Family-friendly holiday rentals in Plainview

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

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”.

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).

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.

🦌 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!

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.

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.

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!

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. 🐑🐐🐴✨ .

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!

The Hideaway

Welcome to your private hot tub & (Seasonal) above ground swimming pool!! ENJOY!! 👙 🌞 NO PARTIES Your family will be close to everything when you stay at this centrally-located cottage. Carthage, Webb City & Joplin. Enjoy our quiet, peaceful, cozy cottage, equipped with a queen size bed & full size Lazy Boy hideabed. Sit on the wrap around porch & watch the deer & turkey stroll thru. We are located about 1 mile off Route 66 and easy access to I-49 & I-44.

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.