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

Superhost
Home in Manchester
4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

JakeRating, 5 stars14 months ago
Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.
Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favourite
Home in Manchester
4.85 out of 5 average rating, 227 reviews

Keys to Vermont

ElizabethRating, 5 stars1 month ago
Mary’s place was a great location for us to stay during our ski trip to Bromley. We were within a 10min drive to skiing and 5 minute drive to the restaurants in town. The beds were very comfortable and the bathrooms nice and clean. We randomly had cassette tapes with us and Mary had a tape player, the kids were soo excited to use it. She also had games and books for the kids. We had a great time! Thank you!
Guest favourite
Home in South Glens Falls
4.94 out of 5 average rating, 36 reviews

3BD-Close to Saratoga & Lake George!

SakuraRating, 5 stars2 months ago
Nicole was very friendly and easy to reach, her place was super cozy and beautiful!!! Thank you for the amazing experience:-)
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
Superhost
Home in Bridgewater
4.86 out of 5 average rating, 125 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

BrianRating, 5 stars1 week ago
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!
Guest favourite
Home in Townshend
4.94 out of 5 average rating, 86 reviews

Cozy, Comfy Country Home in Southern VT Village

MarkRating, 5 stars1 month ago
All the conveniences that we needed! Very cozy and comfortable! Beautifully neat and clean and totally loved instructions for each room. Very thorough in extreme details on how to utilize the her home. Looking forward to coming back again.
Guest favourite
Home in Saratoga Springs
4.91 out of 5 average rating, 34 reviews

3-bedroom house close to track, downtown, SPAC

FrankRating, 5 stars6 months ago
we had such a great stay! short Uber ride right into downtown saratoga, and it's just minutes from SPAC. would definitely stay again!

Family-friendly apartment rentals

Guest favourite
Flat in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

MikeRating, 5 stars1 month ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
Superhost
Flat in Town of Rockingham
4.83 out of 5 average rating, 182 reviews

Apartment on Main Street

WinnieRating, 5 stars1 month ago
This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.
Guest favourite
Flat 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
Flat in Saratoga Springs
4.94 out of 5 average rating, 212 reviews

Beautiful Downtown 3 Bedroom/2 Bath Apartment

ChrisRating, 5 stars2 weeks ago
This is the full-sized 1st floor apartment of a split-level house, with the entire first floor for the AirBnB. It is on a quiet street about a 5-minute walk to the main downtown area of Saratoga Springs. The area was very quiet, we never had any road noise, but used the location to walk to the downtown for coffee, walking around, etc. pretty easily. The space itself has 3 bedrooms and 2 bathrooms with everything fully stocked: linens, towels, kitchen needs, etc. There was a great selection of board games to play, a nice touch! All of the bathrooms were clearly renovated/updated and the space was extremely clean when we checked in. Overall, and excellent stay for the cleanliness, location, and amenities. Thanks!!
Guest favourite
Flat in Corinth
4.8 out of 5 average rating, 131 reviews

Adirondack Penthouse, Sleeps 10. Steps from Beach.

OtonielRating, 5 stars3 months ago
This was our second time staying at Craig and Deb's place ✨ it was wonderful as always! place is clean, cozy and warm. They're very attentive, and the area feels safe, convenient supermarket nearby. A must stay if going skiing at West Mountain.
Top guest favourite
Flat in Saratoga Springs
4.96 out of 5 average rating, 129 reviews

Great Saratoga Location

KarinRating, 5 stars1 month ago
Dan was a terrific host. We let him know we’d arrive late, & when we pulled up in front, he came outside to greet us and carry our bags. He stocked the kitchen with some essentials & some extras, the coffee & filters were much appreciated. He was pleasant & friendly, and we recommend his place to anyone visiting Saratoga Springs. Easy walk to Skidmore.
Guest favourite
Flat in Woodstock
4.87 out of 5 average rating, 126 reviews

New Modern Apartment - Woodstock Village on Mt Peg

KyoRating, 5 stars2 months ago
Sam is a friendly, generous, helpful host! He and his family live upstairs in this fun, modern building; the apartment is on the ground floor/daylight basement, but the house sits on a steep hill so the unit has plenty of natural light and does not feel like a basement. The separate entrance is located at the far end of the structure so it feels like a standalone unit with plenty of privacy. The neighborhood rises steeply from downtown Woodstock, up narrow, steep, windy roads. The streets were pretty consistently plowed, but drive slowly and cautiously, especially with snow. Also, like Sam says, don't just enter the address into Google Maps; it will try to take you elsewhere through someone's house and yard (haha!) Instead, follow Sam's directions. We loved the casual, yet carefully curated decor and found the bedroom super cozy with the most comfortable bed and linens. Our favorite was going on a cross-country ski adventure right out the back! Thank you, Sam, for a great stay!
Guest favourite
Flat in Saratoga Springs
4.8 out of 5 average rating, 220 reviews

East Side Saratoga Walkabout #C

MelissaRating, 5 stars3 weeks ago
This space was fantastic. Great location! It was super walkable and really close to all of the restaurants and shops in town. Full kitchen was fantastic! I felt right at home. Thank you!

Family-friendly apartment rentals

Top guest favourite
Apartment in Killington
5 out of 5 average rating, 37 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

JuliaRating, 5 stars1 month ago
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!
Top guest favourite
Apartment in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars1 month ago
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy
Superhost
Apartment 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.
Superhost
Apartment in Warren
4.83 out of 5 average rating, 23 reviews

Renovated Condo(unit #10) 3 Miles from Mtn

JohnRating, 5 stars2 months ago
We had a great weekend getaway! Close to Sugarbush for skiing, surrounding towns and restaurants! Would highly recommend a stay here.
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Superhost
Apartment in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
Apartment 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.
Guest favourite
Apartment in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars1 month ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    £67 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

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