Killington vacation rentals

4.81 out of 5 average rating, 133 reviews

Home in Tinmouth

Vermont Lakefront Getaway "The Wild Loon"

This home was built in 2020 with the beautiful lake and mountain views in mind. The Wild Loon is what we decided to name our retreat because we are often visited by wild loons here on the lake. The Wild Loon has an open concept floor plan. Sleeping arrangements are upstairs and downstairs in the basement. The half bath, kitchen, living and dining room are all on the main floor. Parking is directly across the road and can fit 4 vehicles in the summer, spring and fall 3 vehicles during winter

4.98 out of 5 average rating, 145 reviews

A log home features a spacious deck overlooking the lake, with seating areas and a hammock. Large glass windows provide a view of the serene outdoor space, including a manicured lawn and easy access to a wooden dock.

Apartment in Fairlee

Kismet Cottage, Perfect for longer stays

Welcome to your home away from home! This charming, fully-furnished 1-bedroom apartment sits right on the lake, offering serene views and a peaceful retreat after a long shift. With four major hospitals located within a 30-minute commute, this is the ideal spot for traveling nurses looking for comfort and convenience. Everything you need is here from a cozy queen bed to a fully equipped kitchen and comfortable living space including a laundry room so you can stay fresh and ready for your shifts.

5 out of 5 average rating, 5 reviews

A serene outdoor space features two Adirondack chairs positioned around a fire pit, surrounded by lush green grass and a backdrop of dense trees. The calming natural setting invites relaxation and outdoor gatherings.

Cottage in Mendon

The Mendon Cottage: Cozy Home. Killington / Pico

Recently renovated 2BR/2BA cottage in Mendon, VT, near Pico & Killington Ski Resorts, & Rutland. Sleeps 6: 1BR w/ queen & ensuite, 2nd BR w/ 2 double beds. Additional BA, laundry room, living room w/ smart TV, fully equipped kitchen & dining area. High-speed WiFi, mini splits for heat/AC, front & back decks, BBQ grill. All new furnishings offer modern comfort & rustic charm. Ideal for skiing, exploring, or relaxing in the mountains. Perfect base for your VT adventure! Discounted ski rentals.

4.89 out of 5 average rating, 9 reviews

A grassy area features a fire pit surrounded by several white Adirondack chairs. A large tree provides shade beside the inviting white house, which has multiple windows and a porch. Scenic views of the landscape are visible in the background.

Home in Poultney

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

4.92 out of 5 average rating, 171 reviews

A cozy bedroom features a wooden bed with a light-colored comforter and decorative pillows. A subtle grey blanket is neatly rolled on the bed. A dresser and a TV are positioned against the wall, with a bedside lamp providing soft lighting, complemented by natural light from a nearby window.

Cottage in Fair Haven

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

4.95 out of 5 average rating, 20 reviews

A warm entryway reveals an open living space, featuring wood floors and a vaulted ceiling with exposed beams. A modern dining table can be seen in the distance, accentuated by a large decorative wall piece. Natural light fills the area, enhancing the inviting atmosphere.

Condo in Warren

Charming Sugarbush Farmhouse Condo with Hot Tub

MRT-11088676 The Mad House used to house the most exclusive restaurant in the valley. After a million dollar renovation it has transformed from the Common Man restaurant into the Mad House Rentals. This professionally managed, Renovated barn is nestled between Lincoln Peak and Mount Ellen, with Mad River Glen just a short distance away. The Mad House brings you everything you could want for any season. Ski lockers, mudrooms, A/C in most units, private decks with private grills and hot

4.91 out of 5 average rating, 100 reviews

Cabin in Bridgewater

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

5 out of 5 average rating, 10 reviews

A waterfront home is surrounded by lush greenery, featuring a large deck with multiple seating areas. A small blue paddleboat is visible on the lake, alongside a spacious dock equipped with Adirondack chairs. A calm, reflective water surface complements the serene environment.

Cottage in Croydon

Charming Lakefront cottage with beautiful views

Make memories with family or friends at our perfectly situated waterfront getaway. Enjoy the tranquility of waking up to peaceful mornings with a cup of coffee on your bedroom balcony. Take a leisurely tour of the lake in our kayaks or paddleboat. In the evenings, enjoy toasting smores on the camp fire. Our spacious dock is great for fishing or sitting in the Adirondack chairs with your favorite beverage. We look forward to offering our guests a vacation to remember.

