Bennington County Holiday Rentals

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Top Holiday Rentals Destinations in Bennington County

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

9.6 out of 10, Exceptional, (227)
"We had an incredible time staying at the cottage and can't wait to visit again sometime! From hiking, sitting on the porch drinking coffee, cooking while listening to music, and enjoying time on the pond, everything about our stay was perfect. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Mountain Sanctuary Dome Rustic Solitude 5BR

9.6 out of 10, Exceptional, (8)
"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!"
Mountain Sanctuary Dome Rustic Solitude 5BR

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

9.8 out of 10, Exceptional, (18)
"Came for skiing and NYE, had a great time with a great location"
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (12)
"This is the perfect cabin in Dorset VT! The views on the way in are spectacular. Hiking right out the back door and cozy natural wood experience on the inside. I will definitely be returning to the same location every October! "
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (37)
"Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

9.4 out of 10, Exceptional, (82)
"Nice place, just what we were looking for to stay the weekend. "
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (120)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (32)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AU$454
includes taxes & fees
1 Sept - 2 Sept
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

4.0 star property
10.0 out of 10, Exceptional, (17)
"We had a wonderful stay, the property was perfect for our family. The view was especially nice. Very quick & easy to get to Manchester and ski mountains."
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

9.8 out of 10, Exceptional, (17)
"Spacious house and beautiful grounds."
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

Spacious apartment in beautiful, historic Arlington VT

10.0 out of 10, Exceptional, (49)
"Spacious and comfortable "
The price is AU$340
includes taxes & fees
11 Sept - 12 Sept
Spacious apartment in beautiful, historic Arlington VT

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (17)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet

Converted silo apartment, peaceful grounds, two ponds, kitchenette, internet

Converted silo apartment, peaceful grounds, two ponds, kitchenette, internet

Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

10.0 out of 10, Exceptional, (6)
"We loved staying at the Sloane School! It was modern yet so cozy. It had everything we needed, there were only three of us but there was plenty of room for more. The hot tub was delightful, the bathrooms were beautiful, the kitchen was so nice and everything was immaculate! I would stay there again in a heartbeat! "
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"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."
The price is AU$1,085
includes taxes & fees
29 Sept - 30 Sept
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!

10.0 out of 10, Exceptional, (11)
"Fantastic mini vacation. Location, cleanliness, and communication with property manager was terrific."
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

10.0 out of 10, Exceptional, (5)
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (226)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
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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Top Bennington County Hotel Reviews

Find out more about Bennington County

Find out more about Bennington County

Everything you need to know about Bennington County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bennington County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Bennington County holiday rentals we have chosen for you start as low as AU$340 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Bennington County rentals

At Expedia, we put the best Bennington County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bennington County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.