Holiday rentals in Elmwood

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Top-rated holiday rentals in Elmwood

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

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Top guest favourite
A spacious guest room features a queen bed dressed in linens, accompanied by a stylish gray couch and a small table. Large south-facing windows allow natural light to fill the space, while a chandelier adds an elegant touch. A water view can be seen through the trees.
Flat in Downsville
5 out of 5 average rating, 19 reviews

Room #2 at the Creamery (2 night min)

Experience the charm of the historic Creamery Inn in Downsville by staying in any one of our five fully furnished guest rooms. Each private guest room includes a bathroom, kitchenette, fast fiber Wi-Fi, all utilities, and off-street parking. While here, shop downstairs at the Creamery Boutique and relax with a drink on our beautiful back patio. Explore nearby biking on the Red Cedar State Trail and kayaking on the river. Peaceful, scenic, and full of small-town charm—you may never want to leave!

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, 209 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
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
4.95 out of 5 average rating, 593 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
Religious building in Plum City
4.88 out of 5 average rating, 26 reviews

Historic One-Room Schoolhouse in the Countryside

Sweeping views of the high hills of Pierce County, a piece of Elmwood history dating back to 1907, and nothing but the sound of nature to welcome you home. This is THE place to truly disconnect. Simple amenities allow you to slow down while the great outdoors await you. Bring your ATV, trails are right outside your door. Love fishing? Nugget Lake is walking distance & you're a scenic road away from the Mississippi Coast, Pepin, and Maiden Rock for the top tourist attractions in the area.

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, 152 reviews

Serene Country stay near Trails & 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. Private entrance 1/4 of our ranch home all the privacy you need. Just 6 miles from Menomonie and 1 mile from Downsville, enjoy birdsong mornings, nearby trails, and starry nights. Spot birds from the yard, bike or ski 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
A rustic cabin exterior is framed by lush greenery and a wooden trellis. Comfortable seating arrangements, including wicker chairs, are present on a spacious deck, inviting relaxation. Large glass doors reveal the interior and provide a connection to nature and the tranquil setting by the lake.
Cabin in Menomonie
5 out of 5 average rating, 63 reviews

Echo Point | Historic Lakeside Cabin

Echo Point's guest cabin is a unique and tranquil getaway perched on the edge of the water with a grand view of Tainter Lake, about an hour east of Minneapolis/St. Paul, MN. This renovated cabin - originally built in the 1950's atop a boathouse - provides guests the feeling of being in the trees overlooking the lake. It is the perfect getaway to unwind in nature. Please note: We do not allow parties or pets, and the property isn't suitable for those with mobility challenges (stairs)

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, 111 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 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
4.96 out of 5 average rating, 141 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.

Top guest favourite
Home in Arkansaw
5 out of 5 average rating, 13 reviews

*Cottonwood Retreat* Countryside Get-a-Way

Nestled in the quiet countryside of western Wisconsin, Cottonwood Retreat is a historic farmhouse surrounded by wide skies, flowers, and the whisper of century old cottonwood trees. This is a place to unplug, recharge, and reconnect — with nature, loved ones, and yourself. Whether you’re sipping morning coffee on the porch, sharing stories by the fire, or watching the cottonwood leaves shimmer in the breeze, we hope you find a sense of stillness and renewal here.

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 427 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Top guest favourite
A wooden sauna is positioned in the center of a rustic room with exposed beams and corrugated metal walls. Two wooden rocking chairs sit nearby. Light enters through several windows, and a basket is placed on the floor, enhancing the inviting, serene environment.
Home in Stockholm
4.96 out of 5 average rating, 292 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at our Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. Just a short drive to the area wedding venues and other West Coast Wisconsin attractions. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern-day amenities. If you are looking for a quiet rural getaway, this is your place.

Guest favourite
Guest house in Elmwood
4.86 out of 5 average rating, 35 reviews

The Oak & Ember Loft

Welcome to your cabin-style loft escape—where rustic charm meets modern comfort. Perched above our detached garage, this private retreat offers a cozy bedroom, full kitchen, and living space, plus access to outdoor amenities like a fire pit, deck, and outdoor basketball court/ice rink. Minutes from the Rush River, hiking trails, ATV and snowmobile trails,and a local vineyard, it’s the perfect spot to relax, explore, and recharge.

Popular amenities for Elmwood holiday rentals