Holiday houses in Okolona

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Top-rated holiday rentals in Okolona

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

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Guest favourite

A country house is surrounded by lush green grass and mature trees, offering shade and a serene setting. Colorful flowering shrubs are positioned in front of the home, enhancing the natural landscape.

Home in Okolona

4.95 out of 5 average rating, 150 reviews

Grandpa’s Farm House

Perfect house for anyone looking to relax in the country for a bit! This home is on a seventy acre catfish farm.🏡 Conveniently located 3 miles off the Alternate 45 HWY, halfway between Tupelo and West Point.🌟see the stars at night!🌟skip the hustle,bustle,and noise of city life... Just twenty minutes from the Natchez Trace parkway, 25 minutes from Tupelo, Starkville is 45 minutes away.Gulf Shores is close to 5 hours from us..an overnight stop on your way to the beach!:)..Come ...stay with us!

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Top Guest favourite

A screened porch offers a relaxed seating area with comfortable chairs and a dining table dressed in a red and white checkered tablecloth. Views of the lake and surrounding greenery are visible through the screens, enhancing the connection to the outdoor setting.

Home in Amory

5.0 out of 5 average rating, 241 reviews

Riverside Escape at Sunset Point

Relax in clean comfort on Aberdeen Lake and the Tenn-Tom Waterway. Whether fishing in warm months or just watching the geese and ducks in the winter, it is quiet and cozy. It has a large screened porch, electric fireplace, pier, shady fenced yard, rockers, a swing, fire pit, gas and charcoal grills. The kitchen is well equipped and the home is handicap accessible with a porch lift, grab bars and ramps. Columbus (16 mi), Tupelo (38 mi), MSU/Starkville(45 mi) & River Birch Golf Course (10mi)

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Top Guest favourite

A charming chapel stands surrounded by lush greenery, featuring a prominent steeple and white exterior. Colorful flowers are planted in the garden alongside a white picket fence, creating a serene and inviting atmosphere under a sky dotted with clouds.

Guesthouse in Pontotoc

4.99 out of 5 average rating, 82 reviews

The Eclectic Chapel •in the center of North MS

The chapel was formerly a wedding chapel, in Pontotoc,MS and located between Tupelo (Elvis birthplace) and Oxford (home of Ole Miss). Pontotoc is home of the Bodock festival, it’s on the Blues Trail, and is the center of the Rails to Trails Bike Trail and antique stores. We are 8 miles from the Toyota manufacturing facility in Blue Springs. We are 8 miles to Cherry Creek Orchard and 10 minutes to the Natchez Trace Parkway. And if you golf, we are 5 minutes from Pontotoc Country Club.

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Top Guest favourite

A comfortable leather sofa adorned with decorative throw pillows is positioned near a wooden coffee table. A small mirror reflects warm light from two lamps, while a vase of fresh flowers adds a touch of nature. A compact desk is visible in the background.

Cottage in Blue Springs

4.98 out of 5 average rating, 183 reviews

Large Studio Cottage/Quiet & Peaceful WS

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

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Guest favourite

Home in Tupelo

4.92 out of 5 average rating, 65 reviews

Mary Ryan's House at Kingfisher Lodge

Mary Ryan's house is a charming cabin designed to feel both peaceful and welcoming. Nestled at a wedding venue, the cabin faces a serene lake offering beautiful water views and a calm, nature-filled setting. Though it feels tucked away and private, it's conveniently located near all the major throughways, making travel in and out of Tupelo quick and easy. The cabin blends rustic character with thoughtful, sustainable living-an inviting retreat that's equally suited for everyday comfort.

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Guest favourite

A well-lit living area features a spacious cream-colored sofa and a stylish chandelier overhead. A large dark fireplace is complemented by a mounted television. A dining area with light wood chairs can be seen in the background, with greenery adding a natural touch to the space.

Home in Shannon

4.94 out of 5 average rating, 69 reviews

The Legacy 662 | Modern Retreat w/ Pond Views

Relaxing Retreat with Pond Views | Near Tupelo. Wake up to pond views, coffee on the patio, and plenty of space for family gatherings. Shannon’s hidden gem where modern comfort meets Southern charm. With chic yet cozy interiors, seamless keyless entry, and enough space to sleep up to 6 guests comfortably, this homey haven invites you to unwind, reconnect, and recharge. Located just minutes from Southwind and Tupelo, it balances peaceful solitude with easy access to local attractions.

