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Condo vacation rentals in Rutland County

Find and book unique condos on Airbnb

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Popular amenities for Rutland County condo rentals

Weekly condo rentals

Top guest favorite
Condo in Ludlow
5 out of 5 average rating, 32 reviews

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

AmberRating, 5 stars3 months ago
This was our second time staying at Lauren's beautiful home, and it certainly won’t be our last! The location is absolutely perfect—right on the mountain, making it incredibly convenient! The condo itself is beautifully appointed and stocked with everything you could possibly need for a comfortable stay. One of our favorite features was the wood-burning fireplace, which added a wonderful touch to our evenings after a long day on the slopes. Lauren is a gracious host, always attentive and ready to help with anything we needed. We recommend her place to all our family and friends and look forward to returning next year for more unforgettable memories! Thank you, Lauren, for another fantastic stay!
Guest favorite
A detailed map highlights the location of the Whiffletree Condos within Killington, Vermont. Key landmarks, such as the Snowshed Express lift and nearby slopes, are noted. Paths and points of interest are marked for easy navigation, showcasing the convenience of accessing skiing and resort amenities.
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars1 month ago
very happy with our stay. Perfect accommodations. Everything was clean and sanitary. The host was communicative and friendly. We needed a hiking suggestion and he was great. Very personable through email. We will contact him again to stay there next year.
Superhost
The image showcases a cozy living area featuring a sofa, dining table, and a television mounted on the wall. A well-lit hallway leads to the living space. An outdoor view reveals a pool area with lounge chairs and a modern building surrounded by greenery, enhancing the relaxing ambiance.
Condo in Killington
4.86 out of 5 average rating, 91 reviews

1 BR Best Location w/ Pools/Massage Chair/Hottub!

NupurRating, 5 stars2 months ago
The Condo Unit: The one bedroom was exactly what I needed. Great wifi and plenty of space. The Complex: Mountain Green is a gem. 10 minute walk to the slopes. Free shuttle. Amazing spa and fitness area- hot tub, steam room, sauna a& heated pool. Plus a very safe area. The Host: Andres was extremely easy to work with and very fast to respond. If anything came up, he was very quick to resolve the issue. What more can you ask?
Guest favorite
An indoor pool area is illuminated by natural light streaming through large windows and skylights. The pool's surface reflects the blue and white tones of the decor, enhancing the spacious feel of the room. Elegant wall sconces add soft lighting to the atmosphere.
Condo in Ludlow
4.95 out of 5 average rating, 99 reviews

Winterplace - Steps away from Slopes

MichaelRating, 5 stars2 months ago
A short walk to the ski slopes. The host was very helpful and proactive recommending where to go to ski based on your skill level. The place is functional and spacious. my favorite two things was proximity to the ski lifts/slopes and very comfortable mattresses/beds. When I ski, I need a nice rest and this place is a great for that. I would recommend this place and I would stay at Andrew's place again. Thank you Andrew for a great vacation!
Superhost
A scenic view showcases a vibrant landscape of colorful autumn foliage, with trees in shades of orange, yellow, and green lining a well-maintained golf course. In the background, a mountain is visible, featuring ski trails that are marked by distinct lines against the slopes.
Condo in Killington
4.93 out of 5 average rating, 80 reviews

Hike Bike Golf low $ 2 Bedrm 2 min Mtn & Apres

BrianRating, 5 stars2 months ago
Looks exactly like the photos. It is close to the ski slopes, and spacious for a group of three.
Guest favorite
A snow-covered landscape is captured, featuring frosted trees along a winding path. The sun is positioned low in the sky, casting a soft glow over the snowy terrain. Rolling hills and distant mountains create a serene backdrop, all under a cloudy sky.
Condo in Mendon
4.92 out of 5 average rating, 37 reviews

Mountain Hideaway two bedroom condo Near PICO MTN

PeterRating, 5 stars2 months ago
Very nice lower floor unit. Was warm and well appointed and the beer library was a nice touch. There were a lot of late footsteps upstairs but we sleep with a sound machine app on phone so it was no issue. Skiing was a fail due to the ice storm but William offered us late check out, which was needed and greatly appreciated. We therefore avoided hazardous road conditions and completed our journey safely. We will be back!
Top guest favorite
A detailed map of Pico Ski Resort displays various ski trails, runs, and terrain types. Color-coded lines delineate beginner to expert routes, while symbols indicate lifts, freestyle terrain, and services. The surrounding mountainous landscape is represented, highlighting the resort's extensive skiing options.
Condo in Killington
5 out of 5 average rating, 22 reviews

Pico G-203 Ski on/off Condo. Note: No Air Con.

RobRating, 5 stars2 months ago
A wonderful location that was practically ski-in/ski-out to the Pico ski resort and about a 15 min drive to Killington ski resort. The pictures accurately represent the property. Jane and Darwin were exceptional hosts, answering every question promptly. We would definitely stay again.
Superhost
An aerial view captures the snow-covered Pico Mountain with ski trails visible on the slopes. The surrounding trees are dusted with snow. The Village Square at Pico Condo Association is seen at the base, with buildings arranged neatly alongside a parking area.
Condo in Killington
4.92 out of 5 average rating, 99 reviews

3BR at base of Pico Mountain!

