Bennington County Holiday Rentals

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Featured Bennington County Holiday Rentals

Relax in this serene space with a large window, a vase with flowers, and a macrame wall hanging.

"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "

HK$2,040 total

includes taxes & fees

17 Jul - 18 Jul

Relax in a hot tub on a snow-covered deck.

"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."

HK$5,960 total

includes taxes & fees

11 Aug - 12 Aug

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a dining area.

"Nice clean place "

HK$2,400 total

includes taxes & fees

23 Jul - 24 Jul

Relax in a serene outdoor space with Adirondack chairs and a cozy fire pit surrounded by lush greenery.

HK$1,078 total

includes taxes & fees

22 Jul - 23 Jul

Relax in a hot tub surrounded by trees in a serene forest setting.

"Amazing stay. Perfect weekend friend getaway"

HK$5,889 total

includes taxes & fees

24 Jul - 25 Jul

"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "

HK$5,611 total

includes taxes & fees

7 Aug - 8 Aug

Cozy space with a high ceiling, stone fireplace, and comfortable seating area.

"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"

HK$3,965 total

includes taxes & fees

2 Aug - 3 Aug

Kitchen features a central island, wooden cabinets, stainless steel appliances, and an oven.

"The owner was quick to respond and more than accommodating on short notice. Would definitely come back. "

HK$4,689 total

includes taxes & fees

20 Jul - 21 Jul

Relax in a cozy room with a neatly arranged bed, bedside table, and potted plant.

HK$1,078 total

includes taxes & fees

17 Jul - 18 Jul

Relax in a serene hot tub surrounded by a wooded area and a wooden deck.

"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."

HK$5,337 total

includes taxes & fees

12 Aug - 13 Aug

Cozy bedroom with a large bed, chandelier, and window.

"Awesome."

HK$11,860 total

includes taxes & fees

4 Aug - 5 Aug

Relax in the serene surroundings, surrounded by lush trees and shrubs, with comfortable Adirondack chairs and a cozy fire pit.

HK$1,168 total

includes taxes & fees

20 Jul - 21 Jul

Residential area with homes under evening lighting.

HK$1,168 total

includes taxes & fees

20 Jul - 21 Jul

Set amidst a lush forest, this house offers a serene retreat with a majestic mountain view.

"Great location, large space for family, good amenities, love the fireplace and coffee set up."

Two comfortable armchairs face each other in this inviting room, accompanied by a small side table and a window with a curtain.

HK$1,078 total

includes taxes & fees

21 Jul - 22 Jul

Relax in a serene outdoor space surrounded by trees and Adirondack chairs.

HK$1,078 total

includes taxes & fees

16 Jul - 17 Jul

Cozy retreat with a plush bed, decorative cactus, and geometric headboard.

HK$1,078 total

includes taxes & fees

16 Jul - 17 Jul

Stunning two-story home with a central entrance, flanked by windows, set amidst a beautifully manicured lawn and lush greenery.

"Nice and relaxing getaway for the family. Beautiful home and great hosts. Highly recommend."

HK$17,135 total

includes taxes & fees

7 Aug - 8 Aug

"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"

Stroll down this charming corridor with a sloped ceiling and skylights, leading to a door at the end.

"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."

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Recent reviews in Bennington County

5/5 Excellent

"The property was clean with a quite and safe sense."

A verified traveller from RIYADH stayed at Bromley View Inn

Posted 2 days ago

Hotel Vervana, Trademark Collection by Wyndham

5/5 Excellent

"The property was clean and the staff very pleasant, but the key card often stopped working. Also, the doors didn’t close easily (or securely) so we had to keep making sure we secured it after ourselves. "

A verified traveller stayed at Hotel Vervana, Trademark Collection by Wyndham

Posted 2 days ago

5/5 Excellent

"What a nice, vintage place - yet very clean and not shabby at all! I enjoyed sitting on the porch. A breakfast place is nearby. I thought being so old, there would be thin walls, but it was so quiet! The bed was comfy and the shower was so great, I took a picture of the shower head to get for home. I would definitely stay here again if in this part of Vermont. "

A verified traveller from Westlake stayed at Bennington Motor Inn

Posted 8 days ago

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Bennington County Holiday Rentals

Change your mind

Treat yourself

Be picky

Featured Bennington County Holiday Rentals

Peaceful Stay at Birds of a Feather Farm & Spa

The Mountain Escape!

Sunrise Surprise spacious, great for entertaining

Room 7 - family room sleeps 4

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Mountain Sanctuary Dome Rustic Solitude 5BR

Vermont Getaway near Stratton Mountain

Alpine 5, cozy Vermont retreat

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Cloud 9 family double sleeps 4

6 Bam Boo Cozy escape in the heart of Vermont

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Oceans 8 minutes to Manchester Vermont

Zen 10, relax and retreat in the heart of Vermont

Room 4 - Prickly Pear double room

Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub

Bear Pass - Mountain View by RedAwning

Stunning Glass House nestled in the Vermont wilderness!

Recent reviews in Bennington County

Bromley View Inn

Hotel Vervana, Trademark Collection by Wyndham

Harwood Hill Motel

Best Western Bennington

The Manchester View

Hampton Inn and Suites Manchester

South Shire

Bennington Motor Inn

Aspen At Manchester