Vacation rentals in Okolona

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Top-rated vacation rentals in Okolona

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

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Top guest favorite

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 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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Guest favorite

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, 151 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 favorite

A spacious dining area features a round table surrounded by wooden chairs, complemented by a decorative area rug. Large windows invite natural light and provide views of the outdoors, while a chandelier hangs gracefully overhead, enhancing the room's charming design.

Barn in Oxford

4.96 out of 5 average rating, 145 reviews

Unique Barndominium Private Retreat Experience

*Converted barn, incredible accommodations, more than just another place to stay. *10 minutes to Square & Campus *KING en suite *2nd FULL BR *Wi-Fi *Parking *Furnished kitchen w/ice machine *Coffee/tea bar *Movie theater w/projector & screen (seasonal use) *POOL-across the driveway *Lg back porch with picnic table *Patio with fire pit & grill *Indoor/outdoor Bar *Peaceful view of meadow, mixed woods forest *Gazebo *Unique experience *Dogwash station BOOK your getaway now or WISHLIST us.

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Top guest favorite

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 favorite

Home in Tupelo

4.92 out of 5 average rating, 66 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 favorite

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.

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Top guest favorite

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 favorite

Cottage in New Albany

4.9 out of 5 average rating, 693 reviews

The Cottage in Downtown New Albany, MS

Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

ValueFamilyOutdoor spaces

Superhost

The entryway features a door marked 'Beach House,' leading to a living area with a soft gray couch. A flat-screen TV is mounted on the wall, while natural light enters through a nearby window. Wood paneling adds warmth to the space.

Guesthouse in Tupelo

4.82 out of 5 average rating, 176 reviews

Beach house

Adorable tiny home behind the main house in the backyard; quiet neighborhood in the heart of Tupelo. One bedroom/loft, full bathroom with small kitchen. A Living room with tv. Sip coffee on the porch with breakfast table. Enjoy your evening by the fire pit or on the deck. Many dining and shopping options nearby or take a stroll downtown just 5 minutes away. See Elvis’ birthplace and museum 10 minutes away or enjoy a walk at the park! All within a 10 mile radius!

ValueFamilyParking

Top guest favorite

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!

ValueFamilyHeating

Top guest favorite

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, 160 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 favorite

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, 82 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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