
Vacation rentals with a pool in Rutland County
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Top-rated 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

Luxury Condo Tucked in the Heart of Killington
Matt's luxury Condo was excellent! It was very clean, roomy, and felt modern. I especially loved the kitchen. Being only a quick 10 minute drive from the K1 Gondola at Killington, the location is great! It's in a nice quiet spot but it only takes a few minutes to get to the mountain and local shops/restaurants. I will definitely be back!

Ski Home!
The place was great. Easy walk to the slopes and the ski home trail was simple and fun. Between the two hot tubs, they never seemed to be overly crowded. You can tell the owners stay in their unit because they have the amenities that a lot of places don't. It's not just the basics in the kitchen. They have condiments, a Kuereg and a coffee maker, plenty of glassware, extra sheets and pillows, etc. Communication with Ashley was fantastic!!! I asked a ton of questions about the place and the surrounding area, and she happily answered them all quickly and gave really good recommendations. Great host!! The only small negative I had was there was a fair amount of commotion from the neighbors upstairs. Wasn't a big deal though. Bang for buck, this place is a great rental. We would definitely stay here again.

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.

Okemo Condo - Ski In/Out
Great location - ski in/out! Close to Jackson Gore base and easy ski lift / drive access to Clock Tower base. Condo was perfect for our family of 4 with 2 kiddos, could accommodate more for sure. Well stocked kitchen. We enjoyed the kids board games! Very comfortable all around and good value for typical cost during winter ski season. Would definitely return!

Entire Home, Near Slopes, Hot Tub, EV Charger
The place is nice. Easy to find; easy to check in; spotless clean; spacious; kitchen packed with appliances. Spacious room, squeaky clean bathrooms. Special kudos for disposable slippers for the hot tub. A nice, spacious, clean, packed place. Great location -- close to both Okemo and Killington. Located in a town that has lots and lots of shopping plazas with quite many large stores, fast food chains, and restaurants. The host responds quickly. I've enjoyed my stay here and will happily book it again! Small downsides, easily fixable: -The communication from the host is a bit overwhelming (got a few dozen long automated texts); -Some security measures seemed a bit excessive too, including third-party ID verification, the hot tub waiver, and the hot tub lock; -The hot tub seemed to have bath foam (?) poured in the water - once we ran the jets, it started foaming like crazy and we weren't sure about the origins of this foam; -The porch was iced - had to pay attention not to slip.

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.

Trailside Vacation
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!

Scenic 5 Bedroom Killington Mountain Vacation Home
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

Renovated unit, prime location! Shuttle on/Ski off
Great location, 5 mins from Snowshed lodge. The pull out bed was perfect for our kids to share (12 & 9). The place was well updated, not perfect but great for the three day ski trip we were on. The only downside was that the dishwasher didn't work so we had to do chores on vacation that we don't even do at home and the walls are thin, but the other families respected the quiet time from 10pm-7am which was nice. Otherwise, this place is a gem. Caitlyn was very responsive and checked in to make sure things were going well throughout our trip. We'll definitely be back.

Mountain Oasis
Everything was as described. Great location. Shuttle to resort was super convenient. Very clean. Nicely renovated. Would stay again!

Location + Spa! - Cozy 2BR Condo - Mountain Side
Emmy’s place was perfect for a ski weekend at Killington! Well stocked, good location, and she was super responsive.

Killington Mnt 2Br/2Ba Ski/Golf/Bike/Hike/Pool
Accommodations were as pictured, nicely updated. The unit was very clean, kitchen was well appointed and k-cups available. Plenty of blankets and extra pillows available. The building was clean and quiet. Host was very responsive and helpful.

Skier's Retreat 2bed/1.5 bath condo w/ Amenities
This is the second time we lived in the host’s unit. Well located and easy to go to lift. Unit is clean and has everything we need for ski trip. Five stars!

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
This place was absolutely fantastic! Everything was exactly as described, and it exceeded our expectations. It was the perfect spot for a weekend getaway with our family and friends. The space was clean, comfortable, and well-appointed, making it easy for everyone to relax and enjoy themselves. We loved the thoughtful touches and the cozy atmosphere. Highly recommend it for anyone looking for a memorable retreat!

Ski-Home Condo! Renovated 3BR
We enjoyed our stay! The condo was perfect for our needs.
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