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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Guest favourite

The exterior of the home features a single-story structure with a neutral-colored façade and a welcoming front porch. A large window provides ample natural light, while neatly trimmed shrubs and greenery frame the entrance. A curved walkway leads to the front door.

Home in Cape Girardeau

Cape Charm: 3 BR Close to SEMO & Mercy! CLEAN!

Cape Charm is a "charming" 3 BR home in a safe, quiet neighborhood perfectly located next to SEMO, Mercy Hospital, Capaha Park & the historic district - all less than a 7 minute walk! Feel at home in a magnificently cute 3 bedroom home (w/king bed), fully equipped kitchen, living room, dining room, bathroom, & sun room. Free, fast WIFI, a smart TV in the living room & bedroom. It's centrally located to everything! We are experienced hosts with highly rated listings in Florida and Missouri.

LocationValueHeating

4.86 out of 5 average rating, 57 reviews

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

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" .

LocationValueOutdoor spaces

4.95 out of 5 average rating, 325 reviews

Top guest favourite

An exterior view of the entrance features a welcoming white door framed by black accents. A small staircase leads up to the door, complemented by a light fixture. A vehicle is parked near the entrance, with a tree and a fenced area visible in the background.

Guest suite in Cape Girardeau

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.

LocationFamilyKitchen

4.98 out of 5 average rating, 186 reviews

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

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.

FamilyValueWalkability

4.96 out of 5 average rating, 53 reviews

Top 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

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!

FamilyLocationLayout

5.0 out of 5 average rating, 217 reviews

Top guest favourite

A two-story farmhouse features a white exterior with multiple large windows allowing plenty of natural light. A welcoming entryway with stairs leads to the front door, surrounded by greenery and a manicured lawn. The property exhibits a tranquil country setting.

Home in Dongola

Newly Renovated Farm House Overlooking 5 Acre Lake

We are sure that you will enjoy this newly renovated farm house along with antiques, modern touches, and family history. It is very peaceful, tranquil, relaxing, and you see nature at its finest, with picturesque views. Not to mention if you love fishing then this is the place for you. There is a 5-acer lake with bass, blue gill, and catfish. We guarantee that you will catch some fish. It is located within 20-25 minutes of local wineries , state parks, shopping, restaurants, and lakes.

FamilyLocationSleep quality

5.0 out of 5 average rating, 53 reviews

Top 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

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.

FamilyLocationAccess

4.91 out of 5 average rating, 181 reviews

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

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

ValueFamilyBathroom

4.94 out of 5 average rating, 288 reviews

Top guest favourite

A rustic cottage is nestled among tall trees, showcasing a natural setting during autumn. Colorful fall foliage blends with the greenery, while fallen leaves cover the ground. The warm tones of the cottage complement the serene landscape.

Place to stay in Cobden

Cobden Retreat in the Woods

Eva’s Roost Retreat Cabin is located at Center For Lost Arts near Cobden, Illinois. Uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Extensive, curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Yoga mat, guitar & some art supplies. Personal outdoor space with firepit & comfy adirondack chairs. Entrance to wandering trails right outside your back door. Perfect place to retreat and renew.

ValueFamilyTV

4.95 out of 5 average rating, 344 reviews

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

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.

LocationFamilyAmenities

4.94 out of 5 average rating, 617 reviews

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

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).

FamilyLocationCondition

5.0 out of 5 average rating, 84 reviews

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

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.

ValueFamilyBathroom

4.97 out of 5 average rating, 198 reviews