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Grimsley Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Grimsley vacation rentals

A cozy room with a flat-screen TV, a fireplace, and a bookshelf.

1. Cozy 1-bedroom house in charming Allardt with AC, WiFi

Cozy 1-bedroom house in charming Allardt with AC, WiFi
Allardt
10.0 out of 10, Exceptional, (27 reviews)
"This property was perfect for our long weekend stay! Clean, convenient, and felt at home while there. Would stay again!!!!"
United States
Kelly
$110 nightly
The price is $123
Oct 26 - Oct 27
Total with taxes and fees
Cozy 1-bedroom house in charming Allardt with AC, WiFi
A wooden cabin with a snow-covered roof, surrounded by trees and a snowy landscape.

2. 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.
$123 nightly
The price is $137
Oct 16 - Oct 17
Total with taxes and fees
MuddyPond Campground is a beautiful,and peaceful,relaxing place, <br>u
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.

3. 🌟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, (152 reviews)
"Loved the place, location and amenities. Will stay there again! The hosts were Wonderful, Thanks again."
United States
Robert
$215 nightly
The price is $248
Oct 16 - Oct 17
Total with taxes and fees
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A wooden deck with benches and a window overlooking a forested area.

4. “The Fox Den” WhittleSticks Cabin in Lancing

“The Fox Den” WhittleSticks Cabin in Lancing
Lancing
9.4 out of 10, Exceptional, (16 reviews)
"We enjoyed our peaceful time at the cabin. It was very clean. Bed was comfortable. "
United States
Lacey B.
$188 nightly
The price is $211
Oct 18 - Oct 19
Total with taxes and fees
“The Fox Den” WhittleSticks Cabin in Lancing
A golf course with a well-maintained fairway, sand bunkers, and a clubhouse.

5. 🔚 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, (224 reviews)
"Much better than a hotel room! Amenities of staying at home. Comfortable and convenient to Fairfield Glades golf courses."
United States
David
$216 nightly
The price is $249
Oct 21 - Oct 22
Total with taxes and fees
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
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, (93 reviews)
"loved the location, out of the busy area but close enough to go where we had planned. nice quiet area"
United States
Kim W.
$217 nightly
The price is $250
Oct 17 - Oct 18
Total with taxes and fees
Fairfield