Chester County Vacation Homes
Tennessee
United States of America
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Vacation Homes in Chester County

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Our top choices for Chester County vacation homes

A room with a checkered floor, two wicker chairs, a dark wooden cabinet, and a white door with barred windows.

A kitchen with black and white checkered flooring, white cabinets with black handles, a yellow kettle, a microwave, a stove, and a sink.

A bedroom with a bed, a bedside table, a lamp, a mirror, and a window.

1. Charming 3-bedroom house located in the heart of Jackson.

Charming 3-bedroom house located in the heart of Jackson.

Jackson

9.4 out of 10, Exceptional, (33 reviews)

9.4/10

Exceptional

(33 reviews)

"Very comfortable furnishings. Well equipped. Great location. Very comfortable beds. A little noisy with fire station across the street but mostly very quiet. Lots of birds singing "

Janet D.

Charming 3-bedroom house located in the heart of Jackson.

A modern kitchen with white cabinetry, stainless steel appliances, a built-in oven, and a large island with stools.

A kitchen with white cabinets, a coffee maker, a dish rack, and a refrigerator.

A neatly made bed with a black and white striped throw blanket, two wall-mounted lamps, and two wall art pieces above the bed.

A wooden console table with a flat-screen TV mounted above it, drawers, a basket, and a small plant.

2. Hidden Gem #2

Hidden Gem #2

Savannah

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"My husband and I enjoyed our three week stay at this cozy property. The house was very clean and the bed was very comfortable. Thank you for a great stay!"

Renee H.

Hidden Gem #2

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with white chairs and a wooden table.

A laundry room with two front-loading washing machines, a wooden cabinet, and a white countertop.

A bedroom with a bed, a TV mounted on the wall, and a tripod lamp.

A spacious living room with a grey sofa, a flat-screen TV, and a wooden floor.

3. 3 bedroom 2 bath home a few blocks away from FHU.

3 bedroom 2 bath home a few blocks away from FHU.

Henderson

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"The house was perfectly clean, every thing was updated and modern. The beds were comfortable. Communication with the owner was fast. We would definitely book again. Excellent location if you’re visiting your kid at FHU. "

Regina R.

The price is AED 356

AED 356

AED 760 total

includes taxes & fees

14 Oct - 15 Oct

3 bedroom 2 bath home a few blocks away from FHU.

A modern living room with a sectional sofa, a coffee table with underlighting, a wall-mounted TV, and large windows allowing natural light.

A modern kitchen with grey cabinets, stainless steel appliances, and a ceiling fan.

A modern interior with a wooden staircase, a white sofa set, and a patterned rug.

A bedroom with a bed, nightstands, a ceiling fan, a large window, and a built-in TV.

4. Breathtaking modern home in the heart of Jackson with Electric car charger!

Breathtaking modern home in the heart of Jackson with Electric car charger!

Jackson

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Great place for the family. Everything was as advertised. Would gladly stay there again."

West J.

The price is AED 1,084

AED 1,084

AED 2,799 total

includes taxes & fees

19 Oct - 20 Oct

Breathtaking modern home in the heart of Jackson with Electric car charger!

A modern kitchen with white cabinets, a stainless steel refrigerator, a dining table with chairs, and a hanging light fixture.

A single-story house with a covered porch, a front door, and a garage door.

A bathroom with a marble sink, a toilet, a shower, and a large mirror.

A living room with a ceiling fan, a sofa, a coffee table, and a television.

5. Relaxing 2BR 1BA Townhome • Loaded Amenities • Central Location Near I-40

Relaxing 2BR 1BA Townhome • Loaded Amenities • Central Location Near I-40

Jackson

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"The home was nice and cozy. Definitely fit our needs for a “rest stop” on our way to Gatlinburg. The home was clean, the amenities provided were plenty, and we wouldn’t hesitate to book again."

Caitlin S.

Relaxing 2BR 1BA Townhome • Loaded Amenities • Central Location Near I-40

A brick wall with a hanging pendant light, a door, and a brick fireplace with a painting.

A black front door with a doormat, two potted plants, and a window to the right.

An outdoor patio with a brick wall, two doors, a table with a fire feature, and two chairs.

A dining area with a brick wall, a hanging light fixture, and a window with a star decoration.

6. La Banque Stylish and comfy stay

La Banque Stylish and comfy stay

Finger

10.0 out of 10, Exceptional, (36 reviews)

10/10

Exceptional

(36 reviews)

"This property is absolutely beautiful! It was so clean and well-maintained. We had everything we needed! There were so many little touches that just made our stay perfect!"

Danyelle P.

