Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Barn in Watertown
4.95 out of 5 average rating, 304 reviews

Silverstar Barn

Silverstar Barn is located on 10 acres just 3 miles south of Watertown on blacktop road. It is approximately 150 feet from our residence. Rest assure that you will be left alone to enjoy your extended or weekend getaway. We have just completed remodeling the other half of the barn turning it onto another rental. Silver star Stables has it's own entrance and both units have there own patio doors, one facing east, the other west for private outdoor seating. Both units have there own grill as well.

Top guest favorite
A serene lakefront view features calm waters reflecting the clear sky. A wooden dock extends into the lake, with several covered boats secured to the sides. Shadows from nearby trees softly fall on the concrete pathway leading to the water.
Cabin in Watertown
4.93 out of 5 average rating, 240 reviews

Lakefront Cozy Cabin - Watertown Kampeska

This lakefront cabin is freshly remodeled in 2013, and includes all the amenities! Warm colors, dog friendly, plenty of parking, great for a summer getaway with the crew, or a winter getaway with the family. Room to beach or anchor a boat, and if the lake is frozen, perfect location to wake right up and head out on the ice to fish. Kayaks available for use! Bedrooms sleep 2 people each, and there is a loveseat and couch in the living room. Two cots also available to sleep additional people.

Top guest favorite
A well-maintained exterior view of the house is presented, featuring a dark gray façade. Steps lead to a white door, with a pathway bordered by vibrant green grass. A patio seating area is visible in the background, surrounded by trees under a clear blue sky.
Home in Watertown
4.95 out of 5 average rating, 39 reviews

Goose Lake Lodge

Lodging available near Goose Lake by Watertown, SD. This is a prime location for outdoorsmen as it's a half mile north of Goose Lake. There is plenty of room for equipment and gear. This is also the perfect space to bring the family and make memories. We have a play-set and fire pit patio along with large yard area to play. 1 bedroom and 1 bathroom on the main level with the 3 remaining bedrooms and 1 bathroom upstairs. Fully furnished with washer and dryer. An outdoor dog kennel is available.

Guest favorite
A small green cabin is surrounded by tall trees, with a wooden deck featuring two chairs positioned at the front. A white door serves as the main entrance, and a gravel area leads to the cabin, providing a natural setting.
Cabin in Watertown
4.92 out of 5 average rating, 12 reviews

Cabin #5-The Cottage

Tranquil getaway with home comforts including furnished kitchen w/appliances, Farm style seating for 4, reclining loveseat, queen bed, beautiful bathroom. Cute front porch, side patio w/table for six, portable firepit. Surrounded by trees/privacy fence. Available year-round. Queen bed, linens/towels. Housekeeping not provided unless the stay is more than one week.  At that time, we will clean the linens/towels & entire space & charge an additional $25.  Same weekly pattern for extended stays.

Superhost
A spacious bedroom is presented with a comfortable bed adorned in neutral-toned bedding. A stylish armchair and side table offer additional seating. Artwork is displayed on the walls, and a soft rug adds warmth to the carpeted floor. A doorway leads to a separate bathroom area.
Apartment in Watertown
4.89 out of 5 average rating, 47 reviews

Doc's Apartment

Doc's Apartment is located in the "heart of Watertown" on Kemp Avenue and Broadway Street. Walking distance to The Goss Opera House, Watertown Brewing Co., Dempsey's Brewery, Pub & Restaurant, Harry's and the Hideaway. Gather Coffee Shop & many boutiques, Foundation Plaza Park, features live music each Thursday night during the summer months. You will be steps away from Signature mainstreet events such as; Vintigues Car Show, Watertown's 4th of July Parade and more.....enjoy your stay!

Top guest favorite
Cabin in Watertown
4.97 out of 5 average rating, 60 reviews

South Lake Haven

South Lake Haven is a sportsman’s paradise and perfect for family getaways. Located across the street from Lake Kampeska, it features a top-tier game/fish cleaning station and lots of sportsman amenities along with ample trailer parking. After a day outdoors, unwind by the fire pit or enjoy the pool table, foosball, and board games. With 3 bedrooms, full kitchen, and luxury amenities, it’s ideal for hosting your hunting crew or making unforgettable family memories.

