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 charming house with a light blue exterior is framed by large trees. Two red doors invite entry, adorned with wreaths. The front porch features two hanging lights and a small bench, while the stone walkway leads to the front steps. Landscaping around the house is neatly maintained.
Home in Cooper Young
4.94 out of 5 average rating, 661 reviews

Upscale Duplex in Trendy Cooper-Young Area

Stay in a 100 year old house that has been professionally decorated for your comfort and enjoyment. Within walking distance of drinks, dining, night-life and recreation. Venture outside Cooper-Young with rental bikes and scooters. Or just pour yourself a glass of wine and enjoy the front porch swing or sit on the patio in the back yard. For those guests traveling with friends we offer a second unit in the same house. Perfect for couples wanting privacy but to share space for visiting.

Guest favourite
A spacious living area is featured, highlighting a reclining couch and a round coffee table in the center. A large flat-screen TV is mounted on the wall, and natural light enters through the window. Barstools line the kitchen island in the background.
Home in Olive Branch
4.89 out of 5 average rating, 38 reviews

3BD/2BA Home w/ 2-Car Garage & Private Backyard

The Space • Smart TVs in the living room and owner suite • Enclosed backyard with patio set • Fully stocked kitchen • Smart washer and dryer • Central AC and heating • 2-car garage plus driveway parking • Keyless entry • Super-fast WiFi • Dedicated workspace Sleeping Arrangements • King bed in owner suite • Queen beds in other bedrooms Additional Features • Owner suite with soaking tub and shower • Dining room • Reclining couch • Exterior security system

Top guest favourite
The kitchen features wooden cabinetry and a large countertop with seating for two. Appliances include a black refrigerator and stove set against a backdrop of wood paneling. Soft lighting from overhead fixtures highlights the warm tones of the space.
Farm stay in Olive Branch
4.96 out of 5 average rating, 398 reviews

Horse Farm Hideaway

Industrial farmhouse style meets southern charm on an idyllic horse boarding family farm safely outside of Memphis. Perfect location both for sightseeing in Memphis or bypassing the city entirely. Take a walk among the horses to decompress. Full kitchen and a large bathroom. No exterior windows. Guests sleep well in our quiet and private space. Due to safety concerns, no children under 12. Locals or those without prior positive reviews will be rejected. Our property is smoke free.

Guest favourite
The exterior of the home features a well-maintained facade with large windows framed by manicured greenery. A gentle rise of steps leads to the entrance, surrounded by lush lawns and mature trees under a clear blue sky.
Home in Olive Branch
4.96 out of 5 average rating, 56 reviews

Pleasant Hill Estate

Welcome to our unique and stylish home, nestled in a serene environment. With thoughtful amenities & a warm ambiance, you’ll never regret choosing to stay here. The property features elegant architectural design with natural stones, providing a harmonious blend of elegance and natural beauty. The well-maintained exterior, with a beautiful lake and inviting landscaping, adds to the overall appeal of the 8-acre land with oak and magnolia trees. Book your unforgettable experience today!

Top guest favourite
A cozy pool house is illuminated by soft lighting, providing a tranquil view of the gentle turquoise water. The pool area, framed by landscaping and trees, offers a peaceful retreat, making it ideal for relaxation.
Guest suite in Collierville
4.95 out of 5 average rating, 253 reviews

Collierville cottage on 3 acre farm

Christmas on the farm has arrived 🎁 Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate downstairs guest house with private entrance and porch overlooking pool. Look no further for a nature lovers retreat only minutes from city life. No trains or busy street noises just birds singing and crickets chirping. Amazing restaurants and shopping minutes away when you’re ready to explore! The pool is closed in the winter.

Top guest favourite
Guest house in Annesdale
4.98 out of 5 average rating, 178 reviews

Birch Cottage: midtown charm & driveway parking

Peaceful guest house with central heat and air, close to everything and no cleaning list! Enjoy driveway parking and complimentary snacks in our comfortable space full of vintage furniture and books. Our historic neighborhood is located blocks from the highway, 7 minutes from downtown, 5 minutes from midtown's best restaurants and shops, & 12 minutes from Graceland and the airport. Explore Memphis and rest in our charming cottage! A full size second bed is available by request.

