Vacation rentals in Hill Point

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Top-rated vacation rentals in Hill Point

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Guest favorite

Cabin in Hill Point

4.97 out of 5 average rating, 458 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.

Oct 28 – Nov 4

R3,997 ZAR per night

Guest favorite

Guest suite in Spring Green

4.9 out of 5 average rating, 112 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Oct 7 – 14

R2,461 ZAR per night

Guest favorite

Home in Muscoda

4.96 out of 5 average rating, 263 reviews

Century Old Charming Farmhouse Atop Rolling Hills

Summertime fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Drive-in theatre, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, coffee house, Ocooch Books & Libations, & FLW-A.D. German Warehouse, Richland Center- 6 miles. Eagle Cave is an awesome, brief, tour -10 miles away.

Feb 15 – 22

R1,937 ZAR per night

Guest favorite

Farm stay in Plain

4.94 out of 5 average rating, 180 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Jun 29 – Jul 6

R2,734 ZAR per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 254 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.

Aug 8 – 15

R2,504 ZAR 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!

Oct 4 – 11

R2,285 ZAR per night

Guest favorite

Cabin in Lone Rock

4.98 out of 5 average rating, 110 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Oct 29 – Nov 5

R3,183 ZAR per night

Guest favorite

Home in Loganville

4.96 out of 5 average rating, 255 reviews

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

Jun 14 – 21

R3,073 ZAR per night

Guest favorite

Farm stay in Cazenovia

4.95 out of 5 average rating, 123 reviews

Driftless area farmhouse with silo tower

BEAUTIFULLY RESTORED CLASSIC FARMHOUSE STYLE WITH A SOPHISTICATED FLARE. NESTLED IN THE DRIFTLESS AREA, THIS HOME COMFORTABLY SLEEPS 8-10. EACH ROOM IS DESIGNED TO FLOW TOGETHER, YET HAS ITS OWN DIFFERENT STYLE. THE SILO TOWER HAS 3 LEVELS AND THE VIEW FROM THE TOP IS BREATHTAKING. ENJOY A GOOD BOOK, A GLASS OF WINE FROM ONE OF THE MANY NEARBY WINERIES, A CUP OF COFFEE OR JUST RELAX AND ENJOY THE VIEWS. THIS HOME IS DESIGNED TO ENJOY FAMILY TIME AND RELAXATION.

Aug 31 – Sep 7

R4,191 ZAR per night

Guest favorite

Tiny home in Richland Center

4.97 out of 5 average rating, 121 reviews

The Walnut Cabin Getaway-With Private Sauna

We designed this space for a romantic & cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the phenomenal Driftless Area of SW Wisconsin or drive to any number of great attractions from this central location including the House on the Rock, Devil’s Lake Park, and more.

Jul 14 – 21

R3,585 ZAR per night

Guest favorite

Cottage in Muscoda

4.96 out of 5 average rating, 159 reviews

River's Edge Cabin, LLC

We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

Oct 21 – 28

R2,953 ZAR 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 16 – 23

R1,390 ZAR per night