
Holiday rentals in Leopold
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Top-rated holiday rentals in Leopold
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful Sunset Cottage with amazing views
Robinson Farms NxtGen – The Sunset Cottage Experience the charm of modern farmhouse living with a soulful twist. Nestled in the heart of nature, The Sunset Cottage is an exclusive Airbnb retreat that blends clean, stylish design with the peaceful essence of the outdoors. Whether you're planning a small family escape, a girls’ or guys’ weekend, or a romantic getaway, this serene space offers the perfect backdrop for rest, reconnection, and renewal. A timeless getaway with a fresh perspective.
4.94 out of 5 average rating, 32 reviews
Spring Valley Ranch Rock House
This quaint farmhouse is located just off of MO Hwy 72 on a 62 acre farm nestled against the Castor River. Here you and your companion(s) can experience the quiet and relaxing life on a farm with plenty of adventure awaiting just around the bend. Sit and enjoy a sip of coffee or tea on the front porch while watching the cattle graze the pasture across the road next to a rustic white barn or venture about 3 miles to the largest privately owned lake in Madison County. Oh yes, enjoy your stay!
4.96 out of 5 average rating, 212 reviews
Private Getaway on 270 Acres w/ Lake: Swim & Canoe
Escape your worries and prepare for uninterrupted tranquility at this charming 1-bedroom, 1.5-bath plus loft vacation rental! Nestled on 270 private acres, this 125-year-old log cabin puts the area’s serene nature views and outdoor adventure right at your fingertips. Swim, fish, boat, or canoe on the property's 10-acre lake, or explore hiking trails in the Ozarks foothills. After the day’s fun, cozy up next to the fire pit and enjoy a nightcap on the porch with your favorite travel companions!
4.68 out of 5 average rating, 28 reviews
Cozy Country Cabin
Escape to a peaceful cabin on 5 wooded acres, tucked down a private lane with just one neighbor. Surrounded by nature, you may spot deer, turkeys, or even an eagle overhead. This cozy retreat offers true “middle of nowhere” serenity while still being conveniently located just 20–30 minutes from Perryville, Marble Hill, Fredericktown, and Jackson, with easy access to Hwy 72. Centrally situated for exploring the region, it’s the perfect rural getaway to relax, unwind, and reconnect with nature.
5.0 out of 5 average rating, 57 reviews
Twisted Sassafras Treehouse
A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!
5.0 out of 5 average rating, 216 reviews
Serene & Tranquil B&B • minutes to Lake •Hot Tub!•
"The Roost" is a modern treehouse 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen, and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the private hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.
5.0 out of 5 average rating, 388 reviews
Private Treehouse Retreat | Hot tub
The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.
5.0 out of 5 average rating, 721 reviews
Under the Stars - Farmhouse
Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint
4.94 out of 5 average rating, 286 reviews
Downtown Guesthouse- Romantic Getaway
The guesthouse seamlessly blends modern amenities with historic charm in a cozy, compact space. The antique claw foot tub/shower combo offers a charming, yet snug, spot for a relaxing soak—true to its historic roots, the bathroom could be best described as a quaint water closet. After a day of exploring unwind in the patio. Play a favorite record, and savor your coffee while daydreaming about new experiences. Despite its small size, it provides all the modern comforts you need.
4.94 out of 5 average rating, 615 reviews
2 King,2 Twin,1 Futon House
Bring the whole family to this great place with lots of room for fun. This gorgeous house offers two king beds and two twin beds. House features AC, iron, coin, laundry, Wi-Fi, heating, hairdryer, games,fully stocked kitchen. Plus a cozy living room with the futon for additional space. Kick back and relax and enjoy everything Advance and our house has to offer. The house sits just minutes away from prime duck hunting area..
4.98 out of 5 average rating, 47 reviews
The Hamilton House
Majestic, Two Story Home. A Great Place for Making Memories. BEFORE YOU BOOK: So there are no misunderstandings. Please read our rules, and understand our pricing, because there is an extra guest fee after the first 2 guests and weekends are priced different than weekdays. 2 Night Min. Stay on Weekends Only - 1 Night Stays Sun. - Thurs. No Parties-No Smoking-No Animals
4.98 out of 5 average rating, 455 reviews
Hot Tub! The Nutty Squirrel River House
On the Castor River, 150 feet of river fun, literally in the backyard! Enjoy the crystal clear river and peaceful setting with your family or friends or as a sweet romantic getaway. 3 bedrooms! 2 baths! Fully stocked kitchen! Living room with TV, DVD player, and Wifi! Deck looking out at river! Fire pit!
4.84 out of 5 average rating, 268 reviewsPopular amenities for Leopold holiday rentals
Other great holiday rentals in Leopold

Crooked Creek Treehouses (Stony Branch Loft)
5.0 out of 5 average rating, 52 reviews
The Cabin at Timber Creek
4.95 out of 5 average rating, 88 reviews
The Wooded Walnut House
5.0 out of 5 average rating, 84 reviews
Rural Comfort in Fruitland
4.91 out of 5 average rating, 45 reviews
Gorgeous 1856 Log Cabin, Completely Renovated
4.82 out of 5 average rating, 56 reviews
Enchanted Mermaid A-Frame | Creek | Pet Friendly
4.98 out of 5 average rating, 53 reviews
RIVER and SKY Treehouse -Hot tub-Amazing Views-
4.74 out of 5 average rating, 91 reviews
Camp Stonebass-Lake House-Hottub
4.89 out of 5 average rating, 46 reviewsDestinations to explore
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