Family-friendly holiday rentals in Plainview

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Top-rated family-friendly rentals in Plainview

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

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Top guest favourite
Farm stay in Elizabethtown
4.99 out of 5 average rating, 103 reviews

Mini Cow Cottage! Peaceful Farm Getaway

Come enjoy this peaceful private getaway in a beautiful country setting that is still close to town and the bourbon trail. The cottage offers two bedrooms (one king, one queen) and one bath with an open floor plan, fully stocked kitchen, W/D, front and back covered porches, and don't forget the animals! We have mini Highland and High Park cattle, a horse, friendly barn cats, and spacious natural surroundings. There is also a walking trail along the woods, and a beautiful pond. Dogs welcome too!

Top guest favourite
A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5 out of 5 average rating, 119 reviews

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Top guest favourite
A friendly Highland calf stands in the foreground, showcasing its soft, reddish-brown fur and prominent horns. In the background, the modern structure of the cottage is partially visible, featuring a black exterior with warm wooden accents and a clear blue sky overhead.
Farm stay in Columbia
4.98 out of 5 average rating, 122 reviews

Country Music Cottage : farm with highland cows

Step into the heart of country living at our Country Music Cottage — a charming 1-bedroom, 1-bathroom retreat set on a picturesque farm. Whether you're a country music enthusiast or simply looking for a peaceful, rustic getaway, this cozy cottage offers a perfect blend of comfort, style, and farm charm. With beautiful pasture views, access to a fire pit, and the soothing sounds of the countryside, you'll feel right at home in this Southern-inspired haven. 10 minutes to downtown Columbia.

Top guest favourite
A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.
Train in Lawrenceburg
4.99 out of 5 average rating, 456 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Top guest favourite
The exterior of a log home is shown, featuring a white door and a stone pathway leading to it. The rustic wooden siding highlights the natural textures. Surrounding greenery and trees frame the entrance, providing an inviting view of the property.
Farm stay in Lancing
4.96 out of 5 average rating, 170 reviews

Bunkroom at Fiat Farm

Tuck yourself into this cozy bunkroom attached to a custom-built log home. Situated on the site of a hundred-year-old homestead, this 67-acre property is now a regenerative farm. 10 minutes from Lilly Bluff overlook with hiking and rock climbing. A short drive to many Obed trailheads. Only 30 minutes to Frozen Head State Park. This space will be the basecamp for all your adventures. Or just enjoy the solitude as you explore the property and visit our farm animals. Welcome to Fiat Farm.

Top guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 132 reviews

Beautiful Grain Bin Cabin, Highland Cows, firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top guest favourite
A serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.
Cottage in Crittenden
5 out of 5 average rating, 131 reviews

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now closed!)

Top guest favourite
A creatively converted bus is depicted, featuring a vibrant turquoise exterior and multi-level decks. The outdoor area includes a wooden deck with seating and plants, surrounded by trees, providing a natural setting. Large windows and a front porch enhance the connection to the outdoors.
Tiny home in Fort Payne
4.99 out of 5 average rating, 166 reviews

Little River Bus Stop

Our Bus has been featured in "Only In Your State Alabama" ! Unique? Original? Secluded? Triple check!A full sized bathroom and an extra tree house bedroom upstairs. Also plenty of lower and upper deck space that makes you feel like you are in the trees. A unique and creative build, that lets you be as close to nature as possible. You have a 1 acre wooded lot, that is completely secluded, all to yourselves. An experience you won't forget. There is no Wifi/ internet!

Top guest favourite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.99 out of 5 average rating, 446 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Top guest favourite
A young sheep stands in a grassy area, facing the camera. Behind it, a red barn with white accents and a star design is visible. The barn's weathered roof and surrounding trees create a rustic farm setting.
Farm stay in Austin
4.99 out of 5 average rating, 533 reviews

Peaceful Little Sheep Farm in Austin -Pet Friendly

If you love to be greeted by friendly, nosy sheep then this is the place for you! Welcome to our little farm, we love when guests feel at home in our little farmhouse. Sit on the front porch with a cup of coffee while watching the sheep, goats, and horses graze. Sit on the back porch at night during the summertime and watch the beautiful fireflies! This is a place to relax and unwind from the the hustle and bustle while enjoying a little taste of farm life.

Top guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 214 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Top guest favourite
A small, modern building is presented with blue siding and a stone foundation. A wooden pathway leads to a white front door, bordered by simple landscaping with gravel. Lush greenery is visible on both sides, enhancing the sense of privacy.
Guest house in Carlinville
4.98 out of 5 average rating, 114 reviews

ThE HiDeAwAy

You’ll be surprised by what’s inside! We’ve designed this space to be more than just a place to stay — it’s an experience, because isn’t that what life’s all about? Perfectly located just two blocks from the town square and only steps from the iconic Million Dollar Courthouse, you’ll also be close to great restaurants and shops. Whether you’re visiting for family, business, or a well-deserved getaway, we hope your stay with us creates lasting memories.

Popular amenities for Plainview family-friendly rentals

When is the best time to visit Plainview?

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Quick stats about holiday rentals that are family-friendly in Plainview

  • Total holiday rentals

    Explore 238,160 holiday rentals in Plainview

  • Pet-friendly holiday rentals

    Find 88,840 rentals that welcome pets

  • Holiday rentals with a pool

    46,900 properties feature pools

  • Rentals with dedicated workspaces

    129,450 properties have a dedicated workspace

  • Wifi availability

    233,010 of Plainview holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Plainview rentals

  • 4.8 Average rating

    Plainview stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Plainview’s top spots include PNC Park, Lucas Oil Stadium and Brooklyn Botanic Garden

Destinations to explore