Condo vacation rentals in Chittenden County

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Top-rated condo rentals in Chittenden County

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Superhost

Condo in Richmond

4.73 out of 5 average rating, 83 reviews

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.

Guest favorite

Condo in Waitsfield

4.8 out of 5 average rating, 60 reviews

Cute & Cozy 1BR w/ Hot Tub @ Sugarbush Mt. Ellen

Cute 1 br condo at Sugarbush tucked away on Mt Ellen peak w/ hot tub, gas fireplace, & great wifi. Only 2mi to town & 3mi to Mad River Glen. The building is ski on/short walk off. Rustic, woodsy furnishings w/ brand new king bed (memory foam mattress) & queen sleep sofa. New quartz countertops, stainless convection oven, dishwasher, & hardwood floors. Sliding doors offer good airflow & access to private patio area. Short drives to quintessential VT towns: Waitsfield, Warren, Waterbury, & Stowe.

Guest favorite

Condo in Waitsfield

4.95 out of 5 average rating, 22 reviews

Family & Couples Valley Getaway

Location, comfort & charm! Our condo is the perfect escape from everyday life with its cozy treehouse feel and central location to the Mad River Valley's finest outdoor attractions and dining. 2 bedrooms, 1 loft with a full size bed, & 2 full baths comfortably sleeps six adults or a mix of adults + kids. 15 minutes from Sugarbush & Mad River Glen for world-class skiing & just 7 minutes to downtown Waitsfield. Scenic waterfalls steps from the condo, fully stocked kitchen, enjoy it all & unplug!

Superhost

Condo in Richmond

4.85 out of 5 average rating, 33 reviews

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.

Guest favorite

Condo in Colchester

4.98 out of 5 average rating, 94 reviews

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.

Guest favorite

Condo in Waitsfield

4.96 out of 5 average rating, 23 reviews

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.

Guest favorite

Condo in Richmond

4.98 out of 5 average rating, 43 reviews

Bolton Valley Resort Haven: Ski In/Ski Out & Bike

MRT-11088876 Perfect Bolton Valley Location! Just steps to the Snowflake Chairlift to grab fresh tracks on the first chair. Lower Bentley Run will bring you straight home. This newly renovated condo is cozy and fresh. Enjoy a spacious living room with timber ceiling beams, an electric fireplace, and a furnished deck. Book now for your next Vermont Vacation! Location: Walk to Lifts, Bolton Valley Sports Club, and Nordic Center. Burlington is just 25 miles away.

Guest favorite

Condo in Richmond

4.95 out of 5 average rating, 200 reviews

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, swimming at Bolton Potholes 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.

Guest favorite

Condo in Bolton Valley

5 out of 5 average rating, 98 reviews

Slopeside Condo - Elegant & Cozy - Ski/bike on/off

Impeccably clean and well-appointed, this compact condo is perfect for 1-2 guests. Bike, hike, or ski from your doorstep! Adjacent to Wilderness Lift. Short walk to Bolton Valley Resort Base Lodge & Sport Center amenities. The cozy living/dining area is great for hosting après or dinner for 1-2 visitors. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush Resort 45 mins; Stowe Mtn Resort 45 mins.

Superhost

Condo in Winooski

4.76 out of 5 average rating, 59 reviews

Sweet 1 Bedroom Apartment in Downtown Winooski

Sweet, clean, and bright apartment in a quiet neighborhood. This one bedroom apartment is within walking distance to downtown Winooski and a five-minute drive to Burlington. Bus stop is right around the corner, and off-street parking is available. Peaceful and quiet. Relax on the porch in the evening or explore the local scene.

Guest favorite

Condo in Bolton Valley

4.9 out of 5 average rating, 80 reviews

Bolton Valley Condominium

Located within the Bolton Valley, lift service and back country skiing, downhill biking, hiking, concerts, and great dining options are right outside your door. Bolton is located less than 30 minutes from Burlington, Stowe and Montpelier. Closer, Waterbury offers award winning restaurants and craft beer destinations.

Guest favorite

Condo in Richmond

5 out of 5 average rating, 24 reviews

Family condo ski in/ski out Bolton main lodge!

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, and new outdoor pool too!