unique to the region.
- Farm-to-Table Dining: Visitors are encouraged to enjoy meals featuring fresh, locally sourced ingredients, highlighting the region's commitment to supporting nearby farms and producers.
- Outdoor Respect: Respect for the natural environment is ingrained in daily life, and you'll find that locals value nature preservation through practices like trail etiquette and conservation efforts.
Stamford Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Stamford?
There are a lot of options in Stamford. If you plan on staying in the Stamford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Stamford:
- Best of the Berkshires with Mt. Views, Museums, Paddling, Hiking & On the Water!
- A roomy remodeled retreat close to MassMoCA
- Spacious Victorian duplex near MASSMoCA, MCLA (19)
- Spacious Victorian in N. Adams-walk to Mass MoCA
- Getaway Near Mass MoCA, Great Hiking, Scenic Views
- Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
- Large hilltop villa with hot tub!
- Art House! Spacious Getaway By Mass Moca
- Houghton Hill: Style and History in the Berkshires
- Cozy Condo Near MASS MoCA
2. Which vacation homes in Stamford are best for families?
If you are looking for a family-friendly vacation home in Stamford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stamford:
3. How many Rentbyowner vacation rentals are available in Stamford?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 65 in the Stamford 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 Stamford.
4. What is the cancellation policy for vacation rentals in Stamford, Vermont?
5. Are there any additional fees I should be aware of when reserving a vacation rental in the area?
6. How do I confirm my reservation and what is the process for changes or modifications?
7. Is there parking available at vacation rentals here, and are there any restrictions?
8. What amenities are typically included in the vacation rentals in this destination?
Stamford Top Rated Vacation Rentals
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