Holiday Rentals in Chickasaw County

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Featured Holiday Rentals in Chickasaw County

Outdoor dining
Bristow Bungalow

Bristow Bungalow

Tupelo
9.2 out of 10, Wonderful, (31)
"Enjoyed our stay. Host was easy to communicate with. Would recommend. "
United States
Charlene B.
The price is €250
includes taxes & fees
14 Dec - 15 Dec
Bristow Bungalow
Property grounds
Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.

Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.

Tupelo
9.8 out of 10, Exceptional, (44)
"Our stay was great! The cottage is cute and quaint with decor. The owners are awesome. The internet went out and Dee came out to help us with the modem. It was a Comcast issue, but they were willing to make it right if it didn’t come back on. We will definitely be staying here for our future visits to Tupelo."
United States
DEMARRA S.
Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.
Exterior
Hollywood Bungalow

Hollywood Bungalow

Tupelo
9.8 out of 10, Exceptional, (20)
"The pictures do not do this place justice! The place is way larger than it appears and immaculately maintained. The place was spotless and the bed was super comfortable. If you’re looking for a place to stay I can’t recommend this spot enough! "
United States
Anna D.
The price is €292
includes taxes & fees
16 Nov - 17 Nov
Hollywood Bungalow
Interior
Heart Break Hotel Rad Bungalow - Rock-n-roll themed 2-bedroom downtown Tupelo.

Heart Break Hotel Rad Bungalow - Rock-n-roll themed 2-bedroom downtown Tupelo.

Tupelo
Heart Break Hotel Rad Bungalow - Rock-n-roll themed 2-bedroom downtown Tupelo.
Property grounds
Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Belden
10.0 out of 10, Exceptional, (7)
"The hosts was very pleasant to work with. We all a great stay and just enjoyed our downtime for our girls trip getaway. The cottage was clean and easy to locate."
United States
April C.
The price is €239
includes taxes & fees
17 Nov - 18 Nov
Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Property grounds
Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Belden
10.0 out of 10, Exceptional, (13)
"The host was wonderful and very helpful. The cottage was adorable. The property is large and well kept. We had a great time."
United States
Liberty E.
The price is €236
includes taxes & fees
14 Dec - 15 Dec
Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Fridge, microwave, oven, stovetop
•A Family Haven N' Heart of Tupelo: 4 Bedrooms, 6 Beds, 1.5 Baths Sleeps 8 or 9

•A Family Haven N' Heart of Tupelo: 4 Bedrooms, 6 Beds, 1.5 Baths Sleeps 8 or 9

Tupelo
9.4 out of 10, Exceptional, (9)
"Stayed here in lieu of multiple hotel rooms for a larger group and was not disappointed. The house was clean, bathroom and kitchen were updated, the rooms were comfortable, and the neighborhood was quiet and safe. Nice welcoming treats on arrival, coffee for the keurig, and the owner was very responsive. We would stay again!"
United States
Derek G.
•A Family Haven N' Heart of Tupelo: 4 Bedrooms, 6 Beds, 1.5 Baths Sleeps 8 or 9
House (2 Bedrooms) | Interior
Historic Aberdeen Vacation Home w/ Yard!

Historic Aberdeen Vacation Home w/ Yard!

3.0 star property
Aberdeen
Historic Aberdeen Vacation Home w/ Yard!
Microwave, oven, stovetop, dishwasher
Relax & Unwind in a Charming 2BR Home with Golf Course Views!

Relax & Unwind in a Charming 2BR Home with Golf Course Views!

2.0 star property
Pontotoc
10.0 out of 10, Exceptional, (1)
"Great, responsive host! Peaceful location and very cozy home with a lot of nice small touches."
United States
Christine L.
Relax & Unwind in a Charming 2BR Home with Golf Course Views!
Exterior
The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage with Hot Tub

Tupelo
10.0 out of 10, Exceptional, (33)
"Little problem getting in due to the lock apparently not being properly programmed, but otherwise a very nice place. Neighborhood close to downtown. Would stay again."
United States
William R.
The price is €313
includes taxes & fees
17 Nov - 18 Nov
The Sugar Shack Cottage with Hot Tub
House (3 Bedrooms) | Interior
Relaxing Prairie Home, 29 Mi to Starkville!

Relaxing Prairie Home, 29 Mi to Starkville!

3.0 star property
Prairie
Relaxing Prairie Home, 29 Mi to Starkville!
Microwave, oven, stovetop, coffee/tea maker
Cozy 1-bedroom house in charming West Point with AC, WiFi

Cozy 1-bedroom house in charming West Point with AC, WiFi

West Point
9.4 out of 10, Exceptional, (16)
"Property was very nice and the owner was very helpful."
United States
Thai
Cozy 1-bedroom house in charming West Point with AC, WiFi
Exterior
Enjoy this elegant artdeco home centrally-located in the heart of Tupelo.

