67+ Vacation Rentals & Holiday Homes in Winter |
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Winter Accommodations - Hotels & Rentals

About Winter Vacation Rentals

Discover More than 67 Incredible Getaway Rentals Available in Winter. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Winter.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Winter, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Winter. The Average Size of Places to Stay Near Winter is 831.88 ft², with Prices Averaging US $311 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Winter. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Winter

Type Count
Vacation Homes 20
Cottages 6
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Winter

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Winter with Online Reservations.

Weather in Winter, WI

View the weather forecast for Winter before booking your Winter Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities WinterGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World WinterGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Lake Chippewa
Nelson Lake
Chequamegon National Forest
American Birkebeiner Trail
National Fresh Water Fishing Hall of Fame and Museum
Lac Courte Oreilles
Shues Pond Park
Teal Wing Golf Club
Lost Land Lake
Tremblays Sweet Shop
Hayward Information Center
Hayward Golf Club
Lower Clam Lake
Wilderness Walk Zoo and Recreation Park
Lake Namakagon
Park Theater
Fred Smith's Wisconsin Concrete Park
Park Falls Country Club
Josie Creek County Park
Tiger Cat Flowage

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Sawyer County 571 Properties
Draper 56 Properties
Lake Chippewa 49 Properties

Frequently Asked Questions About Winter?

What are the top hotels, lake houses & vacation rentals in Winter?

We provide an array of great vacation destinations in Winter. If you are looking to stay in or around the Winter area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winter:

Which hotel, lake house, or vacation rental in Winter is best for families?

Searching for a family-friendly getaway in Winter? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Winter?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 67 in the Winter area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Winter.


People Also Ask

Online Reservation in Winter

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