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Hideaway on Main- No cleaning fee-Local Owned

The Hideaway on Main is large enough to sleep up to 12. Features a large pull thru driveway, as well as large yard, perfect for trailers and boats without having to park on the street! A heated and cooled cleaning shack for game and fish is provided. Pets are allowed in the house but NOT on beds or other furniture. The Webster area offers many hunting and fishing opportunities. Home is located on main street, walking distance to excellent restaurants and bars and grocery store just blocks away.

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.

Tails Up Retreat | Premier Basecamp in Webster, SD

Tails Up Retreat – Your Glacial Lakes Basecamp Just blocks from downtown Webster, Tails Up Retreat is a cozy, pet-friendly home built for outdoor adventure and relaxed family stays. Enjoy a heated garage with TV, a heated fish & game cleaning shack, great outdoor living with grills and a firepit, plus family-friendly extras like a Pack ’n Play, high chair, and kids’ toys. With fast Wi-Fi, quiet mini-split A/C, in-unit laundry, and space for up to 8 guests, it’s the perfect place to unwind after

Cozy 3 br Home - Fireplace & Heated Garage Spaces

Enjoy our 2-br, 2-ba home fully furnished for your stay! Scenic trails and a park are just steps away. Only a 5-minute drive to the Prairie Lakes Ice Arena and downtown Watertown. Enjoy a gas fireplace in a cozy 4 seasons room, a spacious kitchen, a "man cave" with a 75" TV, a relaxing master bedroom with a king-size adjustable bed, and a versatile office that can also serve as a bedroom, with an optional air mattress. Attached heated garage stalls included. Comfortably sleeps 6 guests.

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.

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.

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.

Springer's 1886 Lodge

The 1886 Lodge located in Bradley SD in the heart of the Glacial Lakes region. Which has excellent fishing, hunting, & outdoor recreation opportunities. Our lodge was originally the first Bradley school. It has open concept which can sleep up to 7 guests with a queen bed, 3 singles, & a sofa sleeper. Other amenities include a full bath, half bath, full kitchen, & laundry. Hunting dogs are welcome!