Kid-friendly holiday rentals in Rutland

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Rutland family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Killington
4.91 out of 5 average rating, 212 reviews

Luxury Condo Tucked in the Heart of Killington

KennethRating, 5 stars6 days ago
Very nice place easy access to routes 4 and 100 with plenty of things to do
Top guest favourite
Home in Tunbridge
4.97 out of 5 average rating, 392 reviews

The Barnbrook House

PeterRating, 5 stars1 week ago
The Barnbrook House was like something from a fairytale. It was more spacious than we thought looking at the photos. I loved my stay here, Dana was very communicative and timely. The fireplace was a great feature of the accommodation which we made good use of. I liked how there was an off grid vibe without actually being too far away from modern conveniences like Wifi, TV, AC. I would stay here again.
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars3 weeks ago
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!
Guest favourite
Home in Rutland
4.89 out of 5 average rating, 189 reviews

Killington/Okemo, Spacious, 7p Hot tub, Mtn.views!

MikeRating, 5 stars3 weeks ago
Brandon‘s place was very comfortable and in the downtown area on a nice piece of property. The inside was set up great!
Top guest favourite
Home in Killington
4.98 out of 5 average rating, 108 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars6 days ago
Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!
Top guest favourite
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

AmyRating, 5 stars6 days ago
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars6 days ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Guest favourite
Home in Danby
4.96 out of 5 average rating, 227 reviews

Comfortable farmhouse with stunning views

CarterRating, 5 stars1 month ago
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!

Family-friendly apartment rentals

Top guest favourite
Flat in Manchester
4.99 out of 5 average rating, 256 reviews

Private two-bedroom suite within a two-story house

SusanRating, 5 stars1 week ago
Lovely home in a peaceful secure neighborhood. Very easy to find and the instructions for entering the space were excellent. The apartment was exactly as pictured - very comfortable and spacious. We were there for 1 night - the beds were very comfortable & the space was spotless. Highly recommended if traveling through the area.
Guest favourite
Flat in Hartland
4.88 out of 5 average rating, 470 reviews

Sunny Studio Apartment in Hartland

danaRating, 5 stars2 weeks ago
Nancy's place was a great place to stay, very private and quiet with beautiful surroundings. Easy access to Quechee and Woodstock (~20 min). Skunk Hallow Pub and Farmer's Market just down the street and Harpoon, Simon Pearce factory in Windsor easy to get to. Hope to visit again soon. Nancy's is a fantastic host!
Guest favourite
Flat in Whitehall
4.96 out of 5 average rating, 113 reviews

Contemporary Queen with sleeper sofa

GailRating, 5 stars2 days ago
I'm always happy when a place looks like the pictures, but this apartment was even better. It was more spacious than it looked in the pictures, and everything was perfect - spotlessly clean and ready for us to move in for our short 2-night stay. We arrived earlier than check in and were able to get in early, which was SO nice - we were on bikes and it was raining. It's always nice to "land" at the end of a long day on the bike, so getting in early was really appreciated. The apartment also has lots of nice touches that clearly have guests in mind - hooks in the bathroom, living room and bedroom for coats and towels, etc., detergent to do laundry, a table to play games (nice on a rainy day!), televisions in both the living room and bedroom, great dishes and silverware, lamps with plug openings for all our charging needs. It's hard to overstate the case - this apartment was super!
Guest favourite
Flat in Bristol
4.86 out of 5 average rating, 155 reviews

Overlook at the Office

JillRating, 5 stars5 days ago
Small but has a fully equipped kitchen, other than the only sink is in the bathroom. The sink is big and it worked fine. The park is 1/2 block away and town is 2 blocks. Comfortable bed and quiet at night. Good restaurants and unique shops in town. Lots of nature trails close by. Be mindful of having the key it could be easy to get locked out. We enjoyed our time in the apartment and definitely would recommend it to anyone who wants to visit Bristol. Thanks for sharing your place with us.
Guest favourite
Flat in Braintree
4.96 out of 5 average rating, 115 reviews

Cozy Cabin Studio

DavidRating, 5 stars1 week ago
Clean, quiet and comfortable, nice to be able to park in garage. Basically farmhouse setting with a herd of cows next door. Note that house was a bit further down the road than the GPS indicated.
Top guest favourite
Flat in Chittenden
5 out of 5 average rating, 248 reviews

Vermont Country Suite

MichaelRating, 5 stars2 months 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!
Top guest favourite
Flat in Randolph
4.99 out of 5 average rating, 208 reviews

Historic Wayside Farm - a working dairy farm

LeonardoRating, 5 stars3 weeks ago
Outstanding accommodations with comfortable and immaculate rooms. The owners are wonderful and gave us a tour of their farm. We feel so grateful to them for their hard work and dedication to producing organic milk and vegetables. We saw with our own eyes how kind and caring they were to their cows and other farm animals.
Superhost
Flat in Gansevoort
4.8 out of 5 average rating, 127 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

MatthewRating, 5 stars3 weeks ago
Very nice stay. Very clean and welcoming quick responses and helpful. Instructions was very clear and overall a very nice time.

Family-friendly apartment rentals

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, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Superhost
Apartment in Killington
4.89 out of 5 average rating, 130 reviews

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

DillonRating, 5 stars1 month 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
Apartment in Killington
4.95 out of 5 average rating, 232 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

ErrolRating, 5 stars3 weeks ago
Amazing experience! Will be back soon!!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars2 months 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
Apartment in Killington
4.91 out of 5 average rating, 174 reviews

Renovated 1BR, Walk to Lifts, Covered parking

MitziRating, 5 stars2 months ago
I took my 13 yo son for a weekend visit to ski Killington for the first time and Gregory’s condo made our stay worthwhile! It was easy to access, clean, and equipped with all necessities. We will be sure to return!!
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 112 reviews

Cozy Condo next to Resort * AC and Pool *

AlexandriaRating, 5 stars1 week ago
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!
Superhost
Apartment in Killington
4.78 out of 5 average rating, 308 reviews

Serene Top Floor Condo (resort style amenities)

NikitaRating, 5 stars2 weeks ago
Amazing view and cozy vibes. Hot tub and a pool are fun amenities to have. Building has freshly renovated pool and tubs. If you like it there are also sauna pods. So do not forget your swimsuit. It was clean and if you cook there is a kitchen. On top of that it was great to have a balcony with a view. May is a nice time to come even if you are not skiing because it’s not crowded and nature is stunning. And there are plenty of spots for mountain bike. Scott is a great host and local recommendations are helpful and honest. Visit liquid art, if you want a good cup of coffee that’s the right place. Great place!

Quick stats about holiday rentals that are kid-friendly in Rutland

  • Total rentals

    20 properties

  • Nightly prices starting at

    $115 SGD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore