Default HTG hotel image

Grimsley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Grimsley vacation rentals

A wooden deck with benches and a window overlooking a forested area.

1. “The Fox Den” WhittleSticks Cabin in Lancing

“The Fox Den” WhittleSticks Cabin in Lancing
Lancing
9.4 out of 10, Exceptional, (18 reviews)
"This was such a nice place. Very clean and beautiful inside. Wonderful shower and a lovely back porch for star gazing. Really hope to visit there again."
United States
Grace Nacole
The price is AED 463
AED 743 total
includes taxes & fees
15 Nov - 16 Nov
“The Fox Den” WhittleSticks Cabin in Lancing
A golf course with a well-maintained fairway, sand bunkers, and a clubhouse.

2. 🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Crossville
9.4 out of 10, Exceptional, (226 reviews)
"Much better than a hotel room! Amenities of staying at home. Comfortable and convenient to Fairfield Glades golf courses."
United States
David
The price is AED 367
AED 914 total
includes taxes & fees
18 Nov - 19 Nov
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A cozy cabin interior with a wooden interior, a kitchen with modern appliances, a dining area with a table set for a meal, and a large window offering a view of the outdoors.

3. Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (48 reviews)
"Excellent"
United States
Melissa M
The price is AED 349
AED 746 total
includes taxes & fees
19 Nov - 20 Nov
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
A kitchen with a central island, a sink, and a window with blinds.

4. One level condo/ King bed, WiFi- sleeps 4

One level condo/ King bed, WiFi- sleeps 4
Crossville
9.8 out of 10, Exceptional, (145 reviews)
"My first choice stay whenever I am in town. Always clean, superbly stocked, hi quality linens and towels."
United States
Terry O.
The price is AED 367
AED 910 total
includes taxes & fees
15 Nov - 16 Nov
One level condo/ King bed, WiFi- sleeps 4
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

5. Charming 3-bedroom house with AC in peaceful Jamestown

Charming 3-bedroom house with AC in peaceful Jamestown
Jamestown
The price is AED 496
AED 1,036 total
includes taxes & fees
15 Dec - 16 Dec
Charming 3-bedroom house with AC in peaceful Jamestown
A living room with a sofa, a dining table with chairs, a potted plant, and a wall-mounted sign.

6. Fairfield Glade condo with King size bed, pet friendly and WiFi

Fairfield Glade condo with King size bed, pet friendly and WiFi
Crossville
9.4 out of 10, Exceptional, (99 reviews)
"Great property for our needs. We didn’t spend much time in it between rounds of golf, but when we were there it was relaxing, convenient, and felt like home. Place was clean, tv worked, and the fridge kept the “sodas” cold."
United States
Jay M.
The price is AED 367
AED 917 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Glade condo with King size bed, pet friendly and WiFi
A wooden cabin with a metal roof, a front porch, and a gravel path leading to the door.

7. “The Bear Cave” WhittleSticks Cabin in Lancing TN

“The Bear Cave” WhittleSticks Cabin in Lancing TN
Lancing
10.0 out of 10, Exceptional, (2 reviews)
"10/10, great hosts, great location, great cabin"
United States
Beau H.
The price is AED 588
AED 984 total
includes taxes & fees
15 Nov - 16 Nov
“The Bear Cave” WhittleSticks Cabin in Lancing TN
A room with a sliding glass door leading to an outdoor deck. Inside, there is a dark-colored sofa with a cushion, a small table with a tissue box, and a lamp. The deck has a grill and outdoor chairs.

8. 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
Crossville
9.6 out of 10, Exceptional, (154 reviews)
"Great stay!"
United States
Crystal S.
The price is AED 367
AED 914 total
includes taxes & fees
18 Nov - 19 Nov
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

9. END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Crossville
9.4 out of 10, Exceptional, (191 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
The price is AED 367
AED 910 total
includes taxes & fees
15 Nov - 16 Nov
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

10. Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Crossville
9.4 out of 10, Exceptional, (220 reviews)
"Host was great!!Property could use some updating, but good value."
United States
Kathy H.
The price is AED 367
AED 910 total
includes taxes & fees
15 Nov - 16 Nov
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
A rustic wooden structure with a view of a lake and trees.

11. MuddyPond Campground is a beautiful,and peaceful,relaxing place, <br>u

MuddyPond Campground is a beautiful,and peaceful,relaxing place, <br>u
Monterey
9.2 out of 10, Wonderful, (5 reviews)
"Amazing place to stay, very quiet and relaxing. The pond was very nice and had fish to catch and release. The host was very nice and communicated well with everything. Will definitely recommend it and we will be staying again in the future "
United States
Blake R.
The price is AED 248
AED 446 total
includes taxes & fees
15 Nov - 16 Nov
MuddyPond Campground is a beautiful,and peaceful,relaxing place, <br>u
A grassy field with trees and a clear sky.

