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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 70 Condo Rentals in Bennington with updated reviews, rates, and availability.

Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses
Living area

Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses

10.0 out of 10, Exceptional, (8)
"My husband, daughter and I had a wonderful long weekend at William's cabin. It was incredibly cozy and spacious. We enjoyed our evenings by the fire after a long day of skiing. It was an easy check in and check out process. William is a wonderful host! I would highly recommend renting this cabin for a cozy getaway to Stratton."
Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
Living area

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

10.0 out of 10, Exceptional, (10)
"We had a wonderful, excellent stay at this place. It's only few minutes of drive from Stratton Mountain. The kitchen was equipped with all necessary modern clean appliances, utensils all were in a perfect condition. The bathrooms were super clean with nice quality shampoo, conditioner. The bed sheets were crispy and clean. Everything we needed was there and exceeded our expectations - huge TV with multiple streaming apps, board games, plenty of dry firewood, state of art thermostats to adjust...
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (22)
"Unit is very close to ski lift. Ski in / ski out was great!!!"
The price is AED 279
AED 1,057 total
includes taxes & fees
24 Feb - 25 Feb
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Ski on ski off condo
Living area

Ski on ski off condo

10.0 out of 10, Exceptional, (66)
"Great unit. Easy access to Tamarack lift to ski on and off. Host was reachable at all times for any and all questions. Really enjoyed the stay"
Ski on ski off condo
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
Aerial view

Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking

9.8 out of 10, Exceptional, (31)
"We had a fantastic stay over Presidents weekend. Immaculately clean and many new appliances, everything you need to make meals in the kitchen, and close to lifts and the village. Would definitely book again!"
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
Adventure Home: Trails, Pool, Gym & Tennis Access
Peru Vacation Rental | 3BR | 2BA | Single Story | Second Floor | 1,200 Sq Ft

Adventure Home: Trails, Pool, Gym & Tennis Access

10.0 out of 10, Exceptional, (25)
"Spent three days skiing at Bromley; kids and parents had a great time! Condo has wonderful views and is a two-minute walk from the nearest slope for ski-in, ski-out access. Highly recommend!"
Adventure Home: Trails, Pool, Gym & Tennis Access
Stratton Mtn Studio | Renovated | Walk to Lifts
Living area

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (27)
"Nicely renovated, well equipped condo very conveniently close to the main lodge and all it offers. It is small but for two people it certainly is fine and murphy bed is a clever solution. Well done!"
The price is AED 1,128
AED 2,287 total
includes taxes & fees
24 Mar - 25 Mar
Stratton Mtn Studio | Renovated | Walk to Lifts
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Peru Vacation Rental | 3BR | 2BA | 1000 Sq Ft | Stairs Only Access

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

9.6 out of 10, Exceptional, (32)
"Loved the location. Easy ski on and ski off. Would definitely recommend. "
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub
Dining Room seats 8

Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub

10.0 out of 10, Exceptional, (52)
"We loved staying at this place! Very clean and easy process to get in. Owner very responsive and easy walk to the village and slopes. Would definitely recommend! "
Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub
Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt
Living Room

Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt

10.0 out of 10, Exceptional, (8)
"Our family had a wonderful time staying at the Rising Bear condo in Stratton, VT. Condo is spacious, clean and had everything we needed for a family of nine with children and grandchildren. Extremely convenient location, walking distance to the village, shopping area and base lodge. The property management was very helpful and responsive. Great stay, thank you!"
Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
living room with gas fireplace

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

9.6 out of 10, Exceptional, (50)
"This is a lovely condo - clean,well appointed, and furnished with a good attention to detail. Owners have created a homey and comfortable space. "
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
Slopeside Ski-On/Off Condo on Stratton. MNT access for hiking, biking, golf.
View of condo

Slopeside Ski-On/Off Condo on Stratton. MNT access for hiking, biking, golf.