RazaRating, 5 stars1 month ago
Very ideal location if you’re visiting Killington or Pico mountain with some friends. Very good size unit, with all basic supplies provided. Hosts are extremely accommodating and responsive.

Pet-friendly condo rentals

Top guest favorite
The living area features high wooden beam ceilings and exposed brick walls, creating a rustic ambiance. A cozy wood burning fireplace is situated beneath the wall-mounted television. Comfortable seating includes a checkered sofa and a leather chair, all complemented by a central area rug.
Condo in Ludlow
4.96 out of 5 average rating, 136 reviews

Rustic Cozy Ski Condo In Historic Mill

ErinRating, 5 stars3 months ago
Loved our stay at the perfectly located condo for our weekend of skiing at Okemo. My girls loved the bunk beds, which are the sturdiest of any bunk beds we have ever experienced in a rental. Loved being able to walk to restaurants and grocery store downtown. Minutes to the bases at the mountain allowed us to chill and enjoy the mornings in the cozy condo. Communication with the owners was very prompt and helpful. We would absolutely stay here again.
Superhost
An open living area is showcased, featuring a leather sofa in a neutral tone and a rustic wooden coffee table. A mounted television is positioned above a cozy stone fireplace. The adjoining kitchen area is visible, along with a wooden dining table that seats four.
Condo in Killington
4.7 out of 5 average rating, 113 reviews

Killington Tree House: 2 Room Modern Condo 432

RobRating, 5 stars2 months ago
Very clean, very comfortable and secure. Great location for skiing and dining.
Superhost
A cast iron gas fireplace is centered on a stone hearth, providing warmth. A wooden ladder holds colorful blankets, while a woven basket filled with magazines is placed nearby. Light filters in through a window with horizontal blinds, enhancing the cozy ambiance.
Condo in Ludlow
4.89 out of 5 average rating, 38 reviews

Fully walkable 2BR condo in Ludlow’s village!

StephaneRating, 5 stars6 months ago
We had the pleasure of staying at Ryan’s place on Tapper Street in Ludlow, from August 31 to November 30, and it was absolutely fantastic! The house was the perfect relaxing retreat. The living room was super comfortable—ideal for cozy nights watching TV. Our kids especially loved the bunk beds, which were a big hit! The house was well-equipped with all the amenities needed for a long stay, making it feel like a home away from home. Ryan was a wonderful host, always responsive and helpful. His recommendation to try DJ’s Restaurant was spot on—the Cajun blackened salmon was incredible! We can’t recommend this place enough and would love to stay again in the future. Thanks, Ryan, for a wonderful stay!
Superhost
The exterior of the townhome features multiple levels with large windows, allowing natural light inside. A wooden staircase leads to the entrance, surrounded by green grass and landscaping with yellow flowers. The sky is bright blue with scattered clouds.
Condo in Killington
4.38 out of 5 average rating, 8 reviews

Ski In/Out 3 BR 3 BA Trailside! | Pool | Hot Tub

KellyRating, 5 stars3 months ago
Ryan's home is a true ski on/ski off, perfect location in Killington! This 3 bed/3 bath home offers great views (2nd floor) and comfortable furniture throughout the place. The large living, dining and kitchen area accommodated our family of 5 nicely with plenty of space to play games and hang out together. We had everything we needed with linens, towels, dishes and paper products provided. Parking was right outside the unit offering several spaces. We look forward to renting Ryan's place again next year.
Superhost
An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.
Condo in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars4 months ago
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.
Guest favorite
A spacious living area is highlighted by a stone-clad fireplace, surrounded by a large sectional sofa. Natural light filters through the draped windows, revealing a serene outdoor view. A rustic wooden shelf holds decorative items, and a stack of firewood is neatly arranged beside the fireplace.
Condo in Killington
4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

EileenRating, 5 stars3 months ago
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.
Top guest favorite
A serene sleeping area features a spacious bed with plush bedding, complemented by side tables on either side. A warm lamp casts a gentle glow, illuminating an artistic wall hanging that adds character to the room. Soft textures enhance the inviting ambiance.
Condo in Ludlow
4.95 out of 5 average rating, 21 reviews

The Otto: A Warm and Cozy Ski In + Ski Out Lodge

KatrinaRating, 5 stars2 months ago
Very responsive and friendly hosts. The living room fireplace setup was perfect for the cold weather & the entire place was exactly as promised and in an ideal location. Walk right over to the slopes and ride down to the lift. Great experience! Would certainly book again!
Top guest favorite
A sliding glass door with white shutters is framed by a stone wall, revealing a snowy outdoor landscape. Snowshoes are mounted above the door, adding a ski lodge element. A dark covered grill is positioned outside, while a cozy workspace is visible to the right.
Condo in Killington
4.93 out of 5 average rating, 46 reviews

Pool, Hottub, SPA, Tennis Courts - 2 bedrm/2 bath

Jim Rating, 5 stars1 month ago
very comfortable, master bedroom was comfortable and quiet. Kitchen area was clean and easy to work in. First thing I noticed was how clean it was. No problems with any of the appliances and heating system worked great. Will try to get back there soon. Thanks Catherine!!