4.97 out of 5 average rating, 33 reviews

A modern kitchen features wood cabinetry and stainless steel appliances. A polished countertop provides ample workspace, while a multiple-burner stove and microwave cater to cooking needs. Natural light enhances the room through a nearby window, complemented by patterned curtains. A trash can and sink are also visible.

Apartment in Pittsford

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

4.96 out of 5 average rating, 224 reviews

A spacious wooden house features a balcony with a railing, overlooking a green lawn. Large windows allow natural light to fill the interior, while five skylights add brightness. Vibrant trees display autumn foliage in the surroundings, creating a serene atmosphere.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

4.93 out of 5 average rating, 139 reviews

Large windows frame a serene view of the lake, revealing a deck furnished with chairs and a table. Lush greenery surrounds the calm water, reflecting the peaceful atmosphere. The scene invites relaxation and enjoyment of nature.

Home in Whitehall

Lakefront A-Frame Home Emerald Lake, NY

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided. Water activities 2 kayaks 1 - 4 person paddle boat

4.96 out of 5 average rating, 26 reviews

The kitchen features a modern design with white cabinetry and a wooden countertop. Two windows allow natural light to brighten the space, while stainless steel appliances, including an oven, are positioned along the walls. A sink is centrally located, enhancing functionality.

Home in Cavendish

Charming New England Cape- 10 Minutes from Okemo!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

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What guests are saying

Highland Haus: stunning ski getaway with hot tub

5 out of 5 average rating, 10 reviews1 month ago

Beautiful home that is about 15min from Manchester, which is wonderful to walk around (shops, restaurants). The home is secluded on a nice piece of property in the woods. It was a charming getaway with a wood-burning fireplace and great amenities (games, dart board, hot tub, etc). Highly recommend!

Home in Peru

What guests are saying

Okemo <12 min Game room~Hot tub~Fire pit~Mtn Views

4.98 out of 5 average rating, 48 reviews1 month ago

Awesome place! All the games in the basement gave us something to do while hanging inside the house. It’s great being able to come back after a long day of snowboarding and relaxing in the hot tub. The kitchen had everything we needed to cook. Only thing “negative” I could say is we couldn’t find any trash bags for the trash cans but obviously not that big of a deal. Overall I would 100% recommend and would definitely stay here again, without a doubt

Home in Cavendish

What guests are saying

Private post & beam log cabin on Macintosh Pond.

4.8 out of 5 average rating, 15 reviews3 months ago

It was perfect for what we wanted! We were giving Grandma an 80th Hallmark Experience. A lot of what we did was in Woodstock and it was a noce 30 min ride to the town, but for us very convenient. We had a family of 14 and we played games in ythe main living room all together. The downstairs was perfect for our older kids to hang out in!

Cabin in Barnard

What guests are saying

Okemo Hot Tub Fireplace Billiard

4.93 out of 5 average rating, 67 reviews1 month ago

Our stay was awesome! The driveway was icy but the hosts provided salt for us to use and the snow-pile guy came during our week and spread sand which was very helpful. The house was huge and provided lots of activities and room for everyone to spread out. We had some amazing family dinners using the well equipped kitchen and large dining space.

Chalet in Mount Holly

What guests are saying

Comfortable Vermont Getaway. Three bedroom home.

4.93 out of 5 average rating, 14 reviews2 months ago

Robyn and her family are great hosts. She and her son were there when we arrived shoveling the drive way, gave us some helpful tips about the house, very friendly and accommodating - we were able to check in a couple of hours early and really made us feel right at home. Beautiful house with all amenities: Kitchen had everything would need to cook for several days (pots, pans, utensils, glass/coffee mugs, and even provided coffee and filters) - we only needed to bring food to prepare. Stores were close by and easy to get to. Bathrooms were pristine with plenty of towels and toiletries, bedrooms were spotless and comfortable, and had a great fireplace that was very useful during some cold days. About 15-20 minutes to Killington Mountain - easy drive. Fantastic property and we had an amazing stay, would definitely come back!

Home in Rutland

What guests are saying

Upper Valley Shaker-Style Home, close to Dartmouth

4.95 out of 5 average rating, 19 reviews6 months ago

Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

Home in Enfield

What guests are saying

Breathtaking, waterfront rental on Lake Champlain

4.92 out of 5 average rating, 25 reviews6 months ago

Convenient to our hunting spot, the accomodations were closer and far more comfortable than where we have stayed in the past. Ardie very accommodating, and helpful during our stay. Two of us will be returning in two weeks and hopefully again next year.

