Vacation rentals with outdoor seating in Lee County

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. please read house rules

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.

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.

The Sugar Shack Cottage

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.

Woodlawn Cottage Joyner Area Sleeps 9

Your family will be close to everything in Tupelo, MS when you stay at this charming cottage. This cozy home is a 10 minute walk to a park with a playground, splash pad, tennis courts, walking track, and baseball fields. It is a ten minute walk from local restaurant and another 4 minutes to another local restaurant . If staying at home is your plan, you can enjoy games, watching movies on TV’s, or Wi-Fi indoors. Outdoor board games are at available at the home.

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!

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.

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.

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!

The Bristow Bungalow - Great Location & Backyard

FRESH, CLEAN, & MODERN AIRBNB! This space has everything you need: Gorgeous kitchen, hardwood floors, amazing deck w/ large backyard, and beautifully designed bedrooms. Down the street from a cute park & minutes away from downtown, restaurants, & stores!