Vacation rentals in Hillsdale

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Top-rated vacation rentals in Hillsdale

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Guest favorite

Home in Ladysmith

4.95 out of 5 average rating, 222 reviews

North Country Cottage

This beautiful, recently renovated home is out in the country down a dead-end road, but still only a few miles from the town of Ladysmith. It is about a mile from a little county park on the Dairyland Reservoir, only a few miles from the local golf course, and just down the road from hopping on the snowmobile trail in the winter. There is a boat landing at the park for summer and access to ice fishing in the winter. We hope to earn 5*s and look forward to hosting you! State License #VJAS-BCCLDB

Guest favorite

Place to stay in Saint Croix Falls

4.94 out of 5 average rating, 250 reviews

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!

Guest favorite

Cabin in Grantsburg

4.95 out of 5 average rating, 642 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Guest favorite

Tiny home in Grantsburg

4.97 out of 5 average rating, 556 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Guest favorite

Cabin in Comstock

4.96 out of 5 average rating, 187 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It has 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 and into the woods, turning onto our private gravel road, where you'll arrive 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!

Guest favorite

Tiny home in Saint Croix Falls

4.9 out of 5 average rating, 155 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our newly-built eco-friendly tiny home. Perched right on the edge of the ridge above the majestic St. Croix River Valley, enjoy expansive views from the front deck of our cozy cabin, as well as from the loft or many windows looking out. Enjoy the fire pit, private barrel sauna, gas grill, pond, creek with 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!

Guest favorite

Cabin in Wheeler

4.97 out of 5 average rating, 140 reviews

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!

Guest favorite

Cottage in Rice Lake

4.99 out of 5 average rating, 107 reviews

Stonehaven Cottages The Turtle cottage

Slow and steady wins the race! We are tickled to introduce our second cottage "The Turtle" here at Stonehaven Cottages on Tuscobia Lake, LLC. We put in a large archway in the vaulted ceiling to give it a look and feel of being inside a turtle shell. This cozy cottage has an open concept with full kitchen, one small bedroom and a queen sofa sleeper. It also has a spectacular view of Tuscobia Lake! When life gets too busy, come and slow down a bit at "The Turtle"!

Guest favorite

Cottage in Glenwood City

4.95 out of 5 average rating, 152 reviews

Stay Awhile Cottage at Piney Hill Farm

Stay Awhile cottage is located on our 80 acre farmstead in the rolling hills of Western Wisconsin. Relax in this quiet, peaceful setting, hike along the creek, or through the woodlands and fields, enjoy the plentiful birds and wildlife, and let your creative juices flow. Bring your bike in the summer, and snow shoes in the winter. We welcome up to two dogs at the Cottage for an additional fee. If you are bringing a dog, please note if you will have one or two.

Guest favorite

Cabin in Prairie Farm

4.99 out of 5 average rating, 417 reviews

*Secluded Luxury* Riverside Cabin in the Woods

This modern luxury A-frame in the woods is tucked away on 13 private acres of riverfront a little over an hour east of the Twin Cities. Styled with high end modern furniture, a granite and birch hand crafted kitchen, a bath with a hot tub for one, heated stone floors, as well as wifi, blu-ray, and bluetooth connectivity to the stereo, this 2 bedroom gem has everything an urban dweller (and their kids!) need to relax, create, heal and come back feeling great!

Guest favorite

Cabin in Cameron

4.94 out of 5 average rating, 102 reviews

Cabin 2 - Northwoods themed 1 BR, lakefront cabin.

Relax in this cozy lakefront cabin. This north woods themed cabin is perfect for a couple looking for a weekend or week-long getaway. The cabin includes a fully stocked kitchen, a 3/4 bathroom and a separate living area. Relax outside on the attached, covered deck or walk 30 feet to your own dock. Bring your boat and enjoy all that the Chetek Chain of Lakes has to offer. Or rent one of our pontoons by the hour or by the day.

Guest favorite

Rental unit in Amery

4.95 out of 5 average rating, 200 reviews

Serendipity Escape - Relax and enjoy nature!

Winter is here! So if you enjoy skiing, snowboarding, cross country skiing, or ice fishing. Just minutes away from Trollhaugen and Wild Mountain Ski resorts. Serendipity Escape on Lake Wapogasset! Available 365 for up to 4 guests, age 12 and older. Full Self Check-In. Fully equipped efficiency apartment with private entrance. Check out all our amenities provided for your convenience and perfect for a relaxing getaway.