Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Henderson

4.96 out of 5 average rating, 444 reviews

Studio Apt on 5th

The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

Aug 19 – 26

$52 per night
Guest favorite

Guesthouse in Jackson

4.98 out of 5 average rating, 345 reviews

Jackson, TN Guest House with Gated Entry

This 2 bedroom, 1 bathroom guest house is located in a quiet north Jackson neighborhood. The driveway has a security gate and passcode entry system. Once inside the gate, it’s a peaceful, wooded drive to an opening where you will see the main house directly ahead and the guest house on the right. They are completely separate from one another which offers privacy and added security. Plus it’s tucked away in the woods where the birds chirp in the morning and crickets lull you to sleep at night.

Apr 25 – May 2

$119 per night
Guest favorite

Bungalow in Milan

4.98 out of 5 average rating, 345 reviews

The "Heart of Milan" Guest House

This is a vintage 1920's craftsman style bungalow that has recently been redecorated. You will be renting the whole house to include a large master bedroom, a second private bedroom, two bathrooms, a fully equipped kitchen, office, living space and common room with an extra twin bed. Washer and dryer included. Hardwood floors throughout the home. This house is an ideal rental for executives or travelers who are looking for a more home like environment or anticipate an extended stay.

Oct 20 – 27

$96 per night

Popular amenities for Trenton vacation rentals

Other great vacation rentals in Trenton

Guest favorite

Guesthouse in Martin

5.0 out of 5 average rating, 102 reviews

Pecan Grove Cottages

Oct 18 – 25

$136 per night
Guest favorite

Apartment in Trenton

4.84 out of 5 average rating, 75 reviews

Cozy apt suite/lakefront/pool /near TN Safari Park

Jul 24 – 31

$104 per night
Guest favorite

Guesthouse in Bradford

4.91 out of 5 average rating, 74 reviews

Spacious and Private Guesthouse in the Country

Jun 6 – 13

$75 per night
Guest favorite

Home in Three Way

5.0 out of 5 average rating, 44 reviews

Sunset Ranch

Nov 20 – 27

$225 per night
Guest favorite

Home in Kenton

5.0 out of 5 average rating, 19 reviews

The Poore Hut

Oct 21 – 28

$123 per night
Guest favorite

Cabin in Martin

4.97 out of 5 average rating, 39 reviews

Hidden Gem cabin

Aug 17 – 24

$99 per night
Guest favorite

Tiny home in Huntingdon

4.99 out of 5 average rating, 72 reviews

Old Mill Hangout, tiny home country getaway for 2

Dec 30 – Jan 6

$66 per night
Guest favorite

Home in McKenzie

5.0 out of 5 average rating, 18 reviews

Wildcat Retreat

Jan 18 – 25

$99 per night
Guest favorite

Home in Jackson

5.0 out of 5 average rating, 29 reviews

I'm Goin' to Jackson

Oct 7 – 14

$188 per night
Guest favorite

Apartment in Jackson

4.95 out of 5 average rating, 93 reviews

The Waffle House: Historic Full Downtown Apartment

May 10 – 17

$73 per night
Guest favorite

Home in Jackson

4.91 out of 5 average rating, 54 reviews

Central location to downtown, I-40, shops, & food

Mar 6 – 13

$118 per night
Guest favorite

Home in Jackson

4.9 out of 5 average rating, 51 reviews

The Gettysburg Address

Feb 14 – 21

$113 per night

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