Holiday houses in Addison County

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Popular amenities for Addison County holiday rentals

Other great holiday rentals in Addison County

Superhost
Apartment in Waitsfield
4.76 out of 5 average rating, 17 reviews

Cozy cabin in the heart of ski country

EzraRating, 5 stars1 month ago
The cabin was great, felt really right at home. Great surroundings. A really nice place to stay for a trip to Sugarbush ski resort.
Guest favourite
Guest suite in Vergennes
4.88 out of 5 average rating, 152 reviews

Adirondack Sunset Apartment

TylerRating, 5 stars6 months ago
Great spot with epic views of the Adirondacks. Ideal spot for attending a wedding at Basin Harbor Club.
Guest favourite
Home in Waitsfield
5 out of 5 average rating, 10 reviews

Private 5BR Mt. view, pool, new hot tub

EliasRating, 5 stars2 months ago
This house was incredible. Open concept first floor to gather for making dinner and eating around the table. Incredible views of the Mad River Valley, a hot tub, and room downstairs to hang out. Highly recommend for a weekend of skiing.
Top Guest favourite
Home in Leicester
5 out of 5 average rating, 5 reviews

Lakefront Retreat 20 minutes from Middlebury

ConnieRating, 5 stars3 months ago
I can’t say enough about this spectacular home! It’s impossible to do it justice with photos. Beautifully decorated, cozy and comfortable furnishings, spacious, pristine, and every amenity you might possibly need. The property is breathtaking. For our family of seven, it was the perfect balance of a private lakefront property that was still close enough to great restaurants and skiing at the Middlebury College SnowBowl. Jordan is a lovely, communicative hostess. I highly recommend! We will definitely return in the future.
Top Guest favourite
Home in New Haven
5 out of 5 average rating, 117 reviews

Beautiful timber frame just minutes to Middlebury!

JohnRating, 5 stars3 weeks ago
As this was the second time renting this property, we knew what to expect. The first stay was with family over a holiday weekend and the house was perfect for Easter dinner (there is a fantastic dining table with abundant natural light and views to the outside). This visit, we shared the house with several other Middlebury parents and benefitted greatly from the multiple gathering spots that allowed for different conversations to occur simultaneously in a natural and organic fashion. The bedrooms are roomy with nice furnishings and the hot water and heating systems were very reliable (always a risk with larger groups). Rich was a great host who was very informative in the days leading up to our weekend and very responsive during our stay when we had questions.
Superhost
Home in Warren
4.88 out of 5 average rating, 59 reviews

Private Family Ski Lodge with hot tub!

KelseyRating, 5 stars2 months ago
This has been our second stay here and it was once again wonderful! Spacious, great kitchen for gathering and meals. The surrounding area is beautiful, lots of great skiing nearby, some wonderful towns to check out and a lot of outdoor fun to be had right at the house.
Guest favourite
Home in Warren
4.83 out of 5 average rating, 52 reviews

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

TaraRating, 5 stars4 months ago
Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!
Top Guest favourite
Home in Warren
4.97 out of 5 average rating, 39 reviews

Private Home with Hot Tub 1 mile from Sugarbush

ThomasRating, 5 stars1 month ago
We had an amazing stay at Don’s place. The location was perfect, allowing us to enjoy four great days of skiing. Don was a fantastic host, making everything easy from start to finish. The house was ideal for our extended family of eight, offering plenty of space and comfort. If you’re looking for a spacious, well-located home near Sugarbush, I highly recommend staying here!

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