Vacation rentals in Gregory

Entire house for fishing, hunting, or passing by!

Perfect location for the outstanding fishing on the Missouri River and the great deer and pheasant hunting that Gregory county is known for! Within 15 to 25 minutes of four different boat ramps on the river! Double carport to keep your boat or vehicles under cover! Located on five lots so plenty of room to park or just enjoy the outdoor room. Quiet small town with extremely friendly residents! Also perfect for anyone just passing by for the night! “N0”TV in house or Wi-Fi but great cell service.

Quaint 2-Bedroom Cabin

We would love to share our cozy (850 sq ft) getaway cabin. Located on rolling hills five minutes from Pease Creek Recreation Park and the Missouri River. Relax on the patio or take in outdoor activities boating, hiking, fishing, or hunting. Plenty of parking area and boat plug in available. Local accommodations at Geddes (7 miles) or Lake Andes (11 miles). It is semi-off grid, cell service ok, but not always great. There is no wifi available. TV can be run off Roku if you have a mobile hotspot.

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.

Picturesque Sunsets at our 7-bedroom Country Home

Experience some of the wold's best sunsets on our farm, just a few miles off of I-90. Hop on the interstate with quick access to the Corn Palace in Mitchell or Al's Oasis in Chamberlain. We're only 4 hours from Mount Rushmore, so it's a perfect stopping point to relax for a day (or several) before your final push to this beauty. If you're coming to experience the area's famous hunting, look no further. We're located right in the heart of pheasant country. We look forward to hosting you!

The Lodge

Located on the Edge of town in Gregory, South Dakota. pop 1250. A great place to stay when visiting the area or family. Large grassy yard, easy to find, clean and comfortable. We have an outdoor space with tables and a grill. Gregory County is in the Pheasant Triangle, Known for Big Whitetail, and is 35 mins from the Missouri River. Pets are allowed Outdoors in the kennel area. Please no pets indoors. Please send us a message if you have any questions or need help with a booking.

The Old Hayloft

Adventure awaits you in this rustic getaway. Just a short drive off of HWY 183 south of Colome to stay in this super cute old hayloft that had been renovated as guest quarters. Stair access externally. This is not handicap accessible and very rustic. It is on the second story. 2 bedroom 1 bath. Full bed in bedroom #1 and a set of twin beds in bedroom 2 and the third bedroom is an open loft (no door up steeper stairs) with another set of twin beds. Total guests is up to 6.

Sandollar Cove Cabin - Lake Fun, Fish, Pheasants!

3 floors of cabin feel comfort! Can sleep 10+! Close to North Point at Ft Randall Dam. Boat dock access less than 1/4 mile, campgrounds, beach, biking trails, pheasant hunting and fishing. Pickstown (population 220) about 5 miles. Wagner (pop 1600) about 18 miles. Lake Andes (pop 830) 7 miles. Please note charge for extra guests and we welcome your offers also! 7 beds, 2 pullout couches, 1 bathroom. Pheasant Country & Fishing Wonderland! Awesome friends in the neighborhood.

Carriage House - Private Dwelling. 3 beds, 1 bath

The Carriage House is a private, separate dwelling located on the property of Molly's Manor B&B. Unique and comfortable, 525 sq. ft. No step entry. Main floor includes a bedroom with one Queen-size bed, a cozy living room, fully equipped kitchen with appliances and cookware, and bathroom with a large shower; W/D. Two full-size beds in the upstairs loft, including a futon. Non-smoking, pet-free. Minisplit for AC/heat, Smart TV and WiFi. Plenty of parking for vehicles/boat.

Francis Case Reservoir Home

The house is in a rural setting just west of Lake Andes, S.D. The town has a grocery store, gas stations and a BBQ place . It is also located close to Fort Randall/Francis Case Reservoir, six miles north of the dam with great access to boat ramps. The house has YouTube TV with a fishing theme throughout the house. There are a few steps to get up to the main bathroom and the 3 bedrooms and a few steps down to the recreation room.

Grandma’s House - peaceful, 28 miles to Niobrara

Enjoy the peace and quiet of this quaint old farmhouse on a working farm/ranch in the country, 28 miles to Niobrara River in Nebraska, 26 miles to Sparks, for tubing and canoeing, 45 miles to Valentine, Nebraska, 28 miles from Winner, SD. Ask about a camper hookup, outdoor arena for riding, weather permitting, and pens for your horses.

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.