
Holiday rentals with a pool in Rutland County
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Top-rated rentals with a pool in Rutland County
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House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
“Great stay in a cozy home close to the slopes! The place was clean, well-equipped, and exactly as described. Perfect spot for a ski/ snowboard getaway. Wish the fireplace would work. Would definitely come back!”

Spring Ski - Lift Discounts Available!
Ashley is a great host and well worth the stay! Beautiful view out the back windows and great fire place made it very relaxing stay.

Solitude 3BR- Walk to Ski Trail!
The accommodations exceeded our expectations. Home was clean and orderly(left it how we found it:)). Perfect for our family trip. Location on the mountain couldn’t have been better.

Hilltop 9-BR Mountain Retreat 5-min to Okemo
Great communication, even with two days of snow excellent clearance. Definitely recommend 4WD as noted in the listing. Otherwise great place/location for large family gathering! GO BIRDS!

Entire Home, Near Slopes, Hot Tub, EV Charger
The stay was excellent. The home was beautifully renovated. The rooms were large and very comfortable. Location was perfect for the 8 of us for a ski weekend at Killington. Hope to be back.

Green Mountain Getaway
Excellent place for our group. Definitely would recommend. 10 out of 10

Walk to Okemo Ski Lift - Private Classic VT Ski Ch
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.

Bear Lodge at Killington - Seconds to Slopes
What an incredible experience at this beautiful, private house that fit our large group beautifully. John was an exceptional host - he made planning easy with frequent communication, generous help with local activities, and thinking about our every need. The house was even better than described with so many amenities and everything you could possibly need. Would absolutely recommend to any group coming to Killington!
Condo rentals with a pool

Renovated unit, prime location! Shuttle on/Ski off
Cute place to stay with great location close to Killington Mtn! (Snowshed/Ramshead bases just a few min away.) Although advertised as "ski off," we used the shuttle since skiing off would require a bit of a walk on a busy road that was too much for our little kids. Beds were very comfortable (even the couch in the living room!). Heat-producing gas fireplace made it very nice and cozy. Well-stocked kitchen. Responsive host.

Okemo Mountain Resort 3 BR ski in / ski out condo
Ann’s condo was perfect for our ski trip, easy walk to the slopes and access to the pool and hot tub that the kids enjoyed. The kitchen was stocked with everything we needed and there was plenty of space for our group to hang out in the kitchen/dining/ living room.

Mountain Oasis
Cozy, clean, well appointed condo with great amenities within walking distance of the mountain, wonderful!

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had a great multi-day stay and did some spring skiing at Killington. Place was perfect location with an easy shuttle 5 minutes from the Snowshed lifts, and a two minute walk from the main building with the pool and sauna facilities. The condo has everything you need for an easy stay close to the mountain, the abundant parking is adjacent to the building, and the facilities are great for kids. 5/5 will look to stay here again!

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool
We had the best stay here! The unit was so well equipped for cooking all our meals, the beds were comfy, and the property amenities were great! Having the pool in the same building was amazing! Shirley was so kind and responsive. The mountain lost power overnight at the end of our stay and she was accommodating with our restrictions for check-out, and even went above and beyond to check the local forecast to alert us to a closed road and alternative travel. I truly hope to come back again!

Skier's Retreat 2bed/1.5 bath condo w/ Amenities
Very nice place to stay for skiing trips. Cozy and very close to the resort.

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

Updated large condo across from AT and skiing
Condo was perfect location for ski getaway only 10 mins to Killington and convenient to other resorts in the area. House was clean, well supplied for meal prep and furnishings/bedding were comfortable. No issues and Mike & Amanda were communicative hosts.
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Dorset Field Club
- Lake George Expedition Park
- Gooney Golf
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Fort Ticonderoga
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Whaleback Mountain
- Killington Adventure Center
- Storrs Hill Ski Area
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