
Kid-friendly holiday rentals in Rutland County
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Top-rated family-friendly rentals in Rutland County
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Kid-friendly house rentals

Home by the Mettowee River- Simply the best!
This is my third time staying at Virginia’s house. She is very responsive, checking in via a message to see if everything is going well. It’s an easy walk to the shops and restaurants in the center of the village. I plan to be back again next year.

Cozy Private House on Killington Mtn - Hottub
This airbnb was even better than we expected! It is just minutes away from all the Killington lodges and the restaurants/bars in town. The house was extremely clean, easy to find, and perfect for a group of skiers. I highly recommend it for anyone looking for a beautiful, easy place to stay at Killington. Would love to stay here again next time we visit! Highly recommend.

Ranch at Mendon Mt Orchards
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay 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.

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

Snowberry Farm Home Sweet Home
We enjoyed our stay at Valerie’s. The house was spacious and comfortable. Loved the peaceful location. Thank you!

Cow Barn Lodge
My family of 8 (2 parents & 6 adult children) REALLY enjoyed staying at The Cow Barn Lodge! This home really is a great home away from home!! Donna & Jack greeted us & gave our family a great tour so that we knew where everything was & how to work & find all of the fantastic games and all the space had to offer us. The Cow Barn is huge, clean and well taken care of by Donna & Jack. Donna gave us great recommendations for a places to eat (Roots for dinner in Rutland was delicious & Sugar & Spice was a fantastic breakfast spot on our way to ski at Killington). We loved the location to easily get to ski all the local mountains & also do some great winter hiking at Mt. Ascutney. Since we have adult children, they really enjoyed their private spaces & the game room to play all together (we are a competitive family who loves to play pool and ping pong, but the barn had way more to offer!). As others have said as well, our 1st stay in a barn as a family was awesome!! Can't wait to return!

Cozy Home in Poultney, Vermont.
Kimberley's place was the perfect weekend getaway, with plenty of space, a very responsive host, and exactly as described on the website. Had we not brought our own boardgames to play, she even has a nice collection to stay busy now matter what the weather is outside. Would love to stay there again next time I am planning a board gaming trip!
Family-friendly apartment rentals

Hydeville Hideaway
This was a great place to stay!!! Super clean, easy to check in, and very comfortable. Would definitely stay here again.

Contemporary Queen with sleeper sofa
Our 3rd time staying here, and it won't be our last.

Okemo Vermont Getaway
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.

Cozy Poultney Village Apartment
Anne's place is lovely! Awesome vibe, easy check in, and the fixings for pancake making! We thoroughly enjoyed our stay.

Vermont Country Suite
Cindy and Doug were phenomenal hosts and their suite was so lovely to spend the weekend in while skiing at Killington. Their suite was very clean and cozy, and they went above and beyond to make our experience a great one. They provided homemade banana bread, fresh fruit, snacks, coffee, and even left us a bottle of champagne to celebrate our anniversary. This was one of our favorite airbnbs we’ve ever stayed at, and we hope to stay here again on future trips!

Simply Welcoming, Rutland VT
Jacob’s place is conveniently located just a few minutes from downtown Rutland and about 20 minutes from Killington, making it a great base for a ski trip. As mentioned in the listing, it’s next to a main road, but we found it to be still quiet at night. The space had all the amenities needed for a comfortable short stay. Jacob made the check-in and check-out process super easy, with clear instructions on how to find the place. Overall, a smooth and pleasant experience!

Apartment in Vermont Historic Home
Charming space in a peaceful neighborhood. Was perfect for a weekend visit with family…. Hope to turn often💛

Vermont barn apartment
This is a return visit to Pam's place. It was exactly as I remembered it. A magnificent setting in a beautiful part of VT. The space is sweetly decorated and accessorized in an appropriate horse theme. Everything is in pristine condition. The cleanliness is matchless. Fully equipped as described. A bed that's hard to get out of in the morning!! Pam takes this business seriously and is a consummate professional - at the same time warm and welcoming.
Family-friendly apartment rentals

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

Killington Condo-Indoor Pool/HotTub/FitnessCenter
Great place for our ski weekend! Spacious, clean, super comfortable beds, kitchen had everything needed, even spices! close easy drive to slopes! Great host- it was easy to communicate, we felt really welcome in this beautiful place! Would love to come back again and again!

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

Walk/2min Shuttle to Lifts 2BR @ Mt. Green Resort!
Very clean, cozy and spacious place to stay. Well-equipped kitchen, clean bed sheets and towels. Very easy access to Killington ski resort Ramshead Base. Tina is a great host!! I would recommend this apartment!

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Ski on Ski off killington/ Pico mountain condo
I wanted to take my 3 children on a ski trip as a single mom. The location and Blaine's communication and clear instructions made it a seamless trip. The condo is right at Pico Mountain and just a short 10-15 minute car ride to Killington, with lots of restaurant choices close by. The condo is beautifully decorated and made it a cozy space to relax after spending a day on the mountains. The location made it such an easy ski trip that I would definitely stay longer next time!

*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!

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.
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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
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Cozy Cottages & Otter Valley Winery
- Autumn Mountain Winery
- Killington Adventure Center
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