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, 217 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.

LocationValueOutdoor spaces

Top Guest favourite

An aerial view captures the expansive Lake House Mansion overlooking a tranquil body of water. Lush greenery surrounds the property, and a spacious circular patio is visible, inviting gatherings outdoors. The clear blue sky complements the serene landscape, emphasizing the home's idyllic lakeside setting.

Home in Colfax

4.96 out of 5 average rating, 154 reviews

Mansion on Lake Tainter, sleeps 28, Jacuzzi tub

This stunning lakefront Mansion is perfect for family gatherings, reunions, weddings, and retreats, just 90 min from MSP airport, 45min from Eau Claire airport . Sleeps 20 in 5 private suites (3 kings, 2 queens) plus a kids’ bunk room; add 2 more bedrooms for 6-8 extra guests. Enjoy a chef’s kitchen, 8 fireplaces, enormous game room, 10 TVs, complimentary kayaks, and a pontoon rental available . Summer offers boating and fishing, winter brings cozy fires, sledding, ice fishing and snowmobiling.

LocationValueHospitality

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, 152 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

LocationFamilyRiver

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, 74 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.

LocationFamilyCleanliness

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, 291 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.

FamilyLocationWi-Fi

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, 116 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**

LocationFamilyQuiet

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, 92 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.

ValueFamilyOutdoor spaces

Top Guest favourite

An aerial view captures a spacious rural landscape featuring two silos and a large barn amidst colorful autumn foliage. A serene river lies in the background, with a bridge connecting the distant shore. The area is surrounded by cornfields, highlighting the agricultural heritage of the property.

Farm stay in Hudson

5.0 out of 5 average rating, 148 reviews

Betty's country farmhouse near Stillwater, MN

Spend some time in the country with this 1930's farmhouse that has tons of character, updates and unique style all its own. This was originally a working dairy farm and we are the 4th generation owners. Step into some history and charm with this updated nostalgic home. Main level full bathroom has been completely redone. Sit on the back porch and relax or take a 5 minute drive to historic Stillwater or Hudson and everything the St. Croix Valley has to offer!

FamilyLocationAmenities

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, 68 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.

LocationFamilyCheck-in

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!

FamilyLocationView

Superhost

A well-appointed kitchen features sleek cabinetry with a blend of gray and white finishes. Open shelving displays glassware and dishware, while a farmhouse sink is complemented by a modern light fixture above. Natural light streams through the window, illuminating the warm wood floors.

Home in Baldwin

4.85 out of 5 average rating, 200 reviews

ReStyle & Co House

Welcome to our cute and cozy city farmhouse! The house is located right on Hwy 63 on the ReStyle & Co property with easy access to I94 and many amenities including easy access to Minneapolis/St. Paul! You will have the bonus of being able to shop at our Retail Home Interiors & Fashion Shop open Thurs-Sunday! Need a girls weekend...this is the perfect spot...how about a family wedding or a hockey tournament this is your ideal location.

FamilyLocationOutdoor spaces

Top Guest favourite

A well-equipped kitchen features wooden cabinetry complemented by a granite countertop. Modern appliances, including a dishwasher and sink, are visible. Natural light filters through the blinds of nearby windows, enhancing the warm tones of the wood. A cozy seating area is located in the background.

Home in Amery

4.97 out of 5 average rating, 129 reviews

Experience comfortable country style living.

Come and stay in a recently remodeled four bedroom farmhouse. We are located close to numerous lakes and rivers and other outdoor recreational areas where you can hike, canoe, kayak, ride bike, fish or just enjoy nature’s beauty. The property is located close to a number of small towns and approximately 80 miles from the Minneapolis/St. Paul, MN metropolitan area.

LocationValueOutdoor spaces