A calm lake surrounded by trees and a clear sky.

Holiday Homes in Tupelo

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Tupelo holiday homes

A black building with a porch, numbered 298, featuring a wooden swing, a guitar, and a potted plant.

1. NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style

NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style
Tupelo
9.6 out of 10, Exceptional, (4 reviews)
"Clean and set up just for me and my dog. I enjoyed my stay and Mel was very helpful and kind. "
United States
Neesha O.
The price is €182
includes taxes & fees
22 Nov - 23 Nov
NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style
A living room with a brown leather sofa, a green armchair, a wooden coffee table, and a cowhide rug.

2. The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage with Hot Tub
Tupelo
10.0 out of 10, Exceptional, (51 reviews)
"Nice clean place to stay in a convenient area"
United States
Evan D.
The price is €341
includes taxes & fees
19 Nov - 20 Nov
The Sugar Shack Cottage with Hot Tub
A modern living room with a sofa, a coffee table with a bowl of pinecones and flowers, a lamp, and a view of the outdoors through large windows.

3. Modern Historic Family Retreat House in Downtown Tupelo

Modern Historic Family Retreat House in Downtown Tupelo
Tupelo
10.0 out of 10, Exceptional, (5 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 €353
includes taxes & fees
26 Oct - 27 Oct
Modern Historic Family Retreat House in Downtown Tupelo
A modern kitchen with a marble countertop, stainless steel appliances, and wooden flooring.

4. Bristow Bungalow

Bristow Bungalow
Tupelo
9.0 out of 10, Wonderful, (44 reviews)
"Host was responsive and helped with any troubles. Clean house in a quiet area close to everything."
United States
Sam T.
The price is €250
includes taxes & fees
25 Oct - 26 Oct
Bristow Bungalow
A wall with various framed posters and a mirror.

5. 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 €335
includes taxes & fees
15 Nov - 16 Nov
Hollywood Bungalow
A room with wooden flooring, a ceiling fan, a TV mounted on the wall, a wooden entertainment unit, a staircase, and a door.

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, (1 review)
"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 €191
includes taxes & fees
1 Nov - 2 Nov
Relax to the hum of alpacas just off the balcony of this former Amish store
A modern kitchen with a central island, stainless steel appliances, and a bar area with stools.

7. 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 €355
includes taxes & fees
17 Nov - 18 Nov
Pink House Social
A house with a covered patio, outdoor seating, and a gravel pathway.

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

Work/Family Groups: Huge Living Room+Fun Backyard
Mantachie
The price is €733
includes taxes & fees
24 Nov - 25 Nov
Work/Family Groups: Huge Living Room+Fun Backyard
A covered outdoor deck with a wooden floor and metal railing.

9. STATEN House Convenience & Comfort 3 bedroom Family & Pet Friendly

STATEN House Convenience & Comfort 3 bedroom Family & Pet Friendly
New Albany
The price is €436
includes taxes & fees
6 Nov - 7 Nov
STATEN House Convenience & Comfort 3 bedroom Family & Pet Friendly
Exterior

10. 35 min to Oxford 75 min Graceland

35 min to Oxford 75 min Graceland
New Albany
6.0 out of 10, (2 reviews)
"Such a cute property and the host is very friendly and helpful. We enjoyed our stay!"
United States
Mike D.
35 min to Oxford 75 min Graceland
A staircase with wooden railings leading to a landing, a framed picture on the wall, and a cushioned bench in the foreground.

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

Delightful 4-bedroom house with AC in charming Thaxton
Thaxton
Delightful 4-bedroom house with AC in charming Thaxton
A two-story house with a porch, a front door, and a small window.

12. 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, (14 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 €189
includes taxes & fees
30 Oct - 31 Oct
Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek
A brick building with a sign reading 'TOCOLOGY' and a covered outdoor seating area with tables and chairs.

13. The Birdhouse, Pet-Friendly 3BR by Velvet Ditch

The Birdhouse, Pet-Friendly 3BR by Velvet Ditch
Oxford
The price is €325
includes taxes & fees
25 Oct - 26 Oct
The Birdhouse, Pet-Friendly 3BR by Velvet Ditch
A modern kitchen with dark cabinetry, a large island, and a window with curtains.

14. 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 €373
includes taxes & fees
4 Nov - 5 Nov
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
A modern kitchen with a wooden island, bar stools, a dining area with a green chair, and a sign above the windows.

15. Charming, newly renovated, 3-bedroom, 2 full bath home.

Charming, newly renovated, 3-bedroom, 2 full bath home.
Rienzi
10.0 out of 10, Exceptional, (31 reviews)
"Quiet, clean and beautiful property! We would definitely stay here again."
United States
Shawn M H.
The price is €216
includes taxes & fees
26 Oct - 27 Oct
Charming, newly renovated, 3-bedroom, 2 full bath home.
A rustic cabin with a porch, surrounded by trees.

16. 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 €271
includes taxes & fees
25 Oct - 26 Oct
The Lil' Sipp-4mi to Sq+Campus-Velvet Ditch Villas
A living room with leather sofas, a coffee table, a fireplace, bookshelves, and a dining area with a view.

17. The Deer Run, Fireplace, 3BR | Velvet Ditch Villas

The Deer Run, Fireplace, 3BR | Velvet Ditch Villas
Oxford
The price is €428
includes taxes & fees
23 Nov - 24 Nov
The Deer Run, Fireplace, 3BR | Velvet Ditch Villas
Private kitchen

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

The Merion, 3BR+Game room by Velvet Ditch Villas
Oxford
The price is €374
includes taxes & fees
26 Oct - 27 Oct
The Merion, 3BR+Game room by Velvet Ditch Villas
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a dishwasher. There is a small island with two black bar stools.

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

The Campbell 3BR Cozy Home by Velvet Ditch Villas
Oxford
The price is €339
includes taxes & fees
18 Nov - 19 Nov
The Campbell 3BR Cozy Home by Velvet Ditch Villas
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and a large flat-screen TV.

20. The Summit House, 3BR by Velvet Ditch Villas

The Summit House, 3BR by Velvet Ditch Villas
Oxford
The Summit House, 3BR by Velvet Ditch Villas
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Tupelo Hotel Reviews

Spark by Hilton Tupelo

Spark by Hilton Tupelo

10/10 Excellent
"Perfect stop for a big trip"
Norman 1-night trip
Posted 1 day ago
Spark by Hilton Tupelo

Find out more about Tupelo

Tupelo Holiday Homes information

Number of reviews
145
Accommodation
407 Holiday Homes
Lowest Price
€182
Highest Price
€733