Holiday houses in Tupelo
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Top-rated holiday rentals in Tupelo
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Large Studio Cottage/Quiet & Peaceful 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 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 Cottage in Downtown New Albany, MS
Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. 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!
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!
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!
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, as well as the birthplace of Elvis Presley. Our space is recently 100% renovated and ready for your peaceful stay, complete with a large kitchen area, queen size bed, a spacious walk-in shower, as well as access to the pool. This stay was originally known as Duckingham Palace.
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.
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
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 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!
Popular amenities for Tupelo holiday rentals
Other great holiday rentals in Tupelo
The Sugar Magnolia *no cleaning fee $99 a night
Garage Guest Suite
King Kahuna Fishing Cabin
Historic downtown cottage
Separate private entry ADU with full kitchen
Heart Break OG Bungalow - Downtown
Tupelo Manor 6 bed/ 5 bath
May I Have Your Attention please
When is the best time to visit Tupelo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 NZD | $210 NZD | $210 NZD | $215 NZD | $215 NZD | $214 NZD | $214 NZD | $214 NZD | $217 NZD | $214 NZD | $222 NZD | $208 NZD |
| Avg. temp | 6°C | 8°C | 13°C | 17°C | 22°C | 26°C | 28°C | 28°C | 24°C | 18°C | 12°C | 8°C |
Frequently Asked Questions
What are the best places to stay in Tupelo?
Many visitors choose accommodations near the city center for easy access to restaurants, live music, and museums. Areas around green spaces and walking trails are also frequently suggested for a relaxed stay.
What are the best things to do in Tupelo with kids?
Children often enjoy exploring the hands-on museum around health and science, discovering wildlife along the Natchez Trace Parkway, and touring the home where Elvis Presley was born. Seasonal fairs and markets sometimes offer family-friendly experiences as well.
What are some of the best things to do in Tupelo?
Explore the Elvis Presley Birthplace to learn about local music history, wander the Natchez Trace Parkway for scenic trails, and discover galleries featuring Mississippi artists. Tupelo has green spaces and historic sites that reflect the city’s heritage.
How is the weather in Tupelo?
Tupelo has mild winters, with temperatures around 34–56°F (1–13°C), and hot, humid summers reaching 92°F (34°C). Rain is common throughout the year, especially in late winter and early spring.
When is the best time to visit Tupelo?
Late spring and early fall are often recommended for comfortable weather, with temperatures ranging from mild to warm and local events bringing outdoor activity. Summer brings higher heat and humidity, while winter remains relatively mild.
What are the best places to visit in Tupelo?
Travelers often visit the Elvis Presley Birthplace, explore nature along the Natchez Trace Parkway, and find local art showcased in community galleries. Tupelo has sites tied to music history, as well as parks for outdoor activities.
What are some hiking trails in Tupelo?
Outdoor enthusiasts often explore trails along the Natchez Trace Parkway, as well as routes winding through city parks and local nature centers. Boardwalks and forested paths provide varied options for hikers and casual walkers.
What are some family activities we can do in Tupelo?
Families can explore interactive exhibits at the health-focused children’s museum, visit the birthplace of Elvis Presley, or relax in city parks with playgrounds and picnic spaces. Outdoor trails and nature centers around Tupelo are also frequently suggested for all ages.
What are some of the best day trip ideas from Tupelo?
From Tupelo, travelers frequently explore scenic routes along the Natchez Trace Parkway, admire regional art in nearby museums, or visit small towns known for culinary and cultural traditions. Nature preserves around northeast Mississippi also invite outdoor activities like birdwatching and hiking.
Are there any pet friendly accommodations available in Tupelo?
Many accommodations in Tupelo welcome pets, particularly around neighborhoods with access to green spaces and walking trails. Some hosts include outdoor areas or connect guests with nearby pet-friendly parks.
What are some local tips for visiting Tupelo?
Locals suggest trying classic Southern dishes at family-run restaurants and catching a live music set for a taste of Tupelo’s music traditions. Exploring early in the morning or later afternoon is often favored, especially during warmer months.
What is Tupelo known for?
Tupelo is often recognized as the birthplace of Elvis Presley and has deep musical roots connected to American rock and blues. The city is also known for its role in Civil War history and as a gateway to the Natchez Trace Parkway.
What are the best hidden gems to explore in Tupelo?
Tupelo has locally loved mural art streets, small music venues highlighting regional talent, and specialty shops with Mississippi-made goods. Less-visited parks and heritage museums offer a quieter look into the area’s past and cultural traditions.
What are the best foods to try in Tupelo?
Tupelo’s food scene is known for Southern staples such as fried catfish, barbecued meats, and pecan pies. You can also explore locally-rooted dishes and specialties at family-run diners and community bakeries.
What should I bring for a trip to Tupelo?
Pack lightweight clothing for the summer months and a light jacket for cooler mornings or evenings, especially in winter. An umbrella or rain jacket is useful year-round, as rainfall is frequent.
What is the nightlife in Tupelo like?
Tupelo’s nightlife has laid-back bars, live music venues, and spots known for regional blues and rock performances. Local establishments around the city center sometimes feature emerging musicians and relaxed spaces for gathering.
What are the most popular events or festivals in Tupelo?
Tupelo frequently celebrates with festivals honoring Elvis Presley, car shows, and arts or music events, often centered in community parks and historic venues. Spring and summer bring gatherings featuring local crafts and blues performances.
Are there family friendly vacation rentals in Tupelo?
Tupelo has a variety of family-friendly vacation rentals, including multi-bedroom homes and spaces with large living areas. Many neighborhoods provide easy access to parks, museums, and locally loved attractions suited for families.
Quick stats about holiday rentals in Tupelo
Total holiday rentals
Explore 110 holiday rentals in Tupelo
Nightly prices starting at
Tupelo holiday rentals start at $52 NZD per night before taxes and fees
Verified guest reviews
Over 6,620 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 70 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
110 of Tupelo holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Tupelo rentals
4.8 Average rating
Tupelo stays are highly rated by guests—averaging 4.8 out of 5!
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