Vacation rentals in Castlewood

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Top-rated vacation rentals in Castlewood

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Top guest favorite

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, 285 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.

Guest favorite

A living area features a dark sofa paired with a low coffee table, complemented by a wall-mounted television. Hardwood floors are visible, and a ceiling fan is suspended above. A doorway leads to a bedroom, and natural light enters through a large window.

Apartment in Watertown

4.97 out of 5 average rating, 32 reviews

Cozy & Close

Small but quaint, you will definately get that COZY feel the minute you walk in! You will have all of the comforts of home, but with a BONUS!! When you venture out, you will be CLOSE by, within walking distance to the best or Watertown's eateries, 2 breweries, Gather Coffee Shoppe! Entertainment all year long, at the infamous Goss Opera House, in warmer months enjoy being right across the street from Watertown's Foundation Park, home to outdoor music and entertainment, and main street events.

Guest favorite

A cozy living space is presented with a blue sofa and an upholstered floral chair. Two small ottomans sit in front, complemented by a patterned area rug. Light filters through the windows, enhancing the simplicity of the decor.

Home in Brookings

4.92 out of 5 average rating, 13 reviews

Cozy and Small near DT Brookings

This is a small space in a duplex home near downtown Brookings. It boasts a stand up washer and dryer, and a queen bed! The space is perfect for one person traveling, a couple or a couple of people coming to town to work. The second room has a twin in a very small space, should a second person want a bed or a third person possibly. Our hope is to offer an inexpensive location for people that are traveling to town, working temporarily in town, or need a quick stay on their way somewhere.

Guest favorite

A contemporary single-story home is highlighted, featuring a warm beige facade and a well-maintained front yard. The driveway accommodates several vehicles, leading to a double garage. Soft grass, landscaped stones, and a small decorative bush enhance the welcoming entrance.

Home in Watertown

5 out of 5 average rating, 8 reviews

Cozy 3 br Home - Fireplace & Heated Garage Spaces

Enjoy our 2-br, 2-ba home fully furnished for your stay! Scenic trails and a park are just steps away. Only a 5-minute drive to the Prairie Lakes Ice Arena and downtown Watertown. Enjoy a gas fireplace in a cozy 4 seasons room, a spacious kitchen, a "man cave" with a 75" TV, a relaxing master bedroom with a king-size adjustable bed, and a versatile office that can also serve as a bedroom, with an optional air mattress. Attached heated garage stalls included. Comfortably sleeps 6 guests.

Superhost

The cabin exterior features a light blue color with a high-pitched roof. A spacious deck with wooden railings is visible at the entrance, leading to double doors that allow natural light inside. The surroundings include a grassy lawn and a clear blue sky.

Cabin in Arlington

4.67 out of 5 average rating, 9 reviews

Lake Poinsett Resort Cottage

Arlington Beach Resort is located on the South side of Lake Poinsett and features the best sprawling sandy beach on the Lake! Beautifully stocked two and five bedroom cabins are nestled on one of the largest and best recreational lakes in South Dakota known for its great Walleye, Perch, Bass, Crappie and Northern Pike fishing. The Boathouse Bar and Grill Bar and Restaurant is located on site and open Thursday thru Sunday mid April to Mid September.

Top guest favorite

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, 130 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).

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

4.94 out of 5 average rating, 17 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!!

Guest favorite

A serene lakeside view features a wooden deck attached to the house, surrounded by trees. Two stand-up paddle boards rest beside a pathway, with kayaks in red and green lined along the shore. A gentle slope leads towards the tranquil water of Lake Poinsett.

Home in Estelline

4.94 out of 5 average rating, 78 reviews

Charming Lake House, Hot Tub, Sauna, Private Dock

Welcome to Your Perfect Lakeside Retreat! Nestled on the serene shores of Lake Poinsett, SD, this charming lake house offers the ultimate getaway for families and couples alike. With 3 cozy bedrooms and 1 modern bathroom, you'll find everything you need for a relaxing and memorable stay. Enjoy breathtaking lake views from the private dock, unwind in the hot tub, or warm up in the sauna after a day of outdoor adventure.

Top guest favorite

An airy living space features high ceilings and modern furnishings, including a gray sofa and wooden chairs. The kitchen is visible with an island and bar seating. Large windows allow natural light to fill the room, enhancing the open feel.

Cabin in Arlington

5 out of 5 average rating, 16 reviews

New Construction Modern Cabin on Lake Albert

New modern cabin on Lake Albert! Enjoy lakefront access and take in stunning views from our spacious patios. With 3 bedrooms, 8 beds our cabin is ideal for families and small groups. Conveniently located close to a beautiful golf course and Lake Pointsett public access boat docks. Watch the sunset and unwind in this serene getaway. Book your stay today and experience the perfect blend of comfort, nature and beauty.

Top guest favorite

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, 165 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

Top guest favorite

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

4.98 out of 5 average rating, 124 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.

Guest favorite

An inviting loft space features a spacious bedroom with a plush bed covered in soft linens. A kitchenette with modern appliances is visible on the left, while a bathroom door leads to a well-lit, elegantly designed area. A Smart TV is mounted on the wall, and natural light enhances the warm color scheme.

Apartment in Brookings

4.94 out of 5 average rating, 104 reviews

Evergreen at 418

Nestled in the heart of vibrant Downtown Brookings, this freshly remodeled loft apartment offers a perfect blend of cozy comfort and elegant style. With its prime location, you'll have everything you need right at your doorstep, from charming boutiques to delectable dining options.