Holiday houses in Winooski

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Top-rated holiday rentals in Winooski

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

Guest favourite

Cabin in Stowe

4.93 out of 5 average rating, 336 reviews

The Canopy House—Remodeled Vermont A-Frame Near Downtown

ElizabethRating, 5 stars2 weeks ago
Ryan’s cabin is the perfect getaway for a group! We had a wonderful and cozy time cooking, playing games, and enjoying the fire in this incredible space. A total gem!
Guest favourite

Home in Willsboro

4.96 out of 5 average rating, 102 reviews

"Beau Overlook Cottage" your room with a view!

VictoriaRating, 5 stars3 months ago
beautiful place right on the river! Lake Champlain and the ferry are a 5-10 minute drive, and you are able to bring your pup with!
Guest favourite

Townhouse in Stowe

4.98 out of 5 average rating, 59 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

JohnRating, 5 stars2 weeks ago
Had a short, but wonderful stay for business and family. In town location made it super convenient to walk to restaurants, shops, and free bus to Stowe resort. House is just as pictured. Was clean and had plenty of supplies for kitchen, bath and beds. Snow removal on common sidewalks and parking lot was efficient. Wonderful host. Would definitely stay here again.
Superhost

Condo in Warren

4.94 out of 5 average rating, 17 reviews

Charming Sugarbush Farmhouse Condo with Hot Tub

KhephrenRating, 5 stars2 weeks ago
If you are looking for a stay near sugarbush you cannot pass up this place. Less than 5 mins from both mountains the location is unbeatable. Place is clean, well layed out and has space for everyone.
Superhost

Guesthouse in Eden

4.87 out of 5 average rating, 271 reviews

Teeny Tiny Cottage on Lake Eden Water Front

CatherineRating, 5 stars3 months ago
This was the most beautiful, peaceful spot to stay for the long weekend. Eric was super helpful, met us upon our arrival, gave us suggestions for places to go and eat. The cottage was spotlessly clean and comfortable. We loved it ❤️
Superhost

Home in Eden

4.94 out of 5 average rating, 132 reviews

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

KimberlyRating, 5 stars3 weeks ago
Beautiful place, enjoyed it immensely, kids loved it here
Guest favourite

Home in Cambridge

5 out of 5 average rating, 48 reviews

Sunning Home w/ panoramic Mtn Views near Smuggs

DennisRating, 5 stars3 weeks ago
5 star experience! Lovely place close to the mountains. I look forward to another stay there.
Guest favourite

Apartment in Waterbury Center

4.98 out of 5 average rating, 62 reviews

Sir Richards Waterbury Stowe Lake View Escape 2Br

AnnaRating, 5 stars3 months ago
We thoroughly enjoyed our stay in this unique apartment. Barbara went out of her way to make sure we had and could find everything we needed. We especially loved the view - every morning we woke to a beautiful and ever changing landscape.
Guest favourite

Home in Addison

4.96 out of 5 average rating, 207 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

AngelaRating, 5 stars1 week ago
Barbara was a wonderful host! She is very kind, thoughtful and accommodating. She made us feel at home and was very helpful. Cant wait to return in the summer! 😊
Guest favourite

Townhouse in Stowe

4.89 out of 5 average rating, 161 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

JessicaRating, 5 stars3 months ago
What an amazing home! We had a very smooth check-in thanks to Alex and Kathy - even with little kids who were hungry and fussy. The condo was perfect. The living and dining areas were large enough to feel comfortable and conveniently laid out. The bedrooms were large and it was nice to have two bathrooms. We had spectacular weather and enjoyed the outdoors on and off resort property. Highly recommend this rental!
Superhost

Home in Stowe

4.82 out of 5 average rating, 154 reviews

Great For Large Groups with Hot Tub

Bianca DayRating, 5 stars2 weeks ago
Spacious house (even better than the photos), lovely view, great location. Most importantly - incredibly accommodating and responsive host (flexible check in and out times). Stayed here for our annual friend group ski trip and the group all gave this house rave reviews. We would love to come back! Thank you Linda!
Superhost

Apartment in Warren

4.75 out of 5 average rating, 8 reviews

Professionally Managed Ski Gem

PatriciaRating, 5 stars1 month ago
Great location, very close to Sugarbush. The place was clean and cozy. Looking forward to next year!

Popular amenities for Winooski holiday rentals

Stay near Winooski's top sights

Church Street Marketplace142 locals recommend
City Market/Onion River Co-op145 locals recommend
American Flatbread Burlington Hearth123 locals recommend
The Farmhouse Tap & Grill120 locals recommend
Leunig's Bistro113 locals recommend
Penny Cluse Cafe99 locals recommend

Other great holiday rentals in Winooski

Superhost

Cottage in Colchester

4.82 out of 5 average rating, 110 reviews

Beachfront Cottage on Lake Champlain, Colchester

BillRating, 5 stars2 months ago
We were in town dealing with a family situation so not a 'vacation' for us. The place was comfortable and clean. The oven needed to be cleaned (badly) and the BBQ grill was unusable so not overly convenient but I'm sure that can be chalked up to end of season things that will be handled. I would stay there again but it is on a main road and traffic noise is loud. We were typically in / out so didn't really bother us under the circumstances.
Guest favourite

Home in Stowe

4.94 out of 5 average rating, 66 reviews

Charming and quiet rental for family or friends

BrianRating, 5 stars2 weeks 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 reviews

Waterfront * Sunsets * Private * Swimming/Fishing

KevinRating, 5 stars4 weeks 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.
Guest favourite

Home in Plattsburgh

5 out of 5 average rating, 52 reviews

Entire New Lake House, private deck, large lawn

ElizabethRating, 5 stars1 month 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 reviews

Beautiful 5 Bedroom Villa with Amazing Views

RichardRating, 5 stars3 weeks 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

4.96 out of 5 average rating, 25 reviews

Adirondack Mountains Log Cabin

TriciaRating, 5 stars2 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, 34 reviews

Private Home with Hot Tub 1 mile from Sugarbush

ChrisRating, 5 stars2 weeks ago
The place was perfect! Quite spacious including the heated sunroom porch. Beautiful secluded yard while still being right next to ski resorts. And Don was super helpful and friendly.
Guest favourite

Cottage in Keeseville

5 out of 5 average rating, 35 reviews

Stunning Lakefront Paradise

AbeRating, 5 stars2 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

    $48 AUD before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Chittenden County
  5. Winooski