Cottage in Shoreham

What guests are saying

A quiet x in VT to Ski, Hike, Hot tub~3m Quechee

4.92 out of 5 average rating, 12 reviews1 month ago

I visited Thatcher and Lisa's place for a few days in February with 5 friends. It was an incredible experience overall. The home was a perfect peaceful getaway, with awesome amenities like multiple private rooms, a well-stocked kitchen, hot tub, and games. It is also very nicely located, providing a peaceful rural setting while also having great access to nearby areas like Woodstock, Hanover, and Killington (where we spent ~3 days skiing). Additionally, Lisa and Thatcher really went above and beyond as hosts. They left very clear instructions and recommendations, made sure that we arrived smoothly in the face of inclement weather, and even shipped home an item we left behind. I definitely recommend staying here for your next Vermont adventure!

Home in Hartland

What guests are saying

All things nature-Open Concept Spacious Comfy&Cozy

5 out of 5 average rating, 33 reviews1 month ago

This house was lovely! Perfect location for skiing Okemo. Had everything our group of 5 needed for our stay. While I am giving this Airbnb a 5 star rating I think there's some things a future guest should be aware of. 1. The temperature of the house is VERY warm and you cannot change it. The heating is through the nest app that the host does not give you access to. It was fine for us, but just an FYI to future guests. 2. There was no can opener so make sure you bring your own. We learned the hard way LOL. Other than that the host was very responsive and the house was beautiful! They even left us a nice welcome gift which was lovely. Highly recommend!

Townhouse in Danby

What guests are saying

Lake front hideaway!

4.93 out of 5 average rating, 41 reviews6 months ago

It was exactly what I needed to get away from a high stress job! Easy lake access, beautiful views, perfect trail behind the property to walk. RV was clean and had everything we needed to be comfortable. Surrounding towns were close enough for comfort/ groceries when needed. Added points for the friendly pets you may see. They made me miss mine at home, but were adorable! Thank you!!

Camper/RV in Lebanon

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Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Killington vacation rentals

Self check-in

Free parking on premises

Monthly stays

Gym

BBQ grill

Stay near Killington's top sights

Pico Mountain Ski Resort100 locals recommend

Sushi Yoshi81 locals recommend

Wobbly Barn74 locals recommend

The Lookout Tavern73 locals recommend

The Garlic73 locals recommend

The Foundry at Summit Pond67 locals recommend

Killington house rentals

4.81 out of 5 average rating, 347 reviews

Home in Rutland

Home Sweet Home

4.94 out of 5 average rating, 174 reviews

The charming exterior of a farmhouse is surrounded by lush greenery, featuring a pale blue façade and a welcoming pink door. Dense foliage and colorful flowering plants enhance the inviting approach to the home, set against a peaceful landscape.

Home in Londonderry

Clean, Captivating VT Farmhouse near Stratton!

5 out of 5 average rating, 3 reviews

The home features a modern design with dark siding and multiple large windows. A spacious, sunlit deck extends from the house, adorned with lounge chairs. Surrounding greenery and landscaped areas provide a natural contrast to the structure.

Home in Waitsfield

FULL HOUSE w/HOT TUB - Waitsfield Common

4.92 out of 5 average rating, 183 reviews

A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.

Home in Mount Tabor

Spring/Summer Fun Treasures Waiting

4.94 out of 5 average rating, 173 reviews

A stylish living area features a black sofa adorned with colorful pillows. A round coffee table sits on a textured rug, accompanied by a glass of sparkling water. A vintage poster is displayed on the wall, and natural light illuminates the space from nearby windows.

Home in Jamaica

Cozy Riverfront Home in beautiful Jamaica

4.95 out of 5 average rating, 101 reviews

A spacious living area features a stone fireplace as a focal point. Comfortable seating is arranged around a coffee table, with a neutral rug underfoot. Natural light is welcomed through large windows, enhancing the warm ambiance of the room.

Home in Enfield

Quiet lakeside retreat with private dock.

4.97 out of 5 average rating, 184 reviews

The exterior of a large, two-and-a-half-story mill house is showcased, featuring distinctive green shingles and a steep roof. A white railing leads to a welcoming front porch. An American flag hangs near the entrance, and flowerpots are placed along the facade.

