Holiday Rentals in Bennington County

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Featured Holiday Rentals in Bennington County

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (204)
"… And it remains a gem! We lucked out w/a foot of snow on Thanksgiving and so kept the fires burning. Just a great, special place."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Interior

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

9.8 out of 10, Exceptional, (30)
"One of the best experiences I’ve had. Communication before we arrived was as expected, and everything was better than the pictures reviews and descriptions."
The price is €1,125
includes taxes & fees
21 Jan - 22 Jan
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (11)
"My family enjoyed our stay at this house. It had plenty of room for all of us and the 5 bathrooms were great to have. Extremely clean. We didnt use the hot tub because it was too cold but that is definitely a plus to have. It is only a few minutes from Manchester Center and close to a lot of other restaurants and shops. The ownwr reached out days in advance and was available if needed, which we didnt. We will definitely be looking to book this house in the future! A++++"
The price is €997
includes taxes & fees
12 Jan - 13 Jan
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Exterior

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (160)
"This was our second Thanksgiving at Creekside Camp. Once again, we had a wonderful stay. Not enough can be said about this charming and cozy cabin. Dan and Kellie do a phenomenal job as hosts and managing the property. We highly recommend a stay in this rustic, yet highly appointed property!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
TV

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Miscellaneous

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Exterior

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (35)
"This beautiful, charming and spacious house served our family's needs beautifully for a one week fall getaway. The photos don't do it justice. The linens and beds were very comfortable. The ease of a gas fireplace in the breakfast/dining area was very welcome on chilly mornings. The location was great. Beth was very accommodating. If we come back to the area we will definitely try to stay here again."
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
Property grounds

8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.

10.0 out of 10, Exceptional, (9)
"Andrew’s place was a great find. I wanted a place for the summer months that was close to Stratton tennis but where I could also work remotely. Location was perfect and quiet. The great layout and cleanliness of the space were the first things I noticed. Andrew was very communicative and responsive. The place had everything I needed. Highly recommend. "
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
Exterior

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

10.0 out of 10, Exceptional, (22)
"GREAT TIME ! GREAT HOUSE"
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
The price is €282
includes taxes & fees
12 Jan - 13 Jan
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Spacious apartment in beautiful, historic Arlington VT
Microwave, oven, stovetop, dishwasher

Spacious apartment in beautiful, historic Arlington VT

10.0 out of 10, Exceptional, (37)
"Spent the night with my boys (adult) after day of golf in Manchester. Very comfortable and big! Would recommend and use again if in the area. Thanks!"
The price is €241
includes taxes & fees
12 Jan - 13 Jan
Spacious apartment in beautiful, historic Arlington VT
Adventure Home: Trails, Pool, Gym & Tennis Access
Fireplace, DVD player, stereo

Adventure Home: Trails, Pool, Gym & Tennis Access

10.0 out of 10, Exceptional, (25)
"The place is great. Very close to Bromley and a short ride to Stratton. Easy checkin. Checkout expectations were not documented anywhere so a bit unclear there."
Adventure Home: Trails, Pool, Gym & Tennis Access
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Exterior

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (132)
"Linda was amazing from beginnin'g to end to ensure a comfortable stay. This house was beautiful and so cozy to stay in. The loft bed had a gorgous view of the lake and snow. Plenty of sleeping room for my kids.They got to play in the snow too:)"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Gather Together – Stratton Mtn Luxury & Comfort with a View
Exterior

Gather Together – Stratton Mtn Luxury & Comfort with a View

10.0 out of 10, Exceptional, (1)
Gather Together – Stratton Mtn Luxury & Comfort with a View
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (214)
"Great experience "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Historic 6-BR Across From Equinox Resort
Fridge, microwave, oven, stovetop

Historic 6-BR Across From Equinox Resort

8.8 out of 10, Excellent, (5)
"Great house in a perfect location, we really enjoyed our stay for a family vacation!"
Historic 6-BR Across From Equinox Resort
Manchester Center Home w/ Green Mtn Views!
Fridge, microwave, stovetop, dishwasher

Manchester Center Home w/ Green Mtn Views!

9.6 out of 10, Exceptional, (31)
"This home had a lot of character! It had a wonderful kitchen, and it was easy to cook there. It had a beautiful dining room! We were there for Christmas and the owners put up some beautiful decorations, and a nice tree for us. Both of the hosts are creative types, and you could tell by the decor in the house. There was beautiful artwork all over. The hosts were helpful as they salted and sanded the walkway from the car to the house. The very hospitable. The view from the house of the mountains...
Manchester Center Home w/ Green Mtn Views!
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Exterior

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (21)
"Our weekend at The Owl’s Nest was nothing short of magical. Tucked away in a peaceful, scenic location, the cabin offered the perfect mix of rustic charm and modern comfort. From the moment we arrived, we were captivated by the stunning views—the kind of stillness that immediately melts away stress. The cabin itself is beautifully maintained and thoughtfully decorated, with cozy touches that make it feel like home. The wood-burning fireplace was the perfect spot to unwind with both a cup of...
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Interior

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Aerial view

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

9.4 out of 10, Exceptional, (28)
"My family and I had a wonderful stay for our Bromley ski week! Location couldn’t be better, and the condo was comfortable and cozy. We truly enjoyed being able to use the fireplace. Easy checkin/checkout, great communication. Being able to bring our dog was the best benefit of all - he loves the snow and spending time with us on vacation!"
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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