Winsted Holiday Rentals

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Holiday Rentals in Winsted

Holiday Home in Annandale

10.0 out of 10, Exceptional, (24)
"Wonderful location and home. Excellent layout with space for all ages. Responsive owners. "
United States
Karen O.
Cedar Lake getaway with sauna - cozy fireplace!

Cottage in South Haven

10.0 out of 10, Exceptional, (236)
"Beautiful, charming cabin on lovely Lake Sylvia. Wonderful for a girls get away with all the amenities and comforts of home!"
United States
Katie C.
Beautiful Stone Cottage Warm Cozy Get Away

Apartment in Delano

10.0 out of 10, Exceptional, (1)
"It was an amazing and well set up stay! The host was very responsive and communicative. "
United States
Nathan D.
Charming Downtown Retreat for Weddings, Weekends & Outdoor Fun!

Holiday Home in Annandale

9.0 out of 10, Wonderful, (30)
"Beautiful house, lovely area, keep checking for open dates for a weekend away "
United States
Alexis K.
Lake Front Home with Pool and Stunning Views

Holiday Home in Maple Lake

9.8 out of 10, Exceptional, (122)
"Well suited for a very simple family vacation if looking to just relax together. "
United States
Pam B.
Beautiful 5 Bedroom, 3 Bath Lake Home

Cabin in Dassel

10.0 out of 10, Exceptional, (21)
"Our stay was great! "
United States
Elizabeth C.
Spacious, modern lake-front vacation home/ scrapbooking/quilting retreat

Cabin in Annandale

9.6 out of 10, Exceptional, (93)
"We swam, fished, kayaked, and enjoyed relaxing evenings by the fire pit listening to the loons and the frogs."
United States
James R.
Beachfront Cabin with Lake Views & Harry Potter Room

Holiday Home in Dassel

9.6 out of 10, Exceptional, (94)
"Extremely quiet and relaxing area. The rental was packed with watercraft, game room equipment, toys - fun for all ages! Plenty of towels and blankets that made our stay comfortable. Nicely decorated home with a fully stocked kitchen. A great place to stay!"
United States
Judy R.
Spacious Family Place with Game Room, Great Fishing & Sunsets + a Nearby Winery

Holiday Home in Mound

9.4 out of 10, Exceptional, (9)
"We had a great stay in this beautiful home. It was clean and the location is great!"
United States
Alison G.
The price is NZ$1,535
includes taxes & fees
30 Nov - 1 Dec
Minnetonka Custom Designed Home w/Deck & Hot Tub!

Mobile Home in Waconia

8.0 out of 10, Very good, (1)
"Owner dropped and picked up and was very communicative and responsive. Camper was not the most clean and there was dog hair, but probably what you’d expect in a camper. "
United States
Katie B.
The price is NZ$281
includes taxes & fees
26 Nov - 27 Nov
Portable Travel Popup Camper Pet Friendly AC/Heat

Holiday Home in Waverly

9.8 out of 10, Exceptional, (41)
"We had a great time and the cabin was awesome. "
United States
adam s.
Country Serenity Retreat-Private, Peaceful by the River

Cottage in Waconia

10.0 out of 10, Exceptional, (23)
"Fun location, beautiful and would stay there again"
United States
Kevin K.
Waconia Lakefront Cottage- dogs ok

Holiday Home in Dassel

10.0 out of 10, Exceptional, (41)
"The property was clean and thenlake was wonderful. We caught fish and swam and the home had everything we needed! "
United States
Misty S.
Find your happy place at Big Swan Lake. Enjoy peaceful sunsets. Pets welcome.

Holiday Home in Victoria

10.0 out of 10, Exceptional, (15)
"Great"
United States
Bonnie S.
Elevated Vintage Downtown Victoria ~ The Heron House

Holiday Home in Glencoe

9.0 out of 10, Wonderful, (10)
"Great place to stay. Can hear the train."
United States
Peggy A.
Glencoe-4 Bedroom-freshly remodeled-grill-pets

Holiday Home in Waconia

10.0 out of 10, Exceptional, (51)
"Love a house with character! Great place for our full family staying in waconia for grad parties. "
United States
Charlie H.
Downtown Waconia Charmer!

Cabin in Maple Lake Township

10.0 out of 10, Exceptional, (28)
"Absolutely loved this place. Was perfect for our girls getaway. "
United States
Heidi H.
The price is NZ$756
includes taxes & fees
1 Dec - 2 Dec
Cozy Lakeside Cabin w/ Fireplace & Great Views

Holiday Home in Annandale

10.0 out of 10, Exceptional, (146)
"This is our favorite rental! "
United States
Lauren D.
The Landing Spot on West Lake Sylvia

Apartment in Buffalo

The price is NZ$415
includes taxes & fees
30 Nov - 1 Dec
Pondominum Studio

Holiday Home in Excelsior

10.0 out of 10, Exceptional, (35)
"Could not have been better! Roomy but cozy, clean, and great location. Thanks for a perfect stay "
United States
David S.
Cedar House 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.

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Top Winsted Hotel Reviews

Find out more about Winsted

Everything you need to know about Winsted holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winsted holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winsted holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winsted holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winsted. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winsted holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winsted holiday rentals we have selected for you start as low as NZ$281 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winsted rentals

At Expedia, we put the best Winsted holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winsted rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winsted holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winsted. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cedar Lake getaway with sauna - cozy fireplace!: This holiday home rental outside of Winsted is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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.