Best Vacation Homes in Shaftsbury
House
10.0(236 Reviews)
1 Bedroom
1 Bath
8 Guests
1650 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $279/Night
7 Nights - US $1,953
House
5 Bedrooms
4 Baths
12 Guests
4284.04 ft²
- Pet Friendly
Kitchen
Parking
Child Friendly
US $720/Night
7 Nights - US $5,040
US $142/Night
7 Nights - US $992
Cottage
10.0(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
1024 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $192/Night
7 Nights - US $1,347
Hotel
9.3(392 Reviews)
3 Baths
333.68 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
Air Conditioner
US $114/Night
7 Nights - US $798
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
Internet- Child Friendly
Laundry
US $224/Night
7 Nights - US $1,571
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $422/Night
7 Nights - US $2,953
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $117/Night
7 Nights - US $821
Shaftsbury Luxury Rentals
House
9.8(7 Reviews)
5 Bedrooms
3 Baths
12 Guests
4200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $970/Night
7 Nights - US $6,792
House
4 Bedrooms
4 Baths
10 Guests
3400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $658/Night
7 Nights - US $4,606
House
10.0(34 Reviews)
4 Bedrooms
3 Baths
9 Guests
2700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $630/Night
7 Nights - US $4,410
House
10.0(22 Reviews)
6 Bedrooms
5 Baths
10 Guests
4400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $426/Night
7 Nights - US $2,984
Other
9.6(15 Reviews)
3 Bedrooms
1 Bath
9 Guests
2100 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $375/Night
7 Nights - US $2,626
House
10.0(9 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $368/Night
7 Nights - US $2,578
Cottage
10.0(17 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $333/Night
7 Nights - US $2,328
Other
9.8(85 Reviews)
2 Bedrooms
2 Baths
6 Guests
2250 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $297/Night
7 Nights - US $2,078
Shaftsbury Pet Friendly Vacation Rentals
Cabin
9.4(113 Reviews)
2 Bedrooms
1 Bath
7 Guests
1150 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $283/Night
7 Nights - US $1,980
Hotel
8.6(234 Reviews)
8 Baths
472.27 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $196/Night
7 Nights - US $1,373
Apartment
8.8(38 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $110/Night
7 Nights - US $773
Hotel
7.9(163 Reviews)
1 Bath
387.5 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $225/Night
7 Nights - US $1,576
House
7.6(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $100/Night
7 Nights - US $699
House
9.8(44 Reviews)
5 Bedrooms
2 Baths
8 Guests
2700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $271/Night
7 Nights - US $1,895
House
9.6(4 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $205/Night
7 Nights - US $1,437
House
9.2(32 Reviews)
3 Bedrooms
1 Bath
7 Guests
970 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,503
Shaftsbury Large Vacation Homes
House
9.4(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $392/Night
7 Nights - US $2,747
House
5 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $542/Night
7 Nights - US $3,797
Other
5 Bedrooms
1 Bath
12 Guests
2400 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $138/Night
7 Nights - US $966
House
5.0(25 Reviews)
4 Bedrooms
2 Baths
12 Guests
3000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $370/Night
7 Nights - US $2,590
Why Choose Rent By Owner for your Shaftsbury 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 Shaftsbury
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience and allow you to enjoy the region's natural beauty and tranquility at its best.
Peak Season Highlights
Summer (June to August)
During the summer months, expect warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the 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 cooler temperatures, creating a picturesque setting perfect for experiencing the region’s natural beauty.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter season offers a serene environment with potential snow-covered views, attracting visitors looking for a peaceful retreat or winter sports opportunities.
Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
Spring (March to May)
Early spring features mild weather and blooming flora, providing a quieter time for those seeking tranquility away from peak crowds.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Shaftsbury
How to Book Your Shaftsbury 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 Shaftsbury
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 outdoor dining with a private patio or picnic area surrounded by scenic views.
- Take advantage of spacious yards ideal for relaxing or outdoor activities amid the natural beauty.
- Make use of outdoor fireplaces or fire pits perfect for cozy evenings under the stars.
- Explore well-maintained hiking trails or nature walks directly accessible from your rental.
- Benefit from outdoor recreational facilities such as basketball courts, volleyball, or badminton setups.
- Relax in a hot tub or private pool nestled within your outdoor space, offering a serene retreat.
- Utilize dedicated outdoor storage for gear and equipment suitable for exploring the area's wilderness.
Top Attractions Around Shaftsbury
What attractions are nearby?
In this charming area, you can explore a variety of outdoor activities such as hiking and biking through scenic trails, or enjoy local farmers' markets and craft shops that showcase the region’s unique charm.
Family Activities
- Bennington Battle Monument: Explore this historic landmark to learn about the area's significant role in American history through engaging exhibits and panoramic views.
- Bennington Museum: Discover local art, history, and culture with family-friendly exhibits that highlight the region's rich heritage.
- Molly Stark State Park: Enjoy outdoor adventures at this scenic park featuring hiking trails, picnicking areas, and opportunities for wildlife viewing suitable for all ages.
- Stratton Mountain Resort: Experience year-round family fun with skiing, snowboarding, and summer activities nestled within the region's picturesque landscape.
