Holiday houses in Hillsdale

5 out of 5 average rating, 113 reviews

Cabin in Amery

Vintage Modern Lake Cabin | Unique Design w/Kayaks

Welcome to The Backwater, a newly built architect designed year-round getaway on Pike Lake in Amery, WI. Nestled in the back of a quiet, lilypad-filled bay teeming with wildlife, our cabin is the perfect destination for guests who appreciate original design and crave a unique experience. Our amenities are luxurious, but our attitude is chill inside our comfy, creative digs full of nostalgic, vintage vibes. Come stay and play on the bay while enjoying Polk Co.! Follow along @thebackwater_wi on IG

4.95 out of 5 average rating, 172 reviews

Cottage in Glenwood City

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.

Place to stay in Saint Croix Falls

4.94 out of 5 average rating, 319 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!

4.89 out of 5 average rating, 113 reviews

Home in Chetek

EDBD Cozy Home

Lake across the road within view, walking distance to public beach 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. Newly remodeled bathroom (2024) 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. 46 in. TV available in living area with Roku TV.

Tiny home in Saint Croix Falls

4.92 out of 5 average rating, 204 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 deck, the loft or the many windows looking out over the valley. Enjoy our private electric barrel-sauna, fire-pit, gas grill, pond with canoes and kayak, Wolf 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!

4.94 out of 5 average rating, 285 reviews

Cabin in Hayward

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

4.96 out of 5 average rating, 209 reviews

Cabin in Comstock

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!

4.94 out of 5 average rating, 442 reviews

Apartment in Elk Mound

Oak Hill Retreat

Country location, peaceful and quiet. Apartment above detached garage, full kitchen, small deck and private stairway with beautiful view of the surrounding trees. Easily accessible, 3 miles from I-94 and St. Hwy. 29, 1/2 way between the university cities of Eau Claire and Menomonie, 1 1/4 hours from St. Paul/Minneapolis. There is a growing art and music scene, with multiple music festivals, etc. The area also has fine restaurants, theaters, parks, and historical sites. Come to be restored.

4.97 out of 5 average rating, 151 reviews

Cabin in Wheeler

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!

4.97 out of 5 average rating, 156 reviews

Cabin in Webster

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!

4.92 out of 5 average rating, 119 reviews

Huber Cottage - Lakefront Cabin w/Dock and Beach

Located on the main part of Chetek Lake, the most popular lake in the Chetek chain, enjoy the convenience of shops and restaurants within walking distance, but also take in 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; come tie up on the cabin's private dock when you're ready to hunker in for the night. An outdoor firepit is also available for s'more makin'!

4.99 out of 5 average rating, 437 reviews

Cabin in Prairie Farm

*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!

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Other great holiday rentals in Hillsdale

4.98 out of 5 average rating, 59 reviews

Newly Updated Cozy Lakefront Cabin on Private Lake

RebeccaRating, 5 stars2 days ago

First off what some great owners! And secondly what a great home they have built and opened up to others! It was such a pleasure to meet them. It was a great getaway! Getting the lake view was amazing and seeing alot of wildlife was exciting. Thankfully the bed was comfortable too! The cabin had everything we needed too. Thanks for having us 🙂

4.86 out of 5 average rating, 43 reviews

Cozy 2-Bedroom Cabin on the Lake

ChristopherRating, 5 stars1 month ago

As advertised. Great Lake access and only about a mile from the nearest landing. Dock is a little high for smaller aluminum boats, would be nice if there were some tire bumpers but we made it work. Clean & comfortable for 3 guys.

Superhost

4.82 out of 5 average rating, 17 reviews

Cognac Cottage On Lake Chetek

LynnRating, 5 stars2 days ago

Great place . We were visited every day by deer and families of ducks and geese. Did pretty well fishing every day. Would definitely stay there again

4.97 out of 5 average rating, 119 reviews

Cabin in Turtle Lake

The Cabin on the Marsh

MitchellRating, 5 stars1 day ago

Very clean and relaxing. Wonderful place to stay in the area.

4.89 out of 5 average rating, 142 reviews

Cabin in Cameron

North4u--Classic Cabin--Chetek, WI

BreRating, 5 stars4 weeks ago

My stay was absolutely wonderful and exactly what we needed. Molly was responsive and understanding + left very clear instructions. Would recommend to anyone looking for a peaceful getaway.

4.93 out of 5 average rating, 86 reviews

Home in Chetek

Newer home awaiting your arrival

BrianRating, 5 stars2 weeks ago

The house served us well while we were in Chetek visiting family. It was comfortable and clean. We walked to the shops in town.

4.93 out of 5 average rating, 14 reviews

Cabin in Cameron

Beautiful cabin on the Chetek Chain of Lakes

WalterRating, 5 stars1 week ago

Josh's place was just as described and it was just what we needed. The natural surroundings with the lake and trees are peaceful and restorative. We saw eagles, loons, ducks, deer, and plenty of song birds, and enjoyed a friendly conversation with a neighbor. If you want quiet, this is the place to go. If you want fishing, almost everyone around has a boat with plenty of waterways all around. We highly recommend this place for your next getaway!