Family-friendly vacation rentals in Killington Ski Area

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Popular amenities for Killington Ski Area family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars2 months ago
Nice place thanks Mike
Top guest favorite
A cozy sleeping area is featured with a spacious bed adorned with soft pillows. Natural light filters through sheer curtains, illuminating warm wooden walls. A small TV and a decorative chair provide additional comfort, while a touch of greenery enhances the inviting atmosphere.
Guesthouse in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars2 months ago
A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.
Guest favorite
A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.
Chalet in Killington
4.84 out of 5 average rating, 250 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

MauraRating, 5 stars1 month ago
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!
Guest favorite
A contemporary ski house is featured, set against a snowy landscape. The structure showcases large glass windows and a spacious deck, elevated on stilts. Surrounding trees and a light dusting of snow enhance the serene atmosphere of the property, inviting a cozy retreat.
Chalet in Ludlow
4.95 out of 5 average rating, 128 reviews

Okemo Ski Chalet with Hot Tub

WillRating, 5 stars2 weeks ago
Stop scrolling, you found your next vacation. Bob is a fantastic host with a stunning home. We have stayed with Bob many times and he continues to invest in the property and ensures your stay is nothing short of fantastic. Cannot recommend the ski chalet enough.
Superhost
A serene winter scene captures a two-story house blanketed in fresh snow. Flakes gently fall, creating a soft ambiance. The front yard features a large evergreen tree, while the warm glow of an interior light is visible through a window, hinting at a cozy atmosphere inside.
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars2 months ago
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.
Guest favorite
The exterior of the upper unit duplex is surrounded by snow, showcasing a wooden deck with a railing and steps leading to the entrance. A prominent stone chimney rises from the roof, and large windows provide a view of the surrounding forest.
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars2 months ago
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Top guest favorite
A private Jacuzzi hot tub is positioned on the wooden deck, surrounded by a black railing. The view beyond features a wooded area with colorful autumn foliage, inviting a peaceful outdoor experience.
Home in Ludlow
4.97 out of 5 average rating, 159 reviews

Ski Chalet with Hot Tub on Okemo Mountain

MariaRating, 5 stars1 month ago
Our time at Eric’s chalet was amazing. The place was beautiful, peaceful, and extremely well maintained. It was perfect for a relaxing weekend getaway. We were in town for a wedding a few towns over, and coming back to this cozy spot after a night of celebrating was just what we needed. Eric was a super accommodating host. We had a family emergency that delayed our arrival, and he kindly gave us a few extra hours at checkout, which we truly appreciated. The home was exactly as pictured and very clean, with thoughtful touches throughout. The kitchen had everything we needed, and we loved unwinding in the hot tub. The laundry was also a big plus. We have already recommended Eric’s place to friends and would absolutely stay here again. Highly recommend!
Top guest favorite
A newly constructed cabin with a warm wooden exterior is surrounded by lush greenery. The gravel driveway leads to the entrance, framed by tall trees. A decorative star shape is featured above the front door, creating a quaint focal point.
Cabin in Ripton
5 out of 5 average rating, 106 reviews

#7 - Hemlock Hideaway Cabin

ChrisRating, 5 stars3 months ago
Home now after a couple days at the cabin. Feeling fully rested and can’t express enough how much we needed this getaway. Ago and Marty go above and beyond to make you feel comfortable and provide you with everything you could need to relax and have a great time. We will be coming back here. Hopefully soon.

Family- and pet-friendly home rentals

Superhost
The exterior of a two-story blue duplex is displayed, featuring white trim and two prominent red front doors. Flower pots with vibrant blooms adorn the porch, with steps leading up to the entrance. A well-kept lawn and surrounding sidewalks enhance the inviting appeal.
Apartment in Middlebury
4.79 out of 5 average rating, 195 reviews

Downtown Middlebury 3 BR Home - Walk Everywhere!

MonicaRating, 5 stars2 weeks ago
We loved Patrick’s place. It was in the perfect location near Middlebury College.
Guest favorite
A charming red farmhouse exterior is framed by lush green trees, displaying a welcoming entrance with a simple front door and steps leading up. Large windows allow light to flood into the interior, inviting guests to explore within.
Home in Jamaica
4.81 out of 5 average rating, 405 reviews

1850's VT Farmhouse on the River

MichaelRating, 5 stars7 months ago
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.
Guest favorite
A log cabin is nestled in a lush green landscape, surrounded by mature trees. The structure features a welcoming front porch with seating and a sloping roof. A spacious grassy area lies in front, providing an open space for relaxation.
Cabin in Danby
4.89 out of 5 average rating, 298 reviews

Mountain treasures await.

