Kid-friendly vacation rentals in Rutland County

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Popular amenities for Rutland County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
The exterior of a two-story white house is pictured, featuring a red front door and black shutters on the windows. A well-maintained lawn with green grass and a tree is visible in the front yard, presenting a welcoming appearance.
Home in Rutland
4.81 out of 5 average rating, 349 reviews

Home Sweet Home

JeffRating, 5 stars1 month ago
We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!
Guest favorite
The living room showcases a spacious layout with two blue sofas and a patterned area rug. A wooden coffee table is centrally placed, displaying a selection of magazines. Natural light flows in through large windows, complemented by soft lighting from a nearby lamp.
Home in Granville
4.85 out of 5 average rating, 189 reviews

Home by the Mettowee River- Simply the best!

RichardRating, 5 stars1 month 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.
Guest favorite
A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.
Home in Rutland
4.89 out of 5 average rating, 189 reviews

Near Killington, Spacious, 7p Hot tub, Mtn. views!

MikeRating, 5 stars2 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 favorite
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
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!
Top guest favorite
A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.
Home in Killington
4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favorite
A serene outdoor setting features a two-story house surrounded by greenery. A small pond reflects the landscape, while a fire pit is visible nearby. Rustic wooden chairs provide seating, and smoke can be seen rising from the fire, creating a cozy atmosphere in nature.
Home in Goshen
4.83 out of 5 average rating, 290 reviews

Nature Lover's Paradise

KevinRating, 5 stars2 weeks ago
Philips place was literally perfect! The location, the awesome house filled with super cool art, the cozy feel of the house, the amazing outdoor area we had available to us all made this a perfect experience! Philip was great with communications and I would recommend this place to anyone looking for a perfect place to stay in this area of VT. My dad and I were up there for a quick 2 day stay. We'll both be returning with our significant others to vacation there and will absolutely be coming here in the future whenever we travel to this area!!!
Guest favorite
A custom-built home nestled in a green landscape, featuring a spacious deck with a solar umbrella. Large windows allow natural light to illuminate the interior, and autumn foliage enhances the outdoor scenery. Nearby trees and open grassy areas create a serene environment.
Home in Clarendon
4.96 out of 5 average rating, 295 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

AlexRating, 5 stars2 weeks ago
We loved our stay. Surroundings were very peaceful and quiet. House was well stocked. Host was very responsive and helpful. We really enjoyed how close it was to Rutland without sacrificing the amazing woodsy-country Vermont vibe. We will definitely be back. Thanks Jeff!
Superhost
The exterior of a single-story home is visible, surrounded by trees and greenery. A spacious driveway is present, leading to the front entrance. Clouds are scattered across the sky, and distant mountains can be seen in the background, enhancing the peaceful setting.
Home in Rutland
4.81 out of 5 average rating, 156 reviews

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

JohnRating, 5 stars2 weeks ago
The home was exactly what we were looking for. Great accommodations for a large group. Great location

Kid-friendly apartment rentals

Top guest favorite
A cozy seating area is presented, featuring a patterned rug beneath a wooden coffee table. A sofa with light-colored cushions and decorative pillows is accompanied by a lamp providing warm light. A chest of drawers and a framed artwork add character to the inviting space.
Apartment in Wallingford
5 out of 5 average rating, 66 reviews

49 River Street

RaquelRating, 5 stars1 week ago
Immaculate place. Everything you might need! Very charming town. Close to Green Mountain and Appalachian trail hiking. This was our second stay here and we love it. Also, definitely go to Sweet Birch coffee shop while in town. :)
Guest favorite
The exterior of a Victorian home is captured at dusk, showcasing white siding and dark shutters. A covered porch with rocking chairs is visible, illuminated by subtle exterior lighting that highlights the architecture. A large window displays colorful decorations, adding a festive touch to the facade.
Apartment in Rutland
4.93 out of 5 average rating, 28 reviews

Red Rooster Air BnB

LeifRating, 5 stars3 days ago
We enjoyed our stay here, very convenient location with lots of good food around. The place had all the amenities you would need for an extended stay.
Guest favorite
A living area features comfortable seating arrangements with a gray sofa and armchair. A neutral-toned coffee table sits in the center. Wall-mounted air conditioning units and framed photographs add to the decor, while natural light fills the space from the front door.
Apartment in Whitehall
4.96 out of 5 average rating, 112 reviews

