South Dakota Cottage Rentals & Holiday Homes
Find the best cottages in South Dakota - We found 65 exact matches
About South Dakota Luxury Rental on Top Winter Vacations
Searching for cottages to rent near South Dakota? Top Winter Vacations features more than 65 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in South Dakota have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Top Winter Vacations’s cottage listings come in all shapes and sizes for large groups, friends, or couples in South Dakota.
Are you planning to travel to the lakeside, beach, or mountain area? Top Winter Vacations’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Top Winter Vacations boasts of 65 holiday cottages and places to stay in South Dakota. The site provides unique Airbnb, VRBO, Top Winter Vacations-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About South Dakota Cottage Rentals
What are the top rated Cottage Rentals in South Dakota?
There are a lot of options in South Dakota. If you plan on staying in the South Dakota area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in South Dakota:
- C&D's Cottage pet friendly-pet fee for pets-double fee if pet is snuck in.
- Kate's Cottage On The Historic Peterson Farm
- Sportsman's cabin near the Missouri River
- Cozy Cottage- Lewis and Clark Resort
- Lakefront home with with Hot Tub & Game Room Sleeps 10
- Super Value! Clean and Comfy Cottage & Close To All!
- Cozy Cottage just right for your visit to Wess Springs, sleeps 4
- Steps from the water! Quiet, peaceful location.
- Authentic country living in South Dakota- Close to I-29
- Black Hills Sanctuary- Private Gym + Hot Tub
How much does it cost to rent a cottage in South Dakota?
The average cost for a cottage rental in South Dakota is $289 per night. Topwintervacations has a wide list of great cottages near South Dakota that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in South Dakota that allow pets?
Yes, here are the top cottage rentals in South Dakota that allow you to bring your pet:
- Ollie's Place - Tiny House@EvansCliff Hot Tub w/large Sibley Double Tent COMBO!
- Family-Friendly Lakeview Cottage with Deck and View
- Spearfish Cottages
- Little Elk Cottage in Scenic Vanocker Canyon - Beautiful Meadow Views!
See all pet-friendly vacation rentals in South Dakota on Topwintervacations
Do you have any rental cottages in South Dakota that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in South Dakota to find one that works for you.
Are there quality cottages in South Dakota that have indoor swimming pools?
As of 2026, the data from Topwintervacations shows that there are Over 65 private swimming pools or cottages with indoor pools in the South Dakota area along with other great amenities.
