Holiday Homes in Trenton

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Check prices for these dates

Our top choices for Trenton holiday homes

1. High Point Hide-A-Way w/ Internet and a Hot Tub!

High Point Hide-A-Way w/ Internet and a Hot Tub!
Chattanooga Valley
9.6 out of 10, Exceptional, (48 reviews)
"This was such a great trip for my wife and I. We especially loved the outside shower and how remote the camper is."
United States
Landon
The price is €124
includes taxes & fees
9 Nov - 10 Nov
High Point Hide-A-Way w/ Internet and a Hot Tub!

2. Cherry Blossom Yurt on Lookout Mountain

Cherry Blossom Yurt on Lookout Mountain
Rising Fawn
10.0 out of 10, Exceptional, (22 reviews)
"We loved our stay!"
United States
Keri C.
The price is €217
includes taxes & fees
8 Nov - 9 Nov
Cherry Blossom Yurt on Lookout Mountain

3. Unique Outdoorman's Dream! 25 Minutes to Chattanooga! Full Kitchen! Unique Stay

Unique Outdoorman's Dream! 25 Minutes to Chattanooga! Full Kitchen! Unique Stay
Wildwood
9.2 out of 10, Wonderful, (14 reviews)
"Nice little "condo" that suited our needs for a couple of days. My son loved having the whole upstairs to himself and we got to watch some hang-gliders take off from the field just outside. "
United States
Red M.
Unique Outdoorman's Dream! 25 Minutes to Chattanooga! Full Kitchen! Unique Stay

4. PAC-Man Room #11 – Retro 1960s Motel Near Chattanooga

PAC-Man Room #11 – Retro 1960s Motel Near Chattanooga
Trenton
10.0 out of 10, Exceptional, (1 review)
"Love this place stay in pac man room and Elvis jungle room be back try other rooms"
United States
Michael S.
PAC-Man Room #11 – Retro 1960s Motel Near Chattanooga

5. Belvedere Box at On The Rocks Cargo Home Lookout Mountain

Belvedere Box at On The Rocks Cargo Home Lookout Mountain
Dade County
9.8 out of 10, Exceptional, (11 reviews)
"The view was just amazing. Check in was seamless and a lot of thoughtful touches. Would like to come back and rent all three places for our whole family."
United States
Amy
The price is €210
includes taxes & fees
11 Nov - 12 Nov
Belvedere Box at On The Rocks Cargo Home Lookout Mountain

6. Fall Getaway - Hot Tub, Fireplace & Mountain Views, 12 Miles to Chattanooga

Fall Getaway - Hot Tub, Fireplace & Mountain Views, 12 Miles to Chattanooga
Trenton
10.0 out of 10, Exceptional, (48 reviews)
"Highly recommend staying here. The host Teresa was amazing to work with, and helped me plan some surprises for my partner. The place was clean, super cute and love the hot tub, and sad it was a tad too cold for the pool. 10 out of 5 stars!"
United States
Jenn
The price is €181
includes taxes & fees
10 Nov - 11 Nov
Fall Getaway - Hot Tub, Fireplace & Mountain Views, 12 Miles to Chattanooga

7. The Hangar at On The Rocks Container Scenic Lookout Mountain

The Hangar at On The Rocks Container Scenic Lookout Mountain
Dade County
10.0 out of 10, Exceptional, (22 reviews)
"Great home and location. "
United States
Chasen Y.
The Hangar at On The Rocks Container Scenic Lookout Mountain

8. Magical Creature Caretaker Cabin

Magical Creature Caretaker Cabin
Trenton
10.0 out of 10, Exceptional, (99 reviews)
"We only stayed two nights but wished it could have been much longer. The cabin was super cute and the atmosphere was just right. I loved the piece of property it was on and the hosts were very nice to provide some snacks, coffee, and tea. I think it is very reasonable as well, and the area has many amazing things to do that the hosts tell you about in a welcome binder. Would love to stay again!"
United States
Ashton
The price is €171
includes taxes & fees
16 Nov - 17 Nov
Magical Creature Caretaker Cabin

9. The Cavern Cave Cottage w/ Hot Tub & Scenic Views

The Cavern Cave Cottage w/ Hot Tub & Scenic Views
Wildwood
9.8 out of 10, Exceptional, (115 reviews)
"Great stay!"
United States
Kathleen "Katie" S.
The Cavern Cave Cottage w/ Hot Tub & Scenic Views

10. Two bedroom modern tiny house with bluff views, huge windows!

Two bedroom modern tiny house with bluff views, huge windows!
Lookout Mountain
9.8 out of 10, Exceptional, (59 reviews)
"The Mountain View was incredible! "
United States
Christy J.
The price is €283
includes taxes & fees
16 Nov - 17 Nov
Two bedroom modern tiny house with bluff views, huge windows!

