Family-friendly vacation rentals in Watertown

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Top-rated family-friendly rentals in Watertown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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 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, 236 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 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
4.95 out of 5 average rating, 38 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.

Top guest favorite
A cozy living area is highlighted by a modern electric fireplace beneath a wall-mounted television. A vibrant horse painting adds color to the space, while a plush sofa is complemented by a decorative yellow ottoman and greenery, creating a welcoming relaxed atmosphere.
Barn in Watertown
4.96 out of 5 average rating, 115 reviews

Silverstar Stables is perfect for long-term stays.

Silverstar Stables is located on 10 acres 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. Silverstar Barn 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 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, 11 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.

Top guest favorite
A newly renovated cabin is framed by tall trees and lush green grass, showcasing a vibrant red roof. The exterior features large windows and double doors that provide a welcoming entrance. The landscape reflects a tranquil setting in a peaceful neighborhood.
Vacation home in Lake Preston
4.97 out of 5 average rating, 109 reviews

Peaceful and quiet small town cabin

Come and enjoy our freshly renovated cabin located in the peaceful little town of Lake Preston, SD. We are located right in the heart of pheasant country! Our cabin is a wonderful base for your fishing outings. Lake Whitewood - 3 miles away; Lake Thompson - 4 miles; L. Poinsett - 20 miles; L. Henry- 21 miles; Dry Lake #2 - 27 miles. We have plenty of room for your boat/camper. Laura Ingall's Wilder's home is 9 miles away. Enjoy a very peaceful spot with the amenities of a small town.

Top guest favorite
The exterior of the house is depicted, featuring a pitched roof with shingles, a welcoming front door, and a wooden deck with railing. Windows allow natural light to enter, and a well-maintained lawn surrounds the home. A driveway is visible on the side.
Home in Waubay
4.95 out of 5 average rating, 173 reviews

Dewey’s Place is for Hunters/Fisherman/Families

Here's your perfect fishing/hunting destination, with space for all your buddies, big family, and/or dogs too! Located within 10 miles of 7+ lakes including Bitter Lake, Waubay Lake, and Enemy Swim and prime hatch area for waterfowl. Perfect for families visiting or groups of outdoorsman looking for a large space where everyone (or almost everyone) gets a bed! Cozy in the winter, cool in the summer, and homey all year round. Host is an area hunter and fisherman with guide experience.

Guest favorite
The exterior of a two-story house features a welcoming front porch with wooden railings. A large double garage with two doors is visible alongside the house, while a well-maintained lawn with green grass and ornamental shrubs surrounds the property under a clear blue sky.
Home in Waubay
4.81 out of 5 average rating, 177 reviews

The Lodge at the Lake

The Lodge at the Lake is a half-mile from both Bitter Lake and Blue Dog Lake and a few short miles from Enemy Swim, Pickeral, Waubay, and Rush lakes. We are also close to great hunting areas. We have plenty of room for your entire party. Our house features a large TV, wifi, foosball table, 2 stall garage to park out of the elements, outdoor seating and fire bowl, a large grill, and the yard is big to give you some privacy. We have 3 bedrooms and room for at least 10 people to sleep.

Superhost
A single-story house is presented with a light-colored exterior featuring white siding and dark shutters. A front porch leads to the entrance, and the well-maintained lawn and steps create a welcoming approach.
Home in Webster
4.75 out of 5 average rating, 108 reviews

Sportsman’s Country Lodge: The Fish House

Located in Webster, SD, this is a full service home with 2 bedrooms and 1 bathroom upstairs. There are 2 full beds, three twins (bunks), and a single bed in the bedrooms. There is also a queen bed in the pull-out couch in the living room. If you aren't fishing enjoy the 65 inch tv or the poker table. There is off street parking with a boat plug-in and a cleaning station in the garage. Please just take your fish scraps when you leave. TV is smart.

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, 141 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
An aerial view captures the vineyard home surrounded by rows of grapevines, with protective nets covering the crops. The spacious property features a combination of open fields and wooded areas. The house showcases multiple levels, with large windows overlooking the scenic landscape.
Home in Volga
4.91 out of 5 average rating, 111 reviews

4 bedroom vineyard home near Brookings, SD

Enjoy a get-away in a vineyard home. Beautifully decorated inside and out! Walk through the grape vines, sample the grapes, taste the wine and relax! The spacious 4 bedroom home has plenty of room for large groups. Open concept and multiple levels allow for your guests to come together and enjoy meals and conversation. A huge 800 sq ft patio makes for amazing outdoor entertaining. Enjoy the sunset over the vines.

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, 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

Popular amenities for Watertown family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Watertown

  • Total vacation rentals

    Explore 40 vacation rentals in Watertown

  • Nightly prices starting at

    Watertown vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 1,250 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Watertown vacation rentals include wi-fi 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!