Holiday houses in Brewster

Modern Meets Cozy! NEW Space

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.

The Bunkhouse at Hobby Horse Acres

Beautiful rural acreage with private "bunkhouse" located minutes from the Okoboji Iowa Great Lakes, Historic Spencer, and the Clay County Fair, the world's greatest county fair. Enjoy the peaceful setting including outdoor fire pit area, gazebo area, playground, barn with animals to pet, fruit trees, and room to roam. Full kitchen is included. Two private bedrooms and plenty of hang-out space and extra sleeping spaces.

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.

On Julia Street

Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.

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.

#8 Studio Apartment

Studio apartment with kitchenette, stove, full fridge, microwave, sink, coffee pot, and a lot of kitchen items. No pets, Non smoking (only outside) Please contact for more information. Located in Sheldon, very close for local businesses, coffee shops, and grocery store. New flooring, and freshly painted and deep cleaned. Weekly and monthly rates available upon request (price varies).

Cozy, spacious 2 bedroom Okoboji Ave. home

This home is conveniently located 5 mins from Terrace Park beach and less than 7 mins from the Great Lakes with 2 bedrooms, 1 full bath, eat-in kitchen and a large living room. House is set up as a duplex style home with private entrance. This listing is for the upper level, with no inside access to the basement apartment. Inquire about garage availability.

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.

Boernsen's Air Bee n Bee

Boernsen’s Air Bee n Bee provides a comfortable getaway home for families, friend groups, and individuals. Our Air Bee n Bee is in the quiet rural town of Ocheyedan, Iowa, located 25 miles away from the Iowa Great Lakes. We provide multiple beds and bedrooms for any size group or individuals to stay.

Cozy 1-bedroom cottage with fireplace

Our guest cottage is the perfect getaway in Southwest Minnesota if you're looking for an escape from the city near one of Minnesota's many lakes. The sunrise over the lake in the morning is absolutely breathtaking and the rolling prairies with a view of our vineyard is hard to beat.

Historic Lake Getaway

Enjoy a sunset like no other from the front porch of this historic home overlooking lake Okabena. The best of both worlds, this home features an unobstructed view of the lake and is located only blocks from downtown. Walk to the beach, parks, restaurants, shops, and hospital.