Holiday rentals in Lake County

4.93 out of 5 average rating, 14 reviews

Home in Madison

Welcome DSU, Aviation Students & Madison Families!

Message us & ask about our longer stay discounts!! Welcome to our cozy home on the north side of Madison, South Dakota! If you're looking for a place filled with local inspiration and history, you've found it. Our home is a celebration of all things Madison, with a special focus on Dakota State University (DSU) and the Madison Bulldogs. As you step inside, you'll notice the walls adorned with DSU memorabilia, showcasing our pride for being just 3 blocks away from campus! This adorable cottage i

4.94 out of 5 average rating, 16 reviews

Cabin in Chester

Relaxing and peaceful Cabin on Brant Lake.

Relax with the whole family at this peaceful cabin on Brant Lake. Fully furnished and ready for you and your family or friends to enjoy some time away! Only 35 minutes from Sioux Falls! Large deck with lots of seating and lower patio for sitting as well. Enjoy watching the sunset from the deck or roasting marshmallows in one of our 3 fire pits. Lots of room to hang out either inside or out. **the dock will not be in the water until Memorial Day and will be out of the water Labor Day weekend *

4.94 out of 5 average rating, 93 reviews

Home in Madison

Black Bear Lodge Lake Madison

Rustic, cozy Log Cabin designed to accommodate larger families. Sleeps 15 No bachelor/bachelorette parties. House highlights: - Log Timber finishes - Gas Fireplace - Extra fridge/freezer space - Basement wet bar - Poker/Bumper pool table - Electric Fireplace - Garage Wet bar - Dart Board - Cornhole/Bean Bags - Tables w/ Benches and chairs - Concession bar to serve food and drinks to 1,000 square foot paver patio - Fire pit - Hot tub - Outdoor movie - Hammock - Swinging Chairs

4.73 out of 5 average rating, 11 reviews

Home in Madison

The Grandview Lake House | Sleeps 8 | Dog Friendly

Experience lake life in this 2-bedroom, 1-bathroom home with lake views. This recently updated home has spacious living areas and offers natural light throughout. Conveniently located on the Northwest corner of Lake Madison you have easy access to the highway, the lake and Madison. 7 minutes to the town of Madison 4 minutes to public water access 7 minutes to Dakota State University 10 minutes to Hillside Resort There are endless things to do at the Lake and in the town of Madison, SD!

5 out of 5 average rating, 19 reviews

Cabin in Ramona

Multipurpose Hunting Lodge + 400 Acres + Sleeps 11

Enjoy 400 acres of prime hunting land out your front door. This hunting lodge offers the best South Dakota has to offer when hunting pheasants, ducks and geese! Full kitchen, 11 twin size beds, dog kennels outside, 2 bathrooms, and plenty of space. This lodge is a great get away for your bridal party to spend the weekend at for a fun bachelorette weekend. This lodge is within 20 minutes of several wedding venues by Lake Herman and Lake Madison. Questions about pricing, please inquire.

Top guest favourite

Cabin in Wentworth

Walk to the Lake 2 Bedroom. 2 Bath.

Relax with the whole family at this peaceful retreat. This 2 bedroom, 2 bath will be your home away from home. Fully stocked and ready for your stay! This peaceful home is located so close to so much...You cannot be bored. Unless you want to be! Grab a book and hit the hammock, or drop your boat into beautiful Lake Madison, just a half mile away. Whatever you may choose to do, we'll be ready for you! Please note: This home is not directly on the water. We are a 3 minute walk away.

Top guest favourite

Cabin in Wentworth

4.99 out of 5 average rating, 82 reviews

Intimate lake-side cabin with cozy outdoor space

Relax in this newly renovated, modern cabin. An easy 40 minutes from Sioux Falls, its truly lakeside location lets you wake up to the sound of crashing waves just outside your bedroom window. Enjoy a peaceful morning coffee on the deck, then explore the lake via kayak, and finish your day by coming up to a romantic fire under the gazebo. Perfect for a couple’s getaway. Convenience store and Hillside restaurant located within walking distance. Lakes Golf Course is 1.4 miles away.

