
Holiday houses in Olive Branch
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Top-rated holiday rentals in Olive Branch
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Pop’s Country Cabin
Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

Pet-Friendly Tiny Cabin* Near Blue Sky*Shawnee
Après Vine Tiny Cabin is your escape to a serene minimalist cabin in Shawnee National Forest! Just 5 min to Blue Sky Vineyard, hiking, zip lines, and I-57, this retreat blends adventure and tranquility. Relax by the fire pit, take in sunsets, rolling pastures, and woodlands. No Wi-Fi or TV ensures a true digital detox. Friendly livestock guardian dogs may greet you. **Pet-Friendly: Bring your furry friend—just add them to your reservation! Perfect for nature lovers seeking a peaceful getaway.

MAINSTAY CAPE [downtown]
Nestled in the heart of the Downtown Historic District, this suite is centrally located as a prime destination for any and all travelers alike. With parking available, this space offers a unique & trendy “midwest boho” vibe. ~WALKABLE~ Our studio is 1 block from the bustling Southeast Missouri State University, 1 block from the gorgeous Capaha Park, and 2 blocks from Mercy Hospital. If you are interested in night life, this space is simply a 5-10 minute walk to all DT bars and restaurants.

Riverwalk Loft 1
If you are looking for something right in the middle of the excitement, book now! This is your place. Our lofts are right in the heart of Downtown. In walking distance to breweries, casinos, and shopping galore.Our building is directly in front of the Mississippi River entrance. Walk around the corner either to get an ice cream for a late night snack. Beds are super comfortable but downtown isn’t the quiet part of town. The train runs periodically. You will have the typical night life noise.

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.

Charming Cabin Overlooking 5 Acre Lake
This cozy, newly remodeled, and inviting cabin offers you a relaxing, serene, and tranquil setting. During your stay you will see nature at its finest. Enjoy a drink on the large deck overlooking the picturesque landscape as well as the lake. If you enjoy fishing then this stocked lake is the place for you. Feel free to fish on the bank or the dock. This cabin is part of the original homestead that was established in 1855 by Valentine Kimber. Located close to wine trails and interstate 57.

Unique Design | Walk Downtown/River | .5 mile SEMO
At our Adventurous 2 Bedroom Suite you’ll first arrive at a Brightly decorated Space with Artsy Walls and Bold Decor. Designed with its History in mind & a twist of Creativity, you will Immerse Yourself within your Stay; from our Stocked Kitchen, Reading Area with Indoor Swing to Themed & Cozy Bedrooms. Enjoy being near Downtown/the River with a short Bike Ride or Walk and when you are ready to Tuck in at night, Sink into our 10” Memory Foam mattress with Plush Pillows and feel at Ease.

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!

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

TreeLoft - Your Private Sanctuary in the Trees
The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

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.

Panthers Inn Treehouse
Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!
Popular amenities for Olive Branch holiday rentals
Other great holiday rentals in Olive Branch

Cabin with Hot Tub at The Hills

150 year old charmer!

Modern Dome in Shawnee Forest with Hot Tub

Romantic 1BR Cabin w/ Hot Tub Near Carbondale

Vulture's Roost at the Iconic Makanda Boardwalk

Happy home for traveling professionals

Cozy Home For Relaxing Stay 3 bedroom 2 bath

Lorimier Loft Gallery next to SEMO River Campus
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