Title: Winchester Vacation Home Rentals from CA $263: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![High resolution aerial view panorama of lakefront homes, boat docks and beautiful autumn colorful foliage on Tims Ford Lake in Winchester Tennessee USA.](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Winchester Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winchester Vacation Homes

![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/6ccd36a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/5a194f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/1f2a6628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/3cab0c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

9.6/10

Exceptional

(5)

"Incredible "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jim C.

CA $15

CA $597 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-The-Lakefront-Getaway.h108476215.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/37c03de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/0eb1729a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/a20dabb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/98903ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

9.4/10

Exceptional

(29)

"Great location for our family with young adult children to enjoy Targhee and Grand Tetons! Driggs was an unexpected treasure of a town, too."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

CA $168

CA $475 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Beautiful-And-Spacious-Fully-Renovated-Farmhouse.h78194115.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/be1f9671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/995b6b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/33c98354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/d3a624b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(1)

"We really enjoyed our stay. The home was great! Everything you need. Love the location. Close to Winchester and the lake. Highly recommend. Already planning to stay there again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary W.

CA $42

CA $631 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Winchester-Hotels-Luxurious-Lakefront-Home-Marina.h110001577.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/519b63fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/178d4db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/dcc8c8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/a2359ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

9.0/10

Wonderful

(16)

"Peaceful, relaxing and pet friendly great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Holly M.

CA $194

CA $510 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Winchester-Hotels-Gorgeous-Renovated-Home-With-Open-Floor-Plan-And-Large-Lot.h78194127.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/f2f49cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/edfc7e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/8c7452e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/5c6ce0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(3)

"Had a great stay and would recommend this property to all!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lizzie S.

CA $213

CA $838 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Lakeview-Luxe-In-Gated-Barefoot-Bay-Steps-To-Lakefront.h108926864.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/e3d1fd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/e9fc89db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/7f2a2ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/2a7a302d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

9.8/10

Exceptional

(13)

"The location is great and peaceful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony K.

CA $199

CA $528 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Welcome-To-Your-Retreat-At-Tims-Ford-Lake-25-Acres-Surrounded-By-Trees.h105413716.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/c7bfc51e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/c31c304d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/ce2008e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/535332b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

9.6/10

Exceptional

(19)

"Great house for our family. We enjoyed our week at the lake!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra G.

CA $1,898

CA $2,814 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Gather-At-Tims-Ford-Lake.h91111096.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107720000/107712700/107712604/e976ab22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107712700/107712604/58c269f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107720000/107712700/107712604/a37a5be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/108000000/107720000/107712700/107712604/f9a768a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(4)

"We were only there for 1 night but the house was clean and comfortable and perfectly suited our needs. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gwen K.

CA $346

CA $981 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Lake-Lagoon.h107712604.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/a67798e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/8707415b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/be3c46e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/136bec16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(35)

"This was our third time staying at the property. Foresa is always so responsive and goes to great lengths to make sure our stay is great. I love the updates to the furnishings since our last stay…it was great before and now that much better. The common space/game room down by the lake was new this year and was a nice add for a break from the sun. Access to the boat slip and location on the lake continues to be a huge plus! As usual, we had a great stay and plan to be back next summer!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kent L.

CA $376

CA $917 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Winchester-Hotels-New-Close-To-Town-Lakefront-Home-Gorgeous-Water-Views-W-Dockboat-Slip.h77863312.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121310000/121302400/121302384/bf4699d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121310000/121302400/121302384/3a7858b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121310000/121302400/121302384/35e47a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121310000/121302400/121302384/9becf421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(1)

"Very clean, many extras in the house. Nice location, close to Winchester and the marina. We all enjoyed it from 11 years old, teenagers to adults."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Greg S.

CA $391

CA $682 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-4-Bedroom-Lake-House-In-Tranquil-Winchester-With-Lakeviews.h121302384.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68150000/68150000/68149945/33691a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68150000/68150000/68149945/addcb114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68150000/68150000/68149945/7f43cdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68150000/68150000/68149945/3596bf03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(11)

"Very relaxing stay in a quiet neighborhood on the lake. The house is very nice and as advertised. Owner is very communicative and helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clay W.

CA $598

CA $1,141 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Winchester-Hotels-Lakefront-Luxury-On-Tims-Ford-Lake.h68149945.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/77000000/76900000/76894700/76894645/543d5f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76900000/76894700/76894645/312009dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76900000/76894700/76894645/a8f775b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76900000/76894700/76894645/1453b7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(8)

"Right on the water and next to the marina, great location! We stayed over Christmas week. We will be returning in the summer so we can enjoy the lake!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andy D.

