
Condo vacation rentals in Chittenden County
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Top-rated condo rentals in Chittenden County
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Family friendly slope side condo w/ free parking.
This ski-in/out trailside condo is located less than 30 miles from the best dining/shopping/hiking in Stowe, Burlington, Waterbury & Montpelier. It includes free parking & WiFi. Located next to the Mountain Market & James Moore Tavern, this gem is just a few steps away from swimming or skateboarding at the Sports Center, as well as 5 out of the 6 resort's ski lifts, including Wilderness which provides access to all natural backcountry alpine terrain & the Vista Quad's mountain bike trail system.

Wilderness Slopeside Retreat
Wilderness Slopeside Retreat is located in the main building at Bolton Valley Resort and gives you a beautiful view of the Wilderness liftline. Central to the resort, you can ski-in/ski-out in the winter, ride your bike on the trails in the summer, and hike, fish, climb and explore all year round. Bolton Valley's unique landscape offers a one-of-a-kind, authentic, Vermont experience and their terrain is unmatched. Stay close to the action in comfort, with everything you need for a great time.

Slopeside Condo - Elegant & Cozy - Bike/Hike
Impeccably clean and well-appointed, this compact condo is perfect for wedding guests and mountain bikers alike. Short walk to Bolton Valley Resort Base Lodge & Sport Center amenities. Just up the road from The Ponds and Timberline venues. After a day of adventure, cook your favorite meal in the fully-equipped kitchen or take a relaxing bubble bath in the spotless bathtub. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush Resort 45 mins; Stowe Mtn Resort

The Green Mountain, Colchester, Vermont
Lakeshore VT has 3 separate suites each is a 1000sq. ft. with one bedroom. The one listed here is suite 3. House comes private beach (for all) with the use of a dock. Suite 3 has a king size bed and a sleeper sofa. Full kitchen. Walking distance to Bayside Park which has public tennis courts, volleyball nets, outside skateboard park, and a playground for children. The park also connects to miles of bike paths which can take a rider all the way to the Champlain Islands with a ferry ride.

Cozy Little Mountain Condo
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

Chic Mountainside Studio at Bolton Valley
After ski season, comes Vermont's gorgeous spring, summer and fall. From this chic mountainside retreat you'll enjoy beautiful vistas and the calming sounds of the babbling brook from the balcony. Step outside and there's so much to do: hiking & mountain bike trails, disc golf, Summer Concert Series: "Live Music on the Lawn," and leaf peeping in the fall. This studio allows you to escape the hustle and bustle - but is still centrally located between Burlington and Waterbury/Stowe.

Ski, Hike & Bike Basecamp Condo
Relax with the whole family at this peaceful condo tucked into the trees with easy access to all that the Mad River Valley has to offer. It is a 10 min drive to just about everything: Sugarbush, Mad River Glen, Blueberry Lake, mountain biking, leaf peeping, waterfalls, swimming, fishing, and great eats! Plus some hiking, snowshoe and mountain bike trials right outside the door. Depending on the season, snuggle up by the stove, try out the sauna, play tennis or relax by the pool.

Centrally Located, Light-Filled Apartment
A lovely place to relax and explore the Mad River Valley, this cozy, light-filled space includes ample views of the mountains. A dog-friendly apartment that is half a mile from the center of Waitsfield. Spend the day viewing the fall foliage, hitting the slopes, hiking, biking, or soaking in the Mad River – all minutes from this location. Come back to your private apartment with a loft bedroom, kitchenette, living room with pullout sofa, eating area, and bathroom.

2-bedroom Condo at Bolton Valley
A spacious 2-bedroom condo for the entire family at Vermont's most family-friendly ski resort! This condo is located within Bolton Valley Resort, next to the sports center and a short walk to the ski lifts. Enjoy year-round adventures! Alpine, Nordic, and backcountry skiing, as well as mountain biking, hiking, swimming (indoors and out) and an indoor skate park. Enjoy all the mountain vistas--winter, spring, summer and fall--and find adventure around every bend!

Bolton Nature Trail Mountain Condo
Welcome to our family ski condo and enjoy the mountain all year round. A great location on the mountain and next to the Nordic trails with 2 bedroom and 2 baths and room to relax in between outdoor fun! This beautiful, two bedroom two bath unit features and open living and dining space comfortably accommodating, six people. The first bedroom has a queen size bed and the second bedroom has a queen size bed in addition to a trundle bed and en suite full bath.

Bolton main lodge family condo ski in/ski out!
Family-friendly condo in the main lodge at Bolton Valley Resort! Set up for any combination of kids and adults to come and explore all that BV has to offer. Condo is in the lodge building with 2 restaurants, ski/bike shop, rentals. Up the hill from the fitness center with indoor pool, hot tub, arcade, golf simulator, bar, and new outdoor pool too!

Slopeside Condo at Bolton Valley
You will be at the heart of the mountain when you stay at this slopeside condo that is right at the Wilderness lift, restaurants and sports center! Condo is located within the Bolton Valley Resort. Being on the top floor of the building provides beautiful views that will be the perfect home for your Bolton Valley getaway. No pets allowed.
Popular amenities for Chittenden County condo rentals
Weekly condo rentals

Wyndham Smugglers' Notch | 1BR/1BA King Bed Suite

Wyndham Smugglers' Notch | 2BR/2BA King Bed Suite

2br Presidential Condo-Mt Hideaway-ski, hike, swim

Wyndham Smugglers' Notch | 4BR/4BA King Bed Suite

Wyndham Smugglers' Notch | 3BR/2BA King Bed Suite

Smuggler's Notch Vermont/ 1 bedroom Deluxe

Wyndham Smugglers' Notch | 2BR/2BA King Bed Suite

3br+ Unit Family -Ski, Hike, Golf-Smugglers' Notch
Pet-friendly condo rentals

Lovely riverfront condo near MRG/Sugarbush

Walk to Bolton Valley Resort: Condo w/ Mtn Views!

Slopeside condo near lift w/ mountain views

Centrally Located

Close to everything!

2026 winter season rental - $4500 mo. ski in/out

Work From Home Mountain Condo | Breathtaking View

Champlain Bungalow, Colchester, Vermont
Condo rentals with a pool

Wyndham Smugglers' Notch | 1BR/1BA King Bed Suite

Smuggler's Notch Vermont/ 1 bedroom Deluxe

Smugglers Notch 3 Bedroom

Skier's Paradise Mad River/ Sugarbush

2br Serene Mountain Setting-Smugglers' Notch

3 Bed 3 Bath Smugglers Notch Resort

Smugglers Notch, Vermont - 1Bd Dlx

Comfy Condo Minutes from the Mountains!
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- Condo rentals Vermont
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
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- Vermont National Country Club
- Lincoln Peak Vineyard
- Domaine du Ridge
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