House holiday rentals in Tupelo

Chaney Hill Hideaway

Located on a family farm, your front yard is a pecan grove, your side yard is a hayfield, and your back yard is woods. Sit a spell on the deep front porch (a great place to watch a thunderstorm roll through, or listen to the train whistle off in the distance while enjoying your after dinner drink), or enjoy sitting around the firepit and watching the fireflies dance in the hayfield. Family and (well-behaved) dog friendly. Please read the house rules before requesting a reservation.

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.

The Heights - Town & Country Living

Welcome to The Heights! For Starters, you will be greeted with a fresh pan of Talbot Cinnamon Rolls.* For stays three nights and longer, you will also find a cheese, meat, cracker platter in the fridge. The kitchen is equipped with a Keurig coffee maker(drip and K-Cup) with coffee! The fridge is stocked with water, juice and sparkling water. This 70's era home has been immaculately cared for and has the comfort of 3 Bedrooms, two bathrooms, Living Room, and a complete kitchen.

Heart Break OG Bungalow - Downtown

Welcome to the Heartbreak Hotel Rad Bungalow, an Rock and Roll inspired retreat in downtown Tupelo—birthplace of the King! This restored 1910 home features 2 bedrooms, 1 bath, new furniture, appliances, WiFi, and central air. Relax outdoors with a soaking tub, grill, or explore nearby Main Street, Fairpark, and Relics Antique Market. With unique custom art, hardwood floors, and a cozy porch, this pet-friendly bungalow is a unique slice of rock ‘n’ roll history!

Charming Saltillo Stay

Discover a peaceful escape at our home nestled in the heart of Saltillo. This charming home offers the perfect blend of comfort and convenience, ideal for those looking for a relaxing getaway. Our home is located in a quiet neighborhood and with a cozy backyard, this space is amazing to enjoy with friends and family. Less than 10 minute drive to the mall. 15 minute drive to NMMC hospital. Less than 15 minute drive to Elvis' birthplace and downtown.

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.

Ackia's Home Away from Home

This charming 3-bedroom, 2-bathroom home features a stylish kitchen, a comfortable living room, and a dining room for six. Located on a spacious hillside lot in Tupelo, it offers privacy while being just miles away from the birthplace of Elvis Presley, downtown, shopping malls, and the Cadence Area. Perfect for those seeking a convenient and charming home away from home experience while visiting Tupelo.

Cul-de-sac

NOW ACCOMMODATING 4 GUESTS!! Forget your worries in this spacious and serene space. Get away from the city and enjoy a beautiful sky full of stars with the sound of nature. Or simply spend time with your family indoors. • 5 minutes from Natchez Trace Pkwy • Center of Tupelo and Pontotoc • 40-50 minutes from Oxford/Ole Miss University

The Tupelo Honey House Historic & Renovated - 2BR

Welcome to the Tupelo Honey Hous - stylish, cozy home in Tupelo—just minutes from downtown, I-22, and Elvis Presley’s Birthplace. Plenty of parking and a calm space to relax after exploring! ✨ Thoughtfully decorated with comfort in mind 🛋 Open living area for relaxing or working remotely ❄️ Climate-controlled for year-round comfort