Holiday houses in Lee County

4.92 out of 5 average rating, 66 reviews

Mary Ryan's House at Kingfisher Lodge

Mary Ryan's house is a charming cabin designed to feel both peaceful and welcoming. Nestled at a wedding venue, the cabin faces a serene lake offering beautiful water views and a calm, nature-filled setting. Though it feels tucked away and private, it's conveniently located near all the major throughways, making travel in and out of Tupelo quick and easy. The cabin blends rustic character with thoughtful, sustainable living-an inviting retreat that's equally suited for everyday comfort.

ValueLocationCleanliness

A spacious living room is highlighted by a large, dark sectional sofa and a wooden coffee table. A stone fireplace serves as a focal point, complemented by light-colored walls and natural light filtering through large windows adorned with sheer curtains. A neutral area rug covers the hardwood floor.

4.96 out of 5 average rating, 132 reviews

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.

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The exterior of the cottage displays soft blue siding with white trim and a welcoming front porch. Two comfortable chairs are positioned on the porch, inviting relaxation. A manicured lawn and landscaped flower beds enhance the charming curb appeal of the home.

4.96 out of 5 average rating, 119 reviews

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.

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4.85 out of 5 average rating, 68 reviews

Guest suite in Tupelo

Separate private entry Duplex

Super quiet sound proofed, modern half-duplex with private entry and parking. Entire separate living space on back of property. 10 min to downtown Tupelo, 7 min to Veterans Park, 15 min to Barnes & Noble. Full kitchen, clean pots, pans & dishes, 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 check-in/out. All pets welcome! Queen bed & Queen futon for up to 4 people.

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Superhost

The entryway features a door marked 'Beach House,' leading to a living area with a soft gray couch. A flat-screen TV is mounted on the wall, while natural light enters through a nearby window. Wood paneling adds warmth to the space.

Guesthouse in Tupelo

4.82 out of 5 average rating, 177 reviews

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!

ValueLocationSolo travel

4.92 out of 5 average rating, 259 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.

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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, 460 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.

ValueFamilyHeating

4.93 out of 5 average rating, 91 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.

Apartment 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!

LocationValueQuiet

4.96 out of 5 average rating, 274 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!

FamilyValueView

4.99 out of 5 average rating, 566 reviews

A fenced entrance is framed by brick pillars and a wrought iron gate. Beyond the gate, a gravel pathway leads to a private outdoor area with seating, flowering plants, and a small fountain. Lush greenery surrounds the space, providing a sense of privacy.

Guesthouse in Tupelo

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.

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Superhost

The exterior of a spacious brick home is displayed, featuring a welcoming front porch and well-maintained landscaping. A manicured lawn with colorful shrubs complements the structure. The driveway provides access to parking in front of the home under a clear blue sky.