
Apartment holiday rentals in Bennington County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Bennington County
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Bennington County apartment rentals
Weekly apartment rentals

Cozy Mountain Condo - True Ski in Ski out
We had the absolute best stay at Laura’s condo! We got lucky with amazing ski conditions this week and really enjoyed being able to ski in/ski out. Our kids loved the bunk beds and were endlessly entertained by the old school Space Force game in the living room. The sleds were also a huge hit! Laura was super responsive, but there were literally no problems so we didn’t have to reach out much. She had great recommendations for things to do for dinner and places to shop. It was a great family vacation and we’re already thinking of coming back next year!

Comfortable Condo steps from Plaza Trail!
Great place. Will definitely come back! hopefully for a longer stay.

Stratton Condo - Walk to Village - Ski in/walk out
We were there for a wedding. Beautiful place, wished we could have stayed longer! Short distance to restaurants, gondola rides. Quiet area, comfortable beds, the list goes on…

Cozy Updated 2 Bedroom Corner Condo
Greg has to be the most responsive, accommodating host I've ever had the pleasure of renting from. He gave me clear instructions, responded the minute I sent a question, and was very generous regarding check in and check out. What a great guy! The condo itself is in a great location. We didn't use the Moover but the stop is right outside the building's door. Like many ski condos it's basic but cozy. The neighbors were really audible in the bedroom, but we may have just had a weekend with some loud people next door! The best part (besides how great Greg was) is the view. It's so lovely to look out over the ski mountain. Overall a great value and a wonderful host. Thanks, Greg!

Minutes from the base of Mount Snow!
This was a nice weekend stay right at the base of mount snow. Very convenient location. Brian provided all of the necessary info for our stay. It was pretty quiet overall and we enjoyed our time.

Cute, Cozy Condo at the base of Mount Snow
This is the second year in a row that we have stayed at Joan’s condo and we hope to come back again next year! The condo is right on the base of the mountain within a very easy walk to the lift. Joan provided clear check-in instructions and had the condo clean and ready for us for an early check-in. We really appreciated the snack snacks, and feet warmers that she left for us! I would highly recommend staying at Joan’s condo!

Ski Condo
Clean and convenient. Plenty of games which we appreciated since we forgot ours! The kitchen was stocked as well. We loved coming back from the mountain and turning on the fireplace. Definitely a great place for winter activities!

Free Shuttle Mt SNOW / Hot Tub / 2 King Beds
Lovely condo, very clean, with incredibly convenient shuttle access to Mt Snow. No food storage containers or stemmed wineglasses, so bring your own. Highly recommend.
Pet-friendly apartment rentals

Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt
Great stay for our large family with many kids! The townhouse is gorgeous and cozy. Walking distance to the mountain. Hot tub and pool at night after a long day skiing. Will definitely stay here every year! Wish we had stayed longer!!

Pet Friendly Stratton West
Little smaller than what the photo showed. Overall exactly as stated in the description. Location is great and the host is extremely responsive and friendly. One of the better hosts in my experience

Mt Snow Condo, 4-min Walk to Sundance Dog Friendly
Great stay! Very close to the mountain so you can ski in and out. Had a few hiccups during the stay but Hussein was very responsive and quick to give solutions. Would stay here again

Great 2 bedroom condo at Stratton Mountain
This place was great - nice size, perfect location, clean. Had everything we need for an awesome ski weekend. We will definitely be coming back.

Ski Condo 5 Min from Mt Snow
Wonderful stay! The condo was very clean and had everything we needed to cook meals at home. Loved the coffee bar with creamers and sugar, nice touch. William was very responsive and helpful.

Stratton Mountain vacation spot
Really great stay!! Would recommend to everyone. Comfortable beds, renovated bathrooms, really squeaky clean, easy walk to the ski resort, super convenient free shuttle to the ski resort. Patrick was super responsive and helpful throughout the whole weekend.