12. Mountain Cabin in Jamestown

Mountain Cabin in Jamestown
Jamestown
9.8 out of 10, Exceptional, (17 reviews)
"Cutest little cabin on a beautiful piece of land. Would stay here again for sure. "
United States
Amber S.
The price is AED 643
AED 1,234 total
includes taxes & fees
15 Nov - 16 Nov
Mountain Cabin in Jamestown
A spacious living area with a herringbone-patterned floor, a sliding glass door leading to an outdoor patio, and a ceiling fan.

13. Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports

Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports
Crossville
9.6 out of 10, Exceptional, (71 reviews)
"The owners were fantastic to work with and communication and timely responses were appreciated. The condo was as advertised and perfect for our group of four. Easy check-in and check out. Would definitely stay here again when we return to golf."
United States
Keith S.
The price is AED 367
AED 910 total
includes taxes & fees
15 Nov - 16 Nov
Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports
A residential area with multiple detached houses, a well-maintained lawn, and a row of trees.

14. 2 bedroom 1.5 bath in Fairfield Glade near the community center!

2 bedroom 1.5 bath in Fairfield Glade near the community center!
Crossville
9.0 out of 10, Wonderful, (40 reviews)
"This was the perfect stay for a long golf weekend. Host Gabby was exceptional with her communication and was very helpful in making our stay a good one. Will definitely try and book this again for our golf trip next year. Top notch."
United States
Ryan B.
The price is AED 349
AED 852 total
includes taxes & fees
24 Nov - 25 Nov
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A modern kitchen with white cabinetry, a dining table with chairs, a refrigerator, and an air conditioning unit.

15. Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake

Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Cabin was everything that says it is. Would stay again"
United States
Anonymous traveler
The price is AED 238
AED 380 total
includes taxes & fees
29 Nov - 30 Nov
Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
A cabin with a fire pit and outdoor seating, surrounded by trees.

16. Secluded Honeymoon Cabin-Hot tub

Secluded Honeymoon Cabin-Hot tub
Jamestown
10.0 out of 10, Exceptional, (7 reviews)
"Nice cabin"
United States
Kevin S.
Secluded Honeymoon Cabin-Hot tub
A spacious room with wooden beams, a ceiling fan, a fireplace, and a large window.

17. Rugged and Rustic Tennessee Mountain Cabin With Loft

Rugged and Rustic Tennessee Mountain Cabin With Loft
Lancing
8.4 out of 10, Very good, (12 reviews)
"Far better than other places you could go for the price! Roger was super quick with his responses and so helpful with details prior to check-in. I would happily stay here again."
United States
Desiree W.
The price is AED 569
AED 1,780 total
includes taxes & fees
15 Dec - 16 Dec
Rugged and Rustic Tennessee Mountain Cabin With Loft
A bathroom with a wooden vanity, a copper sink, and a mirror above it. There is a towel hanging on the wall and a shelf with jars and a plant.

18. Speakeasy-2 bedroom/2 bath- on the Downtown Square

Speakeasy-2 bedroom/2 bath- on the Downtown Square
Livingston
10.0 out of 10, Exceptional, (6 reviews)
"Would definitely recommend and stay here again!"
United States
Jennifer S.
The price is AED 335
AED 740 total
includes taxes & fees
16 Nov - 17 Nov
Speakeasy-2 bedroom/2 bath- on the Downtown Square
A two-story cabin with a balcony, surrounded by trees.

19. Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.

Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay with our family of 5! The host was very attentive and the cabin had nearly everything we could've needed or wanted."
United States
A P.
The price is AED 533
AED 1,684 total
includes taxes & fees
30 Nov - 1 Dec
Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
A spacious living area with a pool table, a kitchen island with a dishwasher, and a dining area with a table and chairs.

20. Gorgeous Home in the Heart of Historic Downtown

Gorgeous Home in the Heart of Historic Downtown
Livingston
10.0 out of 10, Exceptional, (3 reviews)
"Great location and close to the shops we love to visit. The host was very helpful and easy to communicate with. We would definitely visit here again."
United States
Jason D.
The price is AED 355
AED 818 total
includes taxes & fees
15 Nov - 16 Nov
Gorgeous Home in the Heart of Historic Downtown
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grimsley Hotel Reviews

Cabin in the Big South Fork/Pickett State Park Area.

Cabin in the Big South Fork/Pickett State Park Area.

10/10 Excellent
"Very homey without trying too hard. Great solitude and everything is perfectly acceptable. Definitely would stay again."
Klifton 2-night trip
Posted less than an hour ago
Cabin in the Big South Fork/Pickett State Park Area.

Frequently asked questions

Are there vacation rentals in Grimsley?

Yes, we offer vacation rentals near the most popular points of interest in Grimsley, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Grimsley?

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom: This vacation home near Grimsley offers an indoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable 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 an arcade game room.

What can I see and do in Grimsley?

While you're exploring the area, Obed Wild & Scenic River and Pogue Creek Canyon State Natural Area are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Jamestown Town Hall and Highland Manor Winery.

What are vacation rentals like in Grimsley?

Vacation rentals are private accommodations you can stay in for several days or longer in Grimsley. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.