Holiday Homes in Charleston

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Featured Holiday Homes in Charleston

Perfect Fishermen’s Retreat on the Tennessee River or a Relaxing Family Getaway.
Interior

Perfect Fishermen’s Retreat on the Tennessee River or a Relaxing Family Getaway.

10.0 out of 10, Exceptional, (156)
"This is a great place for multiple family members or friends to stay at. Owners are very responsive with any concerns. I highly recommend it and did recommend to my extended family. "
Perfect Fishermen’s Retreat on the Tennessee River or a Relaxing Family Getaway.
Be immersed in the tranquil beauty of nature while enjoying our boho bungalow.
Fireplace

Be immersed in the tranquil beauty of nature while enjoying our boho bungalow.

9.6 out of 10, Exceptional, (13)
"Great location for visit in Dayton. "
Be immersed in the tranquil beauty of nature while enjoying our boho bungalow.
New Modern & Private Tiny Home on 21 acres
Terrace/patio

New Modern & Private Tiny Home on 21 acres

2.0 star property
9.6 out of 10, Exceptional, (5)
"Such an incredible place.. peaceful, amazing windows for sunlight… great Firepit.. extremely clean!!! Thank you!!!"
The price is AU$284
includes taxes & fees
2 Dec - 3 Dec
New Modern & Private Tiny Home on 21 acres
Luxury Waterfront Home over 6000 sq ft.
Fridge, microwave, oven, stovetop

Luxury Waterfront Home over 6000 sq ft.

9.6 out of 10, Exceptional, (179)
"This is the third time our group has been to this house and we loved it just as much as the first time! It sleeps a ton of people comfortably and plenty of space to relax. Misty the property manager is so communicative and helped out so much! This is a wonderful spot with beautiful views!"
Luxury Waterfront Home over 6000 sq ft.
Summit Field Sunsets
Interior

Summit Field Sunsets

10.0 out of 10, Exceptional, (7)
"Our family of four adults was visiting Chattanooga for a family gathering. We chose this property due to its size and location. It is roughly 3 miles from Hamilton Mall with easy access to I75.The house is beautiful and extremely well appointed. It is very clean and super comfortable. The large deck would be super in warmer weather! The hosts were easy to work with and very attentive. Overall we were extremely pleased and the property is outstanding! Would highly recommend!"
Summit Field Sunsets
Luxury Lake Front House - Game room, private dock and used for wedding parties
Miscellaneous

Luxury Lake Front House - Game room, private dock and used for wedding parties

9.8 out of 10, Exceptional, (271)
"Great layout and plenty of space for family during our daughter’s wedding weekend!"
Luxury Lake Front House - Game room, private dock and used for wedding parties
Updated Cabin - Hiwassee Highlife
Fridge, microwave, oven, stovetop

Updated Cabin - Hiwassee Highlife

9.2 out of 10, Wonderful, (25)
"Although we were only there to sleep, it was comfortable. The internet is usable but some members did not have phone service while there. There are lots of steps to get around the property but they are all well built and secure. Only issue was we constantly had a few neighbor dogs roaming the property but they didn't bother my service dog. We look forward to staying again during warmer months to experience the water!"
Updated Cabin - Hiwassee Highlife
New Mountain Retreat w/outdoor activities including rock climbing and hiking
Fridge, microwave, oven, stovetop

New Mountain Retreat w/outdoor activities including rock climbing and hiking

10.0 out of 10, Exceptional, (38)
"Property was fantastic! Beautiful place for my family to stay while attending my daughter’s wedding. Had everything we needed. Owner was extremely helpful and responsive to messages. Look forwards to coming back!"
New Mountain Retreat w/outdoor activities including rock climbing and hiking
Harrison Bay State Park - Bring your own boat! 12-acres with a fishing pond on site
Aerial view

Harrison Bay State Park - Bring your own boat! 12-acres with a fishing pond on site

10.0 out of 10, Exceptional, (11)
"Cute house in a great area. We were there for a quick trip and wished we could have enjoyed the area during the day. Property managers were responsive if I had questions and very accommodating. Thank you."
Harrison Bay State Park - Bring your own boat! 12-acres with a fishing pond on site
Luxe Lake Chickamauga Retreat w/ Boat Dock!
Terrace/patio

Luxe Lake Chickamauga Retreat w/ Boat Dock!

9.8 out of 10, Exceptional, (23)
"We had a great time at the lake with our family here. Some of the finishes of the house weren't as nice as I would hope, but overall it was a great place for our family and a nice place to get away."
Luxe Lake Chickamauga Retreat w/ Boat Dock!
Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN
Lake

Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN

9.8 out of 10, Exceptional, (61)
"Enjoyed the house Very clean and comfy Porch was the best"
Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN
Renovated ranch home, 1850 sf-15 mins to Whacker -25 mins to Chattanooga Airport
Fridge, microwave, oven, stovetop