Top guest favorite
Cabin in Estelline
4.97 out of 5 average rating, 152 reviews

3-Bedroom House on Lake Poinsett

Escape to the lake! Come out and relax with family and friends! Year-round enjoyment - swimming, open water fishing, kayaking, ice fishing, snowmobiling and more! You will have private access to the lake with a dock. The dock is generally in the water May through Labor Day. Note: There are several stairs required to get down to the dock. Boat ramp and shared public beach nearby. Inquire about floating water mat if interested (additional cost).

Top guest favorite
A modern lake home features a sleek black exterior, positioned near the water. A wooden pathway leads down to the rocky shoreline, framed by green landscaping. Large windows provide a view of the serene surroundings, enhancing the connection between indoor and outdoor spaces.
Cabin in Castlewood
4.96 out of 5 average rating, 24 reviews

New build lake poinsett cabin

Come check out Lake Poinsetts newest lake home rental. Only a few miles from the golf course, convenience stores, restaurants and nightlife. The house/cabin is brand new construction that provides large spacious views and lake access within feet of the back patio. It has a large pass through garage living space with bar. During summer months a dock is included for any of your recreational desires. We would love to host you!!

Top guest favorite
A tranquil view of an inviting swimming pool reflects the evening sky, with lush green fields extending into the distance. The surrounding area features a well-kept lawn and trees, creating a peaceful outdoor atmosphere.
Guest suite in Hayti
4.98 out of 5 average rating, 173 reviews

Salt and Light Retreat~ Overnight Stays - rural SD

Relax and get away from it all! A place to Literally UNPLUG from the world! A bit of a drive out, enjoying the farmlands you will find our Salt and Light Retreat for overnight stays. Private entry, garage parking, clean and comfy! Complimentary breakfast & full time coffee bar available We are not allowing pets at this time. Perhaps kenneled hunting dogs may work out Fishing trip? Boat parking available

Guest favorite
The exterior of a single-story house features a light-colored facade with a welcoming front porch. A small garage with a star decoration is visible to the right. Lush green grass surrounds the property, complemented by trees in the background.
Home in Brookings
4.91 out of 5 average rating, 187 reviews

Brookings Haven

This home will be all yours when you book! There are three beds, two bathrooms and two different living room areas with TVs to unwind after a long day of sports or work. This house is located near the Hillcrest Aquatic Center so you will be pretty well centrally located. The property has a large patio with a charcoal and gas grill available for guest use and two different kitchen areas.

Top guest favorite
A single-story home with pale yellow siding is surrounded by lush green grass. A wooden deck with steps leads to the entrance, providing a space for outdoor seating. Trees and a partially visible barn are in the background, enhancing the rural setting.
Farm stay in Estelline
4.89 out of 5 average rating, 140 reviews

A Taste of Farm Living

A peaceful place in the country, yet only two miles from town. Twenty minutes from numerous lakes and many walk- in hunting areas. Not outdoorsy? Shopping and activities for the kids (Children's Museum, SDSU Ag Museum and Redlin Center) are close by in Watertown and Brookings. Or, hang out at the farm, watch the chickens peck in the grass, and roast marshmallows in fire pit.

Top guest favorite
Home in De Smet
5 out of 5 average rating, 42 reviews

The 605 House

The little 605 house on the prairie! Nestled just on the edge of town this little 1 bed 1 bath makes for the perfect place to stay. Inside you’ll find a full kitchen, sofa bed for extra guests, washer and dryer, and stylish bathroom. Enjoy the prairie views while on the deck complete with a picnic table, grill, and patio chairs. Enjoy your stay at The 605 House!

Popular amenities for Castlewood vacation rentals

  1. Airbnb
  2. United States
  3. South Dakota
  4. Hamlin County
  5. Castlewood