Vacation rentals in Webster

5 out of 5 average rating, 20 reviews

Home 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.

A serene lakefront view features a concrete patio bordered by smooth stones, with colorful flower pots adding a touch of nature. Large trees provide shade, while the gentle waves of the lake reflect the clear sky. A boat dock is visible in the distance.

4.94 out of 5 average rating, 221 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.

5 out of 5 average rating, 5 reviews

Apartment in Watertown

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!

5 out of 5 average rating, 46 reviews

An open-concept kitchen and dining area is shown, featuring a large island with seating. Wood cabinetry contrasts with stainless steel appliances. Natural light enters through expansive windows, illuminating the dining table and surrounding chairs. A cozy living area is visible, complementing the space.

Home in Watertown

Luxury Lake Home on 2 acr.+ Rent Pontoon/jet-ski

Exclusive Pelican Lake Luxury Retreat This stunning 4-bedr, 2.5-bath home is designed for large families. The gourmet kitchen is stocked for memorable meals. Enjoy 200' of sandy beach on the Pelican Lake. Unwind with gorgeous sunsets, or relax in the hot tub (Apr–Oct), private dock, grill, & fire pit. Pontoon & jet ski rentals available. The fully remodeled interior features a movie room, office, coffee bar, mudroom, and 2-stall garage. A luxurious sanctuary for relaxation and adventure awaits.

4.95 out of 5 average rating, 19 reviews

The image captures a peaceful lakeside view from a wooden deck, featuring a table with four chairs overlooking calm waters. A private dock extends into the lake, providing access for boating and fishing. Lush greenery frames the scene under a clear blue sky.

Cabin in Lake City

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.

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!

4.82 out of 5 average rating, 39 reviews

A welcoming common area features comfortable seating with black leather couches and dark wooden chairs. A large flat-screen TV is mounted on the wall, and a dart board is visible in the corner. Warm light from overhead fixtures illuminates the space, highlighting the rustic decor.

Home in Roslyn

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.

4.95 out of 5 average rating, 111 reviews

A cozy living area is highlighted by a modern electric fireplace beneath a wall-mounted television. A vibrant horse painting adds color to the space, while a plush sofa is complemented by a decorative yellow ottoman and greenery, creating a welcoming relaxed atmosphere.

Barn in Watertown

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.

The exterior of the house is depicted, featuring a pitched roof with shingles, a welcoming front door, and a wooden deck with railing. Windows allow natural light to enter, and a well-maintained lawn surrounds the home. A driveway is visible on the side.

4.95 out of 5 average rating, 159 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.

The exterior of a two-story house features a welcoming front porch with wooden railings. A large double garage with two doors is visible alongside the house, while a well-maintained lawn with green grass and ornamental shrubs surrounds the property under a clear blue sky.

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.

4.95 out of 5 average rating, 111 reviews

A wooden dock extends into a calm, reflective lake, surrounded by trees on the horizon. The scene captures a tranquil blue twilight sky, creating a serene atmosphere. Soft ripples across the water's surface reflect faint lights from distant shores.

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, 35 reviews

The spacious kitchen features dark wood cabinetry and an island with seating for four. Granite countertops provide ample space for food preparation. The kitchen is connected to a cozy living area with a recliner couch, and large windows allow natural light to fill the space.

Home in Webster

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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Webster vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Webster

A spacious living area is highlighted by large windows offering views of the lake. A comfortable sofa with decorative pillows faces a modern television mounted above a stone fireplace. A cozy armchair and a woven coffee table complete the inviting seating arrangement.

Condo in Watertown

5 out of 5 average rating, 7 reviews

Waterfront Watertown Condo w/ Patio & Pool Access!

The exterior of a two-story home is showcased, featuring a spacious deck supported by wooden beams. Large, angled windows enhance the facade, allowing natural light into the interior. A set of wooden steps leads up to the entrance, surrounded by well-maintained landscaping.

4.91 out of 5 average rating, 64 reviews

Waubay Walleyes & Wings Retreat

A serene lakeside view is captured at sunset, showcasing vibrant orange and pink hues blending with darker clouds. The reflection of the sky is visible on the calm water, with a small boat anchored nearby and trees lining the shore.

4.72 out of 5 average rating, 116 reviews

Kampeska lake house

5 out of 5 average rating, 3 reviews

An open kitchen space is highlighted by wood cabinets and a countertop. Key appliances, including a refrigerator and stove, are visible. A small dining table is positioned in the corner. Light-colored flooring enhances the room's spacious feel, with a ceiling fan providing airflow.

Home in Pierpont

Honey Hole Hideaway

An open living area features two brown sofas placed on light hardwood flooring, creating a spacious feel. The adjoining kitchen, visible in the background, includes dark appliances and wooden cabinetry. Natural light enters through large windows, illuminating the comfortable space.

Home in Crocker

4.95 out of 5 average rating, 19 reviews

Great get away!

A cozy living area features a pullout couch and a comfortable armchair positioned near a door and windows. A wooden entertainment unit supports a television. The floor is adorned with a patterned area rug, contributing to the inviting space.

4.77 out of 5 average rating, 65 reviews

The Fish Crib Lodge- The Perch

4.74 out of 5 average rating, 90 reviews

A single-story house is presented with a light-colored exterior featuring white siding and dark shutters. A front porch leads to the entrance, and the well-maintained lawn and steps create a welcoming approach.

Home in Webster

Sportsman’s Country Lodge: The Fish House

A cabin exterior is shown, featuring a welcoming porch with two chairs and a front step. The exterior walls are finished in a warm brown hue, complemented by a metal roof. A sign displays the cabin's name, 'Haven,' above the door framed by large windows.