Holiday houses in Webster

5 out of 5 average rating, 25 reviews

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.

4.95 out of 5 average rating, 273 reviews

Barn in Watertown

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.

4.92 out of 5 average rating, 226 reviews

Cabin in Watertown

Lakefront Cozy Cabin - Watertown Kampeska

This lakefront cabin is freshly remodeled in 2013, and includes all the amenities! Warm colors, dog friendly, plenty of parking, great for a summer getaway with the crew, or a winter getaway with the family. Room to beach or anchor a boat, and if the lake is frozen, perfect location to wake right up and head out on the ice to fish. Kayaks available for use! Bedrooms sleep 2 people each, and there is a loveseat and couch in the living room. Two cots also available to sleep additional people.

Superhost

4.89 out of 5 average rating, 18 reviews

Anglers Lodge 2

Spacious 4 bed, 2 bath home located in Webster! Enjoy fishing year round, pheasant hunting, and great waterfowl only minutes away! In addition to the house is 2 stall detached garage and tons of off street parking that wraps around the entire house, perfect for boat and vehicle parking! TV, Wifi, and electronic dart board within the house. Pets welcomed, just not on the furniture please. Webster is also kid friendly and offers a city park, basketball courts and city pool with waterslides!

5 out of 5 average rating, 11 reviews

J & Z Sportsman's Getaway

Our home is conveniently located in Webster close to main street, walking distance from most of the restaurants and bars. Centrally located in the Glacial Lakes area, for great fishing & hunting. We provide a 2nd garage for cleaning & frying your fresh caught fish. Boat parking and electrical hook up is also available in garage. Dine outside on the patio with the BBQ grill. You will enjoy all the comforts of home, cozy new beds, living room furniture, and a kitchen with all the necessities.

4.94 out of 5 average rating, 32 reviews

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.

4.95 out of 5 average rating, 163 reviews

Home in Waubay

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.

4.91 out of 5 average rating, 32 reviews

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.

4.95 out of 5 average rating, 118 reviews

Guest suite in Grenville

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.

5 out of 5 average rating, 28 reviews

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.

5 out of 5 average rating, 37 reviews

Gone Fishing & You Should Too!Stay @TailsUpRetreat

Relax, recharge, and reel in the good times at Tails Up Retreat! This pet-friendly getaway in the Glacial Lakes Region is ideal for families and outdoor enthusiasts alike. Enjoy a heated garage, fish/game cleaning station, cozy living spaces, and a fenced yard for your pup — all just blocks from downtown Webster. Discover hospitality at its finest and make memories that will last a lifetime at Tails Up Retreat.