
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).
KitchenIndoor spacesAccuracy
4.99 out of 5 average rating, 227 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!
FamilyKitchenBeach
5.0 out of 5 average rating, 146 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.
KitchenFamilyHiking
4.98 out of 5 average rating, 111 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.
Indoor spacesKitchenHospitality
4.99 out of 5 average rating, 158 reviews
Smoky Mountain Lighthouse on Douglas Lake
The Lighthouse at Hunkerdown Hollow provides a waterfront experience at the base of the Smoky Mountains. This unique lodging brings you up close to the natural beauty of the Douglas lake resevoir. Home to over 200 species of bird, and recognized as a Bassmaster top 100 fishing lake, the Lighthouse puts you right in the middle of it all! While every window in the lighthouse has a water view, the top level boasts a 360 degree view of water & the treetops, to observe all the beauty of Douglas!
FamilyKitchenOutdoor spaces
4.99 out of 5 average rating, 126 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!
Indoor spacesFamilyCleanliness
4.99 out of 5 average rating, 594 reviews
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.
KitchenIndoor spacesHospitality
5.0 out of 5 average rating, 164 reviews
Storybook Cottage near Leipers Fork, TN
Storybook Cottage is just as you would imagine . . . charming and dreamy, the perfect place to get away from your fast-paced world to find the things that matter most. From the painted poplar wood floors and the cathedral ceiling to the sleeping loft, outdoor shower and stacked stone wall, this cottage is one of a kind and is perfect for a romantic getaway, small families, weekend with friends or as an artist / writers retreat. Storybook Cottage has been featured in several publications.
KitchenFamilyQuiet
5.0 out of 5 average rating, 101 reviews
Briar Vale ~ Fairy tale cottage
Unlock your own fairy tale at our secluded couples cottage. This magical tiny home is the perfect place for a romantic getaway or snuggling up with a cup of coffee and a book. Relax on the covered porch while the birds sing and butterflies drift by. There's also a bonus bunk room for your little ones. -15 minutes from Old Man's Cave and downtown Logan -Private hot tub, outdoor fireplace, and patio -Firewood on site -Full kitchen -Frame TV -Window nook -Towels for bathroom and hot tub
FamilyIndoor spacesValue
4.99 out of 5 average rating, 225 reviews
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.
KitchenIndoor spacesTV
4.98 out of 5 average rating, 320 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!
Indoor spacesKitchenValue
4.98 out of 5 average rating, 275 reviews
The GiGi Airstream, Lakeside at Progress Park
This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.
Indoor spacesFamilyGrill
5.0 out of 5 average rating, 167 reviewsPopular amenities for Plainview family-friendly rentals
Family-friendly home rentals with a hot tub

Pocono Castle: Dungeon Escape Room & Private Pond
KitchenIndoor spacesNearby
4.99 out of 5 average rating, 481 reviews
The Pair Tree - A Romantic Retreat in the Trees
FamilyIndoor spacesValue
5.0 out of 5 average rating, 110 reviews
Glass Cabin | Cavern & Falls | Hot Tub | Hocking
KitchenIndoor spacesAccuracy
4.99 out of 5 average rating, 478 reviews
Modern Dome in Shawnee Forest with Hot Tub
KitchenFamilyTV
4.99 out of 5 average rating, 157 reviews
Crouse’s North Ninety Lake House
KitchenFamilyTV
4.96 out of 5 average rating, 350 reviews
The Laurel Zome - Wood Fired Japanese Hot Tub
KitchenIndoor spacesLocation
4.99 out of 5 average rating, 159 reviews
Whippoorwill Retreat Treehouse
FamilyIndoor spacesAir conditioning
4.98 out of 5 average rating, 331 reviews
Romantic Treehouse-Hot Tub- Arcade/No Cleaning Fee
KitchenFamilyCheckout
4.99 out of 5 average rating, 279 reviewsFamily- and pet-friendly home rentals

The Treehouse is a quiet and peaceful retreat.
Indoor spacesKitchenLayout
5.0 out of 5 average rating, 260 reviews
The Farmstay at Little Tail Farms
FamilyIndoor spacesAmenities
4.98 out of 5 average rating, 670 reviews
Beaverdam Falls, Falling Waters A-Frame
FamilyKitchenGrill
4.96 out of 5 average rating, 125 reviews
Cliffside Cabin at Raven Rock Mountain
KitchenFamilyNearby
4.98 out of 5 average rating, 724 reviews
14 acre Creek Side Cabin & close to Lake
KitchenFamilyQuiet
4.99 out of 5 average rating, 123 reviews
Wee Nook- a Hobbit Hole
FamilyKitchenWifi
4.98 out of 5 average rating, 1056 reviews
The Treehouse @ A Million Dreams
KitchenFamilyNearby
4.97 out of 5 average rating, 147 reviews
Scandinavian-Inspired Urban Farm with Sauna
Indoor spacesKitchenLayout
5.0 out of 5 average rating, 296 reviewsFamily-friendly home rentals with a pool

The Winsome Loft- Arcade & Home Theater
Indoor spacesFamilyParks
4.97 out of 5 average rating, 649 reviews
Lake Front w/ Pool! Between Ark & Creation Museum.
KitchenFamilyCheck-in
5.0 out of 5 average rating, 158 reviews
Premium A-Frame • Hot Tub • Sauna • Pond & Animals
KitchenIndoor spacesHiking
4.99 out of 5 average rating, 139 reviews
Crestline Ranch: Hot Tub, Speakeasy & Retro Charm
KitchenFamilyBack garden
5.0 out of 5 average rating, 204 reviews
Country Paradise •9 acres•Pool•Rec Center•5690sqft
Indoor spacesKitchenHospitality
4.98 out of 5 average rating, 125 reviews
The Gamekeeper's Hut
KitchenIndoor spacesLayout
4.98 out of 5 average rating, 139 reviews
Inground Pool/Hot tub/GameRoom
FamilyKitchenAccuracy
4.89 out of 5 average rating, 109 reviews
Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
Indoor spacesKitchenBathroom
4.99 out of 5 average rating, 107 reviewsWhen is the best time to visit Plainview?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €145 | €143 | €152 | €158 | €173 | €180 | €168 | €163 | €154 | €160 | €160 | €158 |
| 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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