
Holiday rentals in Hillsdale
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Top-rated holiday rentals in Hillsdale
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Wolf Creek Luxury Eco-Tiny Home on the Ridge
Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Cozy Farmstead Cottage Getaway
The cottage is located on our 80 acre farmstead in the bucolic rolling hills of Western Wisconsin just over an hour from the Twin Cities. Relax, create, or dream in this peaceful setting. Cherish time with loved ones. Hike along the creek, woodlands and fields. Enjoy the plentiful birds and wildlife. Bring your bike in the summer, and snow shoes in the winter. Cozy up to the wood stove with a hot beverage. Work remotely with our high speed WiFi. We welcome up to two dogs for an additional fee.

The Wissahickon Inn - The Cozy Cabin In The Woods
You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Newly Updated Cozy Lakefront Cabin On Private Lake
Tranquil cozy dog friendly cabin nestled in the woods with stunning views. True northwoods rustic feel for a romantic couples trip or peaceful escape from the city with family or friends. New plush bed & comfy recliners. 58" 4K smart TV & fiber internet. Fully stocked kitchen w/new SS appliances. Gas stove, microwave, fridge w/filtered water & ice dispenser, dishwasher, Keurig w/pods included. Abundant wildlife! No gas motors allowed on lake but pedal & row boat free to use at your own risk.

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental
We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Welcome to ZenFrieda!
Reconnect with nature at this unforgettable escape. ZenFrieda is a quiet sanctuary surrounded by woods, rolling hills and meadow. As you make your way along the wildflower-lined drive and cross the little bridge and creek, the property opens itself to you. Here you will find nooks to read in and pockets to nap in. You will hear nature- and very little else. There are outdoor activities and indoor spaces that kids will love. The sauna and outdoor bathtub complete the Zen you will find here.

EDBD Cozy Home
Lake across the road within view, walking distance to public beach, new Gotham sports complex and boat landing, on public snowmobile and ATV trail. Two-bedroom home all on one level with very comfortable beds. Small cabin feel within walking distance to downtown. Massage chair and 2 kayaks available for your use. High Speed Internet that can be used for working remote. Enjoy a peaceful night around a campfire or sitting next to a tiki bar. TV available in each room with Roku.

Kamshire Valley (Main Cabin)
25 minutes from Menomonie (UW-Stout), 45 minutes to Eau Claire, 1 hr 15 minutes to MN. Kamshire Valley's Main Cabin offers an abundance of wildlife viewing, an inviting large brick patio and firepit, miles of trails for snowshoeing, hiking and cross-country skiing. Has 1 bedroom with Queen bed; If you need more rooms we have 2 additional rustic cabins (air, heat-no bathroom) that are available for additional $50/ cabin/night. The best nature has to offer, bring your camera!

Riverside Retreat- A small cabin for big memories!
Renovated cabin nestled high in the pines overlooking the river. Kick back and relax in this calm, stylish space where the river views will take your breath away. We have a great selection of games, books and movies to snuggle up with in front of our warm fireplace. Bring your snowmobiles, ATVs and ice fishing gear as we are close to the Gandy Dancer Trails and our beautiful river flows to two lakes for great fishing - end at our bonfire pit to roast S'mores and swap stories!

Grey Chalet in the Woods
This newly built 1000 square foot chalet, inspired by Swiss architecture, is located just over an hour east of the Twin Cities or twenty miles north of Menomonie, Wisconsin. Relax and enjoy a secluded residence in the woods. The chalet is located next to a 200-acre operational organic farm. Meander through the farm to watch certified organic beef cattle grazing, discover the artwork of beavers, and enjoy observing the geese and sandhill cranes in the air and on the water.

Huber Cottage - Lakefront Cabin w/Dock and Beach
Prime location on the main part of Lake Chetek, the most popular lake in the Chetek chain,. Enjoy the convenience of shops and restaurants within walking distance without losing the true "cabin on the lake" experience! Enjoy access to the public beach next door or take your boat for a cruise through the famous Chetek chain of lakes; tie up your boat on our private dock when you're ready to hunker in for the night. An outdoor firepit is also available for s'more makin'!

Stonehaven Cottages on Tuscobia Lake LLC.
The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.
Popular amenities for Hillsdale holiday rentals
Other great holiday rentals in Hillsdale

Lazy Days Lake Retreat

Little Cottage On Prairie

Historic One-Room Schoolhouse in the Countryside

Emerald Acres Retreat

Private Riverfront Cabin with Wooded Hiking Trails

Secluded A-Frame Cabin • 13-Acre Retreat + Sauna

Sunshine Suite at The Hotel Bar and Grill

Lakefront Cabin · Dock · Kayaks · King BD ·Sunsets
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