Holiday rentals in Glenwood City

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Top-rated holiday rentals in Glenwood City

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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 out of 5 average rating, 129 reviews

Cozy Modern Lake Cabin | Winter Snowshoe Getaway

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
A serene winter landscape features a snow-covered meadow bordered by frosted trees. A single person in a winter coat stands amidst the scenery, observing the tranquil surroundings. Gentle snow blankets the ground, creating a peaceful, white vista that invites exploration.
Cottage in Glenwood City
4.95 out of 5 average rating, 192 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
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 378 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!

Top guest favourite
The kitchen area features wooden cabinetry and modern appliances, including a refrigerator and microwave. A dining table with wooden chairs is visible, along with a cozy seating arrangement. The walls are painted in a calming green, contributing to a welcoming and functional space.
Flat in Elk Mound
4.94 out of 5 average rating, 471 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.

Top guest favourite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.96 out of 5 average rating, 547 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Guest favourite
A charming house is surrounded by vibrant foliage, showcasing a well-maintained exterior with blue accents. The front porch is accentuated by steps leading to the entrance, while autumn leaves cover the ground, enhancing the inviting appeal of the property.
Home in Menomonie
4.92 out of 5 average rating, 133 reviews

The Falk House....a delightful & relaxing home.

Hello & Welcome to our new home away from home! Our completely renovated and updated rental is fully furnished for your convenience. Located in a quiet neighborhood five blocks from the University of Wisconsin-Stout, and 11 blocks from historic downtown Menomonie. Offering two bedrooms and one bath, along with a full daybed and a twin trundle, easily sleeping seven people. Our rental is a perfect home base for business travelers, college parents or vacationers just looking to enjoy and relax!

Top guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 722 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.

Top guest favourite
An outdoor seating area features two red cushioned chairs and a small glass table, positioned around a circular fire pit. Soft light illuminates the space from a nearby lamp, with greenery and flowers visible in the background, creating a serene atmosphere.
Farm stay in Roberts
4.88 out of 5 average rating, 347 reviews

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

Top guest favourite
The exterior of the cottage features warm orange siding and green accents, surrounded by trees. A small patio area is visible, furnished with a table and chairs, along with a grill. The peaceful setting offers a blend of rustic charm and natural beauty.
Cottage in Maiden Rock
4.97 out of 5 average rating, 126 reviews

Rush River Cottage & Gardens hosted by Phil & Kay

Milkhouse Cottage was rebuilt from the original Milkhouse built on our farm in 1906. Nestled in a peaceful valley across the road from the Rush River. Amenities include one queen bed, 1 queen sized comfortable queen sofa bed, air conditioning, private deck, private fire pit & 38 acres of private hiking trails and snowshowing trails. For larger groups we have another cottage on airbnb called the Trout Haus. Check on Airbnb or contact us regarding renting both houses.

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, 183 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.

Top guest favourite
A single-level ranch home is set against a soft sky at sunset. Lush green grass surrounds the house, which features large windows and a covered entrance. Flowering shrubs accentuate the garden area, contributing to the serene rural ambiance.
Home in Menomonie
4.97 out of 5 average rating, 141 reviews

Peaceful Stay-Birds,Bikes & Brews 6 miles to Stout

A guest favorite for 5+ years! This cozy, Scandinavian-inspired suite is perfect for couples seeking a peaceful nature escape with modern comfort. Just 6 miles from Menomonie and 1 mile from Downsville, enjoy birdsong mornings, nearby trails, and starry nights. Spot birds from the yard, bike the Red Cedar Trail, or grab a fresh pastry and local brew at Scatterbrain Café. Quiet, scenic, and relaxing—your retreat awaits.

Top guest favourite
An open living area features a regulation-sized pool table at the center, surrounded by two sleeping areas with patterned bedding. Light from the sliding doors illuminates the space, which includes a cozy couch and is decorated with framed photographs on the walls.
Flat in Amery
4.96 out of 5 average rating, 235 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.

Popular amenities for Glenwood City holiday rentals