Find Vacation Rentals in Winter

We have 57 properties to choose from
Winter
Anytime
Guests
Winter
Anytime
Guests

Popular Winter Vacation Rentals

Find the perfect Winter vacation rental

Cabin Winter
$374 per night
Cabin ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (93 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
Lodge Winter
$457 per night
Lodge ∙ 13 guests ∙ 4 bedrooms
5.0
Outstanding (53 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
House Winter
$212 per night
House ∙ 12 guests ∙ 5 bedrooms
4.9
Outstanding (34 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
House Winter
$442 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding (48 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
Cabin Winter
$226 per night
Cabin ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (74 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
House Winter
$275 per night
House ∙ 8 guests ∙ 6 bedrooms
5.0
Outstanding (60 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
House Winter
$115 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (54 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
Details
Details
Cabin Loretta
$135 per night
Cabin ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (4 ratings)
Loretta, Draper, Wisconsin, United States
Details
Vrbo
Details
Details
House Winter
$879 per night
House ∙ 14 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Winter, Sawyer County, Wisconsin, United States
Details
Vrbo
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Vacation Homes With Terraces

Cabin  Winter
$248 per night
Cabin ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (7 ratings)
Winter, Sawyer County, Wisconsin, United States
Balcony/Patio
Details
Vrbo
Details
Details
Cabin  Winter
$211 per night
Cabin ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (37 ratings)
Winter, Sawyer County, Wisconsin, United States
Balcony/Patio
Details
Vrbo
Details
Details
Cabin  Winter
$183 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (27 ratings)
Winter, Sawyer County, Wisconsin, United States
Balcony/Patio
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

Cabin  Winter
$170 per night
Cabin ∙ 5 guests ∙ 2 bedrooms
4.9
Outstanding (22 ratings)
Winter, Sawyer County, Wisconsin, United States
Pet-friendly
Details
Vrbo
Details
Details
Cabin  Winter
$393 per night
Cabin ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (48 ratings)
Winter, Sawyer County, Wisconsin, United States
Pet-friendly
Details
Vrbo
Details
Details
Cabin  Winter
$170 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (20 ratings)
Winter, Sawyer County, Wisconsin, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House  Winter
$341 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Winter, Sawyer County, Wisconsin, United States
Balcony
Details
Vrbo
Details
Details
House  Winter
$494 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter, Sawyer County, Wisconsin, United States
Balcony
Details
HomeToGo
Details
Details
House  Winter
$315 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter, Sawyer County, Wisconsin, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does it cost to stay in Winter?

In Winter, vacation rentals start at $116 per night.

Can I see all vacation rentals that are available in Winter?

Tripping.com offers great selection on vacation rentals with 55 offers currently available in Winter.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winter

Find the best Winter vacation rentals on Tripping.com. With over 77 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Winter range from $68 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 60 homes in Winter offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 0 rentals with pool or jacuzzi, or relax with the family in one of the 71 homes with cable TV. For all those pet owners with dogs or cats, Winter offers 47 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 4 vacation rental sites in Winter where the top providers in that area are HomeAway, TripAdvisor, and RedAwning. There are 61 HomeAway rentals, 10 TripAdvisor short term rentals and 4 RedAwning vacation rentals.
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