Contemporary Queen with sleeper sofa

PeterRating, 5 stars1 week ago
The place was very clean and had modern brand new faucets and appliances. Floors and linens were clean. Plenty of utensils. We didn’t use the ac but the heat was very warm for our stay. Would definitely stay there again. Tom also responded back to answer my questions and concerns. Very nice place
Superhost
A cozy guest room is visible featuring a spacious bed with neutral linens and a contemporary headboard. A bedside table holds a lamp, while a chair and small shelf display decorative items. Natural light enters through a partially covered window, illuminating the warm tones of the room.
Apartment in Rutland
4.73 out of 5 average rating, 26 reviews

A Hikers Retreat

KylaRating, 5 stars3 months ago
Bernie’s place was perfect for our stay! We booked it for a last minute ski trip to Killington and the location was great. Although we didn’t dine out at all, the place was very close to town with restaurants and shops. It was just two of us so the space was great! Everything was very clean and well stocked. Would definitely stay here again!
Guest favorite
A modern kitchen area features a round wooden table with two stools, positioned next to a full-sized stove and refrigerator. The light-colored walls enhance the spacious feel, while a sunburst mirror adds a decorative touch. Two wooden doors lead to separate rooms in the background.
Apartment in Clarendon
5 out of 5 average rating, 21 reviews

Cozy One-Bedroom Retreat with Mountain Views

ShannaRating, 5 stars3 weeks ago
This was a wonderful spot for myself this past weekend! And had I been joined by my friend and Doggo as initially planned, it would have very comfortably accommodated the three of us. Casey was very prompt in responding to my inquiries before and during my stay. I will definitely reach out for availability the next time I visit the area…
Guest favorite
The rustic farmhouse is set on a spacious green lawn, showcasing a classic red exterior with a metal roof. Large windows provide ample natural light, and the surrounding trees create a serene country atmosphere.
Apartment in West Rutland
4.89 out of 5 average rating, 84 reviews

Mountain View Apartment

RyanRating, 5 stars3 weeks ago
Beautiful area. Cozy house. We loved the cows on pasture next to the lawn. They were adorable.
Top guest favorite
A pathway of stone steps meanders through a lush green lawn, flanked by vibrant red geraniums in terracotta pots. Tall trees provide shade, creating a serene atmosphere, while a wooden bench invites relaxation amidst the surrounding nature.
Apartment in Dorset
4.99 out of 5 average rating, 188 reviews

Vermont barn apartment

LoreyRating, 5 stars3 months 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.
Guest favorite
A blue house is nestled among vibrant autumn foliage. A directional sign labeled 'Skyeship House' points the way along a gravel path leading towards the front entrance, framed by trees showcasing warm seasonal colors.
Apartment in Bridgewater
4.87 out of 5 average rating, 106 reviews

Skyeship Woods - 7 Beds + Hot Tub

SarahRating, 5 stars1 month ago
Amazing and great hosts! Very clean. Perfect for our ski team. we loved enough bed and beautiful views. We will definitely be back. ♡♡♡♡♡♡♡

Kid-friendly condo rentals

Guest favorite
A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.
Condo in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars1 week ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Superhost
A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars2 months 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 favorite
A cozy living area is presented, featuring a blue sectional sofa complemented by decorative pillows. A wooden coffee table sits in front, with remote controls arranged on top. Vintage skis are mounted on the wall, adding a rustic charm, while lamps provide soft lighting.
Condo in Killington
4.85 out of 5 average rating, 265 reviews

Comfy ski in/out studio at base of Pico-Killington

MichaelRating, 5 stars3 months ago
Apartment was clean including the bathroom, just as described by the listing. The place was very comfortable to stay at.
Top guest favorite
The image presents a snowy scene featuring several rustic buildings with sloped roofs. Snow covers the ground and rooftops, with trees lining the background. A hint of ski trails can be seen on the hillside, blending into the foggy atmosphere.
Condo in Killington
4.94 out of 5 average rating, 173 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

JoeRating, 5 stars2 weeks ago
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.
Superhost
The living area features a spacious navy sofa adorned with colorful pillows and a light wooden coffee table. A round dining table with black chairs is present, alongside a large mirror and soft lighting that enhance the inviting space. Natural light filters through the sliding doors.
Condo in Killington
4.9 out of 5 average rating, 129 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!
Superhost
A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.
Condo 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 favorite
A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.
Condo 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!!
Guest favorite
A wooden dining table with black chairs is positioned in the foreground. An open kitchen, featuring wooden cabinetry and a black refrigerator, is visible in the background. A cozy living area is seen through large glass doors, which lead to a nature view.
Condo in Killington
4.83 out of 5 average rating, 175 reviews

Killington Summer Retreat | Bike • Golf • Pool

BenRating, 5 stars2 months ago
This condo has a great location, and the unit itself is extremely pleasant. If you're going to Killington I highly recommend it

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