Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

Exterior
Quiet And Beautiful!!
9.2 out of 10, Wonderful, (161)
"The cabin fit everyone comfortably, very nice inside everything we needed was in the kitchen, great place!"
The price is NZ$544
per night
27 May - 28 May
Quiet And Beautiful!!
Exterior
Cozy 2 Bed 2 Bath Cabin located next to Three Bears Resort in Warrens Wisconsin
9.8 out of 10, Exceptional, (33)
"Beautiful cabin. Very clean and well-appointed. I will stay here again and again!"
Cozy 2 Bed 2 Bath Cabin located next to Three Bears Resort in Warrens Wisconsin
Property grounds
Driftless Area Country House: large deck, spring fed creek, Amish area
10.0 out of 10, Exceptional, (59)
"Very nice house with lots of room, good WiFi. Very dark at night with no moon, easy to sleep. I highly recommend this house!"
Driftless Area Country House: large deck, spring fed creek, Amish area
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Fridge, microwave, oven, stovetop
Castle Rock & Buckhorn Beach Lake Home · Private Hot Tub & Beach
10.0 out of 10, Exceptional, (10)
"We stayed here forba girls weekend and it was wonderful. The neighborhood was quiet and beautiful, the house was very clean and exactly as pictured. Communication with the host great!"
The price is NZ$1,344
per night
28 May - 29 May
Castle Rock & Buckhorn Beach Lake Home · Private Hot Tub & Beach
TV
Wildcat cabin
10.0 out of 10, Exceptional, (28)
"Nice place, easy communication. Recommend"
Wildcat cabin
Property grounds
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
8.8 out of 10, Excellent, (64)
"We loved the cabin. It was quiet and peaceful. Just what we were looking for."
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
Exterior
Historic Bank Building on the Elroy-Sparta State Trail
9.8 out of 10, Exceptional, (42)
"We ran the marathon in Norwalk, from the entrance of the building to starting line was a 30 second walk. If you're going for the bike trail, thia ia the perfect place to stay."
The price is NZ$202
per night
6 Jun - 7 Jun
Historic Bank Building on the Elroy-Sparta State Trail
Property grounds
Modern 4 bedroom Lake House on Private Lake near WI Dells/Castle Rock Lake
10.0 out of 10, Exceptional, (27)
"We had a great time for our girls weekend ! Plenty of beds, parking, bathrooms, and hang out space for 8 ladies in our 40’s. Wish the weather would have been better so we could have enjoyed the outdoor accommodations more, but we got to squeeze in some time using the outdoor gas fire pit between rain showers. We love to play games so having a table upstairs and one downstairs was very well utilized by our group. Showers were convenient with 3 bathrooms. Lots of fridge space with the extra...
Modern 4 bedroom Lake House on Private Lake near WI Dells/Castle Rock Lake
Exterior
Comfy cozy log cabin, spectacular view.
9.6 out of 10, Exceptional, (13)
"Nice place. Great Visit and only thing that stunk was outcome of the Packer Game."
The price is NZ$588
per night
28 May - 29 May
Comfy cozy log cabin, spectacular view.
Terrace/patio
Private Secluded Cabin near Castle Rock Lake and Wisconsin River
10.0 out of 10, Exceptional, (72)
"Great location close to many of the things we like to do, The Pentwell rock structure was a good find to hike , fishing just down the road , boating at Castle Rock lake , can't wait to do it again!"
Private Secluded Cabin near Castle Rock Lake and Wisconsin River
Property grounds
Dog-Friendly Cabin Near State Park with Free WiFi, Gas Fireplace, & Pond Access
8.6 out of 10, Excellent, (4)
"Nice property. Check in code was not changed and took a bit to check in as no one was at the property. We had difficulty figuring out the TV, no directions. Also batteries needed replacing in remote. Very clean and relaxing though. We enjoyed our stay."
Dog-Friendly Cabin Near State Park with Free WiFi, Gas Fireplace, & Pond Access
Property grounds
Walk out to your own sandy beach and small lake! Minutes from Castle Rock Lake!
10.0 out of 10, Exceptional, (45)
"We really liked the house. Everything is beautiful, renewed and clean. Our 4 families with kids were perfectly accommodated in 4 bedrooms. The view from the window was pleasing. After a festive feast, it’s nice to take a walk around the lake. The house has everything necessary for life and rest ) I highly recommend choosing this house for your rest."
Walk out to your own sandy beach and small lake! Minutes from Castle Rock Lake!
Terrace/patio
Huge Cabin near Castle Rock Lake - New Lisbon, WI
Huge Cabin near Castle Rock Lake - New Lisbon, WI
Property grounds
Fischer’s Secret Cabin on Private lake
9.2 out of 10, Wonderful, (13)
"Loved it - thanks so much!"
Fischer’s Secret Cabin on Private lake
View from property
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
9.4 out of 10, Exceptional, (12)
"We had a wonderful time having a family gathering at this beautiful manor in a breathtaking setting! Thanks Paula!"
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Property grounds
Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14
9.0 out of 10, Wonderful, (35)
"Other than the fact that we came in the blizzard of Jan. 2024, this place was perfect for us. It had more than ample space for 11 people to sleep. The hot tub was an added bonus for a few of our group. One slept next to the fireplace on our last night. The only downside we had, and thats no fault of anyone but mother nature, was it can be difficult to find on the backroads of Tomah in a snow storm. They did a great job keeping us plowed out. Overall, we were all very happy with our stay and will...
Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14
TV, fireplace
Picturesque dog-friendly cabin with firepit, pool table, deck, yard, & fireplace
10.0 out of 10, Exceptional, (5)
"Me and my family walked in and were blown away by the place. Definitely dog friendly!! 2 full bathrooms made it very convenient. The master bed could have bee a little bigger but overall LOTS of space!! I would deffinetly co.e back. Close to a bar and resturant as well as a state park. There were just a couple minor thangs that could have been a little better but overall experience was great!!"
Picturesque dog-friendly cabin with firepit, pool table, deck, yard, & fireplace
Interior
Badgerado Castle Rock Luxury Lakefront Home, Pier, Gourmet Kitchen
9.4 out of 10, Exceptional, (22)
"How has a lot of room for a large family gathering or function. How was everything we hoped for and more. I can't wait to rent it in the summer as we were there in the winter and it was spectacular."
Badgerado Castle Rock Luxury Lakefront Home, Pier, Gourmet Kitchen
Property grounds
Stylish & Cozy Retreat W/ Free WiFi, Three Ponds On-site, & Jetted Tub - Dogs OK
9.4 out of 10, Exceptional, (9)
"It was just what we were looking for; a quaint, quiet area with wildlife, a place to enjoy the nightime sounds of the pond life, and well-lit without being intrusive. The cabin was as described and even better than what we expected. It was comfortable, clean and more on the "luxury" side with the large bedroom, fireplace and comfortable bed, as well as the jet stream spa-sized tub. If in the area again, we would return. *the 4 star rating was due to an issue with the lock not working properly...
Stylish & Cozy Retreat W/ Free WiFi, Three Ponds On-site, & Jetted Tub - Dogs OK
Interior
Barn & cabin with firepits, grills, foosball, kayaks, home theater, & 2 kitchens
9.0 out of 10, Wonderful, (2)
"We loved the accommodations. Everything was spotless and just as it was represented online. However, the water was incredibly smelly (like sulfur-or something). Not sure if this is just the nature of the water up here or if it was specific to the cabin. I wish there had been a disclaimer. Thank you"
Barn & cabin with firepits, grills, foosball, kayaks, home theater, & 2 kitchens
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Oakdale you may be interested in

