Holiday Rentals in Simpson County

  • 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

Featured Holiday Rentals in Simpson County

The Cozy Cabin with Hot Tub and Putting Green

8.0 out of 10, Very good, (10)
"The property was nice. The only things I hope they improve over time are the bathrooms and the gate to the property. The bathrooms have concrete on the floor and in the walls. The gate a process to keep up with and not very friendly with late night returns and if someone visits and leaves late. Overall the stay was nice. niceand leaves late. "
The price is €329
includes taxes & fees
21 Feb - 22 Feb
The Cozy Cabin with Hot Tub and Putting Green

The Cottage on College Street

10.0 out of 10, Exceptional, (161)
"The cute, very private cottage was decorated so beautifully and it was impeccably clean! The little extras like snacks, were appreciated and the extra touches made us both feel welcome. We hope to return soon! Don’t hesitate booking this exceptional cottage. "
The price is €176
includes taxes & fees
24 Feb - 25 Feb
The Cottage on College Street

Blue Bengal Bungalow 5 mins to Downtown Jackson & 15 mins to Jackson’s Airport

9.4 out of 10, Exceptional, (13)
"This was a very nice property. Very clean and well taken care of. Neighborhood is a little run down when you first approach, but seemed full of families and safe."
The price is €253
includes taxes & fees
28 Feb - 1 Mar
Blue Bengal Bungalow 5 mins to Downtown Jackson & 15 mins to Jackson’s Airport

Huge Historic 4BR House w/ Patio, sleeps 12

9.0 out of 10, Wonderful, (51)
"It is a lovely, large home with a grand driveway and garage—prompt communication with the owner throughout the stay. "
Huge Historic 4BR House w/ Patio, sleeps 12

Escape to the Canopy: Enchanting Treehouse Retreat in the Heart of Nature

10.0 out of 10, Exceptional, (16)
"My husband and I wanted to take a weekend trip to Laurel, MS for the Chili Cookoff and searched for a peaceful cabin or treehouse out of town in a woodsy area. This was the PERFECT place for us. The treehouse cabin is so peaceful and complete with all the amenities necessary for a few nights stay in comfort. We especially enjoyed evenings and mornings with coffee out by the fire pit. The treehouse is clean, cozy, and inviting. Checkin and checkout are easy and all necessary information is...
The price is €196
includes taxes & fees
2 Mar - 3 Mar
Escape to the Canopy: Enchanting Treehouse Retreat in the Heart of Nature

Riverfront Cabin w/ Outdoor Oasis in Seminary!

10.0 out of 10, Exceptional, (48)
"Love this place!! The host thought of everything!!! "
Riverfront Cabin w/ Outdoor Oasis in Seminary!

Kennington's Mansion, Unbelievable new retreat

10.0 out of 10, Exceptional, (3)
"My family stayed at Kennington mansion for a family event- celebration of life. The house is as pictured only better. It’s beautiful and homey at the same time. Everyone in our family loved it. We had people from all over the US- trust me it’s a real treat. It’s like a luxury property. Book there now because once it catches on the price us definitely going up!!"
Kennington's Mansion, Unbelievable new retreat

Royal Resort

9.6 out of 10, Exceptional, (12)
"I have nothing bad to say the host was great and the home was beautiful. Everything was as described and looked even better in person.Would definitely book again 10 out of 10 forsure !"
Royal Resort

Okatoma River Cabin/ Convenient Location

9.6 out of 10, Exceptional, (54)
"The property was very nice and secluded. The grounds are well kept. It was easy to find, but we are also familiar with the area. Our family had a great time for the weekend. Our only complaint is the coffee maker is broken and there was not any useable wood to make a fire. We did not receive any check out instructions, so we did the best with our know of previous properties we have stayed at. "
The price is €350
includes taxes & fees
5 Mar - 6 Mar
Okatoma River Cabin/ Convenient Location

