Holiday rentals in Brewster

Redshed Inn

Relax when you stay in our quiet country get-a-way. We are an easy 25 miles or less from Okoboji, Spencer, Worthington, Sibley, and Sheldon. There’s a firepit ready for use, firewood, grilling grate, roasting sticks and a gas grill. Our Redshed's upper deck is your private vantage point to enjoy trees, birds and unlimited star gazing. You will certainly see deer as they cross the valley and we enjoy frequent bald eagle sightings. Outdoor areas have comfortable chairs waiting for you.

Okoboji Bunker House

Your family will be close to everything when you stay at this centrally-located place. This rustic cottage has a Western log cabin feel. The home is right across from East Lake Okoboji and is just walking distance to Barefoot Bar and Parks Marina! This spacious 4 bedrm/2 bath home offers laundry facilities, 4 queen beds, bicycles, outdoor wood-burning fireplace w/wood, natural gas grill, and most home furnishings including, but not limited to, pots, pans, silverware, toaster, coffee pot, etc!

Henderson Guest House: Modern Meets Cozy!

This beautiful and cozy newly constructed guest house is a perfect modern space for a single, family or group getaway! Sleeps 4 adults with king bedroom and ultra plush full queen sofa sleeper in living room , two electric fireplaces, two TVs, full kitchen, heated concrete floors and three blocks from downtown restaurants, shopping and walking trails and several areas parks. Furnished dining patio and seasonally available gas grill. No pets or parties please. All guests must be registered.

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!

Historic 1880 Settler Cabin, Merryweather Farm

Merryweather Farm is a peaceful place on the open prairie. We raise organic garlic, apples, orchard pork, free-range chickens, turkeys, ducks, geese, and charming, lovable dogs and cats. Our goal is to provide a true pioneer experience with just a bit of comfort added. 1880 Norwegian Settlers Cabin is not modernized, attached barn has been rebuilt into uninsulated screen porch. Cabin has great old iron bed, loft has twin bed, screened in porch has day bed. Private modern bath included.

Fabulous Outstate Getaway!

A super cozy, bright, very clean, European-style "rancher" home with mostly tiled-floors, Jacuzzi, multi-filtered water, privacy fence, patio with a grill, two-stall garage, blazing fast internet connection throughout, an enormous flat-screen TV, and located in the nicest and quietest neighborhood in town. The bike-trail, 2 lakes & multiple parks are located just down the street in either direction. Conveniently, for those with children, the elementary school is .02 miles away.

9th Street Hideaway

Welcome to your cozy home away from home! This spacious and relaxing private basement suite offers the perfect blend of comfort and convenience. This space is perfect for couples, solo travelers, or business guests. Enjoy a private entrance, parking, and a quiet retreat featuring: -Queen bed -Additional queen air mattress available upon request -Dedicated office space -Fully equipped kitchenette -Bathroom with full shower -Gas fireplace -Smart TV & Wi-Fi -Shared deck access

24 North Second Story Suite Downtown Loft

Embrace the charm of Springfield, MN at 24 North Second Story Suite. Make your way up the stairs of this downtown building and discover a world of comfort and entertainment. Experience the exclusivity of having the entire recently renovated upper level to yourself. The nightly pricing is set for two occupants with an additional $20 fee per person after that. Whether you’re a solo traveler or part of a large group, enjoy a fully furnished suite at an affordable rate.

The Maple House

The Maple House is a spacious home with a large kitchen, dining room and living room. The laundry room is conveniently located in the front entry. A patio door in the living room leads to a large deck with patio furniture. Upstairs has a large open bedroom with three beds and a walk in closet. Country living close to all the action without the noise. Relax with the whole family at this peaceful place to stay.

Center Lake Retreat Entire Lower Level Walk Out

As ofJuly 1, 2021 we moved into this beautiful Lakeside home. The AIRBNB is NOT our entire home but it is the entire lower level which is our home. Gorgeous, private lakeside views. It is spacious with a private entrance if suitable, large kitchenette, family room, dining room, 2 bedrooms, bath/shower full bathroom. Lakeside access. There is complete privacy with a Barn Door closure.

Little house with a cozy feel

Kick back and relax in this calm, stylish space. It offers all that you would get from a hotel space plus so much more. It has living room up stairs with open concept to the kitchen. Queen Bedroom on the same level and bathroom. Downstairs is another sit room for a quiet relaxing feel, same level is a single bedroom and bathroom with a shower.

The Chick Inn

Relax with the whole family at this peaceful place to stay. Located near to the fairgrounds and racetrack. Local restaurant/bar in walking distance. Cozy house, with complete kitchen. Bathroom is small, but includes a tub and shower. Large back yard for farlmily fun with fire ring. Patio seating in the front.