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Holiday houses in Addison County

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Top-rated holiday rentals in Addison County

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Home in Warren

4.82 out of 5 average rating, 114 reviews

Charming Sugarbush Standalone Condo

Situated on the mountain with a panoramic view, this stand alone condo - ski-on/ski-off (winter) / spectacular vistas (fall) / Mad River fun (summer) / blissful bloom (spring) - will be your home away from home. This spacious, three-floored home is filled with light and great for couples, families, business travelers, or solo adventurers. Friendly property manager, Constancia is able to greet guests and offer recommendations. Please find our cleaning protocol in "Other things to note" section.

Guest favourite

Chalet in Waitsfield

4.96 out of 5 average rating, 137 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Guest favourite

Home in Warren

4.87 out of 5 average rating, 131 reviews

Oma's House

Large comfortable well-loved family home situated on the mountain at Sugarbush Lincoln Peak.Ski-in/ski-out on the mountain with proper conditions for intermediate to advanced skiers. Gorgeous mountain views overlooking the ski area situated perfectly to enjoy all Vermont has to offer along with a cozy gas fireplace to enjoy after a long day of skiing. The home features a layout perfect for families or wedding guests coupled with a fully equipped kitchen and a plethora of sleeping arrangements.

Home in Rochester

4.9 out of 5 average rating, 291 reviews

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

Condo in Warren

4.94 out of 5 average rating, 16 reviews

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

Guest favourite

Home in Warren

4.92 out of 5 average rating, 205 reviews

Beautiful guesthouse -perfect for long stays

Come stay, work, and ski all season. Guesthouse above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. Just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. guesthouse has private outdoor parking and entry. Gigabit internet service with high speed wifi. This is a net zero rental unit generating all of it power from on property solar. offered operation thanks to Tesla Powerwalls. This is directly adjacent our home.

Guest favourite

Apartment in Waitsfield

4.89 out of 5 average rating, 162 reviews

Mad River Valley Ski Cabin

Newly renovated cozy 2 bedroom apartment (Casper mattresses) on Bragg Hill. Located conveniently close to downtown Waitsfield , VT. Apartment has a private entrance and includes a kitchen w/ dishwasher, living room, full bath, ski tuning room, fire pit. Ideal cabin stay for skiing at nearby Sugarbush resort and Mad River Glen during the winter months. Comfortably sleeps 5 guests plus additional couch space. Perfect location for enjoying all that the Mad River Valley has to offer.

Guest favourite

Apartment in Waitsfield

4.94 out of 5 average rating, 195 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

Guest favourite

Home in Moretown

4.99 out of 5 average rating, 265 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Guest favourite

Apartment in Hinesburg

4.97 out of 5 average rating, 438 reviews

The Perfect Cozy Weekend Escape

From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

Guest favourite

Home in Addison

4.96 out of 5 average rating, 205 reviews

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!

Home in Waitsfield

4.97 out of 5 average rating, 37 reviews

Slopeside Luxury at Sugarbush. Best of the Valley

Wonderful, luxurious and elegant slopeside villa in Vermont's charming Mad River Valley. This is a spacious and well appointed ski house. The home offers fine finishes throughout, as the attention to detail in the decorating looks like it has been lifted from the pages of a magazine. This home boasts a stone fireplace, granite countertops, chef's kitchen, hot tub, garage and incredibly comfortable sleeping arrangements.

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Popular amenities for Addison County holiday rentals

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Air conditioning

Other great holiday rentals in Addison County

Guest favourite

Home in Stockbridge

5 out of 5 average rating, 28 reviews

Unique Mountain Retreat

Guest favourite

Guest suite in Vergennes

4.88 out of 5 average rating, 152 reviews

Adirondack Sunset Apartment

Guest favourite

Home in New Haven

5 out of 5 average rating, 106 reviews

Beautiful timber frame just minutes to Middlebury!

Guest favourite

Home in Warren

4.82 out of 5 average rating, 51 reviews

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

Guest favourite

Home in Warren

4.97 out of 5 average rating, 33 reviews

Private Home with Hot Tub 1 mile from Sugarbush

Guest favourite

Home in Shoreham

5 out of 5 average rating, 12 reviews

Lake Champlain Waterfront House Retreat

Guest favourite

Home in Vergennes

4.98 out of 5 average rating, 183 reviews

Little City Big Heart!!

Guest favourite

Home in Warren

4.87 out of 5 average rating, 15 reviews

Private home 2 miles from Sugarbush. Pet friendly.

Destinations to explore