Photo by Corey Dargan

Search Vacation Homes in Holly Springs

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 389 Vacation Homes in Holly Springs with updated reviews, rates, and availability.

Cozy Cottage right off the Oxford Square!

10.0 out of 10, Exceptional, (63)
"Very well appointed and comfortable. Definitely will seek to stay again in this lovely home. The owners definitely know how to offer a vacation experience at this property its one of the better VRBO experiences we have had in Oxford."
Cozy Cottage right off the Oxford Square!

Oxford's Best Pet Friendly Short Term Rental

9.8 out of 10, Exceptional, (89)
"Great "
The price is AED 220
AED 614 total
includes taxes & fees
17 Dec - 18 Dec
Oxford's Best Pet Friendly Short Term Rental

Darling Townhouse Walking distance to the Stadiums and THE GROVE!!!

10.0 out of 10, Exceptional, (23)
"Great spot! Loved the back patio space. Location would be ideal for a football game and you could walk to the stadium from campus condo. "
Darling Townhouse Walking distance to the Stadiums and THE GROVE!!!

Star Magnolia - Brand New Home!

10.0 out of 10, Exceptional, (2)
"This property was exactly as described! Clean and spacious. "
Star Magnolia - Brand New Home!

Cozy and comfortable. Just a few minutes walk to the Square and the University.

10.0 out of 10, Exceptional, (14)
"We loved this charming cottage and had a great stay in Oxford. Easy walk to town and stadium and host was do accommodating. We hope we can stay there another time. "
Cozy and comfortable. Just a few minutes walk to the Square and the University.

3 miles from Vaught-Hemingway Stadium!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Property was very clean and welcoming, exactly as described. Communication from host was excellent. Would definitely book again."
3 miles from Vaught-Hemingway Stadium!

Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

10.0 out of 10, Exceptional, (76)
"This was the cutest little hidden gem! Peaceful but close enough to go out to dinner easily. Everything was as described. Communications were outstanding and we truly enjoyed the stay! You won’t be disappointed! Highly recommended! "
The price is AED 643
AED 1,413 total
includes taxes & fees
24 Nov - 25 Nov
Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

Welcome to Kings Palace2

10.0 out of 10, Exceptional, (12)
"This place is conveniently located to lots of shops and dining. It was comfortable and roomy. "
Welcome to Kings Palace2

Wonderful house close to the historic square and the Ole Miss campus.

9.6 out of 10, Exceptional, (7)
"Our family traveled to Oxford for the Ole Miss vs Texas A&M game. We had no trouble making the reservation, communicating with the owners or using the property. It is located perfectly, walking distance to the square and campus. It is a lovely property!"
Wonderful house close to the historic square and the Ole Miss campus.

Spacious 3-Bedroom with Master Suite King Bed & Jacuzzi Tub. Private Retreat

10.0 out of 10, Exceptional, (11)
"Family in town for my granddaughter’s baby shower in Somerville. The place was very cozy and well kept. Nice area of town as well. Would definitely recommend this place. "
Spacious 3-Bedroom with Master Suite King Bed & Jacuzzi Tub. Private Retreat

Newly constructed townhouse, just 3.3 miles from the iconic Oxford Square.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property in a clean safe neighborhood "
Newly constructed townhouse, just 3.3 miles from the iconic Oxford Square.

Less than 10 minutes from Ole Miss in the city limits!

2.0 star property
10.0 out of 10, Exceptional, (1)
"The home was perfect for our short visit to Oxford"
Less than 10 minutes from Ole Miss in the city limits!

Spacious Home in the Heart of Oxford

Spacious Home in the Heart of Oxford

Quaint Oxford Home ~ 2 Mi to Ole Miss & The Grove!

7.6 out of 10, Good, (5)
"Good place to stay for my daughter's move-in. HOWEVER, 2 items to note: ****NOT ENOUGH COMFORTABLE SEATING. Needs to have comfortable seating for at least 4 or whatever the maximum occupancy is. Two bedroom house, but only a bean shaped love seat in the family room--2 max. Other options are ladder straight barstools. ****NO DISHWASHER (I'm sure listing is accurate, just not something I thought to check for). Hosts want you to wash/dry and return all dishes to cupboards, which can be...
Quaint Oxford Home ~ 2 Mi to Ole Miss & The Grove!

Rustic retreat

9.2 out of 10, Wonderful, (17)
"What a great home! Full of charm and character. Everything was as promised and the host was quick to respond to any questions we had. The restaurants she posts that are close were amazing as well. Definitely would stay here again. We came for the Ole Miss game and it was easy to get to and from Oxford! "
Rustic retreat

Tennessee Blue Note House.

4.8 out of 10, (3)
"There were 6 of us, all adult family members. The house was much as expected with a couple minor issues. The host responded quickly when I called him, although he was slow to respond to messages on the VRBO app. Overall it was a good place to stay."
Tennessee Blue Note House.

Chic Oxford Getaway with 3 Bedroom Suites!

10.0 out of 10, Exceptional, (12)
"Great location for games and great amenities inside. "
Chic Oxford Getaway with 3 Bedroom Suites!

NEW! 3 bed 4 bath townhome!

10.0 out of 10, Exceptional, (18)
"Great location and very clean and super nice townhome. Would definitely stay here again!"
NEW! 3 bed 4 bath townhome!

Mississippi Vacation Rental < 1 Mi to Ole Miss

10.0 out of 10, Exceptional, (4)
"Great property manager, great location, and the house met all of our needs.."
Mississippi Vacation Rental < 1 Mi to Ole Miss

Charming home in a quiet, established neighborhood - 5 min to campus

10.0 out of 10, Exceptional, (4)
"A great place to stay for a football weekend. Excellent communication with our hosts to ensure all our needs were met. "
Charming home in a quiet, established neighborhood - 5 min to campus
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.
Don't see what you're looking for?
See all available properties in Holly Springs
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Holly Springs

Remodeled historical loft walking distance from the Square.

10.0 out of 10, Exceptional, (9)
"You will have a 👍 getaway you will 💕 it"
The price is AED 404
AED 604 total
includes taxes & fees
24 Nov - 25 Nov
Remodeled historical loft walking distance from the Square.

Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

10.0 out of 10, Exceptional, (76)
"This was the cutest little hidden gem! Peaceful but close enough to go out to dinner easily. Everything was as described. Communications were outstanding and we truly enjoyed the stay! You won’t be disappointed! Highly recommended! "
The price is AED 643
AED 1,413 total
includes taxes & fees
24 Nov - 25 Nov
Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

Darling Townhouse Walking distance to the Stadiums and THE GROVE!!!

10.0 out of 10, Exceptional, (23)
"Great spot! Loved the back patio space. Location would be ideal for a football game and you could walk to the stadium from campus condo. "
Darling Townhouse Walking distance to the Stadiums and THE GROVE!!!
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.