The price is AED 364

AED 364

AED 693 total

includes taxes & fees

14 Oct - 15 Oct

La Banque Stylish and comfy stay

A wooden interior with a dining table, chairs, a kitchen area, and a living space.

A bedroom with a quilted bedspread, a green dresser, and a window with blinds.

A kitchen counter with a coffee maker, a coffee grinder, and a box of coffee pods.

A dining area with wooden chairs and a table, a leather sofa, a red rug, and a ceiling fan.

7. Grannies house sits on 300 acre farm built in 1959

Grannies house sits on 300 acre farm built in 1959

Finger

9.8 out of 10, Exceptional, (18 reviews)

9.8/10

Exceptional

(18 reviews)

"We really enjoyed our stay! The host was very friendly and helpful! The accomondations were very comfortable and clean. The house was well stocked! We will definitely book again!"

Brittney R.

The price is AED 446

AED 446

AED 1,248 total

includes taxes & fees

14 Oct - 15 Oct

Grannies house sits on 300 acre farm built in 1959

A dining area with a round table set for four, surrounded by chairs. A black refrigerator is in the background, and a window with blinds is on the left.

A kitchen with wooden cabinets, a black stove, a microwave, and a refrigerator.

A bedroom with a four-poster bed, a decorative wall piece, a bedside table with a lamp, and a window with blinds.

A living room with a sofa, two armchairs, a glass coffee table, a TV, a fireplace, and a ceiling fan.

8. Single house 3 bed rooms bath kitchen sitting room

Single house 3 bed rooms bath kitchen sitting room

Savannah

9.4 out of 10, Exceptional, (32 reviews)

9.4/10

Exceptional

(32 reviews)

"Pleasant stay"

Jeanette S.

The price is AED 312

AED 312

AED 854 total

includes taxes & fees

23 Oct - 24 Oct

Single house 3 bed rooms bath kitchen sitting room

A modern kitchen with wooden cabinets, a granite countertop, a built-in microwave, and a black oven.

A kitchen with a bar area, wooden flooring, and a chandelier.

A spacious living room with a chandelier, a sofa, a coffee table, and a wardrobe.

A covered outdoor deck with wicker furniture and a glass table, overlooking a grassy area and a house.

9. TNN Cozy home away.

TNN Cozy home away.

Jackson

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"House was clean, check in and check out was easy."

Kevin M.

TNN Cozy home away.

A spacious living room with a fireplace, large windows, and a flat-screen TV.

A bedroom with a bed, two bedside tables, a nightstand, a window with blinds, and a wall-mounted lamp.

A kitchen with white cabinets, a stainless steel microwave, a stove, and a dishwasher.

10. Pickwick- Screened Patio ON Tennessee River 7th Nt FREE- Dogs Allowed

Pickwick- Screened Patio ON Tennessee River 7th Nt FREE- Dogs Allowed

Morris Chapel

6.8 out of 10, (13 reviews)

6.8/10

(13 reviews)

"We had family coming in from 3 different states for my niece's graduation and this was the perfect spot to all meet. It was Memorial weekend and two of my brothers present are combat veterans and we saw an adult bald eagle land on a perch just up the street! It was really special and a memory my little girl will cherish. The rainy weather didn't damper our spirits and we were able to celebrate her big day and had a great time. The place was in a great location and had everything we needed. My...

Erin V.

Pickwick- Screened Patio ON Tennessee River 7th Nt FREE- Dogs Allowed

A modern kitchen with grey cabinets, stainless steel appliances, and a wooden dining table.

A living room with a ceiling fan, a television, and a cabinet.

A single-story house with a front porch, a garage, and a well-maintained lawn.

A bedroom with a bed, bedside tables, a ceiling fan, a TV, and a window with curtains.

11. 2BR 1BA Cozy Townhome • All the Amenities • Patio • Minutes from I-40

2BR 1BA Cozy Townhome • All the Amenities • Patio • Minutes from I-40

Jackson

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Excellent property, super clean and beautifully done. Recommend for anyone looking for a clean well put together place."

Stephen P.

2BR 1BA Cozy Townhome • All the Amenities • Patio • Minutes from I-40

A dining area with a wooden table and chairs, a bookshelf with books and decorative items, a chandelier, and a view of the outdoors through a sliding glass door.

A dining area with a wooden table and chairs, a chandelier, and a view through a glass door to an outdoor patio.

A living room with a fireplace, leather sofa, coffee table, and a ceiling fan.

A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a small stool.

