Holiday rentals in Olive Branch

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Top-rated holiday rentals in Olive Branch

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A full-size bed is showcased with a light gray duvet and patterned pillows, positioned against a green headboard. Two bedside lamps are placed on either side of a small nightstand. A wall clock and storage bins add functional touches to the cozy living space.
Guest house in Cape Girardeau
4.94 out of 5 average rating, 173 reviews

Cozy 1-BR guest house w/free parking on premises

Enjoy a cozy experience at this centrally, located place. Literally, a 1-4 minute walk to Mercy Hospital(formerly Southeast Hospital), less than 1 mile to Southeast University Campus, along with downtown(river). A street over is Broadway with many restaurants. Walmart Market and Dollar General are also conveniently located nearby. The kitchen is fully furnished with cooking utensils, clean towels, pots and pans for those who prefer eating in. Please no animals and no smoking in the apartment.

Top guest favourite
A spacious living area features large windows allowing natural light to fill the space. A comfortable grey sofa is paired with a unique coffee table, while stylish dining chairs surround a white table. The kitchen area includes modern appliances and cabinetry.
Flat in Cape Girardeau
4.95 out of 5 average rating, 320 reviews

Brand new 2 bedroom unit right in downtown Cape.

This special place is close to everything, making it easy to plan your visit. Walking distance to restaurants, the river and nightlife. Property includes wifi, full kitchen, laundry, deck and private parking for one. One king bed room and a twin bed room in addition to a roll out twin bed along with a 60 inch smart television. Dog bed and bowls included along with board games! Property is conveniently located across the street from "The Bar" the famous spot from the movie "Gone Girl" .

Top guest favourite
A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5.0 out of 5 average rating, 223 reviews

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.

Top guest favourite
The exterior of a charming lodge is surrounded by trees, featuring large windows and a wraparound deck. A wooden structure showcases a combination of stone and wood elements, while a spacious pool area is visible in the bottom left corner, framed by nature.
Cabin in Goreville
4.98 out of 5 average rating, 102 reviews

Secluded and Stunning Lodge - Hot Tub, Hiking

Hi, hello there, welcome! Bring your friends and family and get ready to relax. Our spacious lodge is the perfect getaway for those looking for some peace and privacy. Located adjacent to Ferne Clyffe State Park, you can lace up your hiking boots and wander straight onto the trails. The Southern Illinois Wine Trail and multiple state parks are a short drive away, but you'll soon find yourself back in the privacy of our 28 acre retreat. Come and enjoy all that our unique cabin has to offer!

Guest favourite
A serene view of the Mississippi River is presented, highlighting the tranquil water and the pavilion that juts into the river. Lush green grass borders the water, and trees line the distant shore, creating a natural landscape under a clear sky.
Flat in Scott City
4.96 out of 5 average rating, 53 reviews

RiverSide Barn Suite on the Mississippi River.

The barn suite is a beautiful 2 bedroom apartment overlooking the Mississippi River and housed in a unique barn with its own separate entrance. The deck views are spectacular and takes sitting and relaxing to a new level. Our wine place “The RiverHouse “ is within walking distance with the best worldwide wines and menu in the area. www.theriverhousewineplace.com We are 12 minutes from Cape Girardeau and serviced by Lyft & Car-Go. You May contact us by text or call and available at any time.

Guest favourite
The custom-built treehouse is elevated on stilts, surrounded by greenery. A spacious deck features a railing, offering access to the entrance. Steps lead to the ground below, while large glass doors enhance the connection to nature.
Treehouse in Cape Girardeau
5.0 out of 5 average rating, 214 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!

Guest favourite
A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.
Cabin in Anna
4.91 out of 5 average rating, 176 reviews

Shawnee Hiking!Hot tub!Fire Pit!Wine Trail!

WELCOME TO LUXURY GLAMPING ON THE SHAWNEE WINE TRAIL OF BEAUTIFUL SOUTHERN ILLINOIS. You will be resting in an authentic oak timber cabin, built on the historical "Trail of Tears" in Union County - Anna, Illinois. This lodging offers the rustic appeal, a taste of Native America with the comforts of contemporary amenities including an outdoor hot tub all year long! *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #2.

Top guest favourite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.94 out of 5 average rating, 280 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

Top guest favourite
A cozy living space features exposed brick walls complemented by a patterned area rug. Two armchairs provide comfortable seating, one in a checked pattern and the other a textured fabric. A window is adorned with sheer and geometric-patterned curtains, allowing natural light to illuminate the room.
Guest house in Cape Girardeau
4.94 out of 5 average rating, 607 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.

Top guest favourite
A charming single-story home is showcased, featuring a dark green front door and symmetrical windows. Potted plants are positioned near the entrance, and an American flag is displayed on the right side. A well-maintained lawn surrounds the house, framed by trees.
Home in Cape Girardeau
5.0 out of 5 average rating, 80 reviews

The Wooded Walnut House

Escape to our charming home nestled among majestic walnut and oak trees on a spacious lot in Cape Girardeau! We've created a welcoming retreat that combines the tranquility of nature with unbeatable convenience - complete with a lovely deck and patio for outdoor relaxation - just minutes from historic Downtown Cape Girardeau, Southeast Missouri State University, and Capaha Park (home of SEMO and Cape Catfish Baseball).

Superhost
The cottage exterior presents a single-story structure with light blue siding and a dark roof. A wooden deck is located at the front, featuring a railing. The yard is grassy, bordered by a privacy fence, with a driveway visible beside the house.
Home in Cape Girardeau
4.81 out of 5 average rating, 144 reviews

Herman’s Cottage on the Corner

This beautifully remodeled 2 bed/1 bath home offering modern comfort and total convenience. Enjoy central air, stylish furnishings, and high-speed internet. The home features keyless entry, a fully fenced backyard, and a BBQ grill perfect for relaxing evenings. Conveniently located near shopping, dining, and local attractions. Fully furnished and move-in ready, this space is ideal for comfortable, hassle-free living.

Top guest favourite
A gravel driveway leads to a spacious two-story home nestled among trees. The building features a porch with lights illuminating its exterior, creating a welcoming atmosphere. Surrounding greenery enhances the natural setting.
Home in Dongola
4.97 out of 5 average rating, 196 reviews

Spacious Rural Retreat

READ ENTIRE DESCRIPTION BEFORE BOOKING!!! Retreat in this spacious home, tucked into a quiet natural setting. The second story deck extends the full length of the front of the house, giving a lovely view of the peaceful surroundings. With no television or other technological distractions on the premises, this home is perfectly suitable for quality time with your loved ones and can accommodate large families.

Popular amenities for Olive Branch holiday rentals