CA $971

CA $1,584 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Winchester-Hotels-The-Love-Shack-Waterside-Cottage-1-With-A-DOCK-On-Tims-Ford-Lake-At-Twin-Creeks-Marina-Resort.h76894645.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/ccf2ed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/3b218168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/2fc8c2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/b883c1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winchester

10/10

Exceptional

(23)

"My family came in from Virginia and some friends came from Kentucky for the Memorial Day weekend. We absolutely loved the house it’s beautiful, the view was so beautiful the host was so very nice and made sure everything was perfect. I highly recommend this house. We will be back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tammy B.

CA $418

CA $971 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Winchester-Hotels-New-Tranquil-Lakefront-Home-Close-To-Town.h77863309.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108930000/108930000/108929916/8e03bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/109000000/108930000/108930000/108929916/1cf074be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108930000/108930000/108929916/57342391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108930000/108930000/108929916/68cca9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Estill Springs

10/10

Exceptional

(12)

"Wonderful lake home! Derek is very responsive. I definitely recommend this home. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lee Ann C.

[](https://www.expedia.ca/Estill-Springs-Hotels-Lakeside-Paradise-Waterfront-View-Private-Dock.h108929916.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108030000/108026200/108026133/ce8c2b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108030000/108026200/108026133/6537f879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108030000/108026200/108026133/b50f43e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108030000/108026200/108026133/6bd8689f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Downtown Monteagle

9.8/10

Exceptional

(14)

"Good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt I.

CA $140

CA $389 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Monteagle-Hotels-Sheas-Chalet-Cozy-Home-In-Monteagle.h108026133.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95700000/95695400/95695382/e1d5fbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95700000/95695400/95695382/139f8b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95700000/95695400/95695382/e4352dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95700000/95695400/95695382/6c6b2ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Tracy City

10/10

Exceptional

(12)

"Lovely and very clean tiny home with a beautiful porch in a quiet location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin A.

CA $111

CA $455 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Tracy-City-Hotels-Lulus-Place-A-Lakeside-Tiny-Home-In-Tennessee.h95695382.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108870000/108865900/108865832/3d62517d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108870000/108865900/108865832/776cd378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108870000/108865900/108865832/aacd6a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108870000/108865900/108865832/ff904d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monteagle

8.8/10

Excellent

(6)

"This property was just what we were looking for. Super clean and host was very timely in responses. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna S.

CA $112

CA $263 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Monteagle-Hotels-Hikers-Hangout-Monteagle.h108865832.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/105000000/104180000/104175000/104174999/8407c711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104180000/104175000/104174999/7d5426ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104180000/104175000/104174999/bc3f5b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/105000000/104180000/104175000/104174999/bba11606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monteagle

9.6/10

Exceptional

(36)

"The house was perfect for what we needed and the host was prompt in their responses. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim S.

CA $113

CA $278 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Monteagle-Hotels-Mountain-Memories-To-Provide-A-Cozy-Retreat-On-Your-Vacation.h104174999.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111950000/111944500/111944406/w2092h1236x0y0-320759d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111950000/111944500/111944406/abfaf09b_edited_bc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111944500/111944406/w2053h1304x3y0-6a8e5645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111950000/111944500/111944406/w2091h1236x1y0-e7b746c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monteagle

10/10

Exceptional

(20)

"We loved everything about our stay and the property. The location is close to other tiny homes but we had plenty of privacy and space. The property was very clean and offered nice cookware, glassware, coffee pods and toieltries. We would stay here again in a heartbeat."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

denise s.

CA $126

CA $340 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Monteagle-Hotels-Nesthaven-A-Cozy-Boho-Chic-Tiny-Home-With-A-Deck.h111944406.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96710000/96705700/96705611/d144989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96710000/96705700/96705611/ddb15cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96710000/96705700/96705611/01024948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96710000/96705700/96705611/4bbf5edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monteagle

10/10

Exceptional

(55)

"Great property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $137

CA $281 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Monteagle-Hotels-Bonnaroo.h96705611.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&regionId=177515&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Top Winchester Hotel Reviews

![Spark by Hilton Kimball](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/63e6edb3_y.jpg)

### Spark by Hilton Kimball

10/10 Excellent

"Room was very clean, staff was very friendly, breakfast was light but very good, room temp was perfect!"

