Holiday rentals in Tupelo

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Top-rated holiday rentals in Tupelo

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Guest favourite

Cottage in Tupelo

4.93 out of 5 average rating, 113 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!

Top guest favourite

Home in Booneville

4.98 out of 5 average rating, 109 reviews

Cozy Getaway Booneville, MS

You will feel right at home! Super cozy and we are 1 minute from the local park! You can walk to the park via the sidewalk in 2 minutes! Large dining and living room for tons of family time! Newly renovated spacious kitchen for all those family meals! Front porch with swing in a peaceful neighborhood for extra relaxation! Fully fenced in backyard for the kids to play in! TVs in all 3 bedrooms with Chromecast and wifi! Large tv in living room with Chromecast! 2 car carport with extra parking.

Guest favourite

Apartment in Tupelo

4.89 out of 5 average rating, 127 reviews

Romantic Roomw/ JetTub •HeartOfTupelo Condo3Guests

J & J Verner’s 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 the famous Elvis Presley (6 mins away). The luxurious king bed and couch provide comfort and relaxation for 3 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

4.93 out of 5 average rating, 187 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.

Superhost

Cabin in Tupelo

4.84 out of 5 average rating, 99 reviews

The Lakehouse at Colline Rouge (Red Hill)

Lake house Living with this spacious 4 Bedroom 2 Bath Location right on the edge of Tupelo,MS. Enjoy watching Deer and Turkey from the Back porch with Fireplace Both Inside and Out with Beautiful View of the 16 Acre Lake. Roomy Kitchen, Great for Family outings or Couples Gettaway. There are King size beds in 2 Bedrooms and a Queen Sized in the 3rd. In the 4th BR there are 2 Separate Bunks Beds.....(Full on bottom, twin on top with easy access steps, the 2nd bunk has a Full & Twin.

Guest favourite

Cottage in New Albany

4.9 out of 5 average rating, 604 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

Farm stay in Oxford

4.94 out of 5 average rating, 113 reviews

The Garden Shed, Refined rustic Farmstay

RELAX & RETREAT: Unique & peaceful farm-stay 10 easy minutes to Oxford Square. Veranda with swing overlook horse paddock & forest, a grassy, fenced yard so bring your canine family member(s). The Garden Shed has a fully furnished kitchen, a sitting room w elec fireplace & flat screen TV (Roku), a luxurious comfy Q bed, full bed in 2nd BR. POOL at the main house. Spacious grounds with hardwood trees all around. Everything you could wish for in this vintage, curated getaway.

Guest favourite

Home in Tupelo

4.97 out of 5 average rating, 87 reviews

The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage, with Hot Tub, King Bed New home Located in Historic Mill Town and near the famous rail tracks of Tupelo, step right on in and open the plantation shutters to a light and bright brand- new bungalow cottage filled with mid -century modern, bohemian and 70’s Hippy vibes. You will find a record player with some 70s and other good music, a few lava lamps, a salt rock lamp, and lots of conversation pieces. We are close to everything in downtown Tupelo.

Top guest favourite

Tiny home in Pontotoc County

4.96 out of 5 average rating, 26 reviews

Cedar - NEW Tiny Cottage @ Moon Lake Farm

Custom designed tiny cottage. Stare at the stars while you relax in the hot tub! Reconnect with nature at this unforgettable escape. Catch at bass out of the lake. Kayak with your favorite ❤️ Enjoy the animals at the farm! Chickens, mini donkeys, horses, and more! Stay in luxury and have every amenity! A full kitchen, three beds, a sofa sleeper, washer/dryer, fiber internet, and more! Have a friend book the Cypress Cottage and have an unforgettable experience!

Top guest favourite

Cottage in Blue Mountain

5 out of 5 average rating, 139 reviews

Cozy Llama House - 3-BR, 2-bath, pool table

The Llama House is a cozy, comfortable cottage that has all you need for a peaceful nights rest. Entertain with the pool table or assorted outdoor games. Pets are welcome. Enjoy the serene view from the front porch, or grill your favorite meal on the private back patio. An enclosed garage is convenient in inclement weather. Located three miles South of Ripley just off CR700 or 15 miles North of New Albany. WiFi, smart TV's, central heat and air.