Discover Your Perfect Baraboo Vacation Homes

Best Vacation Homes in Baraboo

10.0
Exceptional
(257 Reviews)
1165 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $234/Night For 7 Nights US $1,639
9.7
Exceptional
(40 Reviews)
290.62 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $158/Night For 7 Nights US $1,109
9.4
Exceptional
(120 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $149/Night For 7 Nights US $1,041
10.0
Exceptional
(103 Reviews)
200 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $166/Night For 7 Nights US $1,162
9.7
Exceptional
(3 Reviews)
1001.04 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Parking
US $444/Night For 7 Nights US $3,108
10.0
Exceptional
(47 Reviews)
1100 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $250/Night For 7 Nights US $1,748
10.0
Exceptional
(2 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $303/Night For 7 Nights US $2,122
10.0
Exceptional
(1 Review)
1098 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $305/Night For 7 Nights US $2,135

Baraboo Luxury Rentals

New
2798.62 ft² 8 Guests 3 Bedrooms 2 Bathrooms
House
  • View
  • Parking
  • Air Conditioner
US $1,800/Night For 7 Nights US $12,600
8.0
Excellent
(7 Reviews)
2650 ft² 16 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $1,168/Night For 7 Nights US $8,174
9.2
Exceptional
(17 Reviews)
16 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,162/Night For 7 Nights US $8,136
10.0
Exceptional
(1 Review)
8 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $1,070/Night For 7 Nights US $7,493
10.0
Exceptional
(21 Reviews)
13 Guests 3 Bedrooms 2 Bathrooms
Group Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Air Conditioner
US $1,005/Night For 7 Nights US $7,038
10.0
Exceptional
(4 Reviews)
4960 ft² 20 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $963/Night For 7 Nights US $6,738
9.6
Exceptional
(4 Reviews)
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $734/Night For 7 Nights US $5,138
10.0
Exceptional
(7 Reviews)
2400 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $682/Night For 7 Nights US $4,776

Baraboo Pet Friendly Vacation Rentals

10.0
Exceptional
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $50/Night For 7 Nights US $351
9.0
Exceptional
(3 Reviews)
1711.46 ft² 9 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Pet Friendly
US $470/Night For 7 Nights US $3,290
7.8
Very Good
(1003 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Pool
US $82/Night For 7 Nights US $572
9.8
Exceptional
(178 Reviews)
8 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $211/Night For 7 Nights US $1,477
New
1797.57 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $224/Night For 7 Nights US $1,568
9.6
Exceptional
(67 Reviews)
750 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $162/Night For 7 Nights US $1,135
New
1376 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $125/Night For 7 Nights US $878
10.0
Exceptional
(39 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $480/Night For 7 Nights US $3,362

Baraboo Large Vacation Homes

New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Villa
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $433/Night For 7 Nights US $3,028
9.0
Exceptional
(70 Reviews)
193.75 ft² 12 Guests 6 Bedrooms 6 Bathrooms
Group Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $238/Night For 7 Nights US $1,664
10.0
Exceptional
(237 Reviews)
2700 ft² 15 Guests 5 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $583/Night For 7 Nights US $4,080
New
3702.79 ft² 12 Guests 5 Bedrooms 6 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $323/Night For 7 Nights US $2,261
10.0
Exceptional
(227 Reviews)
2050 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $514/Night For 7 Nights US $3,598
10.0
Exceptional
(191 Reviews)
2500 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $271/Night For 7 Nights US $1,898
10.0
Exceptional
(139 Reviews)
2800 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $568/Night For 7 Nights US $3,979
10.0
Exceptional
(114 Reviews)
2800 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $608/Night For 7 Nights US $4,254

Why Choose Rent By Owner for your Baraboo 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 Baraboo

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you can fully enjoy the natural beauty and local charm of this destination, making your stay in the area truly memorable and tailored to your ideal vacation experience.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy outdoor activities and festivals that draw visitors to this destination. The region experiences increased tourism, making it an ideal time for booking vacation rentals with scenic views.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and pleasant weather, attracting travelers seeking picturesque landscapes and outdoor exploration. Securing your rental early ensures a comfortable stay in this popular season.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, fewer visitors come here, providing a peaceful retreat and better rates on vacation rentals. The quieter atmosphere is perfect for relaxing and enjoying the serene scenery.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Spring sees fewer tourists as the region transitions from winter, offering budget-friendly options for those looking to explore during this off-peak period. The area begins to bloom, adding charm to your stay.

