Kid-friendly holiday rentals in Rutland County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Rutland County kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Granville
4.85 out of 5 average rating, 188 reviews

Home by the Mettowee River- Simply the best!

RichardRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars3 weeks ago
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!
Superhost
Home in Killington
4.77 out of 5 average rating, 13 reviews

4 Bdrm house 5 min to skiing, hiking, golf, biking

GillianRating, 5 stars5 months ago
Awesome place right off the access road in Killington. Beautiful property and perfect for our group! Will definitely stay here again.
Superhost
Home in Rutland
4.88 out of 5 average rating, 8 reviews

Green Mountain Getaway

HoiRating, 5 stars1 month ago
Excellent place for our group. Definitely would recommend. 10 out of 10
Guest favourite
Home in Poultney
4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

AudreyRating, 5 stars6 months ago
We enjoyed our stay at Valerie’s. The house was spacious and comfortable. Loved the peaceful location. Thank you!
Top Guest favourite
Home in Mount Tabor
4.98 out of 5 average rating, 256 reviews

Cow Barn Lodge

VictoriaRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Poultney
4.92 out of 5 average rating, 119 reviews

Cozy Home in Poultney, Vermont.

AndrewRating, 5 stars4 weeks ago
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!
Superhost
Home in Rutland
4.81 out of 5 average rating, 155 reviews

6 Bedroom Home Mendon, VT. (Killington/Pico)

SuzanneRating, 5 stars1 month ago
This is our third (or fourth?) year staying here and they keep adding little things to make it better. Host is very responsive. House matches the description, and the price is right! Plus we were able to add another night onto our stay at the last minute which was really helpful.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Castleton
4.98 out of 5 average rating, 267 reviews

Hydeville Hideaway

MarissaRating, 5 stars1 month ago
This was a great place to stay!!! Super clean, easy to check in, and very comfortable. Would definitely stay here again.
Guest favourite
Apartment in Whitehall
4.97 out of 5 average rating, 108 reviews

Contemporary Queen with sleeper sofa

DonnaRating, 5 stars1 day ago
Perfect location. Exactly as described. Everything I needed for a getaway while closing on my new home. Thank you!
Guest favourite
Apartment in Ludlow
4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

JennyRating, 5 stars1 month ago
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.
Top Guest favourite
Apartment in Poultney
4.94 out of 5 average rating, 345 reviews

Cozy Poultney Village Apartment

SageRating, 5 stars1 month ago
Anne's place is lovely! Awesome vibe, easy check in, and the fixings for pancake making! We thoroughly enjoyed our stay.
Top Guest favourite
Apartment in Chittenden
5 out of 5 average rating, 248 reviews

Vermont Country Suite

MichaelRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Rutland
4.88 out of 5 average rating, 206 reviews

Simply Welcoming, Rutland VT

BingRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Middletown Springs
4.89 out of 5 average rating, 252 reviews

Apartment in Vermont Historic Home

EllenRating, 5 stars1 week ago
Charming space in a peaceful neighborhood. Was perfect for a weekend visit with family…. Hope to turn often💛
Top Guest favourite
Apartment in Dorset
4.99 out of 5 average rating, 188 reviews

Vermont barn apartment

LoreyRating, 5 stars1 month ago
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.

Child-Friendly Holiday Condos

Superhost
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars1 month ago
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!
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 129 reviews

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

DillonRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Killington
4.95 out of 5 average rating, 229 reviews

Walk/2min Shuttle to Lifts 2BR @ Mt. Green Resort!

ErzsebetRating, 5 stars2 weeks ago
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!
Superhost
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

StephenRating, 5 stars1 month ago
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.
Guest favourite
Condo in Rutland
4.94 out of 5 average rating, 107 reviews

Ski on Ski off killington/ Pico mountain condo

VictoriaRating, 5 stars2 months ago
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!
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars2 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
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 stars2 months 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.
Top Guest favourite
Condo in Killington
4.99 out of 5 average rating, 107 reviews

Cozy Condo - next to Killington Resort

ThomasRating, 5 stars2 days ago
This was an excellent stay… The condo is awesome, and Killington is a great area with lots to do and great restaurants. Claudia and Jack are great hosts, very responsive. Would definitely stay here again.

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