Vacation rentals in Okolona

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Top-rated vacation rentals in Okolona

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Top guest favorite
A charming farmhouse exterior features a red metal roof and a welcoming front porch with rocking chairs. Lush greenery surrounds the porch, with colorful plants and flower beds lining the walkway. Two dormer windows add character to the roofline.
Farm stay in Belmont
5 out of 5 average rating, 110 reviews

Farm Stay - Savannah's Sanctuary - Rock Creek Farm

Savannah's Sanctuary sits on a 600 acre farm located in NE corner of the state. You’ll be charmed by this simple 4th generation family owned farmhouse. Furnished with interesting old pieces of history like furniture, tools & books . Owners live nearby. >Tiffin Motor Homes (18 minutes) >Bay Springs Lake (13 minutes) >Tishomingo State Park (7 minutes) >Natchez Trace Parkway (12 minutes) >Shiloh National Military Park - TN >Elvis Presley birthplace - Tupelo, MS >Dismals Canyon - Phil Campbell, AL

Top guest favorite
A modern living area is highlighted by a comfortable gray sofa and a round wooden coffee table. A kitchenette with essential appliances is visible in the background, along with a decorative Elvis Presley poster on the wall, adding a touch of local history.
Guesthouse in Tupelo
4.93 out of 5 average rating, 105 reviews

Central Tupelo Guesthouse with Pool

Centrally located in one of Tupelo’s historic neighborhoods, just minutes away from local eateries, parks, shops, Cadence Bank Arena, Tupelo Regional Airport, and the birthplace of Elvis Presley. Our space is complete with a large kitchen area, queen size bed, a spacious walk-in shower, bidet, as well as TV in both the living space and the bedroom so you can relax your way. You also have first access to our pool during the warmer months. This stay was originally known as Duckingham Palace 🖤

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, 233 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 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
4.96 out of 5 average rating, 141 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 favorite
A comfortable seating area features a brown sofa facing a rustic wooden coffee table, placed on a patterned area rug. The walls are accented with warm wood panels and metallic trim. A TV is mounted on the wall, and curtains frame the window.
Cabin in Ripley
4.97 out of 5 average rating, 107 reviews

The Outskirts

Take a break and unwind at this peaceful oasis. Quiet country studio cabin located on the outskirts of Ripley. Conveniently located 5 miles from The Red Barn event venue, 8 miles from Ripley's First Monday Flea Market and 15 miles from Blue Mountain Christian College. Only minutes away from Bennet Lake Hunting club and Dumas Lake. For dining: Enjoy a delicious meal at Simmer on Down Steak house 3.5 miles away. For Essentials: Dollar General and Clarks Country Store are only 3 miles away.

Top guest favorite
A serene lake is surrounded by lush green trees, with a gazebo visible on the far side. The calm water reflects the blue sky and clouds above, creating a tranquil atmosphere. The grassy shoreline adds to the natural setting.
Cottage in Oktibbeha County
4.97 out of 5 average rating, 232 reviews

Starkville's Best Kept Secret, LLC

Starkville's Best Kept Secret offers a peaceful cottage on a small lake. We are conveniently located just 5 miles from the MSU campus & downtown Starkville. Our central location provides easy access to major routes, including Hwy 45, which is only 3 miles away. We are just 13 miles from Old Waverly Golf Club in West Point, MS and 15 miles from The W in Columbus, MS. The country setting makes you feel secluded from the hustle and bustle. Relax on the front porch or under the gazebo.

Top guest favorite
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, 668 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!

Guest favorite
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
4.84 out of 5 average rating, 158 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!

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, 151 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 favorite
A cottage with dark blue siding is framed by neatly trimmed bushes and green grass. A covered porch features a bench alongside the main entrance, while tall trees provide shade in the background. A gravel driveway leads up to the home, adding to its inviting curb appeal.
Cottage in Tupelo
4.92 out of 5 average rating, 239 reviews

Cozy Dog-Friendly Cottage Near Downtown Tupelo

Settle into comfort at this cozy, dog-friendly cottage near Downtown Tupelo and Elvis’ Birthplace. With fast WiFi, same-day check-in, and a peaceful neighborhood, it’s ideal for remote workers, family visits, and travelers headed to the coast. Enjoy reliable Superhost care, safe parking, and home-style amenities close to restaurants, shops, and Tupelo’s top attractions—a welcoming space designed for easy living and stress-free stays.

Guest favorite
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
4.97 out of 5 average rating, 116 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.

Top guest favorite
The exterior of the guest home addition is shown, featuring a neatly landscaped garden with shrubs and flowers. The driveway is paved, leading up to a garage on the right. Large, arched windows enhance the facade, allowing natural light to enter the rooms.
Guesthouse in Amory
4.99 out of 5 average rating, 150 reviews

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

Popular amenities for Okolona vacation rentals

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