Holiday houses in Okolona

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)

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!

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.

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.

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.

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.

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

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!

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!

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.

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!

Cozy Guest House in Downtown Tupelo

Private cozy one bedroom with a bathroom guesthouse available. It is conveniently located in downtown Tupelo. Private entrance and includes wifi, roku tv, microwave, mini fridge, and Keurig coffee maker. Within walking distance to downtown Tupelo with great Restaurants.