A flooded dock with a covered boat, surrounded by dense greenery and trees.

Winsted Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winsted holiday rentals

A modern kitchen with a central island, bar stools, and a built-in refrigerator.

1. Historic 2-bedroom apartment in charming downtown Glencoe

Historic 2-bedroom apartment in charming downtown Glencoe
Glencoe
10.0 out of 10, Exceptional, (1 review)
The price is HK$706
HK$1,567 total
includes taxes & fees
23 Sept - 24 Sept
Historic 2-bedroom apartment in charming downtown Glencoe
A spacious living room with a dark leather sofa, a wooden coffee table, and a patterned rug.

2. Pet-Friendly 4BR Home, Walk to Downtown

Pet-Friendly 4BR Home, Walk to Downtown
Glencoe
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay. Can hear the train."
United States
Peggy A.
The price is HK$846
HK$2,178 total
includes taxes & fees
24 Sept - 25 Sept
Pet-Friendly 4BR Home, Walk to Downtown
A lakeside deck with Adirondack chairs, a swing, and a dock extending into the water.

3. Cozy Lakeside Cabin w/ Fireplace & Great Views

Cozy Lakeside Cabin w/ Fireplace & Great Views
Maple Lake Township
10.0 out of 10, Exceptional, (30 reviews)
"Absolutely loved this place. Was perfect for our girls getaway. "
United States
Heidi H.
The price is HK$1,353
HK$3,276 total
includes taxes & fees
23 Sept - 24 Sept
Cozy Lakeside Cabin w/ Fireplace & Great Views
A modern kitchen with stainless steel appliances, granite countertops, and wooden cabinets.

4. 3 bed 2 bath luxury home next to crow river private.

3 bed 2 bath luxury home next to crow river private.
Hutchinson
10.0 out of 10, Exceptional, (4 reviews)
"This place was great! It was very clean and comfortable. The bedrooms were roomy and the kitchen was great. Because it is a few miles out of town, it was quiet and peaceful! Tess was really easy to work with, she answered all my questions promptly and precisely! Check in and check out were a breeze and we had no issues with anything! Would stay here again!"
United States
Shelly R.
The price is HK$2,353
HK$3,563 total
includes taxes & fees
4 Oct - 5 Oct
3 bed 2 bath luxury home next to crow river private.
A wooden deck with a table and two chairs, overlooking a body of water and trees.

5. Cozy lake cabin with your own private dock. Secluded lot close to the city!

Cozy lake cabin with your own private dock. Secluded lot close to the city!
Buffalo
9.2 out of 10, Wonderful, (59 reviews)
"The spot on the lake was great, very comfy beds, and is just want you need for a cabin weekend!"
United States
Savannah G.
The price is HK$1,569
HK$1,845 total
includes taxes & fees
1 Oct - 2 Oct
Cozy lake cabin with your own private dock. Secluded lot close to the city!
A bedroom with a large bed, a fireplace, and a view of trees through the windows.

6. The Shiloh House - a peaceful retreat

The Shiloh House - a peaceful retreat
Rockford Township
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful property, new/modern build, very clean and comfortable. Seems like they thought of everything that a guest could possibly need. The hosts were quite accommodating when I had a special request. Perfect for our family of 4 with 2 older children. We plan to stay there again next time we are in the area."
United States
Miranda K.
The price is HK$1,795
HK$3,010 total
includes taxes & fees
29 Sept - 30 Sept
The Shiloh House - a peaceful retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsted Hotel Reviews

AmeriVu Inn & Suites - Waconia

AmeriVu Inn & Suites - Waconia

8/10 Good
"A"
Kim 2-night trip
Posted 1 hour ago
AmeriVu Inn & Suites - Waconia

Find out more about Winsted

Search for holiday rentals in Winsted on Expedia! You can easily find your home rentals, villas, holiday apartments in Winsted using one of the methods below:

  • View our selection of featured holiday rentals in Winsted
  • Use the map to find apartments and other holiday homes in the Winsted neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winsted while they last

Look no further and take a look at our great range of rental properties in Winsted!

Frequently asked questions

Can I find a holiday rental in Winsted?

Yes, there are holiday rentals close to the most popular sights in Winsted, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winsted has to offer?

Just a mile from the Winstock Country Music Festival and blocks from downtown.: This highly rated holiday home rental in Winsted is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Winsted?

Explore the area and family-friendly sights such as Big Stone Mini-golf and Sculpture Garden, or get out into nature at a spot like Howard Lake. While here, Winsted City Hall and Winsted Public Library are other places worth a visit.

What’s a holiday rental in Winsted like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winsted. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.