11. The Wingtip at Tiny Bluff

The Wingtip at Tiny Bluff
Lookout Mountain
9.6 out of 10, Exceptional, (54 reviews)
"Very cute place!"
United States
Emily W.
The price is €245
includes taxes & fees
16 Nov - 17 Nov
The Wingtip at Tiny Bluff

12. Maple Yurt Lookout Mountain Chattanooga Glamping

Maple Yurt Lookout Mountain Chattanooga Glamping
Rising Fawn
10.0 out of 10, Exceptional, (24 reviews)
"Our yurt stay was a five star experience. The yurt was comfortable and very clean."
United States
Jason O.
Maple Yurt Lookout Mountain Chattanooga Glamping

13. Peaceful Trenton Home w/ Patio Near Hiking!

Peaceful Trenton Home w/ Patio Near Hiking!
Trenton
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful accommodations! Clean and had everything we needed. "
United States
Amber R.
Peaceful Trenton Home w/ Patio Near Hiking!

14. Wild Indigo Haus | Pickleball · Sauna · Pool

Wild Indigo Haus | Pickleball · Sauna · Pool
Menlo
9.4 out of 10, Exceptional, (28 reviews)
"Excellent stay in communication. They have individual creamers and Keurig, coffee, pods and sweet and low, plenty of cookware. All in all we can’t wait to come back."
United States
J L.
The price is €145
includes taxes & fees
11 Nov - 12 Nov
Wild Indigo Haus | Pickleball · Sauna · Pool

15. Dome and Cave luxury retreat with private hot tub!

Dome and Cave luxury retreat with private hot tub!
Wildwood
10.0 out of 10, Exceptional, (2 reviews)
"This property is very unique. Everything was very clean. There were lots of little details that made our stay memorable. It feels very secluded but still about 15 minutes from Chattanooga and great places to eat. Thank you so much."
United States
David L.
Dome and Cave luxury retreat with private hot tub!

16. Cloud 9 Rooftop Deck at On The Rocks Container Home

Cloud 9 Rooftop Deck at On The Rocks Container Home
Dade County
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay in this unique space! The rooftop deck was awesome and we loved all its awesome views. The property was clean and had many amenities personalized from the renters. Would definitely recommend to anyone looking for a special lodging experience!"
United States
Krista B.
Cloud 9 Rooftop Deck at On The Rocks Container Home

17. The Barn Guesthouse on Lookout Mountain

The Barn Guesthouse on Lookout Mountain
Rising Fawn
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful, cozy hideaway, very clean!! Will definitely be back and will recommend "
United States
Sandy C.
The Barn Guesthouse on Lookout Mountain

18. Blooming Redbud Treehouse with private hot tub!

Blooming Redbud Treehouse with private hot tub!
Wildwood
9.4 out of 10, Exceptional, (20 reviews)
"Great place. Just a little over priced"
United States
Beth S.
Blooming Redbud Treehouse with private hot tub!

19. Summer Breeze at Willow Treehouse -Treetop Escapes

Summer Breeze at Willow Treehouse -Treetop Escapes
Wildwood
9.6 out of 10, Exceptional, (9 reviews)
"Awesome stay, go to Cloudland Canyon while you're in the area"
United States
Noah H.
Summer Breeze at Willow Treehouse -Treetop Escapes

20. McLemore Resort - 37 Peregrine Lane - Walking distance to Range and Clubhouse

McLemore Resort - 37 Peregrine Lane - Walking distance to Range and Clubhouse
Rising Fawn
The price is €1,318
includes taxes & fees
5 Dec - 6 Dec
McLemore Resort - 37 Peregrine Lane - Walking distance to Range and Clubhouse
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.

Trenton and related destinations

Nestled in the Appalachian foothills, this charming town offers scenic hikes and stunning views from Cloudland Canyon State Park. Don't miss the chance to explore local history at the Dade County Historical Society or savour homestyle Southern cooking at beloved local diners.

A scenic overlook with a stone platform and railing, overlooking a lush valley.