[](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information)

![The Smokehouse Lodge and Cabins](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/d6395701_y.jpg)

### The Smokehouse Lodge and Cabins

10/10 Excellent

"Everything was perfect . "

[](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information)

![Holiday Inn Express Hotel & Suites Tullahoma by IHG](https://images.trvl-media.com/lodging/5000000/4170000/4167100/4167011/44013504_y.jpg)

### Holiday Inn Express Hotel & Suites Tullahoma by IHG

10/10 Excellent

"Tucked away from the main road for a quiet night. Lisa at the front desk was amazing and recommended a wonderful place to eat. Room was nice and bed was comfortable "

[](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Hotel-Suites-Tullahoma.h4167011.Hotel-Information)

![The Sewanee Inn](https://images.trvl-media.com/lodging/8000000/7110000/7101200/7101157/254f5123_y.jpg)

### The Sewanee Inn

10/10 Excellent

"Resort is so beautiful. Staff were awesome."

[](https://expedia.ca/Tullahoma-Hotels-The-Sewanee-Inn.h7101157.Hotel-Information)

![Comfort Suites Manchester near Arnold AFB](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97_y.jpg)

### Comfort Suites Manchester near Arnold AFB

10/10 Excellent

"We had a restful night’s sleep in a very clean room, with nice linens and breakfast at 6:00am. Keurig in the room was a nice touch. We’ll stay again!!"

[](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information)

![Ambassador Inn And Suites](https://images.trvl-media.com/lodging/37000000/36060000/36055700/36055683/6e18ddb8_y.jpg)

### Ambassador Inn And Suites

10/10 Excellent

"Always stay here it’s a good place to stay for the money. "

[](https://expedia.ca/Tullahoma-Hotels-Ambassador-Inn-And-Suites.h36055683.Hotel-Information)

![Quality Inn Monteagle](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/1785102f_y.jpg)

### Quality Inn Monteagle

10/10 Excellent

"Yes everything was perfect thank you!!"

[](https://expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.Hotel-Information)

![Best Western Shelbyville Inn and Suites Celebration Inn](https://images.trvl-media.com/lodging/1000000/20000/13000/12971/e9125ab2_y.jpg)

### Best Western Shelbyville Inn and Suites Celebration Inn

10/10 Excellent

"Room was clean, staff was friendly, quiet area. Bed was a little hard but everything else was great! Would stay again "

[](https://expedia.ca/Tullahoma-Hotels-Best-Western-Shelbyville-Inn-And-Suites-Celebration-Inn.h12971.Hotel-Information)

![Sleep Inn & Suites Manchester near Arnold AFB](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/7de41e72_y.jpg)

### Sleep Inn & Suites Manchester near Arnold AFB

10/10 Excellent

"Great"

[](https://expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.Hotel-Information)

## Find out more about Winchester

## Winchester Vacation Homes information

| Number of reviews | 288 |
| --- | --- |
| Accommodation | 312 Vacation Homes |
| Lowest Price | CA $263 |
| Highest Price | CA $2,814 |

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-   [Flights from Toronto (YYZ) to Tullahoma (THA)](https://www.expedia.ca/lp/flights/yyz/tha/toronto-to-tullahoma)

-   [Visit Cowan](https://www.expedia.ca/Cowan.dx6052985)
-   [Elora Vacations](https://www.expedia.ca/Elora.d3000353535.Destination-Travel-Guides)
-   [Jack Daniel's Distillery](https://www.expedia.ca/Jack-Daniels-Distillery-Lynchburg.d6091061.Vacation-Attraction)
-   [Monteagle Sunday School Assembly](https://www.expedia.ca/Monteagle-Sunday-School-Assembly-Monteagle.d553248621532655573.Vacation-Attraction)
-   [Sewanee Golf and Tennis Club](https://www.expedia.ca/Sewanee-Golf-And-Tennis-Club-Sewanee.d6309516.Vacation-Attraction)
-   [Tim's Ford Marina](https://www.expedia.ca/Tims-Ford-Marina-Winchester.d553248621532655563.Vacation-Attraction)

-   [Car rental Cowan](https://www.expedia.ca/Car-Rentals-In-Cowan.d6052985.Car-Rental-Guide)
-   [National Car Rental Rental Cars in Tullahoma](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Tullahoma.d6059686-c42.Car-Rental-Guide-Suppliers)

-   [Cowan Vacation Rentals](https://www.expedia.ca/Cowan-Vacation-Rentals.d6052985.Travel-Guide-VacationRentals)

-   [Things to do in Lynchburg](https://www.expedia.ca/Things-To-Do-In-Lynchburg.d6345181.Travel-Guide-Activities)
-   [Things to do in Tullahoma](https://www.expedia.ca/Things-To-Do-In-Tullahoma.d6059686.Travel-Guide-Activities)

-   [Book Vacation Homes in Winchester on Expedia.com](https://www.expedia.com/Winchester-Private-Vacation-Homes.d177515-aaPrivateVacationHomes.Travel-Guide-Accommodation)