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Holiday rentals in Watertown

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Top-rated holiday rentals in Watertown

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
4.96 out of 5 average rating, 297 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
5 out of 5 average rating, 28 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
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, 237 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.

Guest favourite
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.
Flat in Watertown
4.95 out of 5 average rating, 39 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 favourite
An outdoor dining table with a large umbrella is set on a spacious deck overlooking the lake. Six wooden chairs surround the table, providing ample seating. The calm water reflects the sky, enhancing the serene lakeside environment.
Home in Watertown
5 out of 5 average rating, 12 reviews

Lake Kampeska Home @ Stony Point

This luxury lakefront home is at the heart of Stony Point. This was specifically designed to give you the BEST sunset views on Lake Kampeska. Treating you with all the luxuries of a fully stocked kitchen, coffee bar, 5 bedrooms and king size beds, 7 bathrooms. Enjoy the expansive and private three story outdoor deck and patio area, that includes a gas fire pit, grills, under ground bar with kitchen, fridge, sink, private bathroom and an outdoor shower. Excellent for large family gatherings!

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, 27 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, an indoor hot tub, 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.

Top guest favourite
Cabin in Watertown
4.96 out of 5 average rating, 54 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 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, 143 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).

Superhost
A collage featuring four images of Kampeska Cabin. The upper left image shows a lakefront view with a fire pit, while the upper right illustrates a kitchen equipped with appliances and ample countertop space. The lower left displays a yard with a hammock, and the lower right highlights the exterior of the cabin.
Home in Watertown
4.63 out of 5 average rating, 8 reviews

KampeskaCabin:Firepit,Hammock,Lakefront

🌊 Updated lakefront cabin perfect for family memories 🛏 Sleeps 4 Jan–Apr (King + bunk beds); upper level opens May–Aug 🔥 Enjoy sunsets, hammock time, and evenings by the fire pit 🏖 Easy lake access + space to unwind and recharge 📍 Located on South Lake Drive near campground for extra guests ❤️ Heart this listing to save it to your Guest Favorites! ***Effective Aug 28th, 2025 NO DOCK available until Spring 2026)***

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, 168 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
4.89 out of 5 average rating, 135 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
4.98 out of 5 average rating, 132 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.

Popular amenities for Watertown holiday rentals

When is the best time to visit Watertown?

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Avg. price$129 SGD$126 SGD$129 SGD$170 SGD$168 SGD$165 SGD$159 SGD$181 SGD$170 SGD$165 SGD$153 SGD$126 SGD
Avg. temp-9°C-6°C1°C8°C14°C20°C23°C22°C17°C9°C1°C-6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Watertown?

    Watertown has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Watertown?

    Experience the best of Watertown with our hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Watertown?

    Four-legged friends are welcome in Watertown. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Watertown?

    Yes! Work meets play with ease at over 40 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Watertown vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Watertown, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Watertown have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Watertown have a kitchen?

    Absolutely! We offer over 10 hotel rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Watertown have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Watertown have free parking?

    Absolutely! We offer over 10 hotel rentals with free parking in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Watertown?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Watertown

  • Total holiday rentals

    Explore 80 holiday rentals in Watertown

  • Nightly prices starting at

    Watertown holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Watertown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Watertown rentals

  • 4.9 Average rating

    Watertown stays are highly rated by guests – averaging 4.9 out of 5!