Holiday rentals in Winooski

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Popular amenities for Winooski holiday rentals

Stay near Winooski's top sights

Church Street Marketplace86 locals recommend
City Market/Onion River Co-op11 locals recommend
The Farmhouse Tap & Grill45 locals recommend
Leunig's Bistro43 locals recommend
Flynn Center for the Performing Arts33 locals recommend
Church Street Marketplace station95 locals recommend

Other great holiday rentals in Winooski

Top guest favourite
Cottage in Lewis
4.96 out of 5 average rating, 94 reviews

A slice of Heaven

ChrisRating, 5 stars4 months ago
We had a fantastic stay at in this remote getaway in the Adirondacks. The property was perfect for us and our dog, which plenty of space to explore and a cozy fireplace to come back to. The drive to Lake Placid is easy and scenic, and the host's recommendations for local spots were great. The host was also very personable and even stopped by to drop off cookies. Overall, a perfect retreat!
Guest favourite
Home in Milton
4.95 out of 5 average rating, 84 reviews

Waterfront * Sunsets * Private * Swimming/Fishing

KevinRating, 5 stars4 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 reviews

Entire New Lake House, private deck, large lawn

ElizabethRating, 5 stars4 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 reviews

Beautiful 5 Bedroom Villa with Amazing Views

RichardRating, 5 stars3 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 reviews

Adirondack Mountains Log Cabin

TriciaRating, 5 stars5 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
Holiday home in Stowe
4.96 out of 5 average rating, 25 reviews

Great location! Spacious 3 Bedroom, 2 bath unit.

ChristopherRating, 5 stars2 months ago
We have stayed in this same condo complex before, and we really appreciate the convenient location and the pool/sauna. It’s a great jumping off point for everything in Stowe. Comfy beds. Kitchen has everything you need for food preparation, but it is a bit lacking for full meal cooking. Mud room in front is great for hanging up your damp gear after a day of skiing. Thanks!
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!
Superhost
Cabin in Eden
4.88 out of 5 average rating, 8 reviews

Simply Eden- cabin 1

TomRating, 5 stars1 month ago
Everything about our stay was outstanding and as advertised. We made last minute decision to do some Spring skiing at Jay Peak and stayed for three nights at Sherry's cabin. We literally booked the room at about 9pm the night before. Super easy to get into the cabin and Sherry's driving directions were spot on. The cabin was spotless and had all you need to be comfortable. It's about 30 minutes to Jay Peak and 15 minutes from the cool town of Montgomery. A great complimentary touch was a nice bottle of cabernet and a pint of Ben & Jerry's. We would definitely stay at the cain again.

Quick stats about holiday rentals in Winooski

  • Total rentals

    120 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    10K 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