12. The Sweet Pea 3BD 2BA Cozy, Stylish Stay Just Minutes from I-40 & Everything

The Sweet Pea 3BD 2BA Cozy, Stylish Stay Just Minutes from I-40 & Everything

Jackson

9.8 out of 10, Exceptional, (13 reviews)

9.8/10

Exceptional

(13 reviews)

"It was a lovely home to stay in. It was close to everything and very clean. It was perfect for our family trip!! Definitely recommend!!"

Shannon S.

The Sweet Pea 3BD 2BA Cozy, Stylish Stay Just Minutes from I-40 & Everything

An outdoor deck with a wooden table and chairs, string lights, and a covered area with a view of the backyard.

A room with a wooden floor, a dark wooden table with two chairs, and a window with blinds.

A two-story house with a front porch and a small front yard.

Three black speakers on a wooden floor against a yellow wall.

13. Vacation rental home Lexington

Vacation rental home Lexington

Lexington

9.8 out of 10, Exceptional, (15 reviews)

9.8/10

Exceptional

(15 reviews)

"Nice house in a good location, very friendly and helpful host"

Stan S.

The price is AED 413

AED 413

AED 1,010 total

includes taxes & fees

14 Oct - 15 Oct

Vacation rental home Lexington

A modern living room with a sectional sofa, a coffee table, and a dining area with a table and chairs.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a wall-mounted artwork.

A dining area with a table, chairs, a bench, a chandelier, and a kitchen in the background.

A modern living room with a flat-screen TV displaying a fireplace scene, a small Christmas tree, and a decorative vase on a white table.

14. Cozy getaway from home!

Cozy getaway from home!

Jackson

9.4 out of 10, Exceptional, (6 reviews)

9.4/10

Exceptional

(6 reviews)

"Very easy check in and great stay. "

Ethan H.

Cozy getaway from home!

A spacious kitchen with a large island, wooden chairs, and a red sofa.

A spacious living room with a red couch, a striped armchair, and a staircase leading to an upper level.

A spacious attic bedroom with a high ceiling, a wooden staircase, and large windows.

A spacious living room with a red sofa, a wooden coffee table, and a beige armchair. There is a chandelier, a chessboard, and a television on a wooden stand.

15. Tennessee River Retreat: Multi-Level Deck & Views

Tennessee River Retreat: Multi-Level Deck & Views

Crump

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Great views- well accommodated, very clean & tidy. Ac blows cold on those hot summer days on the river.Great place- will be back!"

Karl K.

Tennessee River Retreat: Multi-Level Deck & Views

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven. There are three wooden stools with cushioned seats.

A kitchen with a double sink, a window with a checkered valance, and a sign that reads "BE WELL".

A single-story house with a front porch, a door with a wreath, and red flowering bushes.

A bedroom with a bed, a ceiling fan, a nightstand, a dresser, and a window with curtains.

16. 2-Bedroom Sweet Retreat in Lexington

2-Bedroom Sweet Retreat in Lexington

Lexington

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"The host was amazing! So friendly and helpful…felt like I was family…location was awesome. I would stay here every time:) "

Morgan A.

The price is AED 380

AED 380

AED 883 total

includes taxes & fees

14 Oct - 15 Oct

2-Bedroom Sweet Retreat in Lexington

A large, single-story building with a metal roof and wooden siding, featuring a garage and a covered porch area.

A kitchen with wooden cabinets, a black microwave, a stove, and a sink.

A spacious living room with a large L-shaped sectional sofa, a wooden coffee table, and a built-in entertainment unit.

A spacious kitchen with a large island, a dining area with a wooden staircase, and a view of the living room.

17. Kid friendly vacation home with pool and garage bonus area with a pool table!

Kid friendly vacation home with pool and garage bonus area with a pool table!

Henderson

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"The house was so beautiful and had everything we needed. Our stay was perfect and the pool is fabulous! Will be staying there again next time we're in Tennessee!"

James C.

The price is AED 1,286

AED 1,286

AED 2,584 total

includes taxes & fees

14 Oct - 15 Oct

Kid friendly vacation home with pool and garage bonus area with a pool table!

A living room with a sofa, a coffee table, a television, and a fireplace.

A two-story brick house with a white garage door, a small front yard with a tree and shrubs, and a clear sky.

An outdoor patio with a table and chairs, a hammock, and a covered area with an umbrella.

A kitchen with a stainless steel refrigerator, double ovens, a microwave, and light-colored cabinetry.

18. Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6

Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6

Jackson

9.8 out of 10, Exceptional, (65 reviews)

9.8/10

Exceptional

(65 reviews)

"The house was clean, spacious, and in a safe location. We enjoyed our stay"

Shawn T.

The price is AED 612

AED 612

AED 1,248 total

includes taxes & fees

14 Oct - 15 Oct

Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6

A single-story house with a front porch, a garage, and a small garden area.

A bedroom with a four-poster bed, a patterned rug, and a wooden bench.

A compact kitchen with a refrigerator, microwave, and coffee maker.

A living room with a blue sofa, a pink sofa, a wooden cabinet, a dining area with a table and chairs, and a ceiling fan.

19. Boutique Historic Stay • Best Downtown Location

Boutique Historic Stay • Best Downtown Location

Savannah

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is AED 499

AED 499

AED 1,247 total

includes taxes & fees

18 Oct - 19 Oct

Boutique Historic Stay • Best Downtown Location

A dining room with a wooden table, white chairs, a patterned rug, and a ceiling light fixture.

A kitchen with wooden cabinets, a microwave, an oven, a refrigerator, and a coffee maker.

A room with a foosball table, a sofa, a chair, a table with chairs, and a wall with a poster.

A living room with a sofa, armchair, coffee table, and a dining area with chairs and a table.

20. Charming 3-bedroom house with all the amenities located in the heart of Jackson

Charming 3-bedroom house with all the amenities located in the heart of Jackson

Jackson

9.8 out of 10, Exceptional, (30 reviews)

9.8/10

Exceptional

(30 reviews)

"Great stay for our trip across the country. "

Mindy R.

Charming 3-bedroom house with all the amenities located in the heart of Jackson

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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Top Chester County Hotel Reviews

Baymont by Wyndham Jackson

8/10 Good

"Clean room pool was open n breakfast was hot"

Cassie Ann 1-night trip

Posted 2 hours ago

Baymont by Wyndham Jackson

Country Inn & Suites by Radisson, Jackson, TN

8/10 Good

"Quickest check-in I have ever experienced. The bed was hard as a rock. A/C was loud. But the overall experience was fine."

Jessica 1-night trip

Posted 6 hours ago

Country Inn & Suites by Radisson, Jackson, TN

Americas Best Value Inn & Suites Jackson, TN

10/10 Excellent

"Well managed and customer friendly hotel."

Glen 1-night trip

Posted 8 hours ago

Americas Best Value Inn & Suites Jackson, TN

Residence Inn Jackson

8/10 Good

"We were greeted by a bright, smiling & friendly gentleman upon arrival. Our room was spacious and comfortable. The hot tub was wonderful. All of the staff were friendly & asked us if there was anything they could do or get for us. Breakfast was great! The ladies who prepare the breakfast went above & beyond to make certain food never ran out, tables were clean & plenty of drinks were available. We will definitely stay here again when in the area."

Dawn 3-night trip

Posted 22 hours ago

Residence Inn Jackson

Americana Inn

8/10 Good

"The room was clean, and the shower was hot. What else do you need?"

Bob 1-night trip

Posted 7 days ago

Americana Inn

Fairfield Inn & Suites by Marriott Jackson

10/10 Excellent

"Clean and great location Staff very respectful and nice"

Michelle 1-night trip

Posted 9 days ago

Fairfield Inn & Suites by Marriott Jackson

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Vacation Homes in Chester County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester County vacation homes

1. Charming 3-bedroom house located in the heart of Jackson.

2. Hidden Gem #2

3. 3 bedroom 2 bath home a few blocks away from FHU.

4. Breathtaking modern home in the heart of Jackson with Electric car charger!

5. Relaxing 2BR 1BA Townhome • Loaded Amenities • Central Location Near I-40

6. La Banque Stylish and comfy stay

7. Grannies house sits on 300 acre farm built in 1959

8. Single house 3 bed rooms bath kitchen sitting room

9. TNN Cozy home away.

10. Pickwick- Screened Patio ON Tennessee River 7th Nt FREE- Dogs Allowed

11. 2BR 1BA Cozy Townhome • All the Amenities • Patio • Minutes from I-40

12. The Sweet Pea 3BD 2BA Cozy, Stylish Stay Just Minutes from I-40 & Everything

13. Vacation rental home Lexington

14. Cozy getaway from home!

15. Tennessee River Retreat: Multi-Level Deck & Views

16. 2-Bedroom Sweet Retreat in Lexington

17. Kid friendly vacation home with pool and garage bonus area with a pool table!

18. Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6

19. Boutique Historic Stay • Best Downtown Location

20. Charming 3-bedroom house with all the amenities located in the heart of Jackson

Find vacation rentals that suit your style

Top Chester County Hotel Reviews

Baymont by Wyndham Jackson

Explore a world of travel with Expedia