Apartment holiday rentals in Bennington County

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Popular amenities for Bennington County apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Peru
4.97 out of 5 average rating, 87 reviews

Cozy Mountain Condo - True Ski in Ski out

GabriellaRating, 5 stars1 week ago
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!
Apartment in Peru
4.5 out of 5 average rating, 4 reviews

Comfortable Condo steps from Plaza Trail!

Che-WeiRating, 5 stars37 months ago
Great place. Will definitely come back! hopefully for a longer stay.
Apartment in Stratton
5 out of 5 average rating, 25 reviews

Stratton Condo - Walk to Village - Ski in/walk out

NancyRating, 5 stars5 months ago
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…
Apartment in Dover
5 out of 5 average rating, 11 reviews

Cozy Updated 2 Bedroom Corner Condo

NicoleRating, 5 stars25 months ago
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!
Apartment in Dover
4.8 out of 5 average rating, 108 reviews

Minutes from the base of Mount Snow!

CarinaRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 83 reviews

Cute, Cozy Condo at the base of Mount Snow

HannahRating, 5 stars3 weeks ago
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!
Apartment in Dover
4.89 out of 5 average rating, 56 reviews

Ski Condo

AshleyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 71 reviews

Free Shuttle Mt SNOW / Hot Tub / 2 King Beds

JenniferRating, 5 stars4 weeks ago
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

Guest favourite
Apartment in Stratton
5 out of 5 average rating, 14 reviews

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

JenikaRating, 5 stars3 weeks ago
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!!
Apartment in Winhall
5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

DoojinRating, 5 stars1 week ago
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
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 26 reviews

Mt Snow Condo, 4-min Walk to Sundance Dog Friendly

KatieRating, 5 stars2 months ago
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
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 99 reviews

Great 2 bedroom condo at Stratton Mountain

ColleenRating, 5 stars2 weeks ago
This place was great - nice size, perfect location, clean. Had everything we need for an awesome ski weekend. We will definitely be coming back.
Guest favourite
Apartment in Dover
4.89 out of 5 average rating, 46 reviews

Ski Condo 5 Min from Mt Snow

AngelaRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Stratton
4.92 out of 5 average rating, 64 reviews

Stratton Mountain vacation spot

StephaniaRating, 5 stars2 months ago
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.
Apartment in Dover
4.67 out of 5 average rating, 18 reviews

Mt Snow condo with ski home trail!

JohnRating, 5 stars2 months ago
Just as advertised. Really convenient to get to the mountain and ski. Perfect stay, thank you.

Apartment rentals with a pool

Guest favourite
Apartment in Dover
5 out of 5 average rating, 13 reviews

Cozy condo with direct mountain views and shuttle

RomanRating, 5 stars3 weeks ago
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…
Superhost
Apartment in Dover
4.91 out of 5 average rating, 11 reviews

Renovated Condo - 5 min walk to Mount Snow

AmandaRating, 5 stars1 week ago
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.
Superhost
Apartment in Stratton Mountain
4.83 out of 5 average rating, 6 reviews

3BR/3BA Hearthstone condo with pool access

JoshRating, 5 stars2 months ago
Had a great ski weekend! Very convenient location and great hot tub and pool!
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 31 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

EmiliaRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Dover
4.94 out of 5 average rating, 50 reviews

Ski in Ski out condo great location

AmyRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Stratton
4.93 out of 5 average rating, 14 reviews

Stratton two bedroom condo on a shuttle

Molly And EvanRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Dover
5 out of 5 average rating, 23 reviews

Lyon Family Lodge - Ski-in/ski-out

BethRating, 5 stars2 months ago
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