Holiday houses in Glenwood City

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Top-rated holiday rentals in Glenwood City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A quaint cottage is illuminated at night, showcasing its rustic wooden exterior and sloped roof. Soft lighting highlights the entrance, leading up a set of wooden steps surrounded by vibrant foliage and stone landscaping, against a backdrop of a deep blue twilight sky.
Cottage in Glenwood City
4.96 out of 5 average rating, 214 reviews

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.

Top Guest favourite
The great room features a tall ceiling with a modern chandelier overhead. A cozy leather Chesterfield sofa surrounds a rustic coffee table. Large windows provide views of the lake, framed by warm-toned drapes. A fireplace adds warmth, complemented by vintage decor elements on the walls.
Cabin in Amery
5.0 out of 5 average rating, 149 reviews

Lakefront Cabin | Amazing Views | Kayaks Wildlife

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

Top Guest favourite
Home in Menomonie
4.98 out of 5 average rating, 57 reviews

Lazy Days Lake Retreat

Beautiful 4BR, 2BA lakefront home on Tainter Lake. Enjoy outdoor decks, a private dock with lake access, and a hot tub for unwinding. Inside features full kitchen, comfortable furniture, indoor fireplaces, games, and more. The open layout features plenty of space for friends and family. Ideal for a peaceful escape or fun-filled family vacation. NOTE: The lake gets green from algae bloom by Mid July, and swimming may be limited after that time, but boating and fishing remain great all year.

Guest favourite
A campfire burns brightly at the center of a clearing, surrounded by trees illuminated by string lights overhead. The soft glow of the fire creates a warm ambiance, complementing the natural surroundings of the wooded area.
Guesthouse in Emerald
4.97 out of 5 average rating, 70 reviews

Emerald Acres Retreat

Take a walk, mountain bike, or cross country ski in the woods on the trails over our 40 acres. Read a book in the enclosed gazebo in the woods and watch the wildlife. Stargaze during your campfire and reconnect with nature. We are just minutes from beautiful New Richmond, Somerset, Clear Lake and Amery, WI. We are just a 30 min drive to Menomonie, Hudson, Wi and the magnificent Stillwater, MN. We offer a quiet, peaceful and wooded setting to rest after a great day of sightseeing in the area.

Top Guest favourite
Farm stay in Knapp
5.0 out of 5 average rating, 39 reviews

Third Mountain Retreat

Third Mountain Retreat is a rare place of natural beauty where you can hit re-set. Nestled into our 400-acre organic family farm at a dead-end road, it's easy to get to yet feels a world away. Cozy farmhouse meets old-world European aesthetic. This 1905 gem will charm you. She's beautiful, well-appointed and ready to welcome you! Explore miles of trails winding through lush woodlands and fields. Nap. Read. Walk. Stargaze on a dark country night. Feel the breeze and hear rustling of the trees.

Top Guest favourite
Apartment in Elk Mound
4.95 out of 5 average rating, 511 reviews

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.

Guest favourite
Two individuals stand on a wooden dock beside a lake, framed by lush green trees. The calm water reflects the surrounding nature, with sunlight filtering through the leaves. A dog is present, adding a sense of warmth to the outdoor space by the home.
Cabin in Menomonie
4.83 out of 5 average rating, 290 reviews

Water's Edge House on Tainter Lake

Gorgeous little house with cap cod feel, right on the water. We call this baby "Water's Edge on Tainter Lake". Perfect way for a quick escape from the Twin cities, only 50 minutes away. Fish off the permanent dock on the water. Beautiful views and sunsets on a fun, active recreational lake. Short boat ride to Jake's super club. Some guests say its a "private location", but we are on a very active lake with houses close by. Please read our "other details to note" for more info.

Guest favourite
An A-frame cabin is nestled among trees, with warm light glowing from its windows. Two bright orange chairs are positioned around a fire pit made of stones, providing a cozy gathering spot just outside the cabin. A spacious deck extends from the entrance.
Cabin in Colfax
4.97 out of 5 average rating, 113 reviews

A-Frame DGP | a cozy riverside cabin ~1hr from MSP

This retro, but modern A-frame cabin is tucked neatly into a wooded hillside, overlooking a peaceful river, near Menomonie, WI. ~1 hour from the Twin Cities. The space has been revived by lovers of architecture, design and the great outdoors as a quiet getaway for couples or friends looking to slow down and reconnect. Note: we do not allow parties or pets, and the property isn't suitable for children or those with mobility challenges **please read entire description before booking**

Top Guest favourite
The chalet is set amidst a colorful autumn landscape, with its grey exterior contrasting against vibrant foliage. The spacious deck offers an area for outdoor relaxation, while fallen leaves cover the ground. Large windows enhance natural light within the structure.
Home in Boyceville
4.98 out of 5 average rating, 91 reviews

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.

Superhost
The modern retreat features an expansive outdoor patio with comfortable seating arrangements. Large windows accentuate the two-story structure, revealing a seamless blend of indoor and outdoor living areas. Surrounding tall trees provide a sense of isolation and tranquility.
Home in Somerset
4.97 out of 5 average rating, 137 reviews

Artful Countryside Retreat • Hot Tub • Fire Pit

Secluded, modern, stylish retreat nestled in mature pines on 2.5 acres near Apple Lake. Enjoy a large hot tub, fire pit and year-round activities. The property sits on a lagoon that is currently separated from the lake due to low water levels. The lagoon is suitable for kayaking, pedal boating and fishing, but not swimming. Large windows and sliding doors connect indoors and out, with a patio and rooftop deck. For more design and seasonal moments, find us @StaysInColor.

Top Guest favourite
A spacious living area features rustic wooden ceilings and rough-sawn flooring. A comfortable leather sofa is positioned near a stone fireplace, and a dining table is seen in the background. Large windows allow natural light to fill the room, enhancing the inviting ambiance.
Home in Glenwood City
5.0 out of 5 average rating, 67 reviews

Double R Ranch

Inspired by western design the Double R Ranch mixes a WI Cabin in the woods with a Montana Ranch. From the rustic rough-sawn floors to the custom “longhorn trim”, you’ll smell the aroma of the WI pine walking in the front door. Over a mile of trails through the woods to enjoy the outdoors. Not an outdoors person? Cozy up to the fireplace or play a collection of board games. 1 mile from Glen Hills Park & Golf Course. 4 miles from I-94. Comfort & Convenience all-in-1.

Top Guest favourite
A spacious gathering area is shown, featuring a mix of comfortable seating and groups of individuals socializing. Natural light enters through large windows, illuminating the room. A central coffee table holds snacks and beverages, enhancing the inviting atmosphere of the space.
Apartment in Menomonie
4.93 out of 5 average rating, 108 reviews

Downtown Abbey - One of kind apt. with lake view.

One of kind stay! Perfect for two couples or a large group. Two bedrooms have queen beds and a back bunk room has 3 twin size and 1 full size bed. Big kitchen/living room area. There is a unique 4 seasons room with hammocks in the center of the apartment that is smoker friendly. Right downtown and above a friendly pub. We keep the bunk room locked and unlock it with 5 people or more. If you need access to it reach out and we can discuss. Thanks!

Popular amenities for Glenwood City holiday rentals