
Vacation rentals in Hollandale
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Top-rated vacation rentals in Hollandale
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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.

Chestnut Cottage
Built in 1890, Chestnut Cottage is located in the heart of the historic district within easy walking distance of shops, galleries, restaurants and historic sites. The Cottage features a comfortable living room, bright dining room, country kitchen, first floor bathroom and two upstairs bedrooms with one queen bed and one twin bed. Chestnut Cottage features artwork by prominent local artists. Wi-Fi, cable TV, DVD/CD players are included. Complimentary coffee/tea service. Minimum two night stay.

Private, and everything you need to feel at home.
Welcome, with this unique key-less entry, you have privacy. Walk into the fully loaded kitchen and living room. The living room has a desk to work at or watch TV. The bathroom has a walk in shower; use the fan or heat lamp. The Bedroom has a queen size bed, a dresser, night stand with lamp. Along with a spacious closet, it includes a washer and dryer. Feel free to do your laundry and hang your items up. Working, relaxing, and living. Our space have all the essentials you need for your stay.

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms
A COUNTRY GEM ! Sawmill Creek Farm is our beautifully renovated 5 bedroom farmhouse that is nestled in the countryside of Blanchardville in Green County, Wisconsin. It's the perfect stay for your family and friends to make special memories and start traditions. Our farmhouse property is in a unique and lovely location for family gatherings, small wedding, reunions, retreat or celebration and just a great place to get away to rest and recharge. With many return guests to enjoy the tradition!

Rustic Barn Loft at Oak Springs Farm
Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Campo di Bella Winery & Family Farm LLC
Welcome to Campo di Bella Farmstay. We have created a private retreat above our winehouse on our farm. You will enjoy the sights and sounds of country living. Weekend Farm to Table dinners available on-site and we typically reserve seating for our farmstay guests. From December to end of March, we are only offering dinners on Friday nights. Max room rate $175.00. Please note that during winter months, we are on a private road and snowplowing may be completed by early afternoon.

Rural Driftless Region Stay with Pastoral View
Comfortable country decor highlights a 2nd floor view of the secluded farmstead including summer vegetable gardens, outdoor cats, and an Aronia berry orchard. A mile's worth of hiking or silent winter sports trails meander throughout the property; perfect for discovering songbirds, wildlife; unwinding & connecting with nature. Nearby tiny rural towns host seasonal events; enhancing the pastoral & bucolic atmosphere. The rolling hills offer rewarding biking experiences.

Hamilton Goebel House
This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

Fresh & Bright Apartment Getaway in New Glarus
We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Haymow Barn House - Prairie Creek Farm
Spend your time away in our renovated barn. Located 5 minutes from Highway 18/151, relax and enjoy the beautiful countryside. 30-45 minutes away from Madison. 30 minutes or less from Dodgeville, Spring Green, Mount Horeb, Mineral Point, and many other small communities. Lands' End, Vortex, Duluth Trading, and Epic are also within a 30 minute driving distance.

Still Point Tiny House - (Zero Added Cleaning Fee)
Come stay in a real tiny house with a super comfy memory foam full-size bed, sitting/dining area, and its own kitchenette. Think of this as the ultimate "glamping" experience. A private bathroom with an oversized shower is just a few steps across your private brick patio in the adjacent studio building. Great for couples or solo adventurers.

Welcome to the "Bat Cave"!
Completely renovated 3 bedroom, 2 bathroom home with walk in basement allowing easy access for ATV and snowmobile enthusiasts. Direct access to the Cheese Country trail and one block from The Vault and Cash's bar and grill! Amenities include washer and dryer, wifi, 3 smart TV's and a unique gathering spot with poker table in the basement.
Popular amenities for Hollandale vacation rentals
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Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

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- Devil's Lake State Park
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- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- National Mississippi River Museum & Aquarium
- Glacier Canyon Lodge
- US Grant Home State Historic Site
- American Players Theatre
- Camp Randall Stadium
- Overture Center For The Arts
- Chazen Museum of Art
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Galena Cellars Vineyard
- Ho-Chunk Gaming Wisconsin Dells
- Fenelon Place Elevator Company
- Parfrey's Glen State Natural Area
- Cave Of The Mounds Lowest Point