ValueFamilyCheck-in

Top Guest favourite

A spacious living room is highlighted by a large, dark sectional sofa and a wooden coffee table. A stone fireplace serves as a focal point, complemented by light-colored walls and natural light filtering through large windows adorned with sheer curtains. A neutral area rug covers the hardwood floor.

Home in Tupelo

4.96 out of 5 average rating, 131 reviews

Spacious Oasis in East Tupelo on 5 acres

Welcome to our fully remodeled, spacious oasis. This house is located 4 minutes from Elvis Presley's Birthplace and 7 minutes from the downtown area. It has a wrap around driveway that can accommodate all of your parking needs. We have the back patio for any kind of gathering. We have the fools ball table, card games, and cornhole boards avaibale. The living room area is perfect to just sit, relax, and watch a movie. The kitchen is the perfect spot for all the home cooked meals.

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Guest favourite

A rustic treehouse is illuminated by warm lights, nestled among tall trees. A well-defined gravel pathway leads to the entrance, bordered by greenery. The surrounding area features a cozy outdoor seating arrangement under an umbrella, enhancing the natural setting.

Treehouse in Tishomingo

4.9 out of 5 average rating, 218 reviews

Fern Hollow Treehouse Escape, cozy romantic!

You'll love this unique and romantic escape.❤️❤️❤️ we are pet friendly Treehouse is very rustic. Sawmill or reclaimed wood This is a glamping experience kinda place. If you love outdoors you will love it here in this natural setting. The kitchen/dinning is in the first building up the stairs across a catwalk is the bed/bathroom. OUTDOOR SHOWER There is a pond in the field if you like to fish. Other properties available: airbnb.com/h/thegypsyqueen airbnb.com/h/cbliss

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Top Guest favourite

A rustic living space showcases wooden paneling and vaulted ceilings. Various mounted animal heads are displayed on the walls. The room contains a cozy seating area with a sofa and a dining table with chairs, all illuminated by natural light coming through the large windows.

Cabin in French Camp

4.95 out of 5 average rating, 196 reviews

Bob's Bear Lair

Take it easy at this unique and tranquil getaway. Less than a mile from Natchez Trace Parkway access, 300 yds through the woods. Bob's Bear Lair is a large rustic cabin overlooking a pond. Big porches and private setting. Enjoy a quiet getaway with Historic French Camp's local coffee shop and dining within a mile. Nestled among hardwoods this scenic spot is a hideaway from the bustle. Come experience it for yourself. Book your getaway today!

LocationFamilyLong stay

Top Guest favourite

A pathway of stone steps leads from the lush green lawn to the entrance of the rustic carriage house. A wooden swing hangs nearby, providing a place to relax. The exterior features a combination of brick and wood, surrounded by trees.

Cottage in Amory

4.97 out of 5 average rating, 159 reviews

The Nook (on the Tenn-Tom)

Located on the Tenn-Tom River just 1 mile from Downtown, this 500 sq ft upstairs carriage house will relax you with its waterfront view. The exterior is rustic continuing with cottage charm inside. You can relax on the sofa in the comfort of the living room, take a quiet nap in the bedroom or enjoy a game of Pacman. Try grilling with a great water view on the porch or swing. For a change of pace, 2 kayaks & a canoe are for your enjoyment!

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Top Guest favourite

The exterior of a charming white house is displayed, featuring a welcoming front porch with steps and an American flag. Bright green grass and carefully arranged flower beds with blooming plants enhance the inviting atmosphere.

Home in Amory

4.99 out of 5 average rating, 81 reviews

Cozy Charm

Welcome to Cozy Charm, a spacious 3BR/2BA retreat in one of Amory’s favorite neighborhoods. With over 2,000 sq ft, enjoy a cozy living area, a remodeled kitchen, updated master bath, and a large fenced backyard with a covered patio. Perfect for families, couples, or work trips, this home blends comfort and charm just minutes from everything in town. Relax, unwind, and feel right at home during your stay!

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Guest favourite

An open living space features a king-sized bed with crisp white linens visible in the background. A dark leather couch with decorative pillows sits across from a wooden coffee table. A small desk and light fixture are also present, enhancing the functional layout.

Apartment in Houston

4.92 out of 5 average rating, 13 reviews

Hilltop Retreat

Enjoy a quiet stay with a view of a pond that's just half a mile from Houston's courthouse square. Newly renovated with a kitchenette (including a Keurig with pods, afull-sized fridge, and a microwave with advanced features like air frying) and king sized bed plus a couch and a fireplace for cool nights.

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