
Condo holiday rentals in Addison County
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Top-rated condo rentals in Addison County
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Ski-in, Ski-Out / 4 beds / seasonal pool
SKI-IN/SKI-OUT! Forget about busy parking lots or waiting for the jitney! This bright and open Mountainside 3rd floor condo is 30 ft from the Out to Lunch trail, where you can ski or bike right to the ski lifts & bike trails. Enjoy amenities such as the brand new balcony, relaxing gas fireplace, seasonal outdoor pool, washer/dryer, assigned locker for ski and snowboard storage, and a large smart TV. The host owns a second condo in the same complex and would be happy to accommodate large groups!
4.95 out of 5 average rating, 128 reviews
Mountainside condo at Sugarbush!
Sugarbush at your doorstep! Ski, walk, hike, or bike from this cozy 1-br slope-side condominium steps from all resort amenities. Enjoy multiple dining options and mountain activities without getting in your car. Located on the first floor of the Center Village Condominium building, this unit offers ground-level access and designated parking. Enjoy the Mad River Valley with a short drive to Warren Village and Waitsfield for shops, dining, breweries and more. **Please read ALL listing details.**
4.95 out of 5 average rating, 124 reviews
Simple 1B condo at the foot of Sugarbush Access Rd
Just refinished! Easy access to all that Sugarbush and the Mad River Valley have to offer. Skiing all day followed up with dinner at the restaurant on site. Or take a hike in the morning, cool off in a nearby swimming hole, and top off the day at a local swimming hole. This small but cozy condo includes a basic kitchen with all you need including a small oven and stove, full fridge, and coffee maker. Mad River Valley / Sugarbush bus stop is walkable. Pool on site is for seasonal use only.
4.86 out of 5 average rating, 90 reviews
Convenient Mad River/Sugarbush Condo
Space This cozy condo has a kitchenette for lite cooking (no oven), dishware and utensils. One bedroom with queen size bed and additional sleeping space for one on a sofa located in the living room (or bring your own blow up mattress to sleep more). Bathroom has walk in shower, and essential toiletries. Enjoy seasonal outdoor pool during summertime. Children's swingset outside, and small outdoor deck provided for your enjoyment. Perfect for small families or couples who enjoy the outdoors.
4.84 out of 5 average rating, 38 reviews
TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Enjoy all the MRV has to offer in our renovated 2 Bedroom, 1 bath condo at the Bridges Resort. The Resort features two outdoor pools, one indoor pool, hot tub, indoor and outdoor clay and Har-Tru tennis and Pickleball courts, updated fitness center, volleyball, basketball, horseshoes, badminton and children's playground. Tennis lessons and clinics available on site. Both gas and charcoal grills are available. Two Fire pits located just outside outdoor. Plenty of convenient parking.
4.97 out of 5 average rating, 141 reviews
Another Day in Paradise at Sugarbush Mountain
Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.
4.93 out of 5 average rating, 160 reviews
Bridges Resort Condo, Pools, Hot Tub, and Tennis
Welcome to your vacation stay in a spacious and comfortable condo. Multiple sleeping areas provide space for everyone, making it easy to vacation together while still enjoying room to spread out. Sugarbush Resort is just minutes away, and Bridges Resort offers some of the area's best family-friendly amenities. Guests enjoy access to indoor and outdoor pools, hot tubs, tennis and pickleball courts, a fitness center, playground, and seasonal shuttle service to Sugarbush.
5.0 out of 5 average rating, 6 reviews
*Renovated* Sugarbush VT Getaway
Welcome to Paradise! Walking distance (7 min) to Lincoln Peak/Sugarbush Village and on shuttle route for alternative easy access to the mountain. Our sunny condo is nicely furnished and provides all the comfort for your Vermont mountain getaway! Bedroom 1: King bed, towels, black out shades, attaching to an ensuite full bath. Bedroom 2: Two twin beds (new mattresses Jan 2025), pack n play, humidifier, black out shades, sound machine, and a bathroom outside the door.
4.9 out of 5 average rating, 96 reviews
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.
4.89 out of 5 average rating, 65 reviews
Charming Sugarbush Farmhouse Condo with Hot Tub
Welcome to Orsini's at The Mad House, where Vermont history meets modern luxury. Once home to the legendary Common Man Restaurant, one of the Mad River Valley's most beloved dining destinations, this iconic barn has been transformed through a multi-million-dollar renovation into an exceptional vacation retreat. While preserving its classic Vermont character, the property now offers beautifully designed accommodations with every modern comfort. MRT-11088676
4.98 out of 5 average rating, 45 reviews
Slope-side posh little condo at Sugarbush!
Walk to the chairlift from this sleek little condo in the historic Sugarbush village, just 500 yards from the base of Lincoln Peak. This newly renovated and thoughtfully decorated condo is the perfect place to relax after a day of skiing, hiking, canoeing, or rock jumping. This location is amazing! There is one restaurant IN THE BUILDING, the chair lifts and the Recreation Center with pools, tennis, & fitness gym are a short 500 yard walk away.
4.9 out of 5 average rating, 128 reviews
Ski In/Ski Out with upgrades!
Newly renovated with comfort in mind! Brand new Nectar hybrid Queen mattress in bedroom. Lazy boy sofa w/ queen pullout w/ memory foam topper. Large chair in living room w/ large screen TV,Netflix & other channels. Well stocked kitchen, Wifi,books,movies & board games. Bedroom has tv. Located in Sugarbush Village, many restaurants, & activities,within walking distance. First floor unit with easy access.
4.88 out of 5 average rating, 219 reviewsPopular amenities for Addison County condo rentals
Weekly condo rentals

