Old Bennington Rentals
From $284 per night (USD)VRBO
Luxury Living High Above the Center of Town.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking views up & down Main Street. In the heart of downtown Bennington, steps from the four corners of US Rte 7 a ...
From $284 per night (USD)VRBO
From $291 per night (USD)Expedia
Victorian Home in Bennington, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This home was originally built in the mid-1800's. It has been completely remodeled to preserve the historic beauty of t ...
From $291 per night (USD)Expedia
From $178 per night (USD)VRBO
Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Whether you're coming to Bennington for the fall colors, winter sports, spring graduations, summer street festivals and ...
From $178 per night (USD)VRBO
From $281 per night (USD)Expedia
Victorian mansion's Jim-Dandy Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Situated on the first floor of the Carriage House, this elegant and spacious room was once the abode of the original own ...
From $281 per night (USD)Expedia
From $286 per night (USD)VRBO
Short walk to Main St. and SVMC and under 1 hour to skiing.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This house comes fully furnished with linens, dishes, washer/dryer, WiFi and 3 Roku TVs. It has 2 bedrooms, 2.5 baths a ...
From $286 per night (USD)VRBO
From $259 per night (USD)Expedia
Victorian mansions Coach Room with Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
The estate, formerly the private residence of Louis A. Graves, was the creation of architect William C. Bull who designe ...
From $259 per night (USD)Expedia
From $711 per night (USD)VRBO
Mtn Views, 3 King Beds, Game Room, Chef's Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Tired of run-down houses? Bennington's Green Mountain Escape is the place for you! Bennington’s Green Mountain Escape ...
From $711 per night (USD)VRBO
From $190 per night (USD)Expedia
Bennington Gem w\/ Smart TV Near Historic District!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse yourself in a relaxing retreat at this 1-bedroom, 1-bathroom vacation rental nestled in the heart of Bennington, ...
From $190 per night (USD)Expedia
From $319 per night (USD)VRBO
NEW!! Renovated historic 3 BR 2 full BA. Walkable to downtown. Restaurants\/Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into a piece of Bennington history with this beautifully renovated historic home, nestled in the heart of downtown. ...
From $319 per night (USD)VRBO
From $153 per night (USD)Expedia
Cozy Loft steps from VT Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This third floor loft apartment is walking distance from Historic Old Bennington and the downtown proper. Enjoy local sh ...
From $153 per night (USD)Expedia