Vacation rentals in Roslyn

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Top-rated vacation rentals in Roslyn

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Top guest favorite

A spacious living area is present, featuring a large, dark sectional sofa arranged around a pair of circular tables. Natural light fills the space through multiple windows, with a textured area rug lying beneath. A cozy accent chair adds a pop of color to the room.

Home in Webster

5 out of 5 average rating, 32 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.

Top guest favorite

A modern kitchen is presented with stainless steel appliances and an expansive granite countertop. Bright red metal stools are positioned at the counter, complementing the rustic wood paneling and unique decor elements. Natural light filters through a window, illuminating the open space.

Barn in Watertown

4.95 out of 5 average rating, 282 reviews

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.

Guest favorite

A living area features a dark sofa paired with a low coffee table, complemented by a wall-mounted television. Hardwood floors are visible, and a ceiling fan is suspended above. A doorway leads to a bedroom, and natural light enters through a large window.

Apartment in Watertown

5 out of 5 average rating, 31 reviews

Cozy & Close

Small but quaint, you will definately get that COZY feel the minute you walk in! You will have all of the comforts of home, but with a BONUS!! When you venture out, you will be CLOSE by, within walking distance to the best or Watertown's eateries, 2 breweries, Gather Coffee Shoppe! Entertainment all year long, at the infamous Goss Opera House, in warmer months enjoy being right across the street from Watertown's Foundation Park, home to outdoor music and entertainment, and main street events.

Guest favorite

A contemporary single-story home is highlighted, featuring a warm beige facade and a well-maintained front yard. The driveway accommodates several vehicles, leading to a double garage. Soft grass, landscaped stones, and a small decorative bush enhance the welcoming entrance.

Home in Watertown

5 out of 5 average rating, 8 reviews

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.

Top guest favorite

The entryway features a wooden deck with a seat set, inviting relaxation. A welcome sign adorns the wall, complemented by decorative pumpkins. Smooth gravel surrounds the area, while a large rock enhances the natural landscape. Expansive windows provide views of the surrounding scenery.

Home in Webster

4.94 out of 5 average rating, 35 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.

Top guest favorite

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.

Home in Waubay

4.95 out of 5 average rating, 165 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.

Guest favorite

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.

Home in Waubay

4.81 out of 5 average rating, 167 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.

Top guest favorite

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

4.95 out of 5 average rating, 126 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.

Top guest favorite

A welcoming corner is displayed with a rustic barn painting hanging above a welcome sign. Decorative wall-mounted jars filled with flowers are positioned on either side. A vintage-style clock stands on the counter, complementing the friendly atmosphere of the space.

Home in Clark

5 out of 5 average rating, 52 reviews

The Windmill House

The Windmill House is located in Clark, SD. The kitchen is fully furnished, towels and bedding provided, washer and dryer available if needed. Sleeping arrangements include a king, twin, full, and hide-a-bed. Extra amenities include WiFi, Roku TV, games, outdoor grill, and a shed set up for fish/game cleaning. Clark has one of the largest public pools in the state, a 9 hole golf course, several excellent dining options, and some of the best fishing and hunting in SD.

Superhost

Home in Roslyn

4.83 out of 5 average rating, 41 reviews

Roslyn Creamery Co. - Hunting/Fishing Getaway

Charming, spacious brick building—once the Roslyn Creamery Co.—now a comfortable base for lake days and field time in NE South Dakota. Right on Main Street, steps from a local bar & grill, with contactless check-in and plenty of parking. Sleeps up to 12 on a single level with an easy, open layout. After a long day, soak in the indoor & outdoor hot tubs, light the wood-burning stove, and unwind with classic games.

Guest favorite

A wooden dock extends over the smooth surface of the lake, offering direct access to the water. The surrounding view includes calm waters reflecting a clear sky and distant tree lines along the shoreline.

Home in Lake City

4.85 out of 5 average rating, 179 reviews

Come relax on the lake!

Enjoy your summer at the lake. THIS THE LOWER LEVEL OF A HOUSE ON ROY LAKE. It is separate from the upstairs and has its own entrance on the lake. Includes access to dock and close to boat dock. (Our dock is only in the water from May-Sept) 2 bedrooms (1 King bed, 2 queen beds), and large sectional couch. Has kitchenette, private bathroom, gas grill, fire pit. Bring your boat!

Guest favorite

A brick building is shown from an angled view, featuring multiple rectangular windows that are boarded up. The structure has a light orange hue, with a simple, no-frills design. The surrounding area is open, with utility poles and clear blue skies in the background.

Home in Webster

5 out of 5 average rating, 8 reviews

Alley Oasis

The whole group will enjoy easy access to everything from this centrally located place. Our beautiful home is right off Main Street, with Restaurants, Bars, and Shops at your fingertips! The Privately fenced-in yard includes a hot tub, sauna, ice bath, firepit, and grill! The whole place is very spacious, with two living rooms, two kitchens big bedrooms and three bathrooms!!