Vacation rentals in Dutch Hollow Lake

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Top-rated vacation rentals in Dutch Hollow Lake

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Guest favorite

Cabin in Hill Point

4.97 out of 5 average rating, 459 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Dec 18 – 25

G$43,479 GYD per night

Guest favorite

Cabin in Hancock

4.95 out of 5 average rating, 383 reviews

Peaceful Wooded Sanctuary- with private dog park!

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Jan 9 – 16

G$32,738 GYD per night

Guest favorite

Tiny home in Elroy

4.99 out of 5 average rating, 106 reviews

Emerald Little Lodge Overlooking Woodland Pond

Also, please check out our brand new Opal Little Lodge! - - - - - - - - - - - - - - - - - - - - - This cozy modern little lodge designed and built by Wisconsin Tiny Homes, is tucked into the woods 150 ft above a small woodland pond in the valley below. A bird lover's paradise. Comfortably and thoughtfully appointed, it's the perfect getaway to enjoy with a companion or as a solo retreat. Immerse yourself in nature and treat yourself with luxurious accommodations and private hiking trails.

Feb 26 – Mar 5

G$37,876 GYD per night

Guest favorite

Guesthouse in Wisconsin Dells

4.83 out of 5 average rating, 247 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

Oct 3 – 10

G$16,497 GYD per night

Guest favorite

Cabin in Forest

4.96 out of 5 average rating, 115 reviews

Driftless Trout Cabin - Hillsboro, Wisconsin

Welcome to our spring-fed cordwood log cabin on 5.66 acres in Wisconsin’s beautiful Driftless region. Enjoy: - World class trout fishing for native brookies or abundant browns - Hiking nearby at the breathtaking Wildcat Mountain State Park or the 8,569 acre Kickapoo Valley Reserve - Canoeing or kayaking the beautiful Kickapoo River - Biking renowned bikes trails through the countryside - Sipping Wonderstate Coffee or Driftless Glen Bourbon on the deck while listening to the babbling spring

Oct 11 – 18

G$35,388 GYD per night

Guest favorite

Farm stay in Viola

4.99 out of 5 average rating, 167 reviews

Guesthouse at Griff Run - Tiny House, Sleeps 2

This former post office is a well-appointed tiny house (230 SF) and farmstay in the Driftless Region of SW Wisconsin. You'll appreciate amazing views of our century-old hobby farm from the Guesthouse. Nestled in a secluded valley on 13 acres, this property offers utmost privacy along with conveniences like fiber optic Wifi. Griff Run is 18 mins to Richland Center or 25 mins to Viroqua. Additional accommodations on the farm include the Farmhouse Suite at Griff Run and Eunice the Airstream.

Jun 15 – 22

G$21,794 GYD per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 255 reviews

GloryView Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Sep 17 – 24

G$27,240 GYD per night

Guest favorite

Cabin in New Lisbon

4.98 out of 5 average rating, 301 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

Sep 23 – 30

G$31,092 GYD per night

Guest favorite

Guesthouse in Ontario

4.96 out of 5 average rating, 279 reviews

Rustic Spring Cabin at Echo Valley Farm

Next to a spring and gardens. Simple glamping with electricity, wood burning stove and water. Grill and fire pit available. Parking for 1 car at the cabin. Non chemical port-o-let toilet is a short walk. 3 miles from Wildcat Mountain State Park and 7 miles from the Kickapoo Valley Reserve. Great for hiking, getting "unhooked" and back to Nature. This cabin is located near another farm resident's cabin. Bakery's open on Sat.Sun, May - October or order in advance in off season. LGBTQ owned.

Feb 7 – 14

G$15,528 GYD per night

Guest favorite

Cabin in La Farge

4.97 out of 5 average rating, 172 reviews

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Sep 11 – 18

G$15,171 GYD per night

Guest favorite

Home in Richland Center

4.94 out of 5 average rating, 214 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Sep 18 – 25

G$24,856 GYD per night

Guest favorite

Apartment in Wonewoc

4.95 out of 5 average rating, 229 reviews

Winding River Air BnB

We offer a private upstairs furnished AirBnB overlooking Wonewoc's business district. One queen bedroom, queen sofa sleeper, open kitchen, dining, and living area with Smart TV and WIFI. Winding River is located mid point of the 400 State Bike Trail and 40 minutes from Wisconsin Dells. Wonewoc is a small rural farming community on picturesque Hwy 33 between Madison and LaCrosse.along the Baraboo River.

Oct 23 – 30

G$16,186 GYD per night