Search Condo Rentals in Bennington

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Condo Rentals in Bennington

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

9.6 out of 10, Exceptional, (36)
"Great stay, super easy access to the slopes. Place was great with helpful and communicable hosts. Will stay again! "
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Cozy Townhome with Shared Pool & Tennis, W/D & Wood-Burning Fireplace

9.0 out of 10, Wonderful, (4)
"Absolutely loved my stay here. It's as clean, and nice and the whole process was easy. I would definitely come back."
Cozy Townhome with Shared Pool & Tennis, W/D & Wood-Burning Fireplace

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

8.8 out of 10, Excellent, (23)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is AED 305
AED 1,083 total
includes taxes & fees
16 Jun - 17 Jun
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace

9.0 out of 10, Wonderful, (19)
"The condo is very close to everything and the perfect amount of room for a family of 5. Great outdoor pools and 2 hot tubs too!"
Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace

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

9.6 out of 10, Exceptional, (54)
"Great, clean condo right near the village. It was a really nice place to stay and a good for a family of 4."
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

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

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

10.0 out of 10, Exceptional, (56)
"Our second stay here. Never disappointed. The hosts are welcoming, gracious, generous and quick to respond. "
**Stratton's Best Kept Secret** Ski On/Off ** Unit E

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

10.0 out of 10, Exceptional, (11)
"Very comfortable and super clean condo. Kitchen was well appointed. And owner was very communicative. Overall great stay. Would definitely stay again!"
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (28)
"Great location."
The price is AED 602
AED 1,468 total
includes taxes & fees
16 Jun - 17 Jun
Stratton Mtn Studio | Renovated | Walk to Lifts

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

10.0 out of 10, Exceptional, (10)
"Had a great couple days in Stratton. House was perfect. "
Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses

Mountain-view condo with private balcony, fireplace, & updated interior

7.8 out of 10, Good, (14)
"Great place, cozy. Great location. "
Mountain-view condo with private balcony, fireplace, & updated interior

Charming One-Bedroom Condo on Bromley Mountain

10.0 out of 10, Exceptional, (2)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
The price is AED 352
AED 1,221 total
includes taxes & fees
16 Jun - 17 Jun
Charming One-Bedroom Condo on Bromley Mountain

Beautiful Stratton Mountain Condo

10.0 out of 10, Exceptional, (110)
"Great location and place to stay for a ski weekend!"
Beautiful Stratton Mountain Condo

Summer & Fall Escape in the Green Mountains of Vermont

10.0 out of 10, Exceptional, (6)
"Great condo! Perfect views…close to everything…comfy beds…great showers…great amenities! Really enjoyed our stay!"
Summer & Fall Escape in the Green Mountains of Vermont

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!

Summer retreat! Mountain View, Walk to Village/Tennis/Fitness/Dance camps; HITS

10.0 out of 10, Exceptional, (40)
"This is a very lovely and clean home. Unit is well equipped with all the comforts of home. I was fortunate to spend 3 months there this past summer and called it my “home away from home”. There is a view of Stratton Mountain from the dining room area. I am hoping to visit again next year and I highly recommend this rental. "
Summer retreat! Mountain View, Walk to Village/Tennis/Fitness/Dance camps; HITS

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

9.8 out of 10, Exceptional, (22)
"Perfect weekend getaway in a great location, great place with a great host."
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!

10.0 out of 10, Exceptional, (11)
"Great time and perfect locationEverything you need for a Stratton get away"
Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!

Summer Mountaintop Getaway - Bromley Adventure Park

9.8 out of 10, Exceptional, (36)
"Very happy with our stay. If you’re looking for a comfortable, clean condo in a fantastic location that is reasonably priced this is the spot!"
Summer Mountaintop Getaway - Bromley Adventure Park

Ski on ski off condo

10.0 out of 10, Exceptional, (69)
"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
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Why book your condo in Bennington with Expedia?
We think that vacations shouldn’t be hard, so if you’re searching for condos at an affordable rate, Expedia has your back. Save cash and go for something small and affordable, or splurge on a luxury condo and spoil the ones you love most. Take advantage of our search filters to find a place in Bennington that suits your style.
How can I find cheap condos in Bennington?
With Expedia’s helpful filter tool, getting your hands on cheap condos in Bennington couldn’t be simpler. To find properties that’ll make your wallet smile, refine your search by budget, star rating and amenities.