
Holiday rentals in Winooski
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Top-rated holiday rentals in Winooski
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Winooski
Guest favourite

Home in Richmond
5 out of 5 average rating, 20 reviewsSunset Treehouse
JustinRating, 5 stars3 weeks ago
If you’re looking to ski at Bolton Valley, really tough to beat this location unless you’re right in the resort. Worked out very conveniently for our family of 4 (2 adults and 2 young kids). Cleanliness is important to us and the bathroom, kitchen, foyer, etc. we’re all in great shape and updated. King size bed was comfortable. Some of the bedroom furniture was a bit dated, but was livable given the rest of the nice amenities and overall cleanliness of the apt….and the location to the lifts… Lucas was very upfront about the fact that we would need to bring an air mattress of some sort for the kids. This worked out more than fine as we sat up the mattress in the living room. All in all, this apt would work out well for anyone wanting close proximity to the ski lifts…
Superhost

Home in Stowe
4.94 out of 5 average rating, 66 reviewsCharming and quiet rental for family or friends
BrianRating, 5 stars2 months ago
Liza’s home was beautiful, and it couldn’t be closer to Stowe Mountain Resort. It was the perfect ski trip house for my group, and the host was incredibly accommodating and helpful.
Guest favourite

Home in Milton
4.95 out of 5 average rating, 84 reviewsWaterfront * Sunsets * Private * Swimming/Fishing
KevinRating, 5 stars3 months ago
On our last day we saw a spectacular sunset which was indicative of our whole stay. The star was of course the wonderful setting on the lake. It was enhanced by how tastefully the house was renovated, decorated and fully supplied with everything we needed. It truely exceeded our expectations and made for a memorable experience in the beautiful state of Vermont.
Top guest favourite

Home in Plattsburgh
5 out of 5 average rating, 52 reviewsEntire New Lake House, private deck, large lawn
ElizabethRating, 5 stars3 months ago
This exceptional lake house provided the most welcoming space we could have asked for to celebrate our family and to spend time together. From heated floors on the cool nights to the beautiful piano to the awesome "grown-up-sized" Jenga, we filled our days with settling in together and simply enjoying! We are so grateful for Dina to sharing this wonderful home with us!!
Superhost

Villa in Stowe
4.82 out of 5 average rating, 45 reviewsBeautiful 5 Bedroom Villa with Amazing Views
RichardRating, 5 stars2 months ago
Very nice home with great amenities. Great location to and from everything. Nicely distributed with space for everyone. Beds were comfortable and the home has plenty of towels etc. Overall it was a great place for weekend or longer. Maria was easy to communicate with and there were no issues.
Guest favourite

Cabin in Peru
4.81 out of 5 average rating, 26 reviewsAdirondack Mountains Log Cabin
TriciaRating, 5 stars4 months ago
Cynthia was very responsive and flexible with our situation and a death in the family. Her home was perfect for the 5 of us to stay in and be in the beautiful peaceful adirondack surroundings. Thank you so much Cynthia.
Guest favourite

Home in Warren
4.97 out of 5 average rating, 39 reviewsPrivate Home with Hot Tub 1 mile from Sugarbush
ThomasRating, 5 stars3 weeks 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!
Top guest favourite

Cottage in Keeseville
5 out of 5 average rating, 35 reviewsStunning Lakefront Paradise
AbeRating, 5 stars4 months ago
the pictures absolutely do not do it justice we were looking out at a beautiful painting from every one of the windows it was more quiet than any other Airbnb we've ever been at truly looking forward to coming back again Adam was a great communicator and cared about everything gave us great advice on where and when to go and was completely flexible have no words to describe how beautiful our stay was it was a great value
Quick stats about holiday rentals in Winooski
Total rentals
120 properties
Nightly prices starting at
£23 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Country Club of Vermont
- Fort Ticonderoga
- Domaine Cotes d'Ardoise - Winery & Cidery
- Pump House Indoor Waterpark
- Val Caudalies - Vignoble & Cidrerie
- Lucky Bugger Vineyard & Winery
- Vermont National Country Club
- Parc Safari
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Lincoln Peak Vineyard
- Le Vignoble du Ruisseau - Winery & Cidery