
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.

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, 226 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.
4.98 out of 5 average rating, 174 reviews
School Bus - Farm Stay Sustainable glamp adventure
This solar powered school bus "Schoolie" tiny home is nestled under open skies, near the forest, with a lake front view, a full bed, kitchen with two burner stove & sink, & a cozy couch. Bliss in the heart of the Shawnee National Forest on Interwoven Permaculture Farm, in Lusk Wilderness. Enjoy star gazing, swimming, and campfires. The chorus of nature will lull you at night, & greet you in the morning. It's a beautiful place to wake up! With kitchen, AC/Heater, this is ultimate glamping!!!
4.98 out of 5 average rating, 343 reviews
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
🦌 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
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
Farmhouse Retreat
Need a break from the busyness? Just driving through? Coming in to town to see family or friends? Want a weekend getaway? Come stay in a relaxing and well furnished farmhouse located on 40 acres in the hills of Arcadia, OK. The property features over a mile of wooded walking trails, a three acre pond, family friendly farm animals including everyone's favorite, Kenny the Clydesdale, a scenic back porch and more. The property and farmhouse is family friendly and accommodates up to six guests.
4.98 out of 5 average rating, 184 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!
4.99 out of 5 average rating, 593 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!
4.96 out of 5 average rating, 647 reviews
Cabin Chesini
Drift off beneath the stars in this modern loft cabin overlooking a picturesque 3 acre quarry pond. Wake up by the water, paddle out on the pond, cast a line, or hop on the Southwind Rail Trail just steps away. Cabin Chesini is part of BaseCamp, a 21-acre outdoor retreat on the edge of Humboldt, Kansas — a place to explore by day and unwind under the wide Kansas sky. Our 3 modern cabins, 3 Mini A-frames and RV sites provide one of the most sought-after getaways in Kansas.
4.98 out of 5 average rating, 288 reviews
Cliffside Cabin at Raven Rock Mountain
🚗 AWD/4WD required to drive to the venue 🥾 No AWD/4WD = steep uphill hike carrying all gear Our cliffside cabin is an immersion into a world where adventure meets serenity, where you'll feel the embrace of nature and the thrill of the extraordinary. Enjoy complete serenity while being just a short drive away from fantastic restaurants, shops, and attractions. ✔ Partially Suspended over a Cliff! ✔ Comfortable Queen Bed + Sofa ✔ Kitchenette ✔ Deck with Scenic Views
4.98 out of 5 average rating, 724 reviews
Waterfront Access | Lake Views | Dock | Pool Table
Indulge yourself with private waterfront access and stunning million dollar views in this sunny slice of paradise. Experience our waterfront lounge, on-site boat dock, outdoor fireplace, pool table, mini golf putting green, tiki lamps, luxurious jacuzzi tub with spa jets, outdoor dining, sleepy sunroom, charcoal grill, 4K smart TV's, and fully inspired gourmet chef's kitchen. Welcome to "Lakeside Paradise."
4.98 out of 5 average rating, 115 reviewsPopular amenities for Plainview family-friendly rentals
Family-friendly home rentals with a hot tub

The Pair Tree - A Romantic Retreat in the Trees
5.0 out of 5 average rating, 109 reviews
Pocono Castle: Dungeon Escape Room & Private Pond
4.99 out of 5 average rating, 480 reviews
Glass Cabin | Cavern & Falls | Hot Tub | Hocking
4.99 out of 5 average rating, 477 reviews
Treehouse in the Ozarks w/Hot Tub, on 2 Acres
4.98 out of 5 average rating, 274 reviews
Modern Dome in Shawnee Forest with Hot Tub
4.99 out of 5 average rating, 156 reviews
1mile-SilverDCty,Pri-HotTub,Pool,Games,Pool Table
4.97 out of 5 average rating, 100 reviews
Crouse’s North Ninety Lake House
4.96 out of 5 average rating, 349 reviews
Romantic Treehouse-Hot Tub- Arcade/No Cleaning Fee
4.99 out of 5 average rating, 279 reviewsFamily- and pet-friendly home rentals

The Treehouse is a quiet and peaceful retreat.
5.0 out of 5 average rating, 260 reviews
Quiet little farm stay in Austin - pet friendly
4.99 out of 5 average rating, 673 reviews
The Farmstay at Little Tail Farms
4.98 out of 5 average rating, 670 reviews
14 acre Creek Side Cabin & close to Lake
4.99 out of 5 average rating, 122 reviews
The Wilderness Homestead Cave-HotTub-Hiking
4.94 out of 5 average rating, 258 reviews
Hilltop Dome, 42 secluded acres in nature
4.97 out of 5 average rating, 250 reviews
The Treehouse @ A Million Dreams
4.97 out of 5 average rating, 146 reviews
Cozy Cabin with Private Walking Trail
4.94 out of 5 average rating, 218 reviewsFamily-friendly home rentals with a pool

The Winsome Loft- Arcade & Home Theater
4.97 out of 5 average rating, 648 reviews
Lake Front w/ Pool! Between Ark & Creation Museum.
5.0 out of 5 average rating, 158 reviews
Country Paradise •9 acres•Pool•Rec Center•5690sqft
4.98 out of 5 average rating, 124 reviews
Treehouse • Hot Tub • Arcade • Fire Pit• Smokies
4.99 out of 5 average rating, 114 reviews
Nature Spa House | •Pool •Hot Tub •Sauna •Pvt Lake
4.87 out of 5 average rating, 291 reviews
Pool/Hot tub/ game room
4.89 out of 5 average rating, 109 reviews
Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
4.99 out of 5 average rating, 107 reviews
Gathering Acres | 5BR Home | 5 Min to Spooky NooK
4.95 out of 5 average rating, 215 reviewsWhen is the best time to visit Plainview?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €144 | €142 | €151 | €157 | €172 | €179 | €166 | €161 | €152 | €159 | €159 | €157 |
| Avg. temp | 0°C | 1°C | 5°C | 11°C | 16°C | 21°C | 25°C | 24°C | 20°C | 14°C | 8°C | 4°C |
Destinations to explore
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- Times Square
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