Vacation rentals in Okolona

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!

Location · Value · Wifi

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)

Family · Value · Check-in

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.

Family · Value · Condition

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.

Value · Family · Kitchen

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.

Family · Value · Nearby

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!

Location · Family · Biking

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!

Location · Value · Accuracy

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!

Location · Family · Accuracy

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!

Location · Value · Kitchen

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!

Value · Family · Layout

Porch by The Trail

Welcome to your cozy getaway in Ecru, Mississippi! This newly remodeled 3-bedroom, 2-bath home combines comfort, charm, and plenty of space for up to 7 guests. Whether you’re gathering with family, reconnecting with friends, in town for an Ole Miss game-day, or a stroll down The Tanglefoot Trail this home is the perfect escape. Ask us about our bike availability at the time of booking!

Decor · Hospitality

Honey Pot

I think you will enjoy staying at our beautiful guest home addition on Riverbirch golf course. You can walk or run in our safe neighborhood or bring your clubs for an evening of golf. Pets may be allowed for a small additional fee - Please discuss with me prior to your booking. I enjoy social media and provide high speed internet

Location · Family · Indoor spaces