
Family-friendly vacation rentals in Rutland County
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Top-rated family-friendly rentals in Rutland County
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Popular amenities for Rutland County family-friendly rentals
Family-friendly home rentals with a hot tub

Right at Killington !
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

4 Bdrm house 5 min to skiing, hiking, golf, biking
Awesome place right off the access road in Killington. Beautiful property and perfect for our group! Will definitely stay here again.

Walk to Okemo Base Lodge & Lifts. Private On Mount
Fantastic home. Fantastic location. Excellent host. Could not have had a better experience.

Luxury apartment in Hideaway Chalet best location
We had a great stay. The space is clean and comfortable and close to many amenities. Our host was very responsive and helpful, both before and during our trip. We would gladly stay here again.

Serene Top Floor Condo (resort style amenities)
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.

The Sundowner
Stay at the Sundowner hosted by Patrick was absolutely amazing. Very clean, had everything we needed for our stay and then some. Plenty of room for 8 grown men to move around and be comfortable/not on top of each other. Patrick was extremely responsive. We needed to get the hot tub maintenanced and he sent guys out to fix it immediately. We were able to use it and enjoy it after getting off the slopes the same day. Patrick was extremely friendly and responsive, even helped getting left behind clothing shipped to the correct address. Thank you, Patrick, we will definitely be staying here again with you the next time we visit Killington!
Family- and pet-friendly home rentals

Cozy Vermont Cabin near Okemo.
A very clean, cozy, and comfortable home! We came to ski at Okemo and were pleased that the house is only about a 10 minute drive from the resort and the town of Ludlow where there are great restaurants and shops. The living area of the home is spacious and great for hanging out - there were tons of movies on DVD and video games to enjoy. The kitchen was well-equipped and perfect for cooking meals at home. The beds were comfy. Overall a wonderful stay! We hope to be back in the future.

2 Doors Down - Modern Farmhouse in Downtown Ludlow
Great place. Extremely well stocked. The working fireplace and pool table were big hits. The requirement to pay $95 extra for sheets and towels took us by surprise -- even though it is mentioned in the house rules we missed it. Bob did offer that we could bring our own and avoid that extra charge so that is what we did.

Moon Valley Country Retreat no clean fee pets yes
There is not enough to say about the pristine beauty that is Loraine’s cabin. The instructions were helpful in navigating into the property and lights were turned on as it was dark to assure my comfortable arrival. The cabin feels like a nurturing home and is equipped with comforts and small touches. The bed was neatly made and felt like a picture walking in to see it. The stairs are cabin stairs and there is caution to take your time and step gently. Seemingly every question was answered with small notes around the cabin and a detailed welcome book. The care and attention to detail was perfection in a stay. I only wish I had been on a longer trip to fully enjoy the grounds and the surroundings. It was easy to feel at home and welcome with Loraine and Dean as hosts.

Killington area home - 4-seasons & hot tub
We had a great time at David's place. The kitchen was well stocked, plenty of firewood, and the hot tub was ready to go. The house was very clean. All the bedrooms had plenty of linens, and extra blankets. We would definitely stay at David's again!

Nature Lover's Paradise
We always love staying here. It’s so peaceful and the sound of the brook is so relaxing! Philip responds quickly and is an excellent host!!

Killington ski house winter MTbike -new jacuzzi
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend

Hickory Ridge, Vermont Log Cabin, no cleaning fee
One of my favorite AirBnB stays ever! If you're looking for a cool, comfortable, memorable experience, this is it. The photos don't do it justice. This beautiful home was spotless, had so many amazing handmade artful features, and comfortably hosted our group of 5. Communication with Rik was excellent throughout, and he gave us excellent local recommendations. There are so many great surprises and personal touches in the home, so much space to explore - all in the comfort of modern, cozy amenities. You're bound to leave with some great stories and adventures. Listen to all the reviews - stay here! And give the guestbook a look-see ;)

Large Chalet; Sauna, Hot Tub; Walk to Trail
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Family-friendly home rentals with a pool

Come to Killington this summer!
Great stay. Location is prime, especially if you need some ski tuning at Black Dog Sports and want to be close to the mountain. Plenty of space and clean. Bed was a little firm but thats okay. Will be coming back in the future.

Still 89 Trails Open, Low, Low Rates
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.

NEW Killington Studio: Great Location! Comfy. 431
Nice cheaper lodging on the access road

Whiffletree base of Killington outdoor pool
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

Glazebrook J5: 3-Bedroom with Fireplace & Sauna
The property was super clean and tidy, everything had its own place and we were able to use most of the properties' amenities. The location was superb just a 5min drive to local ski shops and restaurants and the same amount of time the other direction to most of Killington's base lodges. Check-in was easy and fast, the employees at the Killington Rental office were very nice and even offered coupons for local shops and restaurants ! Communication was amazing I received fast email and message responses and they were only 1 call away when on the road. Price was exactly on the money, so worth the stay! Thanks!

Comfortable, relaxing large country home
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Pico discounted 1 bedroom 1 nght Ok shuttle
Great place !
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- Stratton Mountain
- 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
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Lake George Expedition Park
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Adirondack Extreme Adventure Course
- Gooney Golf
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Bromley Mountain Ski Resort
- Lincoln Peak Vineyard
- Dorset Field Club
- Killington Adventure Center
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- Food and drink Rutland County
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