DustinRating, 5 stars2 weeks ago
Very nice people loved the small conversation we got to have love the cabin will be back next year.
Guest favorite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars3 months ago
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!
Top guest favorite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars3 months ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around
Guest favorite
A spacious chalet is set amidst lush greenery, featuring a welcoming facade with a mix of wood and stone materials. The outdoor area includes a stone fire pit surrounded by seating and two picnic tables, ideal for gatherings under the trees.
Chalet in Fairlee
4.91 out of 5 average rating, 530 reviews

The Green Mountain Chalet

EllieRating, 5 stars2 months ago
This was a great place for my group! Kitchen had everything we needed, nice TV and fun chatting and games in the beautiful living room. Such a nice little getaway retreat in the woods. Hopefully we’ll be able to come back soon!!
Guest favorite
A bright and spacious living area features warm pumpkin pine floors and a vibrant floral rug. A desk with a computer sits against the wall, accompanied by stacked books. The kitchen and dining area are visible in the background, with a table that seats eight.
Guest suite in Norwich
4.97 out of 5 average rating, 113 reviews

"Downtown" Norwich Apartment

JenniferRating, 5 stars1 month ago
We had a lovely stay at Lily’s place! Well equipped and easy access to Dartmouth for a college visit. We would stay there again!
Guest favorite
The serene lake reflects vibrant fall foliage on the surrounding trees, creating a warm tapestry of orange and yellow. Soft gray clouds drift above, adding depth to the autumn landscape. A small boat is anchored nearby, contributing to the tranquil scene.
Home in Whitehall
4.93 out of 5 average rating, 141 reviews

Lakefront A-Frame Home Emerald Lake, NY

SubinRating, 5 stars1 week ago
The house was very charming and had a stunning view of the lake from most rooms of the house. Spacious bedrooms too with nice big basement and sunroom. Loved the lake environment. Great spot for fishing and water activities. The family had great time with the kayaks and pedal boat. Great spot for a relaxing and peaceful getaway.

Family-friendly home rentals with a pool

Top guest favorite
A clear blue pool is surrounded by a stone patio and lush green landscaping. Two lounge chairs are positioned nearby. A flagpole is visible in the background, and a hanging planter adds a touch of color.
Guesthouse in Ticonderoga
5 out of 5 average rating, 211 reviews

Chilson Brook Alpacas

DerekRating, 5 stars2 weeks ago
This was my third time staying at this property. With every visit, it feels more and more like a home away from home. The property has great views and a calming environment. I enjoy cracking the windows at night to hear owls hooting and the stream running. The owners are fantastic people. It's a short 5-minute drive into town where you can find some good food.
Guest favorite
A serene backyard features a heated saltwater swimming pool, surrounded by lounge chairs and a safety fence. Verdant landscapes and a blue sky provide a tranquil backdrop, while a red barn is visible in the distance, adding to the rural charm.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 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!
Superhost
Condo in Killington
4.92 out of 5 average rating, 106 reviews

Right at Killington !

CrossanRating, 5 stars3 months ago
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!
Guest favorite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

JoshRating, 5 stars2 months ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favorite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars2 months ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Guest favorite
An indoor pool area is highlighted by a spacious swimming pool. Natural light enters through large windows, offering views of the outdoor patio. Seating areas with chairs are arranged along the walls, complemented by warm-toned curtains.
Condo in Ludlow
4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

ChristopherRating, 5 stars1 month ago
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.
Superhost
A clean swimming pool is framed by a white wooden fence, featuring two metallic handrails leading into the water. Nearby, several lounge chairs provide seating options. Lush greenery and trees surround the area, creating an inviting outdoor space.
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars3 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
An indoor swimming pool is depicted with clear blue water, featuring multiple lanes marked by buoy lines. Surrounding areas include seating and wood-paneled walls, providing a spacious and inviting atmosphere for relaxation and recreation.
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars3 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.

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