Holiday rentals in Chamberlain

The Log Cabin

Log cabin just minutes away from the Missouri River, public beach, marina & airport. Plenty of indoor and outdoor space for entertaining. Perfect for family gatherings, fishing and hunting trips. This This three-story cabin can sleep up to 14, includes 5 bedrooms, 10 beds and 3 bathrooms. Fully loaded kitchen with plenty of seating, front/rear decks and walkout basement. Large loft. Garage has game room with mini pool table & foosball. Outdoor propane grill, large yard, swing set & playhouse.

River Shore Rentals

Gorgeous views of the Missouri River from the HUGE front porch!! The lodge can host up to 16 people with plenty of living and outdoor space to enjoy your stay. 4 bedrooms, 8 beds, 2 full baths and a beautiful, fully supplied kitchen and dining for 8. Great place for family gatherings, hunting, or fishing!! The lodge sits right across the street from the Cedar Shore Marina and boat ramp. There is a bike path across the street that extends for miles for you to enjoy views of the Missouri River.

Cozy Little Getaway

*if calendar does not show availability for your desired dates please direct message me regarding availability Relax with the whole family at this peaceful place to stay. Great location, centrally located in Winner. 5 bedroom 1.5 bathroom. Fully stocked with anything & everything you may need for your stay. *Pets are allowed with $50 non-refundable fee. This will be added to your invoice. Pets are allowed in heated laundry room, or in the front porch, not in the main part of the house.

Haven Haus

Cozy Scandinavian Countryside Retreat Escape to our upscale, modern Scandinavian-style home, nestled among the trees. Enjoy wildlife sightings from the spacious outdoor area and unwind in intimate, quiet surroundings. This charming retreat offers two bedrooms with two queen size beds, a cozy loft space with two full size beds, and one luxurious bathroom. Haven Haus has a full kitchen and bonus room for extra relaxation.

American Creek Retreat

Just a block from the Missouri River and walking distance to boat ramps at American Creek Marina.. it’s a 7 bedroom (14 beds) 3 bath home, with large dining room for gathering, full kitchen featuring double oven range and coffee bar, additional upstairs living room and kitchenette bar area, large mudroom for all of your outdoor adventure equipment, and a separate “poker room” / party room and so much more!

The Rustic MP6

Relax with the whole family at this peaceful place to stay. two bedrooms one queen bed other full bed. the living room has two sofas with beds in them. they are full size and queen size beds. Just recently added a rollaway bed (twin size) can host up to 5-9 people if you don't mind sharing a bed. no smoking or no pets inside. beautiful view!

The Hide-A-Way

Have fun in the heart of pheasant country on the east edge of Winner, South Dakota. This newly remodeled space has been converted from an old lumber yard into a homey and comfortable space. It's less than a mile from town and is conveniently located on Us Highway 18. Within walking distance to the drive-in theater and local museum.

The Bin on the farm

Take it easy at this unique getaway. This newly renovated grain bin is located on a working farm. Located 8 miles from the Missouri River, this spot provides a place of peace and quiet to retreat to after fun days of fishing or boating on the river Located 4.5 miles from Lake Andes and 8 miles from Pickstown.

Spacious Duplex Getaway

Bring the whole family to this great place with lots of room for fun. Great screened in porch for evening sitting, family games including a foosball table. Full kitchen, washer & dryer, smart tv, and fireplace. The Co-Host live on the other side. The duplex is located only 15 miles from the Missouri River.