
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, 227 reviews
Art Barn in the Country/Working Metal Art Studio
Come and enjoy our peaceful country setting surrounded by wildflowers and wildlife. We have a walking trail with a couple of exercise stations and 2 holes of pasture golf and 2 baskets for disc golf. There is a pickle ball/basketball court, lit dance floor and room to play outdoor games. You might want to enjoy an evening picnic in the lit tree area. Our open vistas provide for great cloud and star watching as well as amazing sunrises and sunsets. Outdoor seating on front and back porches.
5.0 out of 5 average rating, 210 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
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, 157 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!
4.99 out of 5 average rating, 126 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 👰♀️🤵💍***
4.98 out of 5 average rating, 304 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.
5.0 out of 5 average rating, 164 reviews
On Trail|Hot tub|Sauna|Cold Plunge|PoolTable|Kings
"This place was our favorite [Rental] we’ve EVER stayed in. It is an absolute oasis." Welcome to PEDAL AND PLUNGE 3500ft² / 325m² Home With Ride in Ride Out Trails! 2 Decks bosting spectacular views of 40ft oak forest! This is where the trail ends and relaxation begins! -Hot Tub -Sauna -Cold Plunge -Pool Table -Ping Pong Table -Light Show -Fire Pit -Bike Station -Equipped Kitchen -75inch TVs -2 King Premium Mattresses -2 Queen Premium Mattresses -Secret forest vibes in a central spot.
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
4.99 out of 5 average rating, 224 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 will be closing 9/25/26)
5.0 out of 5 average rating, 158 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.
4.98 out of 5 average rating, 320 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, 110 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
Crouse’s North Ninety Lake House
4.96 out of 5 average rating, 349 reviews
Modern Dome in Shawnee Forest with Hot Tub
4.99 out of 5 average rating, 156 reviews
Whippoorwill Retreat Treehouse
4.98 out of 5 average rating, 331 reviews
Romantic Treehouse-Hot Tub- Arcade/No Cleaning Fee
4.99 out of 5 average rating, 279 reviews
The Laurel Zome - Wood Fired Japanese Hot Tub
4.99 out of 5 average rating, 159 reviewsFamily- and pet-friendly home rentals

The Treehouse is a quiet and peaceful retreat.
5.0 out of 5 average rating, 260 reviews
The Farmstay at Little Tail Farms
4.98 out of 5 average rating, 670 reviews
Bourbon Trail: Caboose on the Farm
4.99 out of 5 average rating, 593 reviews
Beaverdam Falls, Falling Waters A-Frame
4.96 out of 5 average rating, 124 reviews
14 acre Creek Side Cabin & close to Lake
4.99 out of 5 average rating, 122 reviews
Cliffside Cabin at Raven Rock Mountain
4.98 out of 5 average rating, 724 reviews
Hilltop Dome, 42 secluded acres in nature
4.97 out of 5 average rating, 250 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
Roomy two Story, Cozy w/ private pool
4.94 out of 5 average rating, 479 reviews
Premium A-Frame • Hot Tub • Sauna • Pond & Animals
4.99 out of 5 average rating, 137 reviews
Timber Ridge Lodge with a view
4.91 out of 5 average rating, 238 reviews
Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
4.99 out of 5 average rating, 107 reviews
Nature Spa House | •Pool •Hot Tub •Sauna •Pvt Lake
4.87 out of 5 average rating, 291 reviews
The Gamekeeper's Hut
4.98 out of 5 average rating, 138 reviews
Crestline Ranch: Hot Tub, Speakeasy & Retro Charm
5.0 out of 5 average rating, 201 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 | €167 | €161 | €153 | €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 |
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