Discover Your Perfect Deadwood Vacation Homes

Best Vacation Homes in Deadwood

Cabin
Map-icon
like-icon10.0
Exceptional
(92 Reviews)
1 Bedroom 2 Baths 4 Guests 1139 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $201/Night 7 Nights - CA $1,405
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 12 Guests 1905.21 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $478/Night 7 Nights - CA $3,346
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Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $790/Night 7 Nights - CA $5,531
House
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
2 Bedrooms 2 Baths 6 Guests 3377 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $689/Night 7 Nights - CA $4,824
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1076.39 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $645/Night 7 Nights - CA $4,518
Cabin
Map-icon
like-icon10.0
Exceptional
(47 Reviews)
1 Bedroom 1 Bath 2 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $182/Night 7 Nights - CA $1,274
Cottage
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
2 Bedrooms 1 Bath 4 Guests 588 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $325/Night 7 Nights - CA $2,277
Cottage
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $289/Night 7 Nights - CA $2,026

Deadwood Luxury Rentals

House
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4 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $1,944/Night 7 Nights - CA $13,612
House
Map-icon
3 Bedrooms 3 Baths 8 Guests 2497.23 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
CA $1,120/Night 7 Nights - CA $7,838
House
Map-icon
1 Bedroom 4 Baths 11 Guests 3799.66 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
CA $926/Night 7 Nights - CA $6,482
House
Map-icon
like-icon9.4
Exceptional
(15 Reviews)
2 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $890/Night 7 Nights - CA $6,227
House
Map-icon
1 Bedroom 3 Baths 10 Guests
  • Parking
    Parking
  • Child Friendly
    Child Friendly
More amenities
CA $871/Night 7 Nights - CA $6,099
House
Map-icon
like-icon9.8
Exceptional
(72 Reviews)
4 Bedrooms 2 Baths 10 Guests 3100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $848/Night 7 Nights - CA $5,937
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House
Map-icon
1 Bedroom 3 Baths 8 Guests 2002.09 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $804/Night 7 Nights - CA $5,625
House
Map-icon
like-icon10.0
Exceptional
(86 Reviews)
3 Bedrooms 3 Baths 8 Guests 2500 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $803/Night 7 Nights - CA $5,622

Deadwood Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
2 Bedrooms 2 Baths 4 Guests 1080 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $371/Night 7 Nights - CA $2,600
Ski Chalet
Map-icon
like-icon9.9
Exceptional
(11 Reviews)
4 Bedrooms 2 Baths 10 Guests 1872.92 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
CA $593/Night 7 Nights - CA $4,153
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 6 Guests 960 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $330/Night 7 Nights - CA $2,314
Resort
Map-icon
like-icon8.0
Excellent
(40 Reviews)
5 Baths 30 Guests 358.28 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $270/Night 7 Nights - CA $1,889
Cottage
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $313/Night 7 Nights - CA $2,189
Apartment
Map-icon
like-icon9.8
Exceptional
(77 Reviews)
1 Bedroom 1 Bath 3 Guests 780 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $206/Night 7 Nights - CA $1,444
House
Map-icon
like-icon9.8
Exceptional
(47 Reviews)
2 Bedrooms 2 Baths 4 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $279/Night 7 Nights - CA $1,955
House
Map-icon
like-icon9.6
Exceptional
(42 Reviews)
2 Bedrooms 1 Bath 8 Guests 832 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $325/Night 7 Nights - CA $2,273

Deadwood Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(101 Reviews)
5 Bedrooms 2 Baths 12 Guests 2300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $574/Night 7 Nights - CA $4,016
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House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 2088.2 ft²
  • Hot Tub
    Hot Tub
  • Ocean View
    Ocean View
More amenities
CA $145/Night 7 Nights - CA $1,012
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 2 Baths 10 Guests 3300 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $548/Night 7 Nights - CA $3,839
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House
Map-icon
4 Bedrooms 3 Baths 10 Guests 3003.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $658/Night 7 Nights - CA $4,604
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 2 Baths 10 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $591/Night 7 Nights - CA $4,139
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $449/Night 7 Nights - CA $3,143
House
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
3 Bedrooms 2 Baths 12 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $488/Night 7 Nights - CA $3,414
House
Map-icon
like-icon9.6
Exceptional
(23 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $527/Night 7 Nights - CA $3,690

Why Choose Rent By Owner for your Deadwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Deadwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best season for enjoying this destination's natural beauty often depends on your preferred activities and climate conditions.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the natural beauty of this destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and pleasant temperatures, providing a serene atmosphere for leisurely strolls and outdoor adventures in the area.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures, which might appeal to those seeking quieter surroundings and cozy accommodations in this region.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
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Spring (March to May)

Early spring features mild weather and fewer crowds, offering a peaceful setting to enjoy the area's natural scenery and budding landscapes.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Deadwood

