Family-friendly holiday 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 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, 302 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 favourite
A cozy cabin features a welcoming porch with two chairs positioned beside a small table. The cabin, painted in warm tones, is flanked by nearby cabins on a grassy area. The clear blue sky adds a bright backdrop to the inviting entrance.
Cabin in Watertown
4.97 out of 5 average rating, 35 reviews

Cabin #2-Harvest

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, 238 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 favourite
A spacious man cave is highlighted by a large sectional sofa, accommodating multiple guests. A flat-screen television displays vibrant images, while the decor features a blend of neutral colors and eye-catching artwork. Soft lighting adds to the inviting atmosphere, with a cozy area rug underfoot.
Home in Watertown
4.94 out of 5 average rating, 34 reviews

The Hangar-1/2 House 1/2 ManCave

Whether you are coming to the Watertown area for pleasure or business, hunting or fishing, golfing or boating, the hospital or the airport, shopping or entertainment, the aquatic center or the zoo, a family reunion or a getaway from family (Ha Ha!), your stay will be fun, comfortable, and relaxing in this spacious and unique abode! This “Shouse” is a home with a man cave—complete with a dog washing station, luxurious beds w/ brand new linens, full baths w/ double shower jets, and a soaker tub!

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
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.
Holiday home in Lake Preston
4.97 out of 5 average rating, 108 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.

Superhost
The exterior of a rustic guest house features white siding with wooden accents. A welcoming double door is framed by decorative pumpkins and corn stalks. A vintage-style wheel and a wooden sign are positioned beside the entrance, enhancing the warm, autumnal feel of the space.
Barn in Clark
4.82 out of 5 average rating, 100 reviews

Horseman's Hideout

Unique grainery on 10 acres converted to a cozy rustic living space. There is a bed on the main level and a bed in the loft area.This is on a hobby farm where you're likely to see dogs, free- range chickens, horses, and goats in the summer time. We have recently moved the Hideout to our new home! The ground around the guest house may be different but the view is relaxing and secluded. We love seeing your pets, but please keep them kenneled if you leave.

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, 147 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
Home in Watertown
5 out of 5 average rating, 3 reviews

Lynwood Dr. Lake House

Relax with the whole family at Lynwood Lake House, a peaceful lakeside retreat on the west shore of beautiful Lake Kampeska in Watertown, SD. Enjoy stunning lake views and unforgettable sunrises. This thoughtfully remodeled home offers casual elegance with modern furnishings and high-end linens. Perfect for family getaways, it’s also an ideal hunting and fishing retreat, with excellent fishing on the lake and prime hunting nearby.

Guest favourite
A wooden deck, surrounded by trees, features a six-person hot tub overlooking the lake. Soft lighting casts a warm glow as the serene water reflects the evening sky, with a private dock visible in the background.
Home in Estelline
4.94 out of 5 average rating, 102 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.

Guest favourite
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, 112 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 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, 169 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 holiday rentals that are family-friendly in Watertown

  • Total holiday rentals

    Explore 40 holiday rentals in Watertown

  • Nightly prices starting at

    Watertown holiday rentals start at £59 per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 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!