
Condo vacation rentals in Bolton
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Top-rated condo rentals in Bolton
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Popular amenities for Bolton condo rentals
Weekly condo rentals

Newly renovated condo at base of Sugarbush!
Emma was very quick to get back to me whenever I had a question. She definitely goes out of her way to make you feel welcome. The condo is on the bottom floor and basically stands alone with a little lobby which has cozy looking chairs, if you wanted to chill out in them. I wish I had thought to bring my fold up chairs to put on the patio. As it was May when I visited and on the sunny days it would of been nice to sit out front. At the last minute a friend of mine needed a place to stay and Emma was very welcoming to her as well. It's a lovely condo, well decorated, the kitchen area is well equipped. Had I needed to cook in a lot I would not of hesitated. We had our breakfast at the condo and most dinners out. The Restaurants were really good in Warren and Waitsfield. Which seemed to surprise many of the Vermonters that I met at the retreat. All around I had a great time and would go back there if I am in the area.

2-bedroom Condo at Bolton Valley
Loree was really great and responsive! She seems to really care! If we had one negative about the place it’s that you can hear the neighbors pretty well. Particularly when they leave their unit early in the AM. Otherwise, four of us spent a week there quite comfortably.

Family condo ski in/ski out Bolton main lodge!
Great view of the mountains across from the trails! Beautiful sunset from the balcony. Jetted bathtubs were appreciated too!

Renovated Condo: Steps to Snowflake Lift,
Really enjoyed our stay here! The apartment has beautiful views of Bolton and was clean and well-supplied. The host was extremely responsive and helpful when we had questions. Unfortunately when we entered, the sofa pillows and kitchen did smell like wet dog but it resolved after leaving some windows open. Additionally, just wanted to mention that the road leading up to the unit had many potholes so just something to be aware of especially if there is bad weather but wasn’t a huge deal for us! Overall, loved our stay and would love to come back here again!

Meadow Lane Farm House
We had a lovely time at Lilly’s place in Stowe! We had a toddler with us and the home was perfect for the three of us. Lilly even gave us some great recommendations for places that were kid friendly. The house was super cozy and clean. We got some snow and watching it through the window was so peaceful. I would fully recommend this home, super close to town yet in a quiet location. Thank you Lilly, we will be back!

Northeast Kingdom Little Piece of Heaven
Beautiful place for what we were looking for. Everything was super clean, and would stay here again.

NEW* Après Bleu Stowe, 2 bd, 2 bath condo, AC
We stayed as a family getaway with my husband, two daughters, and myself. Katy was a great host and her place was exactly as pictured. It was clean, well maintained, and had anything we needed. It has a great location, close to shopping, great restaurants, and plenty of hiking/walking trails. I had messaged Katy before our stay and she had great recommendations. We would definitely stay here again.

Sugarbush Ski in / Ski Out 1 Bedroom Condo
I had a fantastic stay at this condo on Sugarbush Mountain! The location couldn't be better—just a short walk to the base and all the mountain dining options. The condo itself was spotless and felt very welcoming. William, the host, was excellent with communication and incredibly accommodating, even with my same-day booking. Everything about the experience was smooth and enjoyable. Highly recommend for anyone looking to stay right on the mountain!
Pet-friendly condo rentals

The Best View at Smugglers' Notch
This was a great place for 4+ people. It was nice to have the 2 bedrooms on a different floor. The space near the door to organize all the ski/snowboard equipment and apparel was perfect. It was an easy walk to restaurants and stores. I didn’t get to use the deck because of the cold but it looks like a lovely place to sit and enjoy the view. Overall it was a nice and cozy place.

Centrally Located, Light-Filled Apartment
We were due to arrive on the day there was an unexpected snowstorm. Dan and Emily were super responsive and offered a generous and very helpful solution with planning travel and our stay. The space is great, lots of character went into the build and new, clean furnishings were a nice touch- especially in a pet friendly setting. Plenty of hot water, heat. Ideal for singles or couples who are looking to explore all that the area has to offer- centrally located and a quick, easy entry/ exit. All that is needed is there and none of what isn’t- efficient use of space. Very welcoming hosts, would stay here again next time we visit!

The Stowe Away on Main Street
Great location, walking distance to downtown, and right next to the market! On the south side of town which helps with some traffic, if you're looking to get to Mad River/Bolton Valley etc. Had a great time with our 3 year old, and our Westie. Thanks!

AC/Dog-Friendly/Spa Onsite/Pool/Wine Bar
The Woods complex is a peaceful retreat style community. The condo is cozy with fresh, on point decor. The kitchen was a bit tighter than expected but has generous countertop space. The hosts are friendly and responsive. The stairs to get to the condo could be difficult to navigate for people with mobility restrictions.

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

The Spacious Condo at The Fairlee Inn
A group of my coworkers and I went here for a conference at Lake Morey, our stay was comfortable and pleasant! There was a lot of space for us to play games and hang out in the common areas!

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.

Smuggs 5* Mtn View, Nr Lift, 6 Daycations inc!
No frills but that’s what we were looking for, for a quick spring ski trip! Affordable and great for the kids with a ton to do on the property. Game space, pool, hot tub, laser tag plus skiing! Super fun packed few days. Host very communicative. We will return.
Condo rentals with a pool

Luxury 1 Bedroom at Topnotch Resort!
Our family had a great time at the Topnotch Resorts. The unit was cozy and clean with everything we needed. It was great to have access to a washer and dryer to throw in the ski clothes from the day. The indoor pool and hot tub facility was beautiful with fresh towels available and and a family changing area. The outdoor pool and hot tub were also awesome with a view of the mountains in the background. Kelly at the front desk was a complete pleasure to work with. She answered all of our questions promptly and went above and beyond to help us and made sure our stay was amazing. We will be back!

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

Comfy ski in/out studio at base of Pico-Killington
Apartment was clean including the bathroom, just as described by the listing. The place was very comfortable to stay at.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

Sugarbush Mountainside Retreat - Ski in Ski out
This was my second stay at Tom's place at Sugarbush. Location is top notch. Well situated on the mountain. Ski on Ski off (short walk to the trail) but walkable, even with kids. Its a great location nearby a few restaurants and Mountainside Ski Shop. Parking is easy. Loading in & out very easy. Its very comfortable, clean, and the kitchen is well stocked with anything you'll need to cook while you're there. Bonus, upstairs bedroom window has a great view of the mountain. I would gladly stay there again & again.

Lovely 1 Bedroom Condo with pool and fireplace
Stayed for a quick ski weekend getaway and walking distance to the lift was a great plus so we did not need to worry about getting snowed in. Place was cozy and fireplace perfect for a relaxing night in.
Quick stats about condo rentals in Bolton
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Jay Peak Resort Golf Course
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Northeast Slopes Ski Tow
- Val Caudalies - Vignoble & Cidrerie
- Autumn Mountain Winery
- Vermont National Country Club
- Ethan Allen Homestead Museum
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Cozy Cottages & Otter Valley Winery
- Burlington Country Club
- Lucky Bugger Vineyard & Winery
- Lincoln Peak Vineyard