A slice of cake with whipped cream and blueberries on a checkered tablecloth.

Cowan Vacation Rentals

Q: What are some of the best vacation rentals in Cowan?

Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp : Visitors like this Cowan vacation home rental. It is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Dates

November 2026

December 2026

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Our top choices for Cowan vacation rentals

A modern living room with a built-in aquarium, a leather sofa, and a patterned rug.

1. Winchester's Premier Downtown Loft!

Winchester

Gianmarco

AED 683 total

includes taxes & fees

16 Nov - 17 Nov

A spacious kitchen with granite countertops, white cabinetry, and a built-in dishwasher. There are multiple windows providing natural light and a view of the outdoors.

2. Tiny Home w/ RV Hookups

Winchester

Erica P.

AED 696 total

includes taxes & fees

16 Nov - 17 Nov

A red mailbox with "McCormick Farmall" on it, a black barbecue grill, a red metal table and chairs, and a sign that says "Come In We're Open".

3. A very rustic converted pole barn unique cozy cabin

Estill Springs

Jacquelyne S.

AED 688 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

4. Oasis on the Square

Winchester

possible Amanda H

AED 683 total

includes taxes & fees

22 Nov - 23 Nov

A wooden deck with a railing, a table, and chairs.

5. The Woods at The Retreat at Deer Lick Falls

Monteagle

Shannon C.

AED 1,072 total

includes taxes & fees

12 Nov - 13 Nov

A cozy living area with a fireplace, a sofa, a dining table, and a kitchen with brick walls.

6. Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns

Pelham

Andrea

AED 783 total

includes taxes & fees

12 Nov - 13 Nov

7. Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24

Sewanee

Ryan B.

AED 970 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with grey cabinets, a central island with a red flower arrangement, and a "FAMILY" sign above the sink.

8. Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!

Pelham

Antonio M.

AED 1,082 total

includes taxes & fees

10 Dec - 11 Dec

A stone building with a traditional architectural style, featuring a central entrance and multiple windows.

9. Shea's Chalet - Cozy home in Monteagle, TN

Downtown Monteagle

Phillip

A spacious living room with a brown leather sofa, a dining table, and a kitchen area.

10. Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

Monteagle

Katie C.

AED 862 total

includes taxes & fees

18 Nov - 19 Nov

A cozy living room with a fireplace, wooden flooring, a sofa, and a sliding glass door leading to an outdoor area.

11. Cove Sweet Cove - 3BR + 2BR Near the Caverns!

Pelham

Katherine B.

AED 1,030 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinets, a black refrigerator, and a dining area with two black chairs and a white fluffy rug.

12. Tiny Haven at the Retreat

Monteagle

Todd

AED 788 total

includes taxes & fees

12 Nov - 13 Nov

A hallway with a wooden floor, a welcome sign, a mirror, and a potted plant.

13. Mountain Memories to provide a cozy retreat on your vacation!

Monteagle

Russell S.

AED 943 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with outdoor seating and a covered area with large windows.

14. Newly Remodled Suite in Monteagle TN!

Monteagle

Tina

AED 704 total

includes taxes & fees

12 Nov - 13 Nov

A dining area with a wooden table set for four, two grey armchairs, a brick fireplace, and a large window with curtains.

15. Lydia's Lodge in Pelham

Pelham

Levi M.

AED 998 total

includes taxes & fees

12 Nov - 13 Nov

A log cabin with a large sliding glass door, a deck, and a wooden fence.

16. Smarter than the Average Stay at the Yogi Cottage!

Monteagle

Shanna R.

AED 792 total

includes taxes & fees

12 Nov - 13 Nov

A white house with a covered porch, stone pathway, and outdoor seating.

17. Forest Retreat: Poolside Bliss Close to Campus

Sewanee

Sally B.

AED 1,840 total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a bed, ceiling fan, large windows, and a view of the outdoors.

18. Snuggle Up in our Teddy Cottage! New Listing

Monteagle

Samantha B.

AED 770 total

includes taxes & fees

6 Dec - 7 Dec

A cozy interior with a wooden ceiling, a kitchen area, a leather sofa, and a staircase leading to an upper level.

19. Deciduous Dreams in Deer Lick Falls

Monteagle

Joseph

AED 807 total

includes taxes & fees

8 Dec - 9 Dec

A compact kitchen with wooden cabinets, a microwave, stove, and a dining area with a table and chairs.

20. Cozy Cottage in Monteagle!

Monteagle

Rebecca

AED 796 total

includes taxes & fees

19 Nov - 20 Nov

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Find vacation rentals that suit your style

Top Cowan Hotel Reviews

Best Western Inn

Winchester

10/10 Excellent

Cindy

A stone building with a covered patio area, stone pillars, and outdoor seating.

