Holiday rentals in Glenwood City

Dockside at Wissota

Gorgeous house on Scenic Lake Wissota. This waterfront home has everything for an amazing vacation experience. Relax in the heated pool and hot tub during the summer months. Enjoy the multiple gathering areas in the house and around the 3-acre estate type yard, a private dock, and breath-taking sunsets along the 275 feet of shoreline. Low bank and gradual water make swimming from shore easy and fun. 4 bedrooms plus two roll out sofa sleepers allow for a wide variety of guest accommodations.

Sunsetters - Good Vibes Lakeside Lodge

This stunning lakefront home delights with gorgeous water views, spectacular sunsets and lots of space to gather or spread out. The Holidays are coming gather the whole family together and celebrate. Hosting made simple! Our lodge is all decorated for the Holidays with plenty of dishware and cookware to host the big meal. located on lake Wissota and Perfect for gatherings.. The fire pit and sunsets will complete your day. want to stay longer, Ask for holiday week or month long pricing!

Sunset Bay, 2023 Hot Tub!

Come stay at Sunset Bay, where the sky comes alive as the sun slips below the secluded tree line right out your back door. Here, your family can enjoy that much needed getaway on the near half acre lot, situated on a quite lakeside cul-de-sac. Crisps fall nights beckon for the warmth of the lakeside bonfire pit or living room fireplace. Bring your cross country skis or snowmobile once the snow arrives, your back door will connect you to hundred's of miles of trails and boundless fun.

"Amazing Views" of Lake Pepin in Lake City

Amazing Views is Lake City's "Premiere" Vacation Rental! From its perfect location, to the absolutely Amazing Views and lake cottage feel, you will love this home! Enjoy Adirondack chairs under the pergola in the summer to watch the eagles, pelicans and sailboats. Cuddle up by the red brick, gas fireplace in the living room in the winter. A perfect home for every season. Just 2 blocks away from Ohuta Beach and the Marina. Bring your friends and family to this "Amazing" home!

The Cottage

This unique and quaint cottage is a perfect get away for 2. Located a block from the walking path, Isaak Walton park and Parkside Marina, this quiet cottage is a central spot for many activities. Take the walking path to the beach or head downtown to the Eagle Center. This cottage boasts many different plants in its secluded gardens. Sit on the back porch and sip your morning coffee, or take a nice bubble bath in the claw foot tub. You’ll be sure to find solace here.

Stylish Lake Cabin w/hot tub

Welcome to Greatwood, a fully renovated (top to bottom) lake cabin on Horseshoe Lake. A serene setting atop a stairway down to the lake, you'll have the most peaceful view. Enjoy coffee on the expansive deck, and curling up by either gas fireplace. A fully recreational lake is great for all swimming and watersports ~kayaks or paddleboards provided! 3 bedrooms with high quality linens and comfortable beds for everyone. Pontoon boat rental is available as an add on!

Four Seasons of Lakefront Fun - Main House

Wonderful ranch-style retreat with a peaceful, very secluded bay of the lake with 30 acres of privacy, woods, and lake views. Luxury woods surround the property for relaxing, family time, or a great nature get away, perfect in any season. You will be welcomed by a stone gate and quarter-mile driveway lined by maples with plenty of outdoor parking available in front of the house. Only a 1.5 hour drive from the Twin Cities!

Legacy Farm! Waterfront cottage

Super cozy recently remodeled cottage. Waterfront property with panoramic views of sunset and sunrise . One of five homes on the private estate. Access to 70+ acres of walking trails. Awesome swimming, kayaking, paddle boarding, fishing and all waterfront activities. Just 10 minutes to Walmart, Sam’s Club and everything. Pony rides included on request . 15 minutes to Country Jam and many attractions.

Cozy Wooded Lakeside Cabin

Rustic cabin on a small wooded lake in Cumberland, WI. Has everything you'd want and need! Cozy with an insert gas fireplace, TV, equipped kitchen, sunny porch, lake access, fire pit and spacious deck. Summer/Fall - near a bigger recreational lake and a nice golf course, both within a mile. Winter - ice fishing, cross-country skiing with lighted trails, snowmobile area.