Holiday rentals in Lee County

4.86 out of 5 average rating, 76 reviews

Guest suite in Tupelo

Separate private entry Duplex

Sound proofed half-duplex. Private entry and parking. Entire separate living space on back of property. 10 min to downtown Tupelo, 7 to Veterans Park, 15 to Barnes&Noble. Full kitchen, clean dishes & utensils, Oven, hand-built tile shower, washer/dryer, large fridge with water/ice, microwave, coffee maker, WiFi, TV, Queen bed. 2x Window AC with heat. Self checkin/out. All pets welcome! Bed + futon for up to 4. This unit will transition to a long term rental in Dec @950/m with utilities included

LocationValueCleanliness

The front exterior of a charming single-story home is highlighted, featuring a light gray siding and a welcoming navy blue door. A neatly trimmed lawn with shrubs and a path leads to the entrance, while an American flag adds a touch of character.

4.97 out of 5 average rating, 196 reviews

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.

ValueLocationQuiet

A welcoming front porch features a classic bench positioned against a white brick facade. Lush greenery is lined along the pathway, interspersed with decorative stones and solar lights. Flower pots add a touch of color, enhancing the inviting atmosphere of the entrance.

5.0 out of 5 average rating, 126 reviews

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.

LocationFamilyHospitality

Superhost

Guest house in Tupelo

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!

LocationValueSleep quality

4.82 out of 5 average rating, 177 reviews

4.92 out of 5 average rating, 264 reviews

A cottage with dark blue siding is framed by neatly trimmed bushes and green grass. A covered porch features a bench alongside the main entrance, while tall trees provide shade in the background. A gravel driveway leads up to the home, adding to its inviting curb appeal.

Cottage in Tupelo

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.

FamilyValueBack garden

The exterior of a historic home features a covered porch with American flag accents. Potted ferns hang from the ceiling, flanking two chairs and a small table. A stone walkway leads to the entrance, surrounded by landscaped greenery and blooming flowers.

4.98 out of 5 average rating, 466 reviews

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.

ValueFamilyOutdoor spaces

4.94 out of 5 average rating, 99 reviews

A spacious living area presents a contemporary design with exposed wooden beams and stylish lighting fixtures. A comfortable sofa is positioned across from a wall-mounted smart TV. A dining table with elegant chairs is visible in the distance, leading to a balcony door that opens to outdoor views.

Flat in Tupelo

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!

ValueFamilyAir conditioning

A modern living space is highlighted by a spacious sectional sofa facing a large television. A low coffee table sits centrally on a patterned area rug, and a transitional art piece adorns the wall. The kitchen area is visible in the background.

4.97 out of 5 average rating, 101 reviews

Historic Mill Village South. Broadway Cottage

Newly built home in centrally located downtown historic Mill Village. Come on in and make yourself at home in this 3 bedroom / 2 bath Broadway Beauty that easily accommodates 6 people. Enjoy great access to fabulous downtown restaurants, shops, pickleball courts and maybe even "get all shook up" seeing the ghost of Elvis! 10 minute or less drive to North Mississippi Medical Center. 5-minute drive to downtown area.

FamilyLocationComfort

The exterior of a single-story home is showcased, featuring a covered entrance with a wooden overhang. The façade is predominantly white, with brick accents at the base. Symmetrical windows are observed on either side of the central blue door, surrounded by a well-maintained lawn.

5.0 out of 5 average rating, 103 reviews

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.

LocationFamilyBathroom

The entrance features an inviting front door framed by two decorative planters. A covered porch provides shelter, highlighting the architectural details of the sloped roof and large windows that enhance natural light. Lush greenery surrounding the property adds to the welcoming ambiance.

4.95 out of 5 average rating, 149 reviews

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.

ValueFamilyCheckout

4.96 out of 5 average rating, 279 reviews

An open-concept living and dining area is showcased, featuring a spacious seating area with a light-colored couch. A dining table with seating for multiple guests is positioned near the kitchen, which includes modern appliances. A flat-screen TV is mounted on the wall, complemented by warm lighting.

Farm stay in Tupelo

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!

LocationFamilyComfort