Condo holiday rentals in Rutland County

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Popular amenities for Rutland County condo rentals

Weekly condo rentals

Top Guest favourite
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!
Superhost
Condo in Killington
4.82 out of 5 average rating, 38 reviews

Moonridge condo

HannahRating, 5 stars3 months ago
Ron's skii cabin is a perfect place for couples headed to Killington! It is aptly decorated, very cozy, and the location couldn't be easier. We'll be back!
Top Guest favourite
Condo in Killington
5 out of 5 average rating, 17 reviews

Book now to Golf Fish Hike Bike Vemont!

JessieRating, 5 stars3 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 favourite
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
Condo in Killington
4.86 out of 5 average rating, 92 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 favourite
Condo in Killington
4.9 out of 5 average rating, 51 reviews

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

MichaelRating, 5 stars2 months 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!
Superhost
Condo in Killington
4.93 out of 5 average rating, 80 reviews

Bike trails open low $ 2 Bedrm min Mtn & Apres

BrianRating, 5 stars3 months ago
Looks exactly like the photos. It is close to the ski slopes, and spacious for a group of three.
Guest favourite
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!

Pet-friendly condo rentals

Guest favourite
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
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.
Guest favourite
Condo in Killington
5 out of 5 average rating, 11 reviews

Stunning Slopeside Condo at Mountain Green: 1BR

DavidRating, 5 stars3 months ago
This is a really neat property with a ton of personal touches. It feels like you are a welcome guest at a good friend's house. We have thought about being hosts in the future, this was a great example of how to handle a property!
Superhost
Condo in Killington
4.89 out of 5 average rating, 245 reviews

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

IanRating, 5 stars5 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 favourite
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 favourite
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 favourite
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!!
Guest favourite
Condo in Killington
4.8 out of 5 average rating, 131 reviews

Killington Escape 2 Story 2BR 2BA Main Building

DeniseRating, 5 stars2 months ago
Great stay, place could use an update but close to slopes while all we needed!

Condo rentals with a pool

Top Guest favourite
Condo in Killington
4.98 out of 5 average rating, 53 reviews

Luxury Ski Condo - with Garage Parking and Pool

MichaelRating, 5 stars3 months ago
Clean and updated condo. Great location. Short walk to snowshed and ramshead lifts.
Guest favourite
Condo in Killington
4.75 out of 5 average rating, 92 reviews

Low Summer Rates*

RyanRating, 5 stars3 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.
Guest favourite
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 favourite
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 favourite
Condo in Killington
4.85 out of 5 average rating, 13 reviews

Killington Getaway 2bed/1.5 bath

VictoriaRating, 5 stars3 months ago
It was a really great stay. Thank you!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars3 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Condo in Killington
4.83 out of 5 average rating, 53 reviews

Fun & Sun Adventure & Spa Escape

EmmaRating, 5 stars2 months ago
Melissa's place was great for our group of 4 friend group skiing at Killington over the weekend! It was super easy to get to Killington to ski and cozy to come home to after a day on the slopes. We didn't get a chance to use the hot tub/spa but certainly would love to next time!
Guest favourite
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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