Vacation rentals with a pool in Rutland County

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Popular amenities for Rutland County rentals with a pool

House rentals with a pool

Guest favorite
Home in Killington
4.9 out of 5 average rating, 199 reviews

Luxury Condo Tucked in the Heart of Killington

NateRating, 5 stars2 weeks ago
Perfect location close to Killington but with more space and privacy than the hotels and condos in town. The condo was very cozy and we felt right at home. Can’t wait to come back again!
Guest favorite
Home in Killington
4.89 out of 5 average rating, 75 reviews

Spring Ski - Lift Discounts Available!

JeffRating, 5 stars2 weeks ago
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.
Superhost
Home in Ludlow
4.67 out of 5 average rating, 6 reviews

Solitude 3BR- Walk to Ski Trail!

JasonRating, 5 stars1 month ago
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.
Top guest favorite
Home in Rutland
5 out of 5 average rating, 10 reviews

Entire Home, Near Slopes, Hot Tub, EV Charger

MicahRating, 5 stars1 week ago
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.
Guest favorite
Home in Ludlow
4.91 out of 5 average rating, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

MeredithRating, 5 stars1 month ago
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.
Superhost
Home in Killington
5 out of 5 average rating, 10 reviews

Bear Lodge at Killington - Seconds to Slopes

MarisaRating, 5 stars8 months ago
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!
Top guest favorite
Home in Killington
5 out of 5 average rating, 18 reviews

Trailside Vacation

LaurenRating, 5 stars1 month ago
I would give Nicole’s place 10 stars if that were an option! First time staying in a ski on/ski off unit and it was priceless for the ease and convenience for my family! The unit was spotless, extremely comfortable for my family with 3 kids, and everything exactly as described. Nicole was so helpful with dining recommendations (the key being arrive anywhere before 5:30 and you don’t have to wait!) and the unit had absolutely everything we needed. The kids had their own space downstairs and could even ski up and down sunrise on their own. If we come back to Killington, I would definitely stay here again!
Superhost
Home in Killington
4.84 out of 5 average rating, 32 reviews

Scenic 5 Bedroom Killington Mountain Vacation Home

DanRating, 5 stars12 months ago
We had a great time. The townhouse was the perfect space for our groups ski vacation. We had easy access to the mountain with a short, easy 50 ft walk. Phil was very communicative and easy to work with.

Condo rentals with a pool

Superhost
Condo in Killington
4.94 out of 5 average rating, 170 reviews

Renovated unit, prime location! Shuttle on/Ski off

ElizabethRating, 5 stars3 weeks ago
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.
Top guest favorite
Condo in Killington
4.86 out of 5 average rating, 84 reviews

Mountain Oasis

CynthiaRating, 5 stars1 week ago
Cozy, clean, well appointed condo with great amenities within walking distance of the mountain, wonderful!
Guest favorite
Condo in Killington
4.91 out of 5 average rating, 124 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

MarkRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Killington
4.9 out of 5 average rating, 48 reviews

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

KateRating, 5 stars3 days ago
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!
Guest favorite
Condo in Killington
4.84 out of 5 average rating, 172 reviews

Skier's Retreat 2bed/1.5 bath condo w/ Amenities

WeiRating, 5 stars2 weeks ago
We had a great stay! The rooms are clean and bright. Comfortable beds, well stocked kitchen, and spacious living/dining room. It's very close to the ski resort and restaurants. Great host!
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 stars1 month 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
4.89 out of 5 average rating, 102 reviews

Updated large condo across from AT and skiing

MikeRating, 5 stars1 month ago
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.
Superhost
Condo in Killington
4.71 out of 5 average rating, 24 reviews

Ski-Home Condo! Renovated 3BR

GabrielRating, 5 stars3 weeks ago
Jeff and Melissa’s place was the perfect getaway with shuttles to take you to and from the mountain and a trail to ski back to the house. Would definitely stay here again!

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