Holiday rentals in Webster

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Top-rated holiday rentals in Webster

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Webster

5 out of 5 average rating, 20 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.

Guest favourite

Cabin in Watertown

4.94 out of 5 average rating, 219 reviews

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

Flat in Watertown

5 out of 5 average rating, 4 reviews

Restful Retreat * 2nd floor apt

Lovely 2nd floor apartment, spotlessly clean and tastefully decorated! We're located right in the center of town, with private driveway parking and close to everything. Full kitchen with dishes, cookware, all appliances. Large bedroom has queen-sized bed, small bedroom has twin bed; twin air mattress available. Living room has three recliners, smart TV, high-speed wifi, and comfy nook with toys for the kids. Private entrance. Patio and gas grill are shared with the owners and are yours to use!

Guest favourite

Cabin in Lake City

4.95 out of 5 average rating, 19 reviews

Lakefront on Clear Lake - winter/summer Fishing!

120' of shoreline with lake access all year around. Hunting, fishing, summer, and winter activities with life-long memories! The rental is near Stink Slough, Stink Lake, and other great ice fishing locations. Private dock allows boat/pontoon pull-up parking, off the dock fishing, and great water fun. Walk-in access to the water gives kids a good area for swimming and makes it easy for kayak, paddle boat, and paddle board launching. A grass area allows plenty of room for yard games & a fire pit.

Guest favourite

Cabin in Watertown

5 out of 5 average rating, 18 reviews

South Lake Haven

Bring the whole family to this great place with lots of room for fun. Located across the street from Sandy Shores State Recreation Area, for sunning, swimming or sand castles. A boat landing is available with a SD State Park Sticker or a daily fee. Enjoy spacious living and kitchen area for gatherings with friends / family. Use the grill, smokeless wood burning fire pit/ wood, pool and ping pong tables, board games, plus a cozy loft area with a workspace, coffee nook, or a much needed nap!

Superhost

Home in Roslyn

4.81 out of 5 average rating, 37 reviews

Roslyn Creamery Co. - Hunting/Fishing Getaway

Charming spacious brick building, once Roslyn Creamery Co., now the perfect weekend getaway! Centrally located, close to all the best fishing and hunting spots in NE South Dakota. Comfortably sleeps up to 12 people. Features: Indoor & outdoor hot tubs. Wood burning stove. Smart T.V.s in the living room and two bedrooms. Modern amenities. Commercial flat-top stove w/two ovens. Valley Cougar 8 dart board. Vintage Ms. Pac-Man machine. Pets allowed! Enclosed outdoor space for pets w/dog door.

Guest favourite

Barn in Watertown

4.95 out of 5 average rating, 110 reviews

Silverstar Stables is perfect for long-term stays.

Silverstar Stables is located on 10 acres 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. Silverstar Barn 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.

Guest favourite

Home in Waubay

4.95 out of 5 average rating, 158 reviews

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.

Superhost

Home in Waubay

4.8 out of 5 average rating, 154 reviews

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.

Guest favourite

Guest suite in Grenville

4.94 out of 5 average rating, 109 reviews

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.

Guest favourite

Home in Webster

5 out of 5 average rating, 35 reviews

Top 5% Airbnb | No service fee | Tails Up Retreat

Locally owned & managed | Sleeps up to 7 guests Fenced backyard | Traeger grill, Blackstone grill, and Solo-stove Outdoor dining set and patio chairs for relaxation | Cornhole Smart TVs | Free high-speed internet. Memory foam mattresses for a comfortable night's sleep Well-stocked kitchen | Coffee bar Heated garage | Heated game and fish cleaning shack | Large driveway. Discover hospitality at its finest and make memories that will last a lifetime at Tails Up Retreat.

Guest favourite

Home in Webster

5 out of 5 average rating, 22 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.