Adult Activities
- Visit the Bennington Battle Monument: Explore this historic landmark that offers a glimpse into the region's Revolutionary War history and panoramic views from the top.
- Enjoy outdoor recreation at the nearby Mount Equinox: Engage in hiking or simply take in the scenic vistas that showcase the natural beauty of this part of Vermont.
- Discover local art at regional galleries: Immerse yourself in the area's vibrant arts scene through exhibitions and collections that reflect the region's creative spirit.
- Experience farm-to-table dining: Savor fresh, locally-sourced cuisine at eateries that highlight the region’s agricultural richness, making your stay here truly authentic.
Other Places to Stay in Shaftsbury, VT
Howard Park
Lake Shaftsbury State Park
Shaftsbury Historical Society Museum
South Shaftsbury
Shaftsbury Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits like hiking or biking to truly experience the region’s scenic landscapes.
- Visit nearby farms and markets: Support local agriculture by visiting farmers' markets or farm stands, which offer fresh produce and a taste of the area’s agricultural heritage.
- Plan for seasonal events: Check the local calendar for seasonal festivals and events that highlight the unique culture and traditions of this destination.
- Choose strategic accommodation locations: Select vacation rentals situated close to key attractions and amenities to maximize your time and convenience during your stay.
Transportation Options
- Car Rental Services: You can opt for local car rental companies that provide flexible transportation options to explore the scenic region comfortably.
- Public Transit: The area's regional bus services connect you to neighboring towns and major hubs, making it easy to navigate without a vehicle.
- Taxis and Ride-Sharing: Taxis and ride-sharing apps offer convenient, on-demand transportation directly from your vacation rental here.
- Airport Transfers: Shuttle services and private transfers are available for seamless airport arrivals and departures in this destination.
Local Customs Options
- Local Craftsmanship: The region prides itself on its traditional Vermont craftsmanship, which you can often see reflected in local markets and artisans' studios.
- Seasonal Harvest Celebrations: Participating in seasonal harvest festivals is a cherished custom that highlights the area's rich agricultural heritage.
- Respect for Nature: Residents and visitors alike observe a deep respect for the natural landscape, emphasizing sustainable practices and outdoor preservation.
- Community Gatherings: Regular community events and gatherings foster a welcoming atmosphere and offer an authentic glimpse into local life here.
Shaftsbury Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Shaftsbury?
There are a lot of options in Shaftsbury. If you plan on staying in the Shaftsbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shaftsbury:
- Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
- Warm Brook Farm+Entertainers Paradise+Hot Tub+Ski Bromley/Stratton+Dogs Welcome
- Historic 1769 Vermont Home Near Manchester
- The Crik House: Modern digs, American farm country
- Bright 3-Bedroom Historical Cottage w/pool table
- Charming Vermont Retreat with Mountain Views and Ski Proximity. Pet-Friendly!
- Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont.
- The Vermont Farmhouse + Stunning Views + Dog Friendly + Adjacent Nature Preserve
- Southern Vermont Cottage - Read Our Arbnb reviews - 4.9!
- CUTE 1 BEDROOM APARTMENT WITHIN A FARM SETTING
2. Which vacation homes in Shaftsbury are best for families?
If you are looking for a family-friendly vacation home in Shaftsbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Shaftsbury:
3. How many Rentbyowner vacation rentals are available in Shaftsbury?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 59 in the Shaftsbury 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 Shaftsbury.
4. What is the cancellation policy for vacation rentals in Shaftsbury, Vermont?
Cancellation policies vary depending on the individual property listing. It’s important to review the specific terms and conditions provided by the host before confirming your reservation to ensure you understand any fees or restrictions.
5. How do I find the best vacation rental deals in Shaftsbury, Vermont?
To secure the best deals here, consider filtering your search by price, amenities, and guest reviews. Reaching out directly to hosts for any last-minute discounts can also help you find a suitable option within your budget.
6. Are there any special requirements or restrictions when booking vacation rentals in this area?
Each property may have its own set of rules regarding guests, pets, or minimum stay requirements. It’s advisable to read the listing details carefully and contact the host if you have any specific questions or needs.
7. What should I know about checking into and out of vacation rentals here?
Check-in and check-out procedures are detailed in each listing. Many hosts offer flexible times, but it’s best to confirm these details directly with the property owner to ensure a smooth arrival and departure process.
8. Is it safe to stay at vacation rentals in this region, and what precautions are recommended?
Trustworthy listings include verified reviews and host profiles. To stay safe, follow all provided guidelines, communicate clearly with your host before and during your stay, and verify security features of the property before arrival.
Shaftsbury Top Rated Vacation Rentals
US $142/Night
7 Nights - US $995
US $164/Night
7 Nights - US $1,148
US $133/Night
7 Nights - US $932
Hotel
7.0(249 Reviews)
1 Bath
290.63 ft²
Oceanfront
Skiing- Fireplace/Heating
- Pool
US $119/Night
7 Nights - US $833
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
6 Guests
2700 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $359/Night
7 Nights - US $2,514
House
8.8(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $167/Night
7 Nights - US $1,168
House
8.8(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $167/Night
7 Nights - US $1,168
House
8.4(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $167/Night
7 Nights - US $1,168