FAB Studio Near Capitol, Hospitals, & Fair Grounds

9.4 out of 10, Exceptional, (9)
"It was a great place to stay, a good location and very accessible. I was able to communicate with the host very easily. My only concern was the cleanliness of the bed spreads. The sheets were irritable to my skin hence there were sightings of hair and little spots and the blankets and covers did not smell fresh or clean. "
FAB Studio Near Capitol, Hospitals, & Fair Grounds

Stay Local - Gameroom near Amphitheater and Baseball

9.8 out of 10, Exceptional, (9)
"Teens loved the game room. Great Communication. Everything adequate. We were happy here on christmas. Do not miss drive through lights in Brandon."
The price is €386
includes taxes & fees
23 Feb - 24 Feb
Stay Local - Gameroom near Amphitheater and Baseball

NEW! The Belhaven Jungalow

8.6 out of 10, Excellent, (11)
"The space was cheerful and quirky and it was nice to get a "neighborhood" vibe. Would have liked a little more info about how to work stuff and the checkout procedure. Nice little oasis on a cross country trek."
The price is €162
includes taxes & fees
23 Feb - 24 Feb
NEW! The Belhaven Jungalow

Secluded getaway cabin on 50 acres in the beautiful woods of Utica, MS.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Easy check-in and the owner was quickly to respond to any questions or concerns. Will be back!"
The price is €285
includes taxes & fees
21 Feb - 22 Feb
Secluded getaway cabin on 50 acres in the beautiful woods of Utica, MS.

Tranquil 4-bedroom house in Jackson with fitness room and WiFi

The price is €322
includes taxes & fees
21 Feb - 22 Feb
Tranquil 4-bedroom house in Jackson with fitness room and WiFi

Cozy Jackson Vacation Rental < 1 Mi to University

10.0 out of 10, Exceptional, (2)
"Everything was nice and neat "
Cozy Jackson Vacation Rental < 1 Mi to University

Crystal Springs Cabin, 4 Mi to Calling Panther!

Crystal Springs Cabin, 4 Mi to Calling Panther!

Cozy 1 BR across from Belhaven Town Center

10.0 out of 10, Exceptional, (2)
"We were looking for somewhere really close to the Baptist hospital so we could walk back and forth to visit my father, who was in the hospital for 2 weeks, 3 hours away from where we live. It was a quick 6 min walk past newer restaurants. Seemed like a nice, safe area. This VRBO was older, but very clean, and had everything we needed. We really appreciated being able to do laundry and having a kitchen. The hosts were quick to respond to our requests to extend our stay. We will definitely...
The price is €172
includes taxes & fees
21 Mar - 22 Mar
Cozy 1 BR across from Belhaven Town Center

Cozy 2-bedroom Downtown Jackson MS Apartment

8.0 out of 10, Very good, (2)
"Our stay was great! The property is affordable and private. We had to clean the property upon arrival but we would have done that anyway. Overall a nice place, the property owner responded timely to requests and we were able to have a nice last family dinner together for a while. Thank you!"
Cozy 2-bedroom Downtown Jackson MS Apartment

Waterfront Terry Home w/ 3 Decks & Hot Tub!

10.0 out of 10, Exceptional, (6)
"This is our second time staying at this property but we look forward to many more trips! We love being disconnected from tech and enjoying nature so this property is perfect for relaxing with family. "
Waterfront Terry Home w/ 3 Decks & Hot Tub!

Homey 1 BR across from the Belhaven Town Center

8.8 out of 10, Excellent, (3)
"Really nice place. Loved the decor and kitchen! Even has washer and dryer!!! Very clean. Although if you have leg /mobility issues. Not the place for you. We managed. Stairs up to main and 2nd fl. Front entrance might b ok on bottom fl. Ty!"
The price is €172
includes taxes & fees
21 Mar - 22 Mar
Homey 1 BR across from the Belhaven Town Center
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 Simpson County
Save an average of 15% on thousands of hotels when you're signed in