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks to take in the scenic views of this region.
  • Take advantage of spacious yards or gardens perfect for outdoor activities or relaxing in nature.
  • Look for private or shared outdoor fire pits to gather around during cool evenings.
  • Make the most of covered porches or verandas that provide shade and a comfortable spot to enjoy the fresh air.
  • Explore nearby hiking trails directly accessible from your rental, ideal for outdoor enthusiasts.
  • Utilize outdoor dining setups—whether picnic tables or BBQ grills—to enjoy meals al fresco.
  • Experience outdoor recreational amenities such as volleyball courts, badminton sets, or horseshoe pits, available at select properties in the area.
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Family Activities

  • Deadwood Historic Trail: Explore this family-friendly trail to learn about the area's rich history through informative displays and scenic routes.
  • Wildlife Viewing in the Region: Discover local flora and fauna while enjoying guided tours or self-guided walks suitable for all ages.
  • Local Cultural Events: Participate in community festivals and events that showcase the region's heritage and entertain visitors of all ages.
  • Nature Reserve Excursions: Experience the pristine beauty of nearby natural reserves with easy hiking paths perfect for family outings and picnics.
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Adult Activities

  • Hiking Trails Exploration: Discover scenic trails in the area that offer breathtaking views and a chance to connect with nature, perfect for outdoor enthusiasts staying here.
  • Wildlife Watching Tours: Join guided tours to observe local wildlife in their natural habitat, making for an engaging day out in this region.
  • History and Cultural Landmarks: Explore historic sites and cultural landmarks nearby that offer insight into the area's rich heritage and stories.
  • Local Art Galleries and Studios: Visit vibrant art galleries and studios showcasing regional artists, ideal for those seeking creative inspiration during their stay.

Deadwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Trails: Take advantage of the scenic hiking and biking trails in the area to fully experience the natural beauty surrounding your vacation rental in Deadwood, Oregon.
  • Visit Community Events: Check out local festivals and gatherings that showcase the region’s culture and charm during your stay.
  • Enjoy Seasonal Activities: Plan your visit around seasonal outdoor activities such as fishing, boating, or wildlife viewing to make the most of this destination's outdoor offerings.
  • Support Local Businesses: Discover nearby shops, cafes, and markets to immerse yourself in the community and enjoy authentic regional products.

Transportation Options

  • Personal Vehicles: Driving your own car offers the convenience of exploring the area at your own pace with easy access to all local attractions.
  • Rental Cars: Renting a car in this destination provides flexibility and comfort, making it simple to navigate the region’s scenic routes and rural roads.
  • Public Transit: Bus services operate around the area, offering an affordable option for getting around without the need for personal transportation.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are available here, ensuring quick and convenient travel between your vacation rentals and destinations within the region.

Local Customs Options

  • Old West Heritage:** You will notice the community's deep roots in the Old West, reflected in local customs that honor this historic era through festivals and storytelling.
  • Community Gatherings: Participating in neighborhood events or town gatherings offers a glimpse into the region’s friendly and communal spirit.
  • Local Artisanship: Supporting regional artists and craftsmen allows you to experience the area's unique cultural expressions firsthand.
  • Respect for Nature: Here, respecting the surrounding natural environment is integral, with customs focused on conservation and outdoor etiquette.

Frequently Asked Questions About Deadwood?

2. Which vacation homes in Deadwood are best for families?

If you are looking for a family-friendly vacation home in Deadwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Deadwood:

3. How many Rentbyowner vacation rentals are available in Deadwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 146 in the Deadwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Deadwood. 

4. What is the cancellation policy for vacation rentals in Deadwood, Oregon?

Cancellation policies vary depending on the listing. It’s important to review the specific terms outlined by the property owner before booking to understand any potential fees or restrictions.

5. How do I find pet-friendly vacation rentals in Deadwood, Oregon?

To locate pet-friendly options, filter your search on the booking site or contact the property owner directly to confirm if pets are welcome and inquire about any additional fees or restrictions.

6. Are there any minimum stay requirements for vacation rentals here?

Minimum stay requirements can differ by property. Be sure to check the listing details or contact the owner for information on stay length requirements during your preferred dates.

7. What amenities should I expect in a vacation rental in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, linens, and parking. Review each listing carefully to ensure it meets your needs.

8. Is it possible to cancel or modify my booking once confirmed?

Changes to your reservation depend on the property's cancellation and modification policies. Contact the owner directly through the platform to discuss any adjustments or cancellations.

Deadwood Top Rated Vacation Rentals

Hotel
Map-icon
like-icon5.6
Average
(415 Reviews)
6 Baths 348.04 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $149/Night 7 Nights - CA $1,045
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $745/Night 7 Nights - CA $5,213
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $244/Night 7 Nights - CA $1,705
House
Map-icon
like-icon9.6
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 4 Guests 1136 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $371/Night 7 Nights - CA $2,596
Hotel
Map-icon
like-icon7.0
Very Good
(789 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $128/Night 7 Nights - CA $895