Holiday 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 favourite
Home in Killington
4.89 out of 5 average rating, 80 reviews

Golf, Bike, Fish, or Hike!

SooRating, 5 stars2 months ago
Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!
Guest favourite
Home in Ludlow
4.92 out of 5 average rating, 13 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

StephanieRating, 5 stars3 weeks ago
Words can’t describe the experience we had this weekend. Linda was the best host we have ever worked with and the place was extraordinary to say the least! Extremely clean, comfortable and well located! Kid friendly and close to downtown! We will highly recommend it to friends and family and if we could leave more stars than a 5-star review we would! Looking forward to booking this place again in the near future! Thank you Linda for your amazing hospitality!
Guest favourite
Home in Killington
5 out of 5 average rating, 18 reviews

Ski On/Off Sunrise at Killington

NataliaRating, 5 stars3 months ago
We had a great weekend at Liz's place! The place is super cozy and had everything we needed. It's really spacious and loved all the decorations. They also have a bunch of board games which was fun with the fam. It was really clean and I felt right at home. I'd love to come back in the future! Skiing in an out is totally doable but a little difficult to find your way back if you're not familiar with the sunrise condos. Keep in mind it's not directly on the Sun Dog trail so it was a tad more difficult starting with beginners from there. It ended up better for them to drive to snowshed. Overall would definitely recommend for a large family or bigger group. We had a blast. OH and fantastic DVD collection! Needed to add that in there. 😊
Top guest favourite
Home in Rutland
5 out of 5 average rating, 10 reviews

Entire Home, Near Slopes, Hot Tub, EV Charger

MicahRating, 5 stars3 months 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.
Top guest favourite
Home in Killington
5 out of 5 average rating, 19 reviews

Trailside Vacation

MatthewRating, 5 stars3 months ago
We absolutely love our stay! It was exactly as described. Great location, easy ski on and ski off. Very clean and had every amenity you could think of. We felt right at home there. Can’t wait to go back next year!
Superhost
Home in Killington
5 out of 5 average rating, 4 reviews

Killington Vistas: Luxury 4BR Ski On/Off. Hot Tub.

niniRating, 5 stars3 months ago
Great place! Easy to check in and very close to ski trail. The house is clean and beautiful. You still have to walk like 3-5 minutes to the trail.
Top guest favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars3 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Superhost
Home in Bridgewater
4.89 out of 5 average rating, 46 reviews

Luxurious family retreat home in the mountains

DanielleRating, 5 stars10 months ago
Andreas place was gorgeous and looked just like the pictures. The house was clean and organized and the backyard was wonderful to relax in.

Apartment rentals with a pool

Guest favourite
Apartment in Mendon
4.88 out of 5 average rating, 112 reviews

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

MichaelRating, 5 stars3 weeks ago
Great place, great host, zero complaints.
Guest favourite
Apartment 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.
Guest favourite
Apartment in Killington
4.93 out of 5 average rating, 198 reviews

Newly renovated ski retreat at Killington

YangRating, 5 stars2 months ago
Wayne is super nice, friendly, and responsive. He gave me heads up note on check-in day when the main road (Killington Access Road) was closed due to downed trees&wires. He also helped me confirm the parking spot in late night when I arrived late. The place is cozy and clean. There’s a number of good restaurants and taverns nearby.
Guest favourite
Apartment in Killington
4.89 out of 5 average rating, 83 reviews

Luxe Trailside Ski On/Off. Next to hot tub

JayRating, 5 stars2 months ago
Responsive host!
Guest favourite
Apartment in Killington
4.94 out of 5 average rating, 95 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

JeannetteRating, 5 stars3 months ago
Place was exactly as advertised. James was a great communicator, and all directions to any of our needs were easily laid out for us on paper, as well as emailed before arrival. He checked in with us to make sure we arrived ok, and that everything was to our liking. Place was very clean. Loved the fireplace! James had fire starters ready to help get the fire going. And easy access to firewood from the unit. Ski in and ski out was great! Beautiful path, especially after some snow! My word of advice for anyone planning on cooking, is to go grocery shopping (at your home base) before arrival, and keep things in cooler for the ride to Vermont (if traveling). James provided a full kitchen with all essentials including PAM and olive oil. I wish I had planned on cooking more than I did. His kitchen was great, and that is the only change I would make for next time. I would have prepped better before we left NJ! Don’t hesitate to book here! You will be very happy!
Superhost
Apartment 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
Apartment in Killington
4.97 out of 5 average rating, 60 reviews

Walk to lift, Ski home, Sunny with loft

GuyRating, 5 stars3 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!
Guest favourite
Apartment 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.

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