10.0 out of 10, Exceptional, (38)
"The home was comfortable and convenient to the mountain. It had all the essentials needed for the stay. I would recommend the home for a more casual, family trip. There would not be enough room for 6 adults to sit comfortably in the living room area to watch a movie or be in front of the fire together. We were 4 adults and it was fine. The home can be a little drafty and it takes the heat some time to warm up the home so having the fireplace was super nice and helpful! They supplied plenty...
Slopeside Ski-On/Off Condo on Stratton. MNT access for hiking, biking, golf.
Charming condo, mtn view, dog-friendly, pool, ping-pong, wifi, w/d, fireplace

Charming condo, mtn view, dog-friendly, pool, ping-pong, wifi, w/d, fireplace

3.0 star property
Charming condo, mtn view, dog-friendly, pool, ping-pong, wifi, w/d, fireplace
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Stratton BnB

★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

10.0 out of 10, Exceptional, (47)
"Our family of four travelled to Stratton for a long ski weekend. We enjoyed it! The location was great and convenient to everything. The hot tubs were nice after a day on the slopes. The beds were comfortable and all of the amenities were provided by the owners. Thanks for a great stay!"
The price is AED 2,160
AED 2,789 total
includes taxes & fees
23 Mar - 24 Mar
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!
Peru Vacation Rental | 3BR | 2BA | 1,000 Sq Ft | Stairs Required

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

9.8 out of 10, Exceptional, (8)
"We loved the proximity to the Bromley trails and the fireplace in the unit. Very cozy retreat after a day of skiing! With 4 kids in our group, we loved the bunk room and the easy access sledding hill out the sliding doors. They also provided sleds, which was great!A couple things to note: The bathrooms and kitchen are showing their age, but they were functional and clean. Not a huge deal, but we ran out of hot water after a few showers so had to wait for the tank to refill. Also, we could hear...
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!
**Stratton's Best Kept Secret** Ski On/Off ** Unit E
Living area

**Stratton's Best Kept Secret** Ski On/Off ** Unit E

10.0 out of 10, Exceptional, (53)
"My wife and I went to Stratton with our newborn for a weekend getaway. The property was beautiful and in a perfect location. We could easily walk to the base lodge in 5 minutes. The hosts had plenty of supplies stocked in the property and even left a welcome gift. Would definitely recommend and stay there again. "
**Stratton's Best Kept Secret** Ski On/Off ** Unit E
Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr
Heated year-round, the beautiful pool, hot tubs and sauna are steps from lodge.

Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr

10.0 out of 10, Exceptional, (28)
"Our stay was excellent. They even had toddler toys for our two young kids. It was perfect!"
Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr
Gorgeous 3Bed/3Bath Unit-Perfect Location-Walk2All
Living Room

Gorgeous 3Bed/3Bath Unit-Perfect Location-Walk2All

10.0 out of 10, Exceptional, (5)
"Absolutely amazing place! Condo is very big and spacious, located within walking distance to the mountain. "
Gorgeous 3Bed/3Bath Unit-Perfect Location-Walk2All
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
Open living space w/ extra windows and views of the mountain

Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!

10.0 out of 10, Exceptional, (26)
"Enjoyed the stay love just walking across the street to ski. "
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Living area

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.8 out of 10, Exceptional, (17)
"I can’t rave about this condo enough. Super fair prices for staying directly across the street from the mountain and having a parking garage. The bed was super comfy and immediately after walking in I noticed how clean it was. The hot tub almost directly outside was the icing on the cake. If you’re going to stay in Stratton, this place is it. "
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
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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Other property types in Bennington

Lake life at Woodford Cottage
Livingroom - Woodburning stove and sleeper double size pull out couch.

Lake life at Woodford Cottage

9.6 out of 10, Exceptional, (14)
"Very comfortable beds! This property is what you would expect from a cottage in Vermont, but there's so much more! We were surprised by the very well equipped kitchen and the vicinity to Woodford State Park also worked out really well for us. Would definitely recommend!"
Lake life at Woodford Cottage
Mountain Sanctuary Dome Rustic Solitude 5BR
Exterior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.4 out of 10, Exceptional, (3)
"The dome home is a gorgeous architecturally unique place. It is well appointed, with well kept plants, a little library, instruments, and a functional kitchen. It’s just an incredibly fun place to stay. There is a spectacular short hike ending in a swimming hole nearby. I suspect we will be back."
Mountain Sanctuary Dome Rustic Solitude 5BR
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Bar Room

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
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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