Mt Snow condo with ski home trail!
Just as advertised. Really convenient to get to the mountain and ski. Perfect stay, thank you.
Apartment rentals with a pool

Cozy condo with direct mountain views and shuttle
Elizabeth is a phenomenal host, the place is one of the best I ever stayed in.. super clean, well stocked, (especially the kitchen made great impression) very clean.. An excellent value for the money… big and accommodating…

Renovated Condo - 5 min walk to Mount Snow
My family of four stayed here to ski Mount Snow. There was plenty of space for our belongings and ski equipment. The place was very clean and accurately described on the listing. The heating was comfortable and the proximity to the mountain was convenient. I messaged Michael a few times and the responses were immediate. We would definitely stay here again upon our return to this area.

3BR/3BA Hearthstone condo with pool access
Had a great ski weekend! Very convenient location and great hot tub and pool!

Perfect 3 Br. Getaway Condo in Stratton, Vermont!
Extremely convenient for a ski weekend at Stratton! Very clean and a great home base for our group. Lina was very responsive and a wonderful host!

Ski in/out - 2BR Condo - Indoor Pool/Spa
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

Ski in Ski out condo great location
Our stay at Christine's place was great! The condo was very comfortable and convenient to accessing the slopes. We were able to get our gear on and get to the lift so easily right from the condo! The sports complex was an added bonus with being able to use the hot tub after a long day of skiing. The kids loved the pool and given my son loves basketball, seeing the basketball game inside was super fun for him. Christine was a great host communicating details and got back right away with any question I had. We had a blast staying here and can't wait for our next visit!

Stratton two bedroom condo on a shuttle
We enjoyed staying with our kids for a ski weekend! The condo was well stocked with sheets and towels and it was easy to access. The mudroom makes it especially easy for a place to put ski clothing and we appreciated that! I'm always curious about the coffee set up in the places we stay: this place has a Keurig and a standard Mr. Coffee, make sure you bring your own coffee and (round basket) filters. The kitchen had everything we needed to heat up food. It is well set up with pots, pans and dishes. Easy internet access. Comfortable furnishings. The shuttle picks up right outside the building in the morning and drops off in the same place in the afternoon. (As a note, we've stayed at other ski mountains where the shuttles run as a loop all day: this one does not. It goes only to the base in until 12 and only from the base starting at 1, so you'll want to plan accordingly.) We lucked out with 8" of powder one of the mornings we were there and had a fantastic stay overall!

Lyon Family Lodge - Ski-in/ski-out
Great location, ski on ski off and very nice community not far from restaurants. Jared was very responsive and flexible with check in time. Overall a great condo on the mountain and would stay here again.
Destinations to explore
- Apartment rentals Northeastern United States
- Apartment rentals New York
- Apartment rentals Hudson River
- Apartment rentals Vermont
- Rentals with an accessible-height toilet Bennington County
- Flat rentals Bennington County
- Pet-friendly rentals Bennington County
- Rentals with a firepit Bennington County
- Rentals with a hot tub Bennington County
- Rentals with a kayak Bennington County
- Rentals with a sauna Bennington County
- Family-friendly rentals Bennington County
- Cabin rentals Bennington County
- Monthly Rentals Bennington County
- Rentals with a washing machine and dryer Bennington County
- Rentals with a patio Bennington County
- Family-friendly rentals Bennington County
- Fitness-friendly rentals Bennington County
- Rentals with lake access Bennington County
- House rentals Bennington County
- Townhouse rentals Bennington County
- Hotel rentals Bennington County
- Private suite rentals Bennington County
- Chalet rentals Bennington County
- Rentals with a fireplace Bennington County
- Rentals with outdoor seating Bennington County
- Farm stay rentals Bennington County
- Ski-in/ski-out rentals Bennington County
- Rentals with pools Bennington County
- Bed and breakfasts Bennington County
- Rentals with breakfast Bennington County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom