Holiday houses in Day County

4.88 out of 5 average rating, 17 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.

5 out of 5 average rating, 31 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.

4.88 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!

4.94 out of 5 average rating, 34 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, 165 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, 33 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.

4.81 out of 5 average rating, 166 reviews

Home in Waubay

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, 125 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.

4.94 out of 5 average rating, 18 reviews

Cabin in Waubay

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!

Superhost

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.

Superhost

Home in Waubay

4.69 out of 5 average rating, 58 reviews

Blue Dog Escape

As of November of 2025, our Airbnb will be temporarily unavailable due to remodeling. We are excited to have it updated! Our adorable 1,467 square feet lake home is a perfect place to relax and unwind. Just a short walk from the Purple Cow (Ice cream and food) and Dollar General. A little further south there is a gas station to get groceries, hardware and tackle. HUNTERS & FISHERMAN WELCOME! Absolutely no loud parties.