Renovated ranch home, 1850 sf-15 mins to Whacker -25 mins to Chattanooga Airport

9.0 out of 10, Wonderful, (14)
"We enjoyed this beautiful ranch style house that has been renovated. The open floor plan is perfect for entertaining. We loved sitting in the living room with the electric fireplace on. My husband loved watching TV in the den. We will be back in the future."
Renovated ranch home, 1850 sf-15 mins to Whacker -25 mins to Chattanooga Airport
Spacious home near Lee University, historic downtown Cleveland
Fridge, microwave, oven, stovetop

Spacious home near Lee University, historic downtown Cleveland

10.0 out of 10, Exceptional, (45)
"Amazing home! Very clean!"
Spacious home near Lee University, historic downtown Cleveland
Getaway to Ocoee and Hiwassee
Smart TV

Getaway to Ocoee and Hiwassee

2.0 star property
Getaway to Ocoee and Hiwassee
A PIECE OF PARADISE, WATERFRONT HOME
Outdoor dining

A PIECE OF PARADISE, WATERFRONT HOME

10.0 out of 10, Exceptional, (100)
"Our family had to change houses last minute due to cancellation of our other house. We were not disappointed with the change. House is very clean, property owner has wonderful communication with renters & the parking was big enough for both of our boats. Wonderful stay and highly recommend! "
A PIECE OF PARADISE, WATERFRONT HOME
Lakefront, large yard, close to Chattanooga, 9 beds, private dock, pets ok
Lake

Lakefront, large yard, close to Chattanooga, 9 beds, private dock, pets ok

8.4 out of 10, Very good, (84)
"Great stay, great location. I wish it had more space for boat parking. A carport parking for 5 or 6 boats would be great. It has the space."
Lakefront, large yard, close to Chattanooga, 9 beds, private dock, pets ok
Escape to Farm Paradise
Fridge, microwave, oven, stovetop

Escape to Farm Paradise

9.6 out of 10, Exceptional, (25)
"Very comfortable and beautiful property inside and out. Be prepared to take stairs up and down during stay… was good for me because I enjoyed the bonus exercise. Close to the Red Clay Historic State Park and super close to the Red Clay Resort. Great all around!"
The price is AU$234
includes taxes & fees
31 Dec - 1 Jan 2025
Escape to Farm Paradise
EXCLUSIVE LARGE 2 BEDROOM SUITE W/THEATER ROOM + KITCHEN
Exterior

EXCLUSIVE LARGE 2 BEDROOM SUITE W/THEATER ROOM + KITCHEN

10.0 out of 10, Exceptional, (37)
"As advertised. Host was friendly and welcomjng"
The price is AU$256
includes taxes & fees
4 Dec - 5 Dec
EXCLUSIVE LARGE 2 BEDROOM SUITE W/THEATER ROOM + KITCHEN
Cozy River House, Beautiful River Views, Community Boat Ramp, and Kayaks
Outdoor dining

Cozy River House, Beautiful River Views, Community Boat Ramp, and Kayaks

9.8 out of 10, Exceptional, (17)
"We really enjoyed our time at the river house. I wish we had a few more days to explore on the kayaks but we hope to come back in the future. Beds were very comfortable and kitchen had everything we needed. I would definitely recommend!"
Cozy River House, Beautiful River Views, Community Boat Ramp, and Kayaks
LUXURY Barn Chalet. 2 bedrooms, firepit, BBQ, loft, trails, ponds, park
Fridge, microwave, oven, stovetop

LUXURY Barn Chalet. 2 bedrooms, firepit, BBQ, loft, trails, ponds, park

10.0 out of 10, Exceptional, (35)
"Home was welcoming, well stocked and very clean. Highly recommend "
The price is AU$539
includes taxes & fees
1 Dec - 2 Dec
LUXURY Barn Chalet. 2 bedrooms, firepit, BBQ, loft, trails, ponds, park
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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Other property types in Charleston

Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN
Lake

Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN

9.8 out of 10, Exceptional, (61)
"Enjoyed the house Very clean and comfy Porch was the best"
Cypress Cove - Cozy home just off Hiwassee River in Historic Charleston TN
Charleston Historic Getaway
Fridge, microwave, oven, stovetop

Charleston Historic Getaway

9.8 out of 10, Exceptional, (13)
"We stayed at the Charleston hosted by Mary for my sister in laws wedding. It was the perfect space for our family. Not only is the home very historical but it also has a lot of modern features which everyone loved. Mary communicated well and professionally during the process and before check in and said to reach out if something happen. We will stay here again for sure. "
Charleston Historic Getaway
The River's Edge on the Hiawassee Pet Friendly
Property grounds

The River's Edge on the Hiawassee Pet Friendly

9.6 out of 10, Exceptional, (13)
"We enjoyed the cabin so much, and the canoe with the dock was also a wonderful addition that added a lot of fun to our trip! The cabin is well stocked and the kitchen is very well suited to make meals there, which we ate in every night. The two outdoor fire places were a bonus and we thoroughly enjoyed the chiminea to make s’mores every night with the great weather we had! No bugs, a plus when sitting outside on the deck and drinking our coffee. Thankyou for sharing such a gem! Our dog enjoyed...
The River's Edge on the Hiawassee Pet Friendly
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.
Beautiful view of the beach with palm trees

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