Vacation rentals in Webster

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.

Silverstar Barn

Silverstar Barn is located on 10 acres just 3 miles south of Watertown on blacktop road. It is approximately 150 feet from our residence. Rest assure that you will be left alone to enjoy your extended or weekend getaway. We have just completed remodeling the other half of the barn turning it onto another rental. Silver star Stables has it's own entrance and both units have there own patio doors, one facing east, the other west for private outdoor seating. Both units have there own grill as well.

The Hideout on Hwy 25 - Set on 10 private acres

Welcome to The Hideout on Hwy 25–your private basecamp for hunting, fishing, & unwinding in northeast SD. Set on 10 peaceful acres just 6 miles north of Webster, you’ll love the space and privacy. Just off Hwy 25, nearest lake access point is 3 miles and plenty of nearby hunting grounds. •Sleeps up to 9 •Fish cleaning station •Heated garage •Camper hookup available •Plenty of parking for boats & trailers • Dog friendly Perfect for hunters, fishers or anyone wanting a quiet country escape!

SD Country Living at its Best!

GORGEOUS HOME WITH 5 BEDROOMS, 2 LIVING ROOMS, FULL KITCHEN, 3.5 BATHROOMS, 2 LEVELS, 4,000 SQ FEET, LAUNDRY ROOM, 250 sq FEET DECK, WORKOUT EQUIPMENT, TANNING BED, GRILL, 8 TV's, GRANITE COUNTER TOPS, WiFi , POOL TABLE, FULLY FURNISHED, LOCATED ON 10 ACRES OF LAND! CONVENIENT AND BEAUTIFUL LOCATION NW OF WEBSTER, SD. CLOSE TO MANY GLACIAL LAKES. 3 MILES FROM LYNN LAKE, 7 MILES FROM WAUBAY LAKE, MAKE YOURSELF AT HOME IN OUR RURAL HOME! GAME CLEANING AVAILABLE IN WEBSTER AT THE GALLEY.

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.

Sportsman's Country Lodge: The Duck House

Located in Webster, SD and the heart of the Glacial Lakes region, The Duck House by Sportsman's Country Lodge provides an ideal location and quick access to a hunter's and fisherman's paradise. This location offers 3 bedrooms and 1 bathroom and can comfortably sleep up to 8 guests. We offer a large driveway for off the street parking, designated fish and game cleaning area (please take scraps with you), outdoor outlet for boat charging, WiFi, and we are working on a game room.

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.

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!

Alley Oasis — 4BR/3BA Spa Yard Retreat

Bring the crew to Alley Oasis, your private spa-yard getaway just off Main Street in Webster. Soak in the hot tub🫧, cycle the sauna➜ ice bath🧊, grill dinner on gas and charcoal🔥, then wind down by the fire pit under big prairie skies . Inside, stretch out across two living rooms, two full kitchens, and 4 bedrooms / 3 baths perfect for families, anglers, and friends exploring the Glacial Lakes.