Holiday houses in Tupelo

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Top-rated holiday rentals in Tupelo

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Guest favourite

Condo in Tupelo

4.89 out of 5 average rating, 118 reviews

~RomanticRoom4Couplew/JetTub~Condo'NHeartOfTupelo

CFFam Airbnb is a gated community located in the center of Tupelo. This listing in the center of Tupelo offers a prime location with easy access to grocery stores, popular restaurants such as Cantina Del Sol and Texas Roadhouse, and stunning natural scenery like Natchez Rail. The luxurious king bed and modern bathroom provide comfort and relaxation for guests. The room can also be personalized for special events like anniversaries and birthdays (contact the hosts for details). Book with us now.

Guest favourite

Cottage in Tupelo

4.92 out of 5 average rating, 105 reviews

Historic Mill Cottage-In the Heart of Downtown

Located in the heart of Mill Village! This 2 bedroom/2bath cottage has nice time period updates while maintaining its charm and appeal. The exterior boasts a relaxing front porch and entertaining wrap around side deck. This house also has a relaxing private patio. The detached carport is tucked away to the side rear of the house. The warm character of this cottage is sure to charm. Tupelo's infamous train comes through downtown several times day/night. So be aware if you are a light sleeper!

Guest favourite

Home in Tupelo

4.97 out of 5 average rating, 158 reviews

LUXE Remodel | Historic 1 BR in PERFECT location

Spoil yourself in this high-end historic home. This private guest suite features an expansive chef’s kitchen-State of the Art appliances-gas range, wine fridge, ice maker, microwave, etc. Sleeping quarters consists of a comfy king bed with soft linens and sitting area by the fireplace. Bathroom features multihead shower and large soaking tub, all serviced by a tankless hot water heater. Outside, you'll love relaxing on the patio! Walk to dinner at nearby, Forklift or CharCutie! Welcome home!

Guest favourite

Cottage in Tupelo

4.91 out of 5 average rating, 144 reviews

Cozy Cottage with Fenced Backyard!

Work remotely or simply relax at this peaceful and centrally-located cottage in one of Tupelo’s most sought after residential areas. Our home is perfect for a morning walk, remote work with high speed internet and located close to everything. We are an 8 minute drive to Elvis’ birthplace and Furniture Market. 5 minute drive to downtown, 45 minutes to Oxford and an hour to Starkville. In the evening, relax under the stars and string lights with dinner and cocktails on our back porch.

Guest favourite

Home in Tupelo

4.99 out of 5 average rating, 131 reviews

Spacious, historic downtown bungalow. Sleeps 10!

The whole group will enjoy this central location in Tupelo! Walk to downtown Tupelo or take a quick drive to Elvis' birthplace. Family park across the street or enjoy your own large yard. Each room has T.V.'s and a huge closets. Master bath has jetted tub. Large kitchen is stocked with all the essentials. This property is pet friendly for 1 dog ($20/night). Please contact me for additional pets. The home sleeps up to 8 adults and 2 children. Bunks are for kids only due to weight.

Guest favourite

Home in New Albany

4.95 out of 5 average rating, 272 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

This jewel sits ON the Tanglefoot Trail in New Albany, Mississippi. Downtown restaurants and bars, coffee shops, and boutiques are very short (0.4 mi.) stroll up the Tanglefoot Trail! This single family home (not a duplex) has been exquisitely restored to its original outside character and beautifully renovated and decorated on the interior. Vist Ole Miss and Elvis' birthplace in neighboring towns of Oxford and Tupleo, or visit William Faulkner's birthplace and museum in New Albany!

Guest favourite

Cottage in New Albany

4.9 out of 5 average rating, 540 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 favourite

Home in Tupelo

4.98 out of 5 average rating, 218 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.

Guest favourite

Home in Tupelo

4.99 out of 5 average rating, 286 reviews

The Tupelo Honey House Historic & Renovated - 2BR

Enjoy a stylish and comfortable experience located in Tupelo, MS. Whether you’re here for work or just for fun, our hope is that you can kick back and relax in this calm space. We are just minutes from I-22, the birthplace of Elvis and downtown Tupelo. There is plenty of parking at the Tupelo Honey House too. We love Tupelo and are happy to answer any questions.

Guest favourite

Home in Tupelo

4.92 out of 5 average rating, 154 reviews

Newly Renovated Historic Mill Village Cottage

Built in 1901, the restoration on this home was completed in 2020. Set in Tupelo's Mill Village the neighborhood is unique in location, history and feel. Tupelo's Mill Village adjoins downtown making this home a very short walk to downtown! Just a block from Relics Antique Market, it is less than 10 minutes to Main Street and less than 15min walk to Fairpark.

Guest favourite

Farm stay in Tupelo

4.94 out of 5 average rating, 131 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!

Guest favourite

Guesthouse in Tupelo

4.99 out of 5 average rating, 405 reviews

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.