Superhost
Home in Olive Branch
5 out of 5 average rating, 4 reviews

4BR /2.5 -7 Beds Sleep In Olive Branch

Whether you’re traveling for business or looking to relax with the whole family, this peaceful and cozy 4-bedroom + Extra space with beds. Home offers the ideal stay. With space to comfortably sleep up to 16 guests, it’s perfect for group getaways, work trips, or special occasions. Nestled in a charming and quiet neighborhood, the home provides a serene escape from the hustle and bustle of the citys. Please check the “Other details to note” section for more information.

Superhost
Home in Olive Branch
5 out of 5 average rating, 3 reviews

Livie’s Cozy Cottage Near Collierville

Escape to this peaceful cottage in Olive Branch! Enjoy a cozy 2-bed, 1-bath retreat featuring comfy memory foam queen beds, a relaxing leather couch, and a fully-equipped kitchen for your culinary delights. With Smart TVs in the living room and both bedrooms, entertainment is always at hand. Step outside to a spacious rural yard, perfect for unwinding. Just minutes from Collierville and Memphis attractions, this is your ideal getaway for tranquility and convenience!

Superhost
The image features a decorative ceramic 'HOME' sign, displayed prominently on a dark wooden surface. The letters exhibit a textured pattern, enhancing their visual appeal against a soft green background.
Townhouse in Southaven
4.75 out of 5 average rating, 198 reviews

The Tanger 1 Townhome

Hello Wonderful Guest This property is in a HOA Neighborhood and is geared more towards families and those visiting for work. If you are looking for a place that is quiet and you want to cozy up and hide out while visiting the near by cities this is also a place for you. Late traffic, parties, and gathering are prohibited in the neighborhood.LONG TERM BOOKINGS ASK ABOUT DISCOUNT !!!!!!!!!! ARE WELCOME! YOU WILL LOVE YOUR STAY HERE

Top guest favourite
Home in Olive Branch
5 out of 5 average rating, 15 reviews

Suburban Comfort - 7 minutes from Silo Square!

Kick back and relax in this calm, cozy space! This beautiful home is located in between Southaven, MS and Olive Branch, MS. Conveniently located near the Silo Square, South Point Grocery Store, Bank Plus Amphitheatre, Landers Center, Snowden Grove Park, Target, Tanger Outlets, local restaurants, grocery shopping, parks, hospital, schools, and many more! A perfect place to stay for vacation, work, visiting family, etc.

Top guest favourite
The front exterior of the cottage is depicted, showcasing a modern design with white vertical siding and a contrasting dark roof. A welcoming entrance is framed by a wooden overhang, with two symmetrical windows on either side. A garden bed with colorful flowers is visible near the pathway.
Guest house in Cordova
4.95 out of 5 average rating, 261 reviews

Cozy Cottage 1-BR Private Screened Porch

This one bedroom private cottage is tucked back in a little oasis we created for our family and guests. While enjoying morning coffee you will find space that insists you relax on the large screened-in porch and watch deer and other wildlife travel through the yard. Whether you are here to relax or work, there is no place better to do so than at your own oasis. We'd love for you to be our guest!

Guest favourite
A modern living room is presented with a comfortable sofa and armchairs arranged around a coffee table. A wall-mounted television is visible, and natural light enters through the white window treatments. A dining area with a table and chairs is positioned in the background.
Home in Colonial Acres
4.86 out of 5 average rating, 126 reviews

Stylish Escape in East Memphis~Easy Fwy Access

Experience the charm of East Memphis in this newly renovated, stylish 2-bedroom, 1-bathroom ranch. Located on a tranquil street, this home is your perfect escape, with excellent bars, restaurants, and shopping just a quick drive down the road. This property offers easy access to I-240 and is welcoming to all, including your pets.

Popular amenities for Olive Branch holiday rentals

When is the best time to visit Olive Branch?

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Frequently Asked Questions

  • What are the best places to stay in Olive Branch?

    Vacation rentals around historic downtown and residential neighborhoods are frequently suggested for their proximity to parks, shops, and local attractions. From quiet homes to modern apartments, Olive Branch has a range of options for different needs.