Cozy Sugarbush Condo
5.0 out of 5 average rating, 20 reviews
Ski On Ski Off Welcoming Slope Side Condo
4.98 out of 5 average rating, 65 reviews
Skiers Paradise @ Sugarbush! Updated 2B/2B
5.0 out of 5 average rating, 28 reviews
Paradise 13 - Sugarbush South
4.94 out of 5 average rating, 50 reviews
Year Round Green Mountain Escape- Bridges Resort
4.92 out of 5 average rating, 63 reviews
NEW 2025 Sugarbush Bridges Resort Outpost
4.96 out of 5 average rating, 28 reviews
Family condo by the slopes of Sugarbush
4.83 out of 5 average rating, 53 reviews
2BR New 2025: Sugarbush Resort Mountain Paradise!
4.94 out of 5 average rating, 17 reviewsPet-friendly condo rentals

Renovated | Pet Friendly | Amazing views
4.98 out of 5 average rating, 54 reviews
Sugarbush Two-Bedroom Condo with Fireplace
4.81 out of 5 average rating, 89 reviews
3 BR condo getaway - Mad River Valley, Sugarbush
5.0 out of 5 average rating, 19 reviews
North Lynx Condos Treehouse, Nearly Slope Side
4.88 out of 5 average rating, 60 reviews
Beautiful riverfront condo w/pool-MRG & Sugarbush
4.64 out of 5 average rating, 22 reviews
Ski On/Off at Sugarbush
4.74 out of 5 average rating, 42 reviews
Village Edge – Steps to the slopes at Sugarbush
4.91 out of 5 average rating, 11 reviews
Vermont Farmhouse Condo with Private Hot Tub
4.8 out of 5 average rating, 25 reviewsCondo rentals with a pool

The Bridges Resort - Amazing location
4.91 out of 5 average rating, 65 reviews
Renovated condo 3 miles from Mtn. (unit #32)
4.88 out of 5 average rating, 43 reviews
Summer, wedding and foliage destination in Warren
4.96 out of 5 average rating, 26 reviews
*Seasonal Rental* Beautiful Condo 3 NearSugarbush
4.89 out of 5 average rating, 62 reviews
Stylish Ski Condo with Pools, Hot Tub, and Gym
4.82 out of 5 average rating, 22 reviews
Mountainside Condo at Sugarbush, Vt
4.81 out of 5 average rating, 160 reviews
2BR ski-in/out condo with pool & mtn views
4.65 out of 5 average rating, 31 reviews
1BR ski-in/out mountain view with pool & patio
4.74 out of 5 average rating, 61 reviewsDestinations to explore
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