A calm lake surrounded by trees and a clear sky.

Holiday Homes in Tupelo

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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 AU$292
includes taxes & fees
26 Oct - 27 Oct
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 AU$551
includes taxes & fees
22 Oct - 23 Oct
The Sugar Shack Cottage with Hot Tub
Living area

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 AU$537
includes taxes & fees
17 Nov - 18 Nov
Hollywood Bungalow
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.

4. 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 AU$564
includes taxes & fees
1 Nov - 2 Nov
Modern Historic Family Retreat House in Downtown Tupelo
A modern kitchen with a marble countertop, stainless steel appliances, and wooden flooring.

5. Bristow Bungalow

Bristow Bungalow
Tupelo
9.0 out of 10, Wonderful, (43 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 AU$432
includes taxes & fees
25 Oct - 26 Oct
Bristow 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 AU$313
includes taxes & fees
19 Oct - 20 Oct
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 AU$578
includes taxes & fees
17 Nov - 18 Nov
Pink House Social
Double vanity bath with shower

8. 35 min to Oxford 75 min Graceland

35 min to Oxford 75 min Graceland
New Albany
10.0 out of 10, Exceptional, (1 review)
"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 house with a covered patio, outdoor seating, and a gravel pathway.

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

Work/Family Groups: Huge Living Room+Fun Backyard
Mantachie
The price is AU$1,038
includes taxes & fees
18 Oct - 19 Oct
Work/Family Groups: Huge Living Room+Fun Backyard
A two-story house with a front porch, a garage, and a well-maintained lawn.

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

Delightful 4-bedroom house with AC in charming Thaxton
Thaxton
The price is AU$6,295
includes taxes & fees
28 Oct - 29 Oct
Delightful 4-bedroom house with AC in charming Thaxton
A garden bed with a variety of plants and decorative stones.

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, (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 AU$304
includes taxes & fees
30 Oct - 31 Oct
Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek
A modern kitchen with a wooden island, bar stools, a dining area with a green chair, and a sign above the windows.

12. 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, (30 reviews)
"Quiet, clean and beautiful property! We would definitely stay here again."
United States
Shawn M H.
The price is AU$350
includes taxes & fees
9 Nov - 10 Nov
Charming, newly renovated, 3-bedroom, 2 full bath home.
A bed with a checkered bedspread and pillows, a bedside lamp, and a nightstand with a glass jar and tissue box.

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

The Birdhouse, Pet-Friendly 3BR by Velvet Ditch
Oxford
The price is AU$520
includes taxes & fees
19 Oct - 20 Oct
The Birdhouse, Pet-Friendly 3BR by Velvet Ditch
A property with a deck, a lawn, and a forested area.

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

The Deer Run, Fireplace, 3BR | Velvet Ditch Villas
Oxford
The price is AU$569
includes taxes & fees
28 Oct - 29 Oct
The Deer Run, Fireplace, 3BR | Velvet Ditch Villas
Exterior

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

The Campbell 3BR Cozy Home by Velvet Ditch Villas
Oxford
The price is AU$545
includes taxes & fees
26 Oct - 27 Oct
The Campbell 3BR Cozy Home by Velvet Ditch Villas
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, (1 review)
"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 AU$424
includes taxes & fees
20 Oct - 21 Oct
The Lil' Sipp-4mi to Sq+Campus-Velvet Ditch Villas
A bedroom with a bed, bedside tables, a bench, and a door.

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

The Merion, 3BR+Game room by Velvet Ditch Villas
Oxford
The price is AU$591
includes taxes & fees
20 Oct - 21 Oct
The Merion, 3BR+Game room by Velvet Ditch Villas
Exterior

18. The Henry, 3BR Home by Velvet Ditch Villas

The Henry, 3BR Home by Velvet Ditch Villas
Oxford
The price is AU$586
includes taxes & fees
19 Oct - 20 Oct
The Henry, 3BR Home by Velvet Ditch Villas
A modern kitchen with dark cabinetry, a large island, and a window with curtains.

19. 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 AU$453
includes taxes & fees
20 Oct - 21 Oct
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
A rustic interior with a wooden wall, a sofa, a bench, and a dining table.

20. The Barn, Bar+Pool+Theater, Velvet Ditch Villas

The Barn, Bar+Pool+Theater, Velvet Ditch Villas
Oxford
The price is AU$824
includes taxes & fees
19 Oct - 20 Oct
The Barn, Bar+Pool+Theater, 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.
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Top Tupelo Hotel Reviews

Holiday Inn Hotel & Suites Tupelo North by IHG

Holiday Inn Hotel & Suites Tupelo North by IHG

10/10 Excellent
"Really nice stay. Great bar. Comfy bed"
Scott 2-night trip
Posted 2 days ago
Holiday Inn Hotel & Suites Tupelo North by IHG

Find out more about Tupelo

Tupelo Holiday Homes information

Number of reviews
145
Accommodation
394 Holiday Homes
Lowest Price
AU$292
Highest Price
AU$6,295