
Family-friendly holiday rentals in Stockton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Stockton
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Stonecrest Cottage - Country Farmhouse Style
Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

Rest Near Stockton Lake
Why stay in a hotel when you can stay in a full house!!! Only a few miles from Stockton Lake. Fully furnished! Apple-TV in every room! Fully equipped kitchen. Very cozy and comfortable place! There are 4 beds. There is also a pack & play for an infant. BBQ grill right outside the front door. Washer & dryer for guest to use too! Also, property is equipped with ActivePure Air Purification unit that is proven to reduce up to 99.99% of allergens & pathogens including the virus that causes Covid-19!

3 Kings in the Country
Come and stay in a quiet and private apartment above us on the second floor of our country home. This is a convenient location near Bolivar Missouri that is 1 mile from hwy 13, 4 miles from the hospital, 5 miles from SBU and 25 miles from Springfield. We are 20 minutes from Stockton Lake and 30 minutes from Lake Pomme de Terre with room for your boat. This is a large three bedroom unit with each room having a king bed with walk-in closet. There is a full kitchen and washer and dryer as well.

Rustic Elegance Treehouse Cabin Stockton Lake, MO
Rustic Elegance tops this Treehouse cabin just a mile from Stockton Lake Dam and 2.5 miles to Stockton Town Center. Enjoy total privacy in this wooded scene looking out over the neighbors cattle as well deer and turkey. Sitting on Bear Creek which is spring fed and a kayak is available to explore the creek for a small fee. Fire pit and Weber grill help round out your evenings pleasures. Grocery store, gas station, restaurants, and shopping are all within 10 minutes. Outside electric included.

Tiny house on an organic flower and vegetable farm
Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

The Little Red House
Retreat to this secluded five-acre getaway to unwind with your family or a romantic weekend with your partner. Enjoy the outdoors watching the wild turkeys and deer from the patio or roasting smores at the firepit. Inside you will find cozy and modern accommodations with a unique lofted bedroom area. The Little Red House is a short drive to all Springfield MO has to offer, such as the Ozark Greenways trails, Bass Pro Shops, Wonders of Wildlife, Fantastic Caverns, local eateries, and much more.

Pickwick Places 202 MSU/Rountree
Welcome to Pickwick Places where we host 2 amazing apartments in Springfield's favorite neighborhood, Rountree. The two bedrooms comfortably sleep 4. Marble countertops from a local quarry and coffee from a local roaster add to the experience. Details make this stay easy, comfortable, and the ultimate Springfield experience. No cleaning fee - a straightforward price. Plus, full laundry, wifi, and beautiful spaces. A two-bedroom suite and full kitchen for the price of a single hotel room.

Beautiful historic Loft
Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1920’s and still boasts the exposed brick and original hardwood floors. This loft will sleep 4 with a king bed, futon, and pull out couch. There is one bathroom and a wash room with washer and dryer. The loft is Walking distance from fine dining, breweries, night clubs, coffee shops, and so much more!

Modern Historic Bungalow- Walk to Brewery & Food
This bungalow has been completely remodeled while still maintaining the historic charm. The home will sleep six, has a private office, laundry facilities in the basement, and is great for families with small children. We've thought of everything to make your stay comfortable. Home includes a chef's kitchen, high end finishes and furnishings, large kitchen/dining area, and is steps from local eateries and a brewery. You'll enjoy your stay in this updated Rountree bungalow!

1920 Stone Gas Station
This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

Historic Fieldstone Cottage on Weller
NO CLEANING FEE! This architectural Bissman home is nestled in an iconic, older neighborhood and is within a SHORT WALK to Starbucks and Cherry Street Corridor with restaurants, bars, tea room and coffee house.Just come for a night through town, a cozy destination get-away or an extended stay! Close to Downtown, MSU, flea markets, Route 66, Cardinals stadium, WOW museum, Mercy Hospital, and EXPO.Fast QUANTUM FIBER Internet, DISNEY+and smart TV in master bedroom

Cozy Woodland Cottage
This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.
Popular amenities for Stockton family-friendly rentals
Family-friendly home rentals with a hot tub

Bolivar-River Front-Remote-Relaxing-Kayaks-Hot Tub

Cozy Cabin with Hot tub

River House at Cedar Bluff Farms

Cabin at Rock Hill Farm minutes from Stockton Lake

Campfire Retreats

Stockton Lake Cabin! HOT tub & Outdoor TV

Rustic Missouri Vacation Rental w/ Hill Views!

New! Family Retreat • Hot Tub & Fun country home!
Family- and pet-friendly home rentals

Unique Riverfront Gem: Dogs Ok, King Bed (Cabin 1)

Barndominium on 5 Acres

Fur Babies Welcome!

Colorful Downtown Bungalow on Route 66

Beeman's Brick Loft

Duplex with EV Charger & Garage by the Fairgrounds

The Stone Cottage

Charming house for fisherman or families.
Family-friendly home rentals with a pool

Safe Cozy-Boho Oasis Modern & Fun Amenities!

The Walnut Heritage House

White Guesthouse with a Pool

Cabin 10 - Hickory Grove Hideaway

Stonehorse Ranch

Cabin 7 - Hickory Grove Hideaway

Cabin 11- Hickory Grove Hideaway

Whispering Woodlands Pool House
When is the best time to visit Stockton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £106 | £106 | £125 | £125 | £144 | £142 | £147 | £145 | £137 | £127 | £128 | £126 |
| Avg. temp | 1°C | 4°C | 9°C | 14°C | 19°C | 24°C | 26°C | 26°C | 21°C | 15°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Stockton

Total holiday rentals
Explore 40 holiday rentals in Stockton

Nightly prices starting at
Stockton holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Wifi availability
40 of Stockton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stockton rentals

4.8 Average rating
Stockton stays are highly rated by guests – averaging 4.8 out of 5!
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