Holiday houses in Day County

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Top-rated holiday rentals in Day County

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Guest favourite
A two-story house is shown from the street view, surrounded by a grassy yard with mature trees. The exterior features white siding and a gabled roof. A sign indicates the location of the property at the intersection of two roads.
Home in Webster
4.89 out of 5 average rating, 19 reviews

Hideaway on Main- No cleaning fee-Local Owned

The Hideaway on Main is large enough to sleep up to 12. Features a large pull thru driveway, as well as large yard, perfect for trailers and boats without having to park on the street! A heated and cooled cleaning shack for game and fish is provided. Pets are allowed in the house but NOT on beds or other furniture. The Webster area offers many hunting and fishing opportunities. Home is located on main street, walking distance to excellent restaurants and bars and grocery store just blocks away.

Top Guest favourite
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.

Guest favourite
The exterior of the two-story house is presented with a textured brick façade and a metal roof. A spacious driveway leads to the attached garage, which features a single garage door. Green grass surrounds the property under a clear blue sky.
Home in Webster
4.88 out of 5 average rating, 42 reviews

Anglers Lodge

Unwind from a day of fishing or hunting at this Webster, SD home. 2 story house sleeps 15 people (6 queen & 3 twin) has 2 bathrooms, full kitchen and dining area. Attached, heated garage with bar area! Enjoy the scenery as the Webster golf course/basketball courts are across the street. Street parking with outdoor/indoor electrical hook ups for your boat. Dogs are welcome but not on the furniture, please. Webster is also kid friendly and offers a city park & swimming pool with water slides!

Top Guest favourite
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 favourite
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 favourite
A mounted fish is displayed against a neutral wall, with realistic detailing showing scales and fins. It appears to be a bass, with a lure positioned near its mouth. The fish is surrounded by a decorative arrangement of rocks and greenery, enhancing the presentation.
Home in Webster
4.91 out of 5 average rating, 34 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.

Guest favourite
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, 168 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 favourite
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.

Guest favourite
The cabin is positioned by the water, featuring a wooden dock extending into the lake. A seating area with white chairs is located on the grassy shore, surrounded by smooth rocks. Large windows line the front of the home, reflecting the serene outdoor setting.
Cabin in Waubay
4.94 out of 5 average rating, 18 reviews

Oak & Arrow Cabin

This waterfront home is a true stunner and ready to help you and your family relax and make memories. A complete renovation in 2019 transformed this home into a gorgeous retreat ready for families, hunters, anglers, and anyone else looking for a great getaway on the water. The home features gorgeous views of Bluedog Lake and modern furnishings. It has three bedrooms and three full bathrooms and comfortable sleeps 8 adults. You won't find a more peaceful property in the area!

Guest favourite
A cozy living space features a plush armchair and a wooden barn door leading to a bedroom. Stairs are visible to the left, illuminated by natural light, while a large clock is mounted on the wall. The floors are styled with alternating wood tones.
Home in Webster
5 out of 5 average rating, 29 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.

Superhost
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
4.73 out of 5 average rating, 95 reviews

Sportsman’s Country Lodge: The Fish House

Located in Webster, SD, this is a full service home with 2 bedrooms and 1 bathroom upstairs. There are 2 full beds, three twins (bunks), and a single bed in the bedrooms. There is also a queen bed in the pull-out couch in the living room. If you aren't fishing enjoy the 65 inch tv or the poker table. There is off street parking with a boat plug-in and a cleaning station in the garage. Please just take your fish scraps when you leave. TV is smart.

Superhost
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
5 out of 5 average rating, 3 reviews

Honey Hole Hideaway

Bring the whole family to this great place with lots of room for fun. This house sits on 3 town lots, so there is plenty of space to park and enjoy the outdoors. Fully furnished with 5 beds, 2 giant couches and 2 recliners. Full size washer/dryer, full kitchen, outdoor Weber gas grill. There is also a bar/grill just a short walk from the house. We welcome hunters and fishermen or anyone just looking for a clean comfortable place to stay.

Popular amenities for Day County holiday rentals