  • What are the best things to do in Olive Branch with kids?

    Families can explore playgrounds at public parks, try roller skating, or discover hands-on activities at local museums. Attending community festivals and enjoying ice cream parlors are also frequently suggested for younger visitors.

  • What are some of the best things to do in Olive Branch?

    Explore the town’s historic district, relax in local parks, and browse community shops and art spaces. Seasonal farmers markets and family-friendly recreation centers are frequently suggested for visitors.

  • How is the weather in Olive Branch?

    Olive Branch has mild winters around 33–53°F (1–12°C) and warm, humid summers near 92°F (33°C). Rain is common in spring, so visitors may want to pack waterproof clothing.

  • When is the best time to visit Olive Branch?

    Late spring and early fall are often recommended, with milder temperatures and frequent community events. Many visitors enjoy festivals and comfortable weather during these months.

  • What are the best places to visit in Olive Branch?

    Explore the historic downtown, visit local parks with playgrounds, and check out art galleries or boutiques. Community centers, outdoor markets, and public gardens are also frequently suggested.

  • What are some hiking trails in Olive Branch?

    Olive Branch has walking and jogging trails in its city parks, with tree-lined paths and open green spaces. Nearby nature preserves may offer longer routes for those seeking a scenic outdoor walk.

  • What are some family activities we can do in Olive Branch?

    Families often enjoy playgrounds and biking paths at local parks, interactive experiences in town museums, and skating or bowling centers. Community events and farmer’s markets are popular for all ages.

  • What are some of the best day trip ideas from Olive Branch?

    Consider exploring nearby historic towns with museums, natural preserves, and river walks. Regional art centers, local food trails, and scenic outdoor areas around Olive Branch are often recommended for day trips.

  • Are there any pet friendly accommodations available in Olive Branch?

    Pet friendly rentals are available in Olive Branch, especially near parks and residential neighborhoods. Many hosts provide outdoor spaces, and some nearby city parks welcome visitors with dogs.

  • What are some local tips for visiting Olive Branch?

    Consider visiting on weekends for seasonal markets and local gatherings. Residents recommend exploring main street shops, sampling regional dishes, and checking community calendars for special events.

  • What is Olive Branch known for?

    Olive Branch has a reputation for its close-knit community, locally rooted traditions, and a downtown area with preserved historic buildings. Annual town festivals and a welcoming spirit highlight its Southern culture.

  • What are the best hidden gems to explore in Olive Branch?

    Explore locally owned shops, art galleries, and coffee houses in the historic downtown area. Community parks and farmers markets around Olive Branch are often mentioned as quieter spaces with a welcoming atmosphere.

  • What are the best foods to try in Olive Branch?

    Olive Branch has classic Southern flavors—fried catfish, barbecue, and locally baked pies are frequently suggested. Regional favorites like spicy tamales and homestyle sides are also popular among visitors.

  • What should I bring for a trip to Olive Branch?

    Pack comfortable clothes for warm summers, with temperatures up to 92°F (33°C), and layers for cooler winter evenings. Bring walking shoes for parks, a rain jacket in spring, and sunscreen for outdoor activities.

  • What is the nightlife in Olive Branch like?

    Nightlife in Olive Branch centers around restaurant patios, casual bars, and spots with live music. Guests often enjoy laid-back venues where residents gather for conversation, food, and occasional performances.

  • What are the most popular events or festivals in Olive Branch?

    Olive Branch frequently hosts community celebrations, town festivals, and seasonal parades, especially around major holidays and during late spring. Art fairs and local food events are also often recommended for visitors.

  • Are there family friendly vacation rentals in Olive Branch?

    Olive Branch has many vacation rentals suited for families, often located near parks and local attractions. Look for homes with spacious layouts, play spaces, and convenient access to community recreational areas.

Quick stats about holiday rentals in Olive Branch

  • Total holiday rentals

    Explore 110 holiday rentals in Olive Branch

  • Nightly prices starting at

    Olive Branch holiday rentals start at € 25 per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    110 of Olive Branch holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Olive Branch rentals

  • 4.8 Average rating

    Olive Branch stays are highly rated by guests – averaging 4.8 out of 5!