Holiday rentals with a patio in Tupelo

Cypress - NEW Tiny Cottage @ Moon Lake Farm

Custom tiny cottage tucked in the woods beside the lake on Moon Lake Farm. This special cottage was made just for your family outing, romantic getaway, or bachelorette party. Enjoy the hot tub, paddle and fish the lake, walk the pasture, or just soak in the nature. Conveniently located one mile outside of Tupelo. -Hot tub -Firepit -Full kitchen -Washer dryer -Sleeps 6 to 8 -Nature trails -Lake: fish, swim, paddle boat -Enjoy the animals: mini donkeys, chickens, horses -Farm fresh eggs

Buttercup Cottage LLC

History Heritage, & Hospitality! Located on S. Main St. within walking distance of the Tanglefoot Trail and downtown shopping. The 1950s cottage was renovated and kept the original charm and features an eclectic mix of antiques. Relax in the recliner in front of the big screen tv with streaming services and a strong wi-fi signal or use the work space to catch up on emails. The lot is wooded in the back and across the street, so it is peaceful and safe. Located midway between Tupelo & Oxford.

September-No Cleaning Fees For 2+ nights WS

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

The Eclectic Chapel of North MS

The chapel was formerly a wedding chapel, located in Pontotoc, MS and nestled between Tupelo (Elvis Birthplace) and Oxford (Ole Miss or The University of MS). Pontotoc is home the Bodock Festival, its on the Blues Trail, The center of The Rails to Trails Bike Trail and many antique stores. Located 8 miles from Toyota in Blue Springs, MS. We are 8 minutes from The Cherry Creek Orchard and 10 minutes to the Natchez Trace Parkway. If you golf we are 5 minutes from the golf course.

Quaint Guest Suite in country - outside of Tupelo

Get away from it all ! Our tiny home is a labor of love created by our own hands. It has a rustic interior with tongue and groove ceilings and walls. The bathroom has a clawfoot tub under dimmable lighting for a relaxing soak. Cast your cares away as you walk the grounds of our family farm. A fire ring is available in the pasture a short distance (approx 100 yards) from the tiny home. Enjoy the glow of a fire underneath the stars. All new - tv, mini fridge and microwave.

The Queen on Cleveland

Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. 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!

Lakeside Getaway

Welcome to your peaceful lake escape! This cozy basement apartment offers comfort and convenience with lake access just steps away. Whether you're fishing, kayaking, or simply relaxing by the water, you'll love the quiet surroundings and natural beauty. The space features a comfortable living area, sleeping space for up to 4 guests, and everything you need for a relaxing stay. Perfect for couples, small families, or friends looking to unwind and enjoy the outdoors. --

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!

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.

Magnolia Escape: 1BD/1BA w/ Gym, Pool, BBQ Grill

Welcome to all nurses and travelers! Discover a charming 1-bedroom, 1-bath vacation rental in Tupelo, Mississippi! Situated in the heart of the city, our home is the perfect base for exploring all that Tupelo has to offer. We invite you to create lasting memories as you explore the city's captivating history, indulge in its culinary delights, and embrace the genuine warmth of its community.

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 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