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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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 out of 5 average rating, 238 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)

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, 147 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!

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, 70 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.

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, 181 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.

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, 65 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.

Guest favourite
A living room features a dark blue couch adorned with decorative pillows, positioned near large windows dressed with light curtains. A coffee table sits centrally, displaying a stack of books and small plants. Wall sconces and a mirror add to the room's inviting ambiance.
Cottage in New Albany
4.9 out of 5 average rating, 677 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!

Top Guest favourite
A covered patio overlooks the serene lake, featuring two metal chairs and a round table. The mist rises gently from the water, with lush greenery and trees in the background reflecting the tranquility of the outdoor setting.
Cabin in Aberdeen
4.97 out of 5 average rating, 66 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.

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, 155 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!

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, 73 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!

Top Guest favourite
The entrance features an inviting front door framed by two decorative planters. A covered porch provides shelter, highlighting the architectural details of the sloped roof and large windows that enhance natural light. Lush greenery surrounding the property adds to the welcoming ambiance.
Home in Tupelo
4.98 out of 5 average rating, 128 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.

Guest favourite
Home in Tupelo
4.93 out of 5 average rating, 40 reviews

Granny's House at Kingfisher Lodge

This spacious home is set in a quiet,serene environment with ample indoor and outdoor space and beautiful refreshing scenery. conveniently centrally located, it provides easy access to the hospital, shopping, and dining areas, and major routes such as Pontotoc Highway and the Tupelo Bypass. Only 50 minute drive to Oxford or Starkville.

Top Guest favourite
An open-concept living and dining area is showcased, featuring a spacious seating area with a light-colored couch. A dining table with seating for multiple guests is positioned near the kitchen, which includes modern appliances. A flat-screen TV is mounted on the wall, complemented by warm lighting.
Farm stay in Tupelo
4.96 out of 5 average rating, 256 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!

Popular amenities for Okolona holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Chickasaw County
  5. Okolona