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Modern Loft in Historic Building on Main Street

In the heart of what's happening in Webster: shopping, bars, fishing, hunting, and more. Centrally located on Main St. "The Loft" is an intimate vacation rental providing guests with a convenient, modern, and comfortable experience. Completely renovated in 2021 to be modern and cozy with all new furnishings. The layout has been thoughtfully designed to be flexible to the needs of our guests; cozy for a couple, yet flexible to accommodate up to 6. Space to park boat or shack with power hook-up.

Dewey’s Place is for Hunters/Fisherman/Families

Here's your perfect fishing/hunting destination, with space for all your buddies, big family, and/or dogs too! Located within 10 miles of 7+ lakes including Bitter Lake, Waubay Lake, and Enemy Swim and prime hatch area for waterfowl. Perfect for families visiting or groups of outdoorsman looking for a large space where everyone (or almost everyone) gets a bed! Cozy in the winter, cool in the summer, and homey all year round. Host is an area hunter and fisherman with guide experience.

Horseshoe Lodge

3 bedroom, 1.5 bath ranch style house with attached 3 car garage perfect for large family or group getaways! Home sleeps 11 people with 9 twins and 1 queen bed. Corner lot with lots of parking space on the street and driveway. Driveway has room for parking 3 boats off the street! Outside plugins for charging boat batteries. Living room has large TV with Youtube TV provided for your stay. Walking distance to downtown businesses! Pets are welcome but must stay in the garage.

The Lodge at the Lake

The Lodge at the Lake is a half-mile from both Bitter Lake and Blue Dog Lake and a few short miles from Enemy Swim, Pickeral, Waubay, and Rush lakes. We are also close to great hunting areas. We have plenty of room for your entire party. Our house features a large TV, wifi, foosball table, 2 stall garage to park out of the elements, outdoor seating and fire bowl, a large grill, and the yard is big to give you some privacy. We have 3 bedrooms and room for at least 10 people to sleep.

Peace of Lake, Apartment suite, Pickerel Lake SD

Located at Pickerel Lake, one of the best clear-water lakes in northeast South Dakota, the apartment above our garage offers guests all-seasons year-round access for fishing, hunting, boating, and water recreation activities on Pickerel Lake and on other area lakes. From a keypadded shared entryway up 16 standard-incline steps to the apartment are two bedrooms, living room, full kitchen, full bath with shower, plus free parking outdoors including area for boat/trailer parking.

Ginger House - Cozy 2 bedroom

Escape to picturesque Roy Lake. Perfect getaway for all seasons. Perfect for guests seeking a tranquil getaway. Enjoy the many activities and sites of NE South Dakota. Many amenities are included full kitchen, laundry, family room, WIFI, TV and air conditioning. Whether you're exploring the stunning surroundings or simply unwinding in the inviting atmosphere, this terrific property offers a delightful escape. Fall in love with Roy Lake and enjoy the magic it has to offer.

Glacial Lakes Retreat

Nestled in the serene Glacial Lakes region of South Dakota, our unique family-friendly cabin offers the perfect blend of rustic charm and modern comfort. This retreat is a haven for fishing and hunting enthusiasts. With cozy interiors it's an ideal escape for quality family time or outdoor adventures. The cabin is equipped with all the amenities needed for a comfortable stay, ensuring a memorable experience in the heart of nature. Minimum two night stay for booking.

Cozy 2 bedroom Cabin with beautiful lake views

Relax with the family at this peaceful cabin located right on the waters of Big Stone Lake. Access walking trails through Hartford State Park right from the cabin! Walking distance to 2 restaurants/bars. Enjoy all the activities of lake life in the summer with fire pit, patio and seating right on the water and docking for your boat and jet ski. Enjoy direct lake access for ice fishing in the winter months! High Speed Fiber Internet perfect for Remote Working.

Sportsman’s Country Lodge: The Fish House

Located in Webster, SD, this is a full service home with 2 bedrooms and 1 bathroom upstairs. There are 2 full beds, three twins (bunks), and a single bed in the bedrooms. There is also a queen bed in the pull-out couch in the living room. If you aren't fishing enjoy the 65 inch tv or the poker table. There is off street parking with a boat plug-in and a cleaning station in the garage. Please just take your fish scraps when you leave. TV is smart.

Blue Dog Escape

As of November of 2025, our Airbnb will be temporarily unavailable due to remodeling. We are excited to have it updated! Our adorable 1,467 square feet lake home is a perfect place to relax and unwind. Just a short walk from the Purple Cow (Ice cream and food) and Dollar General. A little further south there is a gas station to get groceries, hardware and tackle. HUNTERS & FISHERMAN WELCOME! Absolutely no loud parties.

Roslyn Creamery Co. - Hunting/Fishing Getaway

Charming, spacious brick building—once the Roslyn Creamery Co.—now a comfortable base for lake days and field time in NE South Dakota. Right on Main Street, steps from a local bar & grill, with contactless check-in and plenty of parking. Sleeps up to 12 on a single level with an easy, open layout. After a long day, soak in the indoor & outdoor hot tubs, light the wood-burning stove, and unwind with classic games.

Come relax on the lake!

Enjoy your summer at the lake. THIS THE LOWER LEVEL OF A HOUSE ON ROY LAKE. It is separate from the upstairs and has its own entrance on the lake. Includes access to dock and close to boat dock. (Our dock is only in the water from May-Sept) 2 bedrooms (1 King bed, 2 queen beds), and large sectional couch. Has kitchenette, private bathroom, gas grill, fire pit. Bring your boat!