Indoor pool
Cranberry Country Lodge
2.0 star property
8.8 out of 10, Excellent, (1001)
"Best ever will be back"
The price is NZ$203
per night
27 May - 28 May
Cranberry Country Lodge
Room, Accessible
Microtel Inn & Suites by Wyndham Tomah
2.0 star property
8.8 out of 10, Excellent, (1001)
"Good"
The price is NZ$102
per night
2 Jun - 3 Jun
Microtel Inn & Suites by Wyndham Tomah
Exterior
Comfort Inn & Suites
2.5 star property
8.2 out of 10, Very good, (525)
"Very nice stay. The property was recently renovated and looked very bright and fresh inside. The staff were very friendly and attentive. "
The price is NZ$137
per night
30 May - 31 May
Comfort Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakdale holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakdale. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakdale. Seeing all the best attractions is bound to make you fall in love with Oakdale. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakdale short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Oakdale?

Yes, there are holiday rentals close to the most popular sights in Oakdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakdale has to offer?

Driftless Area Country House: large deck, spring fed creek, Amish area : This holiday home rental outside of Oakdale is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Oakdale?

While you're exploring the area, Necedah Refuge and Mill Bluff State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Cranberry Discovery Center and Butts Park.

What are holiday rentals like in Oakdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakdale. Holiday rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.

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