Enjoy this elegant artdeco home centrally-located in the heart of Tupelo.

Tupelo
10.0 out of 10, Exceptional, (6)
"We LOVED our stay at Blue Moon! We were in town for a wedding with our 2 college aged sons. The location was perfect! Very close to the places we had to be and to everything one might need!The house is beautifully decorated and apportioned with everything and more needed to enjoy a stay in Tupelo. The floor plan was perfect for us and a few friends/family members who joined us from time to time. Great layout made the house feel bigger than it is. With it being summer….we were thrilled...
United States
Don T.
Enjoy this elegant artdeco home centrally-located in the heart of Tupelo.
Smart TV, fireplace
The Callaway Cottage- HOME AWAY FROM HOME!

The Callaway Cottage- HOME AWAY FROM HOME!

Tupelo
9.4 out of 10, Exceptional, (19)
"Perfect cozy short stay. Would definitely book here again."
United States
Sonya S.
The price is €230
includes taxes & fees
14 Dec - 15 Dec
The Callaway Cottage- HOME AWAY FROM HOME!
Dining
Gorgeous 3-bed, 3.5 bath on 32 acres of beautiful farmland, Shannon, MS. WiFi.

Gorgeous 3-bed, 3.5 bath on 32 acres of beautiful farmland, Shannon, MS. WiFi.

Shannon
The price is €863
includes taxes & fees
16 Nov - 17 Nov
Gorgeous 3-bed, 3.5 bath on 32 acres of beautiful farmland, Shannon, MS. WiFi.
Pool
Magnolia Haven: 2BD/1BA Retreat w/ Gym, Pool, BBQ Grill

Magnolia Haven: 2BD/1BA Retreat w/ Gym, Pool, BBQ Grill

Tupelo
9.0 out of 10, Wonderful, (7)
"I enjoyed staying at this apartment. It had everything I needed and is well kept. It’s in a great location to anything you could need while in Tupelo. The host was very responsive and helpful. I hope to come back "
United States
Jennifer G.
Magnolia Haven: 2BD/1BA Retreat w/ Gym, Pool, BBQ Grill
1 bedroom, desk, iron/ironing board, free WiFi
~RomanticRoomForCouple~Gated Condo'NHeartOfTupelo3guests

~RomanticRoomForCouple~Gated Condo'NHeartOfTupelo3guests

Tupelo
9.0 out of 10, Wonderful, (6)
"It was a very convenient and clean stay. John was great with communication and we look forward to coming back soon. "
United States
Mike
~RomanticRoomForCouple~Gated Condo'NHeartOfTupelo3guests
Dining
Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.

Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.

Pontotoc
9.6 out of 10, Exceptional, (13)
"We came to visit my daughter and see an Ole Miss football game. It was a simple drive from Ole Miss. Dee was the absolute best to communicate with and made sure everything was ready for us. "
United States
Stacey K.
Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.
Exterior
Spacious Historic Downtown home that sleeps up to 10!

Spacious Historic Downtown home that sleeps up to 10!

Tupelo
9.8 out of 10, Exceptional, (59)
"What a great find! This awesome property gave our fam of 4 PLENTY of room to spread out when we came to Tupelo for my nephew's wedding. It was clean, convenient, and comfortable!! Thanks for a great place to stay!! "
United States
Lonny B.
The price is €298
includes taxes & fees
16 Nov - 17 Nov
Spacious Historic Downtown home that sleeps up to 10!
Fridge, microwave, oven, stovetop
Downtown Access | Stylish | Family Space

Downtown Access | Stylish | Family Space

Starkville
10.0 out of 10, Exceptional, (2)
"We loved this house. My son and I stayed here for the weekend while attending a football game. We loved that it was a quiet, peaceful property a bit outside of town but certainly close enough that you could get to town in 10 minutes or less. The house had everything you need; nice, comfortable bedding and furniture, tv's in every room, plenty of towels, and everything you'd need in the kitchen. We also loved the awesome covered porch. We will definitely be back and would recommend this place...
United States
Matt J.
Downtown Access | Stylish | Family Space
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 Chickasaw County Hotel Reviews

Spark by Hilton Tupelo

Spark by Hilton Tupelo

10/10 Excellent
"Friendly staff. Very clean "
Terry 1-night trip
Posted 4 days ago
Spark by Hilton Tupelo

Find out more about Chickasaw County

Holiday Homes in Chickasaw County

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