
Old Bennington Vacation Rentals
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Our top choices for Old Bennington vacation rentals

1. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
2. Cozy Home in Pownal VT
Cozy Home in Pownal VT
3. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
4. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
5. Peaceful Cottage Retreat
Peaceful Cottage Retreat
6. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
7. New Studio In Town, By the Water
New Studio In Town, By the Water
8. Downtown | Waterfront | Walk to Shops
Downtown | Waterfront | Walk to Shops
9. 2-Bdr Apt In Town, By the Water
2-Bdr Apt In Town, By the Water
10. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
11. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
12. Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount Snow
13. Spacious apartment in beautiful, historic Arlington VT
Spacious apartment in beautiful, historic Arlington VT
14. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
15. Modern Mount Snow Gnarvana - Steps to Carinthia
Modern Mount Snow Gnarvana - Steps to Carinthia
16. Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & Sauna
Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & Sauna
17. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
18. Chalet 1mi to Mount Snow with cinema and hot tub
Chalet 1mi to Mount Snow with cinema and hot tub
19. Charming 1BR Retreat | Ski-In Access
Charming 1BR Retreat | Ski-In Access
20. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to WilliamstownFind vacation rentals that suit your style
Top Old Bennington Hotel Reviews

Bennington Motor Inn
Find out more about Old Bennington
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Bennington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.


































































