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
Home in Southaven
5 out of 5 average rating, 27 reviews

Stylish & Cozy~5 min to Landers CTR+ Fenced Yard!

Step into this stylish and comfortable living area. The home features two spacious bedrooms and a double futon for extra guests. Located just minutes from great dining and shopping. Fully fenced yard! ☆18 min to Memphis Airport ☆12 min to Snowden Grove ☆5 min to Landers ☆17 min to Graceland ☆Fenced yard ☆USB plug in ☆Free parking ☆Dedicated workspace ☆Washer/Dryer ☆Roku TV in both bedroom ☆BBQ ☆Patio with Pergola ☆Fully stocked kitchen ☆Self check-in/digital guide book ☆5 min walk to park

Guest favourite
Home in Southaven
4.94 out of 5 average rating, 31 reviews

Modern Comfort: Perfect Location | Southaven, MS

Please Read The Rules! Modern retreat tucked away in a peaceful, no-traffic cove. This stylish home blends comfort and convenience. Enjoy the quiet surroundings while staying close to everything! You’re centrally located near the best of the area: just 10 minutes from Landers Center & Tanger Outlets, 13 minutes from historic Graceland & 4 mins from Baptist Desoto Hospital. This home offers the ideal mix of modern comfort and unbeatable access to Southaven, Memphis & Olive Branch hotspots.

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
4.97 out of 5 average rating, 59 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
The principal bedroom features a spacious bed with a patterned quilt. A wooden chest sits at the foot of the bed, and a window illuminates the room. A TV is mounted on the wall, with a comfortable seating area nearby, including an armchair and side table.
Farm stay in Olive Branch
4.98 out of 5 average rating, 43 reviews

Old Towne Ivy Farmhouse at Olive Branch

PRIVACY 🕊️ on 2 1/2 acres. Old Towne Ivy built in 1905 is an original Historic Farmhouse style home that has been fully restored while keeping its unique old charm. Conveniently located to North Mississippi and Memphis travelers, Old Towne Ivy is walking distance to the Olive Branch Old Towne Main Street known for its unique restaurants, collectibles and antiques shops. Near to the BankPlus Amphitheater At Snowden 🎶 🕊️Bands and Music Artists have stayed in our Airbnb 🎼

Superhost
Home in Olive Branch
4.73 out of 5 average rating, 15 reviews

Birdsong Retreat 4BR Family Friendly Home

Welcome to BirdSong! A short drive from vibrant Memphis, TN, Northwest Mississippi hotspots, and only 1 hour for University of Mississippi football weekends! Sleeps up to 8 guests — ideal for families or groups. Super-convenient location minutes from Highway 78. Located in a quiet, safe, family-friendly neighborhood. Here you will find a clean and cozy space designed with comfort and convenience in mind. Book now to enjoy comfort, space, and southern hospitality!

Top guest favourite
The tiny house features a rustic wooden exterior with a red metal roof. Soft ambient lights are strung around the door area, which is framed by greenery and flower beds. Outdoor seating is provided by two white chairs on a gravel patio, creating a welcoming space.
Tiny home in Olive Branch
4.98 out of 5 average rating, 152 reviews

The Pony

-Boasting a small hoofprint of 128 square feet with a loft. Ideally situated in a safe area for those visiting/passing through Memphis. -Tranquil views of open fields, horses, and a variety of other furry friends at a working horse boarding barn. -Stay solo or with someone you don't mind cozying up to. Ideal for mobile guests comfortable with stairs and tighter spaces. Locals or those without positive reviews will be rejected. Our property is non smoking.

Top guest favourite
Home in Olive Branch
5 out of 5 average rating, 25 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 Shelby County
4.95 out of 5 average rating, 266 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!

Top guest favourite
An inviting outdoor space is showcased, featuring a circular arrangement of black wooden chairs around a central fire pit. Soft string lights illuminate the area, while potted plants add greenery along the perimeter. A gravel pathway leads through the yard, enhancing the cozy atmosphere.
Home in Sea Isle Park
5 out of 5 average rating, 143 reviews

Hot Tub+Gas Fire Pit+Outdoor Oasis+Lights+Murals

Welcome to Golden Wings, a stylish 3BR retreat in East Memphis. Enjoy a king suite, cozy queen rooms, custom murals, and a fully stocked kitchen with dual Keurig. Relax in the private hot tub or by the fire pit under string lights. Located in a safe neighborhood just minutes from Graceland, Beale Street, and Memphis’ top attractions.

Top guest favourite
The living room features a combination of a dark leather sofa and a sectional couch, arranged around a small coffee table. A large flat-screen TV is mounted on the wall opposite the seating area. Natural light enters through closed blinds on two windows, enhancing the neutral tones.
Home in Southaven
5 out of 5 average rating, 41 reviews

Snowden Grove Villa

Unwind and enjoy your stay in this calm, stylish, and brand-new home located in the heart of the Southaven Metropolitan area. Perfectly situated near public parks, sports venues, popular restaurants, shopping centers, grocery stores, convention centers, casino resorts, and more—everything you need is just minutes away.

Guest favourite
Home in Olive Branch
5 out of 5 average rating, 13 reviews

Family & Pet Friendly Hideaway

Relax in this peaceful, centrally located home with a private backyard, game room, and smart TVs in every room. Perfect for families—fully stocked kitchen, baby gear, fast Wi-Fi, and more. Just 30 mins from downtown Memphis! There are 3 bedrooms, in addition to a loft sleeping area all located on the second floor.

Guest favourite
A bright kitchen island is styled with a tall white vase filled with elegant white blossoms. Soft lighting from a pendant lamp creates a warm glow, and modern bar stools are positioned nearby, complementing the contemporary design.
Home in Southaven
5 out of 5 average rating, 6 reviews

Modern New House In Silo Square

Brand New modern home in silo square Southaven, MS. 5mins walk from shopping center, Restaurants, Salon and grocery store. Friendly single home with 3 bedrooms and 2 1/2 bathrooms with beautiful fully kitchen equipments and furnished. The house offering coffee, snacks and drink upon stay.

Popular amenities for Olive Branch holiday rentals

When is the best time to visit Olive Branch?

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Avg. price$100 SGD$99 SGD$91 SGD$95 SGD$91 SGD$91 SGD$91 SGD$94 SGD$89 SGD$85 SGD$90 SGD$91 SGD
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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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,670 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 Kitchen, Wifi and Pool across Olive Branch rentals

  • 4.8 Average rating

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