
Vacation rentals in Chamberlain
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Top-rated vacation rentals in Chamberlain
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Chamberlain 2 Bdrm Cabin, with Man Cave, sleep 4-6
2 bedroom cabin connected to the heated man cave includes a kitchen, dining table, microwave, sink, refrig, oven; 1 bedroom with queen bed, 1 bedroom with bunk beds , a pull-out sofa in living room, and full bathroom. Washer & dryer available. Large gravel parking lot pull thru Cabin sits on 3-acre lot with wildlife, impeccable views of Missouri River and the sunset. The property is quiet, away from crowds, offers easy access from Hwy 50, Close to American Creek Marina, downtown 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.

Don & Dee's
Make some memories at this unique and family-friendly place. This nostalgic farm house creates a great location for families to stop on their way through South Dakota on I-90 to let the kids run and do a load of laundry. Also great for hunters looking for more than a single room to enjoy the area's abundant public land to pheasant hunt. There is plenty of space at this location to get ready for the hunt, shoot clay pigeons on-site or let the dogs get some exercise.

Sportsman Overlook of the Missouri River
Single story walkout Rags supplied for those messes and spills. Towels, wash cloths, bedding, dishes, pots & pans are provided. New mattresses installed 2022 Whirlpool bathtub in MB So your next visit should be a bit more comfy than the previous visit!! NOTE: There are several types of snakes native to the area. Bull, racer and rattlesnake. In the 5 years we’ve been at this house we have seen one of each. Be careful around the tall grass.

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!

Racquet on Elm Street
Welcome to Racquet on Elm St. Situated in a quiet neighborhood just minutes from the Missouri River/Lake Francis Case, this lodge-style home is designed for comfort, relaxation and fun. This spacious 3BR/2.5BA home, spanning over 2,400 square feet, was completed in April 2019 and includes its very own private attached racquetball court.

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.
Popular amenities for Chamberlain places to stay
Other great vacation rentals in Chamberlain

Powers Lodge

Driftwood Lodge - Lake Life Paradise

Retreat to Solitude

Riverview Retreat!

Farm cabin #3 / fishing /hunting

Cozy Wessington Springs getaway

Pheasant Creek Ranch

Shooting Star Lodge
Frequently Asked Questions
How much does it cost to stay in house rentals in Chamberlain?
Experience the best of Chamberlain with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chamberlain?
Four-legged friends are welcome in Chamberlain. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Chamberlain have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Chamberlain. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Chamberlain?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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