Holiday rentals in Castlewood

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Top-rated holiday rentals in Castlewood

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

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Top guest favourite
A modern kitchen is presented with stainless steel appliances and an expansive granite countertop. Bright red metal stools are positioned at the counter, complementing the rustic wood paneling and unique decor elements. Natural light filters through a window, illuminating the open space.
Barn in Watertown
4.95 out of 5 average rating, 308 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 favourite
The exterior of a cozy cabin features an orange facade with a wooden sign reading 'Lighthouse.' A welcoming porch is seen, furnished with two dark wicker chairs. Large windows and a brown front door complete the inviting entrance, framed by a railing.
Cabin in Watertown
4.97 out of 5 average rating, 36 reviews

Cabin #4-Lighthouse

It is beautifully furnished with a queen bed, comfortable recliners, a table & chairs, and includes a microwave, refrigerator, & coffee service. The luxurious bathroom features limitless hot water & a step-in shower. Our cabins are available year-round. We furnish bed linens/towels. We don't provide housekeeping unless the stay is one week or more.  At that time, we will clean the linens/towels and entire space and charge an additional $25.  Extended stays will follow this same weekly pattern.

Guest favourite
Cabin in Lake Benton
4.95 out of 5 average rating, 20 reviews

The Ridge

A cute cabin getaway in the heart of lake Benton, Minnesota located right beneath “Hole In The Mountain” state park. There is access to horse tails near by and walking distance from the cozy gem of a town. The lake is directly in front of the cabin and has public access right down the road. This is the perfect budget friendly get away for a family or a great place to lodge for hunting and fishing. Great in the summer and the winter! Snowmobile trails are also accessible nearby! 311 center st. N

Top guest favourite
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
4.93 out of 5 average rating, 41 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.

Top guest favourite
Lush green trees line the serene lake, reflected perfectly across the calm water's surface. The vibrant greenery and stillness create a peaceful natural setting, enhancing the tranquility of the nearby surroundings.
Guest house in Florence
5 out of 5 average rating, 30 reviews

Serenity Stay at GLHL

Nestled in the rolling hills of E. SD and a short walk to a gorgeous lake, our lodge features two cozy bedrooms and a loft with 1 queen and 6 double beds. Enjoy two bathrooms, complimentary coffee and cold breakfast items & WIFI. With direct lakeside access and expansive grounds for outdoor activities, Glacial Lakes Hunting Lodge and Guide Service is ideal for relaxation and adventure. This is a guest house on the property we live on with our animals- no free roaming pets.

Guest favourite
This open-concept living space features wooden ceilings and large windows that offer a view of the lake. A comfortable seating area includes dark leather chairs and a coffee table. Adjacent, a dining area with a table and several chairs is visible, creating an inviting environment.
Home in Arlington
4.98 out of 5 average rating, 54 reviews

Waterfront home on Lake Albert with a hot tub!

Relax with the whole family at this beautiful lakefront home. Perfect for fisherman, hunters, golfers or families visiting the Lake Poinsett, SD area. Enjoy a private beach steps away, dock, kayaks, Lily Pad, and close access to public boat landings and bars/restaurants. Located directly across from Lake Region Golf Course on the shores on Lake Albert, this home away from home will provide a peaceful stay with amazing sunsets and many local activities to enjoy!

Top guest favourite
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, 25 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 favourite
A spacious living room is showcased, featuring a large sectional sofa in rich black leather. Natural wood paneling creates a warm ambiance, complemented by two standing lamps and framed artwork on the walls. Light enters from the window, illuminating the soft area rug beneath.
Cabin in Estelline
4.97 out of 5 average rating, 157 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. Floating water mat available.

Top guest favourite
An exterior view of the retreat showcases a well-maintained, single-story building with a light brown facade. A welcoming sign featuring the word 'WELCOME' is visible beside a red bench adorned with flowers, while an American flag is displayed, creating a charming entrance.
Guest suite in Hayti
4.98 out of 5 average rating, 177 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 favourite
A cozy living area is present, featuring a spacious beige sofa with a decorative pillow, a comfortable armchair, and a wooden coffee table displaying magazines. A light-colored area rug covers the floor, while large windows allow natural light to fill the room.
Farm stay in Estelline
4.9 out of 5 average rating, 144 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 favourite
A lakefront patio area is visible, featuring two lounge chairs with orange cushions, set on green grass. A fire pit is positioned nearby, and a dining table with chairs is located under strings of lights next to large glass doors leading into the interior.
Guest suite in Watertown
4.97 out of 5 average rating, 140 reviews

Kampeska Lakefront Cottage

You will have access to one side of this lakefront duplex located directly on the lake. This property has two bedrooms, one bathroom, a washer and dryer as well as a fully furnished kitchen. This is the perfect getaway to enjoy the beautiful Lake Kampeska. Bonus: Enjoy a massage in your very own massage chair located in one of the bedrooms.

Top guest favourite
A well-maintained exterior showcases a single-story home surrounded by a manicured lawn. Lush green grass is contrasted by flower beds and shrubs. A wooden deck is visible, and an American flag is displayed. Trees provide shaded areas around the property, contributing to the inviting atmosphere.
Home in Watertown
4.96 out of 5 average rating, 26 reviews

Dad’s Place

Your family will be close to everything when you stay at this centrally-located place. Excellent location for hunters and if you’re towing a boat, there is a drive through shop available for safe storage. (there is a fee of $25 per night to access the shop) Also internet and WiFi have just been added. Laundry is located in the basement.

Popular amenities for Castlewood holiday rentals

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