Condo rentals with a pool

Top guest favorite
An outdoor heated saltwater pool is surrounded by lounge chairs under soft lighting. A poolside hut is visible, along with shaded areas provided by nearby umbrellas. The backdrop consists of trees, creating a serene environment for relaxation.
Condo in Killington
4.98 out of 5 average rating, 53 reviews

Luxury Ski Condo - with Garage Parking and Pool

MichaelRating, 5 stars2 months ago
Clean and updated condo. Great location. Short walk to snowshed and ramshead lifts.
Guest favorite
An outdoor pool is surrounded by lounge chairs and red umbrellas. Lush green trees frame the space, creating a serene environment. A small poolside shed is visible, adding functionality to the area.
Condo in Killington
4.75 out of 5 average rating, 92 reviews

Low Summer Rates*

RyanRating, 5 stars2 months ago
Convenient to the slopes via the shuttle that picks up out front. Able to walk to a good restaurant, Still on the Mountain. Place is comfortable and has everything we needed for a weekend skiing.
Top guest favorite
A living room features a large, wall-mounted TV displaying streaming options, situated above a white-brick fireplace. Cozy leather sofas are arranged around a wooden coffee table. The wall is adorned with wood paneling, providing a warm ambiance, while soft lighting enhances the inviting space.
Condo in Killington
5 out of 5 average rating, 17 reviews

Book now to Golf Fish Hike Bike Vemont!

JessieRating, 5 stars2 months ago
We enjoyed our stay at this condo! It was exactly as represented in the listing, and very close to the Killington lifts. The condo is pretty small, but that was okay since it was cozy and had what we needed.
Guest favorite
Condo in Killington
4.9 out of 5 average rating, 51 reviews

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool

MichaelRating, 5 stars1 month ago
It was a pleasure staying at Shirley's place for our last trip to Killington this season. The place was nice and clean, the kitchen had everything we needed to cook our meals, and the amenities in the building were great!
Guest favorite
The spacious living and dining area features a large rug with geometric patterns on a neutral carpet. A wooden dining table with several chairs is visible, along with comfortable seating in the form of black leather chairs. A staircase leads to an upper level.
Condo in Mendon
4.87 out of 5 average rating, 53 reviews

2 Bedroom Pico/Killington Loft Condo at FoxHollow

MatthewRating, 5 stars3 months ago
Great stay for proximity to the slopes in Killington! The pictures also don't do this place justice as it's very nice! Will definitely be coming back
Guest favorite
The exterior of a multi-story condo building is highlighted, featuring warm wooden siding and large windows. Lush green trees frame the front, and a clear blue sky adds to the setting's openness. The surrounding area includes well-maintained landscaping.
Condo in Killington
4.91 out of 5 average rating, 23 reviews

Pico Mountain Ski in and Ski out

RobinRating, 5 stars3 months ago
“Michele is a wonderful host! The location was perfect—just a short drive to Killington Mountain and the added bonus of being able to walk right onto Pico Mountain made our trip even better. The convenience and ease of access to the slopes made for an amazing stay. Highly recommend!”
Guest favorite
An indoor pool area is depicted, featuring a swimming pool and a hot tub. Large windows allow natural light to fill the space, illuminating the warm wood accents and tiled floors. Relaxing seating is visible nearby, inviting a peaceful atmosphere.
Condo in Killington
4.9 out of 5 average rating, 68 reviews

1BR Ski-Home Pool/HotTb, Walk 2 Lifts, golf

EmmaRating, 5 stars3 months ago
Location was perfect! The weekend shuttle to Snowshed was very convenient and the trail to ski home was an easy way to get back. Also loved the spa amenities after a long day of skiing. Will definitely try to come back to this place for future visits!
Guest favorite
A living room area is highlighted by a stone fireplace and a large skylight, allowing natural light to fill the space. Comfortable seating includes a sofa, two armchairs, and a wooden coffee table. A television is positioned on a nearby console, complementing the inviting atmosphere.
Condo in Killington
4.97 out of 5 average rating, 60 reviews

Walk to lift, Ski home, Sunny with loft

GuyRating, 5 stars2 months ago
We really enjoyed our stay at Brent’s place. It’s an end unit and top floor so it was quiet with lots of windows and natural light. Everything was exactly as described. It was very comfortable for our group and we had everything we needed. There’s a small stream that runs along the back. I really enjoyed the idyllic view with my morning coffee. Brent was a great host. We’d definitely like to return!

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