Deadwood Winter Rentals & Holiday Homes

Discover winter rentals Deadwood - We found 1667 exact matches

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10.0 (6 Reviews)
2 Bedrooms 5 Guests
Bed & Breakfast
From US $160 per night
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10.0 (149 Reviews)
1 Bedroom 2 Guests
From US $236 per night
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10.0 (5 Reviews)
3 Bedrooms 7 Guests
From US $699 per night
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10.0 (3 Reviews)
1 Bedroom 15 Guests
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10.0 (3 Reviews)
4 Bedrooms 11 Guests
From US $299 per night
10.0 (118 Reviews)
2 Bedrooms 4 Guests
From US $378 per night
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (117 Reviews)
2 Bedrooms 4 Guests
From US $1,150 per night
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10.0 (2 Reviews)
6 Bedrooms 12 Guests
10.0 (112 Reviews)
2 Bedrooms 5 Guests
10.0 (86 Reviews)
1 Bedroom 4 Guests
10.0 (84 Reviews)
2 Bedrooms 6 Guests
10.0 (72 Reviews)
2 Bedrooms 6 Guests
10.0 (72 Reviews)
2 Bedrooms 6 Guests
10.0 (71 Reviews)
2 Bedrooms 4 Guests
10.0 (58 Reviews)
2 Bedrooms 5 Guests

About Deadwood Winter Rental on Vacation Cottage

At Vacation Cottage, we showcase a diverse array of accommodations in Deadwood, SD perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.

Vacation Cottage presents luxury options for travelers seeking to rent a place in Deadwood. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Deadwood and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.

Frequently Asked Questions About Deadwood Winter Rentals

What are the top rated Winter Rentals in Deadwood?

There are a lot of options in Deadwood. If you plan on staying in the Deadwood area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Deadwood:

How much does it cost to rent a place to stay near Deadwood in the wintertime?

The average cost for winter rentals in Deadwood is $456 per night. Vacation Cottage has a wide list of great winter places to stay near Deadwood that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Deadwood that allow pets?

Yes, here are the top cottage/chalet rentals in Deadwood that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Deadwood on Vacation Cottage

Do you have any winter rentals in Deadwood that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Deadwood to find what works for you.

Are there winter accommodations in Deadwood that have indoor swimming pools?

As of 2025, the data from Vacation Cottage shows that there are over 1667 private swimming pools or indoor pools accommodations near Deadwood along with other great amenities.

Do any winter holiday rentals in Deadwood have hot tubs?

About 1667 holiday rentals in Deadwood boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Are there luxury winter rentals in Deadwood?

Yes, there are many luxury places to stay in Deadwood for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Deadwood with all the best amenities for your next trip.