The Sewanee Inn

Sewanee

10/10 Excellent

I had the pleasure of staying at the Sewanee Inn with 3 friends, as our daughters stayed on campus overnight and attended a class the next morning. We had a beautiful evening sitting on the back patio by the golf course, with heat lamps that resembled torches adding to the ambiance. The next morning, we enjoyed a delicious breakfast in the dining room with a friendly, accomodating staff and delicious food! I LOVE it that the Inn has bicycles for guests to use , as the "Green lookout" as well...

Michelle

A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.

Quality Inn Monteagle

Downtown Monteagle

10/10 Excellent

Darci

A lodge with a large wooden overhang, stone pillars, and a stone entrance.

The Smokehouse Lodge and Cabins

Monteagle

10/10 Excellent

Catelyn

A modern hotel building with a sign reading "LivSmart Studios by Hilton".

LivSmart Studios by Hilton Tullahoma

Tullahoma

10/10 Excellent

Michael

A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Manchester

10/10 Excellent

Steve

A hotel with a brick facade, a covered entrance, and a parking lot.

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Tullahoma

10/10 Excellent

Penny

A Holiday Inn Express & Suites hotel with a covered entrance, brick facade, and illuminated signage.

Holiday Inn Express & Suites Manchester by IHG

Manchester

10/10 Excellent

Kelly

A cozy bedroom with a large bed, a window with a view of greenery, and wooden ceiling beams.

Sasquatch Farm

South Pittsburg

10/10 Excellent

Lawrence

A spacious lobby with a reception desk, a seating area, and a view of the outside through a glass door.

Sleep Inn & Suites Manchester near Arnold AFB

Manchester

10/10 Excellent

Leonard

A hotel room with a large bed, a desk, and a television mounted on the wall.

Red Roof Inn Monteagle - I-24

Monteagle

10/10 Excellent

I came down from Upstate NY for three Disco Biscuits concerts at "The Caverns".This was the place for me.Clean rooms and everyone was very nice.Hotel manager told me about the shuttles to-from "The Caverns"as soon as I told him what I was in town for.Captain Dave's shuttle would be my choice if going back.Funny,cool,local(knows everyone) and a very good driver on those dark twisty roads!Room was good.Nice bed,shower was hot and had pressure,heat/ac worked fine, had no issue with the TV.Lots of...

Robert

Quality Inn Tullahoma

Tullahoma

10/10 Excellent

Mary M.

A reception area with a colorful striped floor, a reception desk, a TV, and a no-smoking sign.

Motel 6 Manchester, TN

Manchester

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

Are there vacation rentals in Cowan?

Yes, we have vacation rentals in Cowan near Cowan Railroad Museum, or you can go with a more secluded option if you're looking for a relaxing stay. Cowan is known for its mountain views and restaurants. Make sure you have time to check out the shopping and museums during your trip.

What are some of the best vacation rentals in Cowan?

Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp: Visitors like this Cowan vacation home rental. It is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Cowan?

Expedia has 5 vacation rentals for your stay in Cowan.

What can I see and do in Cowan?

While exploring the area, visit family-friendly sights like Cowan Railroad Museum, or get outside and enjoy nature at Lake Cheston. In the larger area, you’ll find Cowan City Hall and University of the South.

What are vacation rentals like in Cowan?

Vacation rentals are private properties you can stay in for a couple days or more in Cowan. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.

Cowan Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cowan vacation rentals

1. Winchester's Premier Downtown Loft!

2. Tiny Home w/ RV Hookups

3. A very rustic converted pole barn unique cozy cabin

4. Oasis on the Square

5. The Woods at The Retreat at Deer Lick Falls

6. Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns

7. Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24

8. Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!

9. Shea's Chalet - Cozy home in Monteagle, TN

10. Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

11. Cove Sweet Cove - 3BR + 2BR Near the Caverns!

12. Tiny Haven at the Retreat

13. Mountain Memories to provide a cozy retreat on your vacation!

14. Newly Remodled Suite in Monteagle TN!

15. Lydia's Lodge in Pelham

16. Smarter than the Average Stay at the Yogi Cottage!

17. Forest Retreat: Poolside Bliss Close to Campus

18. Snuggle Up in our Teddy Cottage! *New Listing*

19. Deciduous Dreams in Deer Lick Falls

20. Cozy Cottage in Monteagle!

Find vacation rentals that suit your style

Top Cowan Hotel Reviews

Best Western Inn

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Cowan?

What are some of the best vacation rentals in Cowan?

How many vacation rentals will I find in Cowan?

What can I see and do in Cowan?

What are vacation rentals like in Cowan?

18. Snuggle Up in our Teddy Cottage! New Listing