4.96 out of 5 average rating, 23 reviews

Home in Wentworth

Lakeside getaway on Lake Madison

Escape to our serene lakeside retreat on Lake Madison! Enjoy fishing, boating, and relaxing by the water. Our cozy house offers 2 bedrooms (sleeps 5), a spacious living room, and a four seasons room with stunning views. Conveniently located near local attractions, it's the perfect getaway for unforgettable memories! SUMMER BOOKINGS include a detached garage with kitchenette, full bathroom, 3 additional beds (sleeps additional 4 people), a game table, and living space! (AC only)

4.87 out of 5 average rating, 53 reviews

Home in Chester

Lakeside Oasis on Brant Lake

Cozy, stylish, and fully furnished lake front home with breathtaking views of Brant Lake that is perfect for your next getaway! Whether you are enjoying the sunrise on the back patio with a cup of coffee, playing yard games along the 112 feet of shoreline, roasting marshmallows around the fire pit, or fishing off the dock, you are sure to have a relaxing time! Utilize the private on-site ramp to drop your jet ski’s in the water, use your water toys, or go for a dip.

4.91 out of 5 average rating, 103 reviews

Barn in Madison

Farm Barn Loft

Located in a farming community in Eastern South Dakota. Just a few minutes from Madison, stay in our barn loft. 1300 sq ft. space includes a private bedroom, bathroom, couch, bar area, and game table. You can also enjoy a game of ping pong, pool/snooker (adults only), and coin-operated pinballs. While on the farm you're welcome to see our animals. This is a working farm and you will get to experience the daily activities. Come see this unique setting.

4.91 out of 5 average rating, 46 reviews

Home in Wentworth

Immaculate Year-Round Lake Madison home

This property features the main home (3 bed, 2 baths). You can rent the guest house (blue decorated room and rec room) as well; please inquire. This property offers spectacular views of Lake Madison from the south shore. The screen porch access from inside the home and to the lake. This place is immaculate and will need to be well-cared for by guests. We are Superhosts and have more than 600 positive reviews. We look forward to hosting you!

Top guest favourite

Home in Chester

5 out of 5 average rating, 44 reviews

Brant Lake Escape

Get away from it all at the Brant Lake Escape! Enjoy all the luxurious amenities at the property. Including a game room, hot tub and 90 inch tv ready to stream! Enjoy the South Dakota fresh air and relax on the lily pad or splash around with numerous floats. Get active with the kayaks, stand up paddle board or fishing poles. Make s’mores at either of the two outdoor fireplaces (gas or wood burning). Dock is in the lake seasonally.

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Popular amenities for Lake County holiday rentals

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Other great holiday rentals in Lake County

4.83 out of 5 average rating, 6 reviews

#24 Lakes Lodge - Charming 1 Room Suite

SteveRating, 5 stars22 months ago

We will stay there again. The unit was clean and had everything we needed for a 3 night stay. We enjoyed the restaurant across the street as they had a great menu with a variety of things. We played golf a couple of times and the golf course was in excellent shape. I would recommend staying here as you are only approx 30 min from Sioux Falls and close to Madison so there are plenty of things to do.

4.78 out of 5 average rating, 9 reviews

#17 Lakes Lodge - Charming 1 Room Suite

PatRating, 5 stars22 months ago

I cannot say enough about Lakes Lodge and the family that runs it. This is the second year we have held our family reunion there. The description of the rooms and location was perfect! The rooms are large, very clean and comfortable. The restaurant has excellent food with staff both there and in the bar that make you feel right at home. We were close to everything we needed to be, lake, Wentworth, Chester and Madison. Adam is our host and he is the nicest, most accommodating person I’ve ever worked with. He works very hard to make every part of your stay absolutely perfect. Thank you to this amazing family for creating such a wonderful place to be away from home. I’d give a 10 star if it available! P.S. we rented several rooms but I’ll just write this review for all of them 😊

4.44 out of 5 average rating, 9 reviews

#20 Lakes Lodge - Charming 1 Room Suite (Handicap)

BrendaRating, 5 stars15 months ago

We really enjoy staying in these cabins. The Lakes grill has a fun atmosphere and great food and is sooo convenient!

4.91 out of 5 average rating, 11 reviews

#14 Lakes Lodge - Charming 2-room suite

BrendaRating, 5 stars4 months ago

We love to stay at Adam's place when we are visiting Madison. It's close to the lake, the golf course and the awesome food at the Lakes, and still very convenient when we are attending events at Dakota State!!

4.5 out of 5 average rating, 6 reviews

#23 Lakes Lodge - Charming 2-room suite

MrRating, 5 stars34 months ago

Huge room, very comfortable, clean and well equipped. will comfortably sleep 4.

4.64 out of 5 average rating, 11 reviews

#26 Lakes Lodge - Charming 2-room suite

SarahRating, 5 stars23 months ago

We had a great stay at Adam's place and look forward to returning.

Hotel room in Ramona

Sportsman's Outpost 8

JenniRating, 5 stars11 months ago

This was a nice place for us to stay with our family. We had two bedrooms and a bathroom. The kitchen has lots of items to use, and the common areas are comfortable. I would recommend and would stay here again.