Holiday rentals in Lee County

House Of Pearl!

Welcome to House of Pearl, a stylish and comfortable townhouse conveniently located near North Mississippi Medical Center, Cadence Bank Arena, Elvis Presley's Birthplace, Tupelo Regional Airport, shopping, and restaurants. Whether you're visiting for work, medical assignments, family gatherings, or leisure, you'll enjoy a quiet, safe, and relaxing stay with high-speed Wi-Fi, a home gym, and the comforts of home. Modern furnishings and a peaceful atmosphere make it easy to relax and unwind.

Central Tupelo Guesthouse with Pool

Centrally located in one of Tupelo’s historic neighborhoods, just minutes away from local eateries, parks, shops, Cadence Bank Arena, Tupelo Regional Airport, and the birthplace of Elvis Presley. Our space is complete with a large kitchen area, queen size bed, a spacious walk-in shower, as well as TV in both the living space and the bedroom so you can relax your way. You also have first access to our pool during the warmer months. This stay was originally known as Duckingham Palace 🖤

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.

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.

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.

Luxury Downtown Loft & Balcony

Stay in style at this luxury downtown loft in Tupelo, MS! This modern 2-bedroom retreat features a private balcony, brand-new kitchen, wet bar, and spacious living area. Enjoy walkability to local dining, bars, and attractions. Relax in cozy bedrooms, a sleek bathroom, and a stylish living space. Includes washer/dryer, smart TV, and secure safe. Perfect for couples, business travelers, and weekend getaways. Book your stay today!

Callaway Cottage - Central Tupelo Near Joyner Park

Charming Cottage in Tupelo's Premier Neighborhood! Relax and unwind at this beautiful cottage featuring an amazing backyard in one of Tupelo's most desirable areas. Enjoy the convenience of restaurants just a 5-minute drive away, and take advantage of the large park across the street with tennis courts, pickleball, and a splash pad (available during summer months). Perfect for families or individuals seeking a tranquil retreat.

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!

Cozy Guest House in Downtown Tupelo

Private cozy one bedroom with a bathroom guesthouse available. It is conveniently located in downtown Tupelo. Private entrance and includes wifi, roku tv, microwave, mini fridge, and Keurig coffee maker. Within walking distance to downtown Tupelo with great Restaurants.

The Sugar Magnolia *no cleaning fee $99 a night

Welcome to the Sugar Magnolia! Our guest house is centrally located with everything you need for a peaceful and comfortable stay. If you appreciate vintage charm mixed in with a little local art and a lot of southern hospitality, you’ll love it here!