
Holiday houses in Okolona
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Okolona
Guests agree: these stays are highly rated for location, cleanliness and more.

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!
ValueLocationBathroom
4.95 out of 5 average rating, 152 reviews
Riverside Escape at Sunset Point
Air BNB fees are included in the nightly fee for this clean and comfortable home on Aberdeen Lake & Tenn-Tom Waterway. We boast fishing, wildlife and peace and quiet with your stay. You have a screened porch facing the water, a cozy electric fireplace, pier, fenced yard, rockers, a swing, fire pit, and gas/charcoal grills. The kitchen is well equipped and the home is handicap accessible with a porch lift, grab bars and ramps. Miles to: Columbus -16 CAFB -24 Tupelo -38 MSU/Starkville -45
LocationFamilyCleanliness
5.0 out of 5 average rating, 245 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.
ValueFamilyView
4.92 out of 5 average rating, 77 reviews
The Queen on Cleveland
Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. 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!
LocationFamilyBarbecue
4.98 out of 5 average rating, 171 reviews
The Legacy 662 | Private Pond Retreat Near Tupelo
This 2-bedroom, 2.5-bath home perfect for couples, families, wedding guests, and business travelers. Multiple indoor conversation areas, a dedicated dressing and beauty space, comfortable sleeping accommodations for up to 6 guests. Outside, relax on the porch or patio, gather around the fire pit, enjoy the peaceful grounds, or spend time fishing at the private stocked pond. Conveniently located near Tupelo while offering the privacy and slower pace of a country setting.
ValueLocationDecor
4.94 out of 5 average rating, 72 reviews
Lakeside house on 24-acre private lake
Lakeside getaway situated right on a 24-acre, private lake that you'll have all to yourself. Beautiful large pine trees line the driveway and inside hunting mounts line the walls. Guests are welcome to fish, swim, and paddle the canoe and kayak around the lake. The lake is well stocked with bass and bluegill. Great place for a family vacation and pets are welcome too! Starlink WiFi provided. The property is 45min north of Mississippi State and 30min south of Tupelo.
LocationFamilyBathroom
4.95 out of 5 average rating, 73 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!
LocationValueTV
4.97 out of 5 average rating, 162 reviews
Historic Charm Near Downtown Tupelo
Newly remodeled historic home less than a mile from Downtown Tupelo where you can enjoy shopping and plenty of tasty restaurants. The house has been thoughtfully furnished in a fun, midcentury modern style. The beds are very comfortable and the master bathroom has a giant shower and separate soaking tub to enjoy after a long day. Please note the house is close to the famous downtown train so you may hear the engine horn at night.
LocationValueLaundry
4.97 out of 5 average rating, 468 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!
ValueLocationCondition
4.99 out of 5 average rating, 88 reviews
Ackia's Home Away from Home
This charming 3-bedroom, 2-bathroom home features a stylish kitchen, a comfortable living room, and a dining room for six. Located on a spacious hillside lot in Tupelo, it offers privacy while being just miles away from the birthplace of Elvis Presley, downtown, shopping malls, and the Cadence Area. Perfect for those seeking a convenient and charming home away from home experience while visiting Tupelo.
LocationValueIndoor spaces
5.0 out of 5 average rating, 105 reviews
Unwind at Swallow Lane
Unwind and enjoy easy access to everything from this centrally located home, here in Tupelo, Ms. It’s super spacious and chic, whether you’re cooking in the kitchen, relaxing in the living room, or enjoying the closed-in patio. It has a outdoor bar area, as well as a fenced in yard. We have card/ board games, cornhole boards, and a fools ball table. There's enough fun for the adults and the kids.
ValueLocationParking
4.95 out of 5 average rating, 149 reviews
The Apiary
Our private homestead is the perfect setting for your getaway. You’ll have the best of both worlds—with 20 acres of privacy with all the excitement of Tupelo just miles away. While here, you can relax in the serene outdoors while watching our farm animals graze. You can also gather eggs and enjoy them for breakfast!
FamilyLocationComfort
4.96 out of 5 average rating, 281 reviewsPopular amenities for Okolona holiday rentals
Other great holiday rentals in Okolona

Lake House
FamilyLocationBathroom
4.94 out of 5 average rating, 32 reviews
Elevated Waterfront Escape | Sunsets | Dock+ Slip
LocationQuietIndoor spaces
5.0 out of 5 average rating, 9 reviews
Chaney Hill Hideaway
LocationValueSleep quality
4.98 out of 5 average rating, 99 reviews
Pink House Social
LocationBathroomNearby
5.0 out of 5 average rating, 8 reviews
The FarmHouse Experience
LocationValueLayout
4.92 out of 5 average rating, 39 reviews
Huge for Groups • Game Day • Fire Pit • Hammocks
LocationFamilyCleanliness
4.97 out of 5 average rating, 36 reviews
Country Lane Cottage
LocationFamilyLaundry
4.97 out of 5 average rating, 31 reviews
Separate private entry Duplex
LocationValueAccess
4.86 out of 5 average rating, 78 reviewsDestinations to explore
- Nashville Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Miramar Beach Holiday rentals
- Orange Beach Holiday rentals
- Memphis Holiday rentals
- Blue Ridge Holiday rentals
- Chattanooga Holiday rentals
- Pensacola Holiday rentals
- Hot Springs Holiday rentals





