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

The charming cottage entrance features a welcoming porch with a ceiling fan and soft lighting. Stairs lead up to the door, surrounded by neatly trimmed greenery and potted plants. An American flag is displayed on one side, enhancing the inviting ambiance.

Tiny home in Dover

Tiny Home, river view, boat parking, & hot tub.

Welcome to Cottage on the Cumberland – where nature's embrace meets modern comfort! You can disconnect from and find yourself in an unforgettable lakefront experience. With LBL, KY Lake, Lake Barkley, & Ft. Donelson minutes away, you're in the heart of recreational paradise. So, whether it's fishing, hunting, boating, ATV’s, horseback riding, hiking, or just enjoying the beauty of nature, come & experience tranquility & adventure all together! Please read hot tub info in “Other Details to Note”.

5.0 out of 5 average rating, 123 reviews

Top guest favourite

Treehouse in Franklin

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).

4.99 out of 5 average rating, 227 reviews

Top guest favourite

A rustic cabin exterior is framed by lush green grass and trees. The wooden structure features a stone chimney and a distinctive blue door, with two large windows on the left. A simple stone path leads to the entrance, inviting relaxation in a natural setting.

Cabin in Chanute

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

4.98 out of 5 average rating, 622 reviews

Top guest favourite

Villa in Little Rock

🦌 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!

5.0 out of 5 average rating, 146 reviews

Top guest favourite

Farm stay in Stearns

The John L. Wright Farmhouse, Stearns, KY.

Escape and unwind at this spacious farmhouse. Great place for family and friends to gather and make wonderful memories. Hiking nearby in the Daniel Boone National Forest along with rafting, canoeing and kayaking. Board the Big South Fork Scenic Railway for a train ride to Barthell Coal Mining Town. Visit Cumberland Falls where you can hike or horseback ride. Or just stay at the farmhouse and relax. Enjoy the kitchen with all the modern conveniences and amenities to prepare a great meal.

5.0 out of 5 average rating, 170 reviews

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

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.

4.99 out of 5 average rating, 158 reviews

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

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!

4.99 out of 5 average rating, 594 reviews

Top guest favourite

Farm stay in Flat Rock

Historic Tanglewood; It will be your favorite too!

Located within the Village of Historic Flat Rock, Tanglewood is a rare gem of Flat Rock history. Nestled on four wooded acres it is an authentic yet modernized log home. Originally constructed in 1921, it is now beautifully restored with new wiring, modern room configuration, central heat and A/C, WiFi, a working fireplace, generator & all new appliances, lighting, furnishings and bedding. Peaceful and lovely. Within 45 minutes of 67 summer camps, 3.5 miles from downtown Hendersonville.

5.0 out of 5 average rating, 164 reviews

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

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 will be closing 9/25/26)

5.0 out of 5 average rating, 158 reviews

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

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!

4.96 out of 5 average rating, 648 reviews

Top guest favourite

A modern cabin features a wooden deck with a railing, set against a backdrop of trees. A six-seater UTV is parked in front, showcasing its utility for outdoor activities. The exterior is designed with a combination of dark wood and large windows, enhancing natural light.

Cabin in Strafford

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower

The James River Cabin is a luxurious secluded cabin nestled among the trees on 90 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

4.98 out of 5 average rating, 320 reviews

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

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!

4.98 out of 5 average rating, 275 reviews