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Tupelo Holiday Rentals

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Our top choices for Tupelo holiday rentals

1. The Schoolhouse where the deer and turkey roam!

The Schoolhouse where the deer and turkey roam!
Stonewall
9.6 out of 10, Exceptional, (4 reviews)
"The Schoolhouse was perfect for our stay, and close to plenty of fun outdoor activites!"
United States
Tom M.
The price is NZ$316
includes taxes & fees
14 Sept - 15 Sept
The Schoolhouse where the deer and turkey roam!

2. Lovely secluded cabin #1

Lovely secluded cabin #1
Allen
10.0 out of 10, Exceptional, (69 reviews)
"Very quite and secluded be prepared for a little drive in the country"
United States
Richard S.
The price is NZ$297
includes taxes & fees
4 Sept - 5 Sept
Lovely secluded cabin #1

3. Rocky Top Winery Beautiful Rustic Cedar Cabin

Rocky Top Winery Beautiful Rustic Cedar Cabin
Allen
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean place to stay with a great view of the lake"
United States
Randall P.
The price is NZ$243
includes taxes & fees
7 Sept - 8 Sept
Rocky Top Winery Beautiful Rustic Cedar Cabin

4. Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

Lovely secluded rustic cabin within waking distance of Rocky Top Winery .
Atwood
9.8 out of 10, Exceptional, (105 reviews)
"Great experience staying here. Loved the property and the cabins and the owners are extremely hospitable. Enjoyed checking out the winery during our stay."
United States
Jeremy G.
The price is NZ$307
includes taxes & fees
4 Sept - 5 Sept
Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

5. Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond

Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond
Ada
10.0 out of 10, Exceptional, (1 review)
"First time in Ada, Oklahoma. My family enjoyed the property and how well was decorated. Also, it was very interesting that in the decoration included story of Ada, Oklahoma, it was a different way to make the property more appealing."
United States
Jorge R.
The price is NZ$726
includes taxes & fees
7 Sept - 8 Sept
Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond

6. Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma

Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma
Allen
10.0 out of 10, Exceptional, (1 review)
"Family friendly & great place to unplug & slow down."
United States
H8 Services LLC
The price is NZ$342
includes taxes & fees
4 Sept - 5 Sept
Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma

7. Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport

Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport
Ada
9.8 out of 10, Exceptional, (8 reviews)
"This was perfect for what we needed this week! There were 3 of us that had a work training, and we were able to comfortably stay in this house for a very reasonable price. "
United States
Amber M.
The price is NZ$344
includes taxes & fees
8 Sept - 9 Sept
Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport

8. Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.
Allen
10.0 out of 10, Exceptional, (34 reviews)
"Great place to stay and amazing owners"
United States
Elizabeth R.
The price is NZ$284
includes taxes & fees
4 Sept - 5 Sept
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

9. Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma

Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma
Allen
The price is NZ$342
includes taxes & fees
4 Sept - 5 Sept
Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma

10. Secluded Getaway on a Vineyard in Allen, Oklahoma

Secluded Getaway on a Vineyard in Allen, Oklahoma
Allen
The price is NZ$398
includes taxes & fees
4 Sept - 5 Sept
Secluded Getaway on a Vineyard in Allen, Oklahoma

11. Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma

Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma
Allen
The price is NZ$340
includes taxes & fees
13 Sept - 14 Sept
Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma

12. Cozy Cabin Rental on Vineyard in Allen, Oklahoma

Cozy Cabin Rental on Vineyard in Allen, Oklahoma
Allen
The price is NZ$389
includes taxes & fees
13 Sept - 14 Sept
Cozy Cabin Rental on Vineyard in Allen, Oklahoma

13. Delightful 3-bedroom house with AC in Atoka

Delightful 3-bedroom house with AC in Atoka
Atoka
9.8 out of 10, Exceptional, (10 reviews)
"Clean room, family friendly "
United States
Tammi G.
The price is NZ$363
includes taxes & fees
6 Sept - 7 Sept
Delightful 3-bedroom house with AC in Atoka

14. Cute and cozy cottage in Atoka, home of Reba’s Place.

Cute and cozy cottage in Atoka, home of Reba’s Place.
Atoka
10.0 out of 10, Exceptional, (23 reviews)
"Very cute place and comfy beds. "
United States
Tawnya R.
The price is NZ$328
includes taxes & fees
7 Sept - 8 Sept
Cute and cozy cottage in Atoka, home of Reba’s Place.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tupelo Hotel Reviews

Find out more about Tupelo

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Tupelo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Tupelo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Tupelo. Seeing all the best attractions is bound to make you fall in love with Tupelo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Tupelo short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Tupelo?

Yes, there are holiday rentals close to the most popular sights in Tupelo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tupelo has to offer?

Delightful 3-bedroom house with AC in Atoka: This holiday home rental outside of Tupelo offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Tupelo?

While exploring the area, visit the sights like Ada High School, East Central University and Ada Arts and Heritage Center. Wintersmith Park and Ada Tennis Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Tupelo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tupelo. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.