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

Weekly Weather Forecast for Baraboo

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 grilling amenities for cookouts with family and friends in the region.
  • Relax in private patios or decks that provide a perfect setting to unwind outdoors.
  • Take advantage of scenic outdoor dining areas to savor meals amid nature.
  • Make use of spacious yards or gardens ideal for outdoor activities or playing games.
  • Benefit from access to hiking trails or nearby natural parks for adventures right outside your door.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Experience outdoor swimming pools or hot tubs designed for relaxation after exploring the area.
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Family Activities

  • Devil's Lake State Park: Explore the scenic trails and enjoy picnicking at this natural treasure, perfect for outdoor family adventures in the area.
  • International Crane Foundation: Visit this unique sanctuary to learn about crane conservation efforts and observe these fascinating birds in a peaceful setting.
  • Al. Ringling Theatre: Experience family-friendly performances and live shows that celebrate the region’s rich cultural history and entertainment scene.
  • Baraboo Hills: Embark on hiking or nature walks amidst stunning landscapes, offering a delightful way for families to connect with the outdoors in this charming destination.
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Adult Activities

  • Visit the International Crane Foundation: Immerse yourself in the unique opportunity to observe rare and endangered cranes at this renowned conservation center, right here in the region.
  • Explore Devil’s Lake State Park: Enjoy scenic hiking, kayaking, or simply relaxing along the shores of this stunning natural area nestled nearby, perfect for outdoor enthusiasts.
  • Discover the Al. Ringling Theatre: Experience live performances and cultural events at this historic venue that offers a glimpse into the area's rich entertainment history.
  • Tour the Circus World Museum: Dive into the region’s circus heritage with engaging exhibits and demonstrations celebrating the area’s famous circus tradition.

Baraboo Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take the time to discover the region’s unique attractions to enrich your stay and make memorable experiences.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by engaging in outdoor pursuits like hiking or exploring nearby parks.
  • Choose a Well-Located Rental: Opt for vacation rentals close to key sites to maximize your sightseeing and minimize travel time.
  • Connect with the Community: Engage with local events or eateries to experience authentic regional culture during your visit.

Transportation Options

  • Baraboo Transit System: This local bus service provides convenient transportation options for exploring the area around your vacation rental in Baraboo, Wisconsin.
  • Amtrak Rail Service: The nearby Amtrak station offers reliable train travel connectivity to major cities, making it easy to plan your arrival or departure here.
  • Rental Car Services: Numerous rental agencies operate in the region, allowing you to explore all that this destination has to offer with flexibility and ease.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps are readily available for quick and hassle-free transportation within the area and to nearby attractions.

Local Customs Options

  • Traditional Dairy Farming Practices: Visiting the region offers insight into the longstanding dairy farming traditions that play a vital role in the local economy and culture.
  • Local Craftsmanship and Artisanship: You can experience the region’s appreciation for handcrafted goods and support local artisans through seasonal markets and craft fairs.
  • Community Events and Festivals: Participating in annual events like local parades or harvest festivals provides a glimpse into the area's communal spirit and cultural heritage.
  • Native American Heritage: Respectful acknowledgment of the region’s Native American roots is evident in various cultural sites and educational programs available here.

Baraboo Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Baraboo?

There are 1 vacation rentals with private pools near Baraboo. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Baraboo are best for families?

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

4. How many Rentbyowner vacation rentals are available in Baraboo?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 116 in the Baraboo 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 Baraboo. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms provided on the property’s page or contact the owner directly to understand any applicable fees or restrictions.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning fees, service charges, or security deposits are often outlined in the listing details. For precise information, please read the listing thoroughly or reach out to the property owner.

7. How do I confirm and secure my reservation in this region?

Reservations can typically be confirmed through the booking platform by following the provided steps. It’s advisable to communicate with the host if you have questions about the process or require special arrangements.

8. What amenities are usually included with vacation accommodations in this area?

Most properties offer a range of amenities, but specifics vary by listing. Review the property details carefully or contact the owner to ensure the features meet your needs.

9. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the individual property. The details are usually specified in the listing, or you can inquire directly with the owner for more information.

Baraboo Top Rated Vacation Rentals

10.0
Exceptional
(38 Reviews)
1500 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Kitchen
US $464/Night For 7 Nights US $3,249
9.8
Exceptional
(151 Reviews)
4000 ft² 18 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $672/Night For 7 Nights US $4,701
9.2
Exceptional
(440 Reviews)
1 Bathroom
Couples Retreat Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
US $111/Night For 7 Nights US $779
8.8
Fabulous
(198 Reviews)
409.03 ft² 1 Bathroom
Hotel
  • Private Pool
  • Hot Tub
  • Pool
US $220/Night For 7 Nights US $1,540
8.2
Excellent
(1006 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $81/Night For 7 Nights US $567
7.6
Very Good
(225 Reviews)
402.57 ft² 5 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
US $126/Night For 7 Nights US $882
7.3
Very Good
(334 Reviews)
314.84 ft² 1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
US $167/Night For 7 Nights US $1,166
6.6
Good
(62 Reviews)
405.44 ft² 3 Bathrooms
Ocean View Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $76/Night For 7 Nights US $530