Holiday rentals with outdoor seating in Lee County

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.

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.

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.

Spacious Oasis in East Tupelo on 5 acres

Welcome to our fully remodeled, spacious oasis. This house is located 4 minutes from Elvis Presley's Birthplace and 7 minutes from the downtown area. It has a wrap around driveway that can accommodate all of your parking needs. We have the back patio for any kind of gathering. We have the fools ball table, card games, and cornhole boards avaibale. The living room area is perfect to just sit, relax, and watch a movie. The kitchen is the perfect spot for all the home cooked meals.

Green St. Cottage

This charming home is set in historic Mill Village. Tucked neatly in downtown Tupelo, it is within walking distance to dining, shopping, arena's & more. Inside you will find a newly renovated space, offering 2 bedrooms with King size beds, TVs & blackout curtains. The kitchen is stocked with basic essentials such as dishes, cookware, and utensils. Coffee/tea, sugar and cream are provided as well. The Living Room is a cozy space with a TV and electric fireplace.

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!

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.

Cozy Tupelo Getaway | Dog Friendly | Near Downtown

Relax in this cozy, dog-friendly retreat near Elvis’ Birthplace and downtown Tupelo. Perfect for road trips, remote work, or extended stays with fast WiFi, comfy beds, and a quiet neighborhood. Enjoy peaceful mornings, evening cocktails under string lights, and easy access to I-22, Oxford, and Starkville. Superhost care, self check-in, and all the comforts of home await you and your pup.

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!