Search Holiday Homes in Tupelo

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Tupelo holiday homes

1. The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage with Hot Tub
Tupelo
9.8 out of 10, Exceptional, (52 reviews)
"Nice clean place to stay in a convenient area"
United States
Evan D.
The price is £248
includes taxes & fees
1 Dec - 2 Dec
The Sugar Shack Cottage with Hot Tub

2. Modern Historic Family Retreat House in Downtown Tupelo

Modern Historic Family Retreat House in Downtown Tupelo
Tupelo
10.0 out of 10, Exceptional, (6 reviews)
"We had a absolutely wonderful stay at this property! The home was exceptionally clean, newly remodeled, and the layout was absolutely perfect for our family. It is situated right in downtown Tupelo, giving us the perfect balance of a quiet, peaceful stay while still being incredibly close to everything.The host was amazingly welcoming and went above and beyond, adding so many thoughtful, personalized touches for our family that made us feel right at home. It is an incredibly family-friendly...
United States
Jasmine W.
The price is £289
includes taxes & fees
29 Nov - 30 Nov
Modern Historic Family Retreat House in Downtown Tupelo

3. Hollywood Bungalow

Hollywood Bungalow
Tupelo
10.0 out of 10, Exceptional, (39 reviews)
"This is a must a little slice if hippy heaven haven!!"
United States
Jaşmíné B.
The price is £274
includes taxes & fees
15 Nov - 16 Nov
Hollywood Bungalow

4. Highland House | 3BR Near Oxford/Tupelo + Patio

Highland House | 3BR Near Oxford/Tupelo + Patio
Pontotoc
The price is £218
includes taxes & fees
12 Nov - 13 Nov
Highland House | 3BR Near Oxford/Tupelo + Patio

5. Bristow Bungalow

Bristow Bungalow
Tupelo
9.0 out of 10, Wonderful, (44 reviews)
"Host was helpful and the house was clean!"
United States
Eugene F.
The price is £199
includes taxes & fees
12 Nov - 13 Nov
Bristow Bungalow

6. Relax to the hum of alpacas just off the balcony of this former Amish store

Relax to the hum of alpacas just off the balcony of this former Amish store
Pontotoc
10.0 out of 10, Exceptional, (2 reviews)
"This was our Honeymoon. We found the place private and enjoyable. Highly recommend if you are just looking to get away."
United States
Jeffrey D.
The price is £155
includes taxes & fees
16 Nov - 17 Nov
Relax to the hum of alpacas just off the balcony of this former Amish store

7. Work/Family Groups: Huge Living Room+Fun Backyard

Work/Family Groups: Huge Living Room+Fun Backyard
Mantachie
The price is £359
includes taxes & fees
16 Nov - 17 Nov
Work/Family Groups: Huge Living Room+Fun Backyard

8. Clean & Comfortable 3-Bedroom House Fenced in Yard Family Friendly New Albany

Clean & Comfortable 3-Bedroom House Fenced in Yard Family Friendly New Albany
New Albany
10.0 out of 10, Exceptional, (1 review)
"Nice home to stay. Very clean"
United States
Angie W.
The price is £288
includes taxes & fees
18 Nov - 19 Nov
Clean & Comfortable 3-Bedroom House Fenced in Yard Family Friendly New Albany

9. Pink House Social

Pink House Social
Amory
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay in the Pink House. The owner was very easy to work with and we loved the decor. It was a perfect place for our group to stay for our first trip to Mississippi! "
Canada
Dorothy L.
The price is £274
includes taxes & fees
17 Nov - 18 Nov
Pink House Social

10. Delightful 4-bedroom house with AC in charming Thaxton

Delightful 4-bedroom house with AC in charming Thaxton
Thaxton
The price is £3,210
includes taxes & fees
12 Nov - 13 Nov
Delightful 4-bedroom house with AC in charming Thaxton

11. Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek

Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek
Belmont
10.0 out of 10, Exceptional, (17 reviews)
"The farmhouse had everything you need for your stay. It was clean well stocked, and everything that the Vrbo listing said it had. A very peaceful restful stay."
United States
David M.
The price is £151
includes taxes & fees
12 Nov - 13 Nov
Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek

12. The Birdhouse-Pet Frndly-15mi to Ole Miss-by VDV

The Birdhouse-Pet Frndly-15mi to Ole Miss-by VDV
Oxford
The price is £259
includes taxes & fees
18 Nov - 19 Nov
The Birdhouse-Pet Frndly-15mi to Ole Miss-by VDV

13. The Lil' Sipp-4mi to Sq+Campus-Velvet Ditch Villas

The Lil' Sipp-4mi to Sq+Campus-Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Cabin was quaint and had a rustic appeal. It was clean, host was kind, and location was within a short distance to town. Serviced its purposes for our needs. Would definitely rent again."
United States
Shannon D.
The price is £214
includes taxes & fees
18 Nov - 19 Nov
The Lil' Sipp-4mi to Sq+Campus-Velvet Ditch Villas

14. The Merion, 3BR+Game room by Velvet Ditch Villas

The Merion, 3BR+Game room by Velvet Ditch Villas
Oxford
The price is £290
includes taxes & fees
16 Nov - 17 Nov
The Merion, 3BR+Game room by Velvet Ditch Villas

15. House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Oxford
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely loved our visit!! Clean, cozy, and just the right size for our family of four. "
United States
Coreen M.
The price is £240
includes taxes & fees
6 Dec - 7 Dec
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled

16. Nuttall Oak Retreat

Nuttall Oak Retreat
Oxford
10.0 out of 10, Exceptional, (1 review)
"House is spacious and clean. "
United States
Christine C.
The price is £233
includes taxes & fees
23 Nov - 24 Nov
Nuttall Oak Retreat

17. The NestEgg, Firepit|Grill, 10mi to Ole Miss, VDV

The NestEgg, Firepit|Grill, 10mi to Ole Miss, VDV
Oxford
The price is £285
includes taxes & fees
12 Nov - 13 Nov
The NestEgg, Firepit|Grill, 10mi to Ole Miss, VDV

18. Pet Friendly Rebel Retreat - Walk to stadium

Pet Friendly Rebel Retreat - Walk to stadium
Oxford
The price is £171
includes taxes & fees
23 Nov - 24 Nov
Pet Friendly Rebel Retreat - Walk to stadium

19. The Campbell 3BR Cozy Home by Velvet Ditch Villas

The Campbell 3BR Cozy Home by Velvet Ditch Villas
Oxford
The price is £273
includes taxes & fees
18 Nov - 19 Nov
The Campbell 3BR Cozy Home by Velvet Ditch Villas

20. The Taylor Pad

The Taylor Pad
Oxford
The price is £181
includes taxes & fees
22 Nov - 23 Nov
The Taylor Pad
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.

Tupelo and related destinations

Visit Elvis Presley's humble birthplace home and learn how this small town shaped the King's early years. Explore the Natchez Trace Parkway's scenic trails and stop at the car museum where vintage cars gleam under spotlights.

A large brick building with a clock tower and a flagpole with the American flag.

Top reviews in Tupelo