Family-friendly holiday rentals in Plainview

Find and book unique family-friendly homes on Airbnb

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
The guesthouse interior features an open layout with a queen bed adorned in soft linens next to a sleek nightstand. A cozy sofa and a circular dining table with four chairs complement the space, with natural light filtering through the windowed doors.
Guest house in Webb City
4.97 out of 5 average rating, 640 reviews

Bright and Modern Private Guesthouse near Route 66

Our guesthouse is ready to host the most discerning traveler. You will appreciate the clean private guesthouse that is located on a quiet neighborhood street in a newer central subdivision that is close to all that SW Missouri has to offer. Please note that we offer a microwave, refrigerator, coffee maker, dishes, and utensils in the kitchen area, there is no stove/ oven. Parties and events are not allowed. Any extra guests need to have prior approval from the host before they arrive on site.

Top guest favourite
The exterior of a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.
Guest house in Carbondale
5 out of 5 average rating, 268 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

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
4.98 out of 5 average rating, 478 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

Top guest favourite
The treehouse sits elevated among trees, showcasing a spacious deck with circular windows. Leaves and twigs cover the ground, while a gentle stream flows nearby. A hammock is visible, inviting relaxation within the serene natural landscape.
Home in Fayetteville
5 out of 5 average rating, 295 reviews

A Luxury Treehouse Experience | Wood-Fired Cedar Hot Tub

Welcome to Whitetail & Pine, a Luxury Treehouse Experience. Nestled in the branches of two centuries old red oak trees and suspended 25 feet above Goose Creek, this arboreal abode offers a unique twist on traditional lodging. If you are seeking a rejuvenating getaway accented with the sights and sounds of nature, yet desire to be close to Fayetteville’s best restaurants and attractions, look no further than the Treehouse @ Whitetail & Pine. If you are on the fence, check out our reviews!

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, 145 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, 489 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
A bright living area features a large white bookshelf lined with books and decorative items. A mounted television is centered on the shelf, while a coffee table sits on a patterned area rug. Comfortable seating is offered by a leather chair and a spacious sofa.
Cottage in Bentonville
4.99 out of 5 average rating, 230 reviews

Modern Cottage Near Bentonville, Arkansas

About the Space: Our cottage is nestled in the heart of NWA, on a family-run farm. It is a short 15-minute drive to historic downtown Bentonville, where you can enjoy shopping, your choice of diverse culinary styles, and the internationally-renowned Crystal Bridges Art Museum. Whether you're looking to explore nature or here for a business trip, we are a short 3- minute drive from the Northwest Arkansas National Airport and a 10-minute drive from one of the Razorback Greenway trailheads.

Top guest favourite
A tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.
Tiny home in Ochelata
4.99 out of 5 average rating, 325 reviews

Private cottage on small lake.

Only 35-40 minutes away from Pawhuska & 15 from Woolaroc, this cottage sits on a small private lake in a gated 65 acre private estate. There are more friendly animals than people at this estate; 29 goats, 8 mini donkeys, 4 horses and more! With a queen sized bed & a small bunk room w/ twin bunks it will comfortably sleep 2 adults & 2 small people. The cottage has a small kitchen w/ a refrigerator, 2 burner stove, microwave, toaster oven, toaster, dishes, etc. A firepit and grill outside.

Top guest favourite
A serene sunset casts a warm orange glow over a field, where a cow and a dog are seen walking together. The silhouette of the cow is prominent in the foreground, while the dog trails slightly behind, creating a peaceful rural scene.
Farm stay in Ozone
4.99 out of 5 average rating, 365 reviews

Country Mountain Retreat

Relax & unwind in our COZY 2 BR farm house in the OZARKS! MEALS AVAILABLE for upcharge. Enjoy beautiful sunrises & sunsets. Stargaze at night. Fish our stocked pond. Kayak the Mulberry or Buffalo River. Explore nearby hiking & ATV trails/swimming holes & waterfalls. Visit 5 wineries only 35 miles away. You WILL want to spend more than 1 night here! Discounts for >2 nights. RV hookup available. Only 2 of you? Check out our other listing, Country Mountain Cabin. Cozy place for 2!

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, 147 reviews

Cozy Cute 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 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, 178 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 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, 128 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 245,000 holiday rentals in Plainview

  • Pet-friendly holiday rentals

    Find 92,450 rentals that welcome pets

  • Holiday rentals with a pool

    47,570 properties feature pools

  • Rentals with dedicated workspaces

    132,900 properties have a dedicated workspace

  • Wifi availability

    240,120 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 Brooklyn Botanic Garden, Louisville Mega Cavern and Ha Ha Tonka State Park

Destinations to explore