Holiday rentals in Gaylord

Sherry's Suite

Our beautiful suite of private rooms will accommodate up to 4 people. You can expect a very private, peaceful and comfortable atmosphere. A place that you can call 'Home' while being away from yours. During this time, with the Coronavirus and the need for social distancing, Lisa & I would like to assure you that the Suite is completely yours and there is no shared space within the home. We take extra care in making sure you are in a safe, clean environment. Have safe travel's and stay healthy.

Peace of Nature Rustic Retreat

Peace of Nature Rustic Retreat is located in a beautiful wooded property between a lake and a pond and wetland. The retreat features private entrance & covered patio with woods & lake views. A bird watchers dream with a variety of woodpeckers, nuthatch, hummingbirds, Bluejays & cardinals. Enjoy observing the many other critters here too — deer, ermine, otter, trumpeter swan, blue Herron, fox squirrels and more. Located within 10 minutes to fishing, hiking, bike trails, cc skiing and much more.

Winowannastay Inn "Garden Shack" (1 of 6 rooms)

Welcome to a backyard getaway that will drop your mouth in awe. Kinda like "GLAMPING" but better!Has heat and Air .Unique, corky but a great place to relax and put your feet up in the hammocks inside. Must be able to climb a 6 foot ladder to get to loft to sleep. Can come to the main house to go to the bathroom or use the best compost toilet ever attached to your getaways space. Kitchen area if needed in wine area to use. Firepit and grill to use for cooking also. A place like no other!

Peaceful Getaway | Updated & Inviting Stay

Escape to this freshly updated 2-bedroom bungalow, designed for comfort and convenience, and perfect for your next short-term stay. Located in a quiet, desirable neighborhood, this charming home blends modern amenities with cozy appeal, making it an ideal retreat for families, friends, or business travelers. With a variety of sleeping options, this home can accommodate up to 7 guests (two queen beds with memory foam mattresses, 1 queen airbed, 1 pull out single bed).

The Blueberry Bungalow

Whether you're planning a trip to New Ulm to visit family, partake in one of our cities many festivals or looking for a quiet retreat, we'd love to have you be our guests in this newly renovated cape cod home! The home can sleep 8 adults very comfortably, but the nightly pricing is set for two occupants and additional guests are $30 per person. This allows you the option of staying in a fully furnished home at a reasonable rate whether your group is large or small.

Lakefront Cabin with HOT TUB!

Relax and let life slow down a bit at the Crafted Cottage w/NEW HOT TUB overlooking the lake! Renovated home on peaceful 777 acre Maple Lake. Enjoy views of the water from the family room through floor-to-ceiling windows. Play games, cook your favorite meals in the full kitchen or take in a movie on the smart tv. Big living room to hang out in! Year round fun at this cozy cabin. Visit the local brewery or wine bar + the best coffee in town is right up the road!

Upper unit in 1900 brick duplex

Keep it simple at this peaceful and centrally-located place. A quaint place to unwind and read a book or take a short walk to the historic main street. Enjoy the many parks that New Ulm has to offer including Flandrau State Park as well as Hermann Heights which is home to the towering Hermann Monument offering a spectacular view of the valley. A handcrafted beer can also be tasted at August Schell Brewery which is the oldest brewery in Minnesota.

Small Town Downtown II

A charming place to stay in the heart of a charming downtown. This unique place has a style all its own. It boasts two bedrooms with queen beds in each, one bedroom also has a twin bed. Designer touches throughout the unit. Onsite laundry, and a great kitchen too. You will feel like you never left home...or maybe you won't want to go back home! This place is located downtown, within walking distance to shops, restaurants, bars, and parks.

Charming Apartment in Glencoe

Historic 1885 second floor apartment in downtown Glencoe blends industrial-rustic charm with modern comfort. 2BR/1BA, 1000 sq ft with exposed brick, high ceilings, open layout. King bed, queen, bunks, futon. Steps from city center events, shops, restaurants. Fully equipped kitchen, in-unit laundry, Wi-Fi, parking. Unique ambiance in prime location near wedding venues. Cozy yet spacious for families/groups. Warm hospitality - tips or privacy.