Photo by Jeff White

Holiday Rentals in Simpson County

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Featured Holiday Rentals in Simpson County

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

10.0 out of 10, Exceptional, (124)
"Wonderful place, great host & excellent location."
The price is €242
includes taxes & fees
23 Feb - 24 Feb
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Farm cabin retreat at Kelly’s Jubilee

10.0 out of 10, Exceptional, (35)
"Super cute and cozy cabin. Hosts were amazing and had an amazing time!"
The price is €323
includes taxes & fees
7 Mar - 8 Mar
Farm cabin retreat at Kelly’s Jubilee

Secluded Cabin 3Bed/3Bath Max 6 people 2 King Masters,15 Minutes To Nashville

9.4 out of 10, Exceptional, (208)
"We had a Great stay at Monty’s Cabin. The cabin was as expected and was a short distance to Nashville and other areas. We truly enjoyed our stay!"
Secluded Cabin 3Bed/3Bath Max 6 people 2 King Masters,15 Minutes To Nashville

Cabin on the Hill - North Nashville Stunner!

9.0 out of 10, Wonderful, (22)
"We were celebrating my mother in laws 80th birthday and this house was in a centralized location for us to meet. The house was clean, roomy and included all the extras that may be forgotten while traveling. The pool table, foosball table and shuffleboard table were used every day! The view was gorgeous. I would highly recommend this place for any family."
Cabin on the Hill - North Nashville Stunner!

Mountain Music - Stunning Views

9.6 out of 10, Exceptional, (27)
"The only thing we wished is that there was a TV in the master bedroom we like to watch tv when we go to bed. But that was the only thing we would have changed! Amazing stay! "
Mountain Music - Stunning Views

Rustic Tennessee Country Retreat on 2 Acres!

9.8 out of 10, Exceptional, (25)
" The home was comfy, cozy, and full of charm. The owners were amazing with their communication and went above and beyond to ensure our comfort—they even came by to help us turn on the local TV so we could watch the ball drop and thoughtfully left the lights on for us. One magical morning, we even spotted three deer in the backyard! We truly can’t say enough positive things about this stay and the wonderful owners. Highly recommend!"
Rustic Tennessee Country Retreat on 2 Acres!

Log Cabin owned by Johnny Cash approx. 30 mins to downtown Nashville. Sleeps 6

10.0 out of 10, Exceptional, (41)
"I was impressed at some of the little touches the home owner made a point for us to have on our stay such as the log in the fireplace and some wood for the outside pit. Also the owner touched base upon our arrival to ensure we were all set for our stay. Very thoughtful hosts. Everything else met or exceeded our expectations. Was the perfect holiday getaway for our family. "
The price is €406
includes taxes & fees
23 Feb - 24 Feb
Log Cabin owned by Johnny Cash approx. 30 mins to downtown Nashville. Sleeps 6

BLESSING BY THE LAKE Lakefront Cabin w/ DOCK, Lake View and 2 Master Suites!

10.0 out of 10, Exceptional, (119)
"My family and I thoroughly enjoyed our little getaway to your gorgeous cabin. You thought of everything to have there and available. We appreciated the well stocked kitchen w all the items we needed to make a Thanksgiving feast. We enjoyed having a lovely fire, playing games, and spending time together as a family. "
BLESSING BY THE LAKE Lakefront Cabin w/ DOCK, Lake View and 2 Master Suites!

Private Pool & Hot Tub: Expansive Cedar Hill Home

9.4 out of 10, Exceptional, (13)
"This was our 2nd time here. We will continue to make this a yearly vacation spot. The kitchens do need to be stocked better with cooking items, hot pads, etc... "
Private Pool & Hot Tub: Expansive Cedar Hill Home

Country living at its best, chickens and a beautiful stocked pond to fish in

10.0 out of 10, Exceptional, (58)
"Awesome."
Country living at its best, chickens and a beautiful stocked pond to fish in

Historic Log Cabin, Dreamy Loft Suite, Stone Frpl.

10.0 out of 10, Exceptional, (73)
"I was very grateful to be tucked away at the cabin for a week. Quite cozy and peaceful. "
The price is €334
includes taxes & fees
27 Feb - 28 Feb
Historic Log Cabin, Dreamy Loft Suite, Stone Frpl.

Caspian Cottage - Secluded log cabin on 150 acres

10.0 out of 10, Exceptional, (375)
"Super nice place to stay. Seems like you’re in the middle of nowhere but your only about 15 minutes from most anything that you may need"
Caspian Cottage - Secluded log cabin on 150 acres

20 min to Nashville! 3000 sq ft. Peaceful setting! Beautiful views! Sleeps 16!

10.0 out of 10, Exceptional, (24)
"WE WENT WITH 10 PEOPLE & ALL HAD PLENTY OF SPACE. VERY CLOSE TO NASHVILLE BUT FAR AWAY ENOUGH WHERE YOU FEEL LIKE YOU'RE IN NATURE. WAS A GREAT STAY!"
20 min to Nashville! 3000 sq ft. Peaceful setting! Beautiful views! Sleeps 16!

Cute Cabin 30 mins from Nashville

9.6 out of 10, Exceptional, (67)
"Management company is very responsive and took care of any issues. Location is a secluded spot in the mountains and sufficient as a place to rest after a day out and about in the surrounding areas. Conveniently located between Nashville and Mammoth National Park."
Cute Cabin 30 mins from Nashville

Casa Vino - Farmhouse 30 mins North of Nashville

Casa Vino - Farmhouse 30 mins North of Nashville

Stunning Treehouse Mansion

9.6 out of 10, Exceptional, (17)
"This is such a unique and unforgettable property. The small personal touches such as fresh flowers in multiple rooms and fresh baked treats at check-in were appreciated. The views of the creek are amazing, especially from the master upstairs. "
The price is €451
includes taxes & fees
23 Feb - 24 Feb
Stunning Treehouse Mansion

Modern/rustic chalet nestled in the woods at Paradise Ranch & Retreat

10.0 out of 10, Exceptional, (35)
"What a beautiful property inside and out. The views are amazing as is the host. We will absolutely be back. "
Modern/rustic chalet nestled in the woods at Paradise Ranch & Retreat

Tree Fort Balcony Suite

9.6 out of 10, Exceptional, (42)
"After Christmas my husband & I just wanted to get a way to relax. Kelly’s place was super affordable and easy day trip to Nashville. The Tree Fort Balcony Suite is just as pictured, including all the fresh flowers. I would definitely stay here again. "
The price is €169
includes taxes & fees
21 Feb - 22 Feb
Tree Fort Balcony Suite

Porchland Cottage -PRACTICALLY NEW HOUSE with Countryside view -pet friendly

10.0 out of 10, Exceptional, (59)
"We celebrated Christmas as the Porchland property and it was perfect. This home is not only warm and inviting, it was even decorated for the Holiday. We enjoyed our time in Tennessee and would highly recommend this sweet home!"
Porchland Cottage -PRACTICALLY NEW HOUSE with Countryside view -pet friendly

A Home Named Sue, How Do You Do

10.0 out of 10, Exceptional, (20)
"We stayed at the house in December while in town for a family wedding. The house was beautifully decorated for the holidays and was very clean. The hosts were very nice and responsive when we had questions. Will definitely stay here again!"
A Home Named Sue, How Do You Do
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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