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Family-friendly holiday rentals in Plainview

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 246,690 holiday rentals in Plainview

  • Pet-friendly holiday rentals

    Find 102,020 rentals that welcome pets

  • Holiday rentals with a pool

    50,390 properties feature pools

  • Rentals with dedicated workspaces

    131,870 properties have a dedicated workspace

  • Wifi availability

    244,820 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 Rockefeller Center, Busch Stadium and Longwood Gardens

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
Treehouse in Franklin
4.99 out of 5 average rating, 222 reviews

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Top guest favourite
A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.
Farm stay in Steelville
4.98 out of 5 average rating, 173 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Top guest favourite
A serene cabin nestled among trees is illuminated by soft string lights. A fire pit surrounded by wooden chairs is positioned near the cabin, offering a cozy outdoor gathering space. The lush greenery creates a peaceful, secluded atmosphere.
Cabin in Eckerty
4.98 out of 5 average rating, 109 reviews

Lured to the Lake cabin w/ HOT TUB and Patoka pass

Come relax at “Lured to the Lake” cabin minutes from Patoka Lake entrance, Winery, Distillery, and Brewery! Perfect for family adventures, romantic getaways, and ladies' weekends. The cabin sits on a peaceful, wooded 3/4 ac. surrounded by gorgeous southern Indiana nature. Watch wildlife from the hot tub or enclosed back porch. A picnic table, firepit, and Blackstone grill are available for use. The cabin also has corn hole boards and an air hockey table! Short drive to French Lick/West Baden.

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
5.0 out of 5 average rating, 225 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
Villa in Little Rock
5.0 out of 5 average rating, 144 reviews

🦌 Deer Hill a LR Country Estate Est. In 1938 🫶🏼

Once upon a time there was a home situated on the Perryville Hwy far far away from the hustle & bustle of big city living. 86 years later it's now a hidden gem in the middle of everything LR has to offer. Don't overpack, you'll find it loaded not only with flair & jaw dropping features but also stacked with amenities not found at most rentals. Making Deer Hill "the spot" for family & friend gatherings!! Welcome to Deer Hill our old family home, where you'll want to come back time and again!

Top guest favourite
A modern cabin is nestled among tall trees, showcasing large windows that reflect the warm glow of interior lighting. The exterior deck extends towards the lush greenery, providing a seamless connection to the surrounding nature. Hills are visible in the background, enhancing the serene atmosphere.
Cabin in Sparta
4.99 out of 5 average rating, 154 reviews

Big Bottom Bungalow: Park Views, Secluded, Hot Tub

You can soak in tranquility at this modern cabin with a hot tub, indoor fireplace and outdoor living space. The Caney Fork River borders the 63 acre farm, which connects directly to over 60,000 acres of protected wilderness where you have free access to miles of hiking trails, magical waterfalls, historic homesteads and impressive caves. At the cabin, you can listen to the sounds of nature as you take in the scenic valley views of Big Bottom and the mountain views of Scott’s Gulf State Park.

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, 590 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
An open living area features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a herringbone floor, while a dining table is positioned nearby. The kitchen, equipped with modern appliances, is visible in the background, enhancing the inviting layout.
Home in Mount Juliet
4.98 out of 5 average rating, 301 reviews

Carriage House On Lake sleeps8

Kick back, relax, and enjoy your lake vacation or get some quiet time if here on work, in our custom Carriage House on our very private property Built completely separate from the main house next door. The 3 acre property is situated in a private deep water cove on Old Hickory Lake and has a large Saltwater Pool 50'x20' with shallow end 1' for 1st 10' , gazebo, Hot tub & gym access! Fully equipped kitchen, 100% cotton sheets + mattress/pillow protectors. **Open to Elopements 👰‍♀️🤵💍***

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
5.0 out of 5 average rating, 156 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 OPEN!!!) 5/11/26

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, 666 reviews

Quiet little farm stay in Austin - pet friendly

Welcome to our little old farmhouse. 🏡❤️ If you love being greeted by friendly, nosy sheep, then this is the place for you! Welcome to our little farm, where we love making our guests feel right at home. This is a place to slow down, relax, and unwind from the hustle and bustle of everyday life while enjoying a little taste of simple farm living. Come as a guest, relax like you’re at home, and leave with a few memories—and hopefully a little love for our farm family. 🐑🐐🐴✨ .

Top guest favourite
A serene landscape is depicted, featuring rolling hills and valleys shrouded in morning fog. Soft hues of pink and orange fill the sky at dawn, creating a tranquil atmosphere. Lush greenery is visible in the foreground, adding depth to the scenic view.
Cabin in Ponca
4.96 out of 5 average rating, 645 reviews

Lost Valley View Cabin

Enjoy this cozy cabin nestled in the heart of the Ozarks. With a view of Lost Valley and beyond, the front porch is a nice place to relax and unwind! With a full kitchen, fire pit, horseshoe pit, charcoal grill, and more we wish you to be able to vacation deliberately, comfortably, and affordably! Please hit us up with any questions and thank you! We do have Pyrenees dogs who watch over the farm, they are harmless and just part of the landscape. Firewood for sale, 5$ an arm load!

Top guest favourite
A spacious living area showcases wooden beams and walls, creating a warm atmosphere. Large, angled windows provide views of surrounding trees. Comfortable seating arrangements include a white sofa and two armchairs on a textured rug, complemented by a natural stone fireplace offering a rustic touch.
Treehouse in Ozark
4.98 out of 5 average rating, 271 reviews

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!

Popular amenities for Plainview family-friendly rentals

When is the best time to visit Plainview?

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