Home in Ticonderoga

Ti Mill House

4.89 out of 5 average rating, 53 reviews

The exterior of a two-story house is presented, featuring a white facade with dark green shrubbery and flowering plants at the front. A red door is centrally positioned, flanked by several windows. The property is set against a backdrop of partially cloudy skies and trees.

Home in Dorset

Huge Vermont Home for the Holidays- Deal

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Ski-in/ski-out vacation rentals in Killington

4.77 out of 5 average rating, 48 reviews

A snow-covered path leads to a two-story home nestled among trees. The exterior features large windows and a welcoming balcony. Snow blankets the ground, with a ski trail visible in the background, creating easy access to the slopes.

Townhouse in Stratton

Ski In / Ski Out 4BR / 3BA Private Hot Tub and sha

4.95 out of 5 average rating, 105 reviews

A dining area is featured with a wooden table set for six, complemented by dark blue napkins. A stone fireplace serves as a warm backdrop, while a vibrant wall art depicting trees adds a touch of color. Natural light enhances the inviting atmosphere.

Condo in Killington

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

4.86 out of 5 average rating, 101 reviews

The living area features a light-colored sofa, two armchairs, and a coffee table with a decorative tray. A large window offers natural light and leads to the balcony. A patterned area rug anchors the space, alongside a cozy electric fireplace set into the wall.

Condo in Warren

Sugarbush Mountainside Retreat - Ski in Ski out

4.94 out of 5 average rating, 170 reviews

A snow-covered landscape features a modern condo complex with multiple floors and balconies. Skiers are seen gliding down the slope in the foreground, while the mountainous backdrop adds to the winter atmosphere.

Condo in Stratton

Updated Ski in/Ski out Stratton Condo!

4.94 out of 5 average rating, 107 reviews

The exterior of the Pico Mountain ski resort building is visible, featuring a sloped roof and a green sign. Surrounding mountains and a clear sky create a serene backdrop. A wooden ramp leads to the entrance, providing access to the lodge.

Condo in Rutland

Ski on Ski off killington/ Pico mountain condo

4.82 out of 5 average rating, 257 reviews

A view from the ground floor unit showcases a lush, green lawn bordered by rocky outcrops. Sparse trees dot the landscape, with mountains rising in the background under a partly cloudy sky. The exterior of the neighboring building is visible to the right.

Condo in Killington

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

4.89 out of 5 average rating, 28 reviews

A snowy scene showcases the entrance sign for Sugarbush Village, with buildings partially visible in the background. The multi-story condominium is partially illuminated, and snow-covered trees frame the pathway leading into the village.

Apartment in Warren

Sugarbush Ski in/ski out Lincoln Peak 1bdrm 2beds

4.97 out of 5 average rating, 144 reviews

Condo in Killington

#45 Luxury Ski & Summer Condo with Private Sauna

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Ski-in/ski-out houses in Killington

4.92 out of 5 average rating, 198 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

4.92 out of 5 average rating, 206 reviews

A spacious bed is dressed in a quilt featuring soft pastel colors and patterns. Two pillows rest at the head, with a patterned throw blanket draped across the bed. In the background, a partially visible bathroom is seen through an open doorway.

Home in Warren

Beautiful guesthouse -perfect for long stays

4.97 out of 5 average rating, 143 reviews

A modern farmhouse exterior showcases a stone chimney and a sleek metal roof. An inviting covered porch is furnished with a dining table and chairs, providing a tranquil space to enjoy the expansive mountain views and surrounding greenery.

Home in Rochester

Modern Farmhouse on 25 Acres - Superb Views

4.99 out of 5 average rating, 145 reviews

Home in Killington

DoubleDen- Hot Tub Entire House - Great Location!

4.95 out of 5 average rating, 137 reviews

A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

Home in Winhall

Summit View Ski and Golf Retreat w/hot tub & Sauna

4.9 out of 5 average rating, 10 reviews

The living room features large windows that provide natural light and views of the surrounding landscape. A spacious sectional sofa and a comfortable armchair create a cozy seating area, complemented by a wooden coffee table. Decorative pillows add a touch of comfort, while warm wood accents enhance the inviting atmosphere.

Home in Ludlow

Mountainside 5-BR Ski-In/Out Okemo Estate

4.82 out of 5 average rating, 117 reviews

A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.

Home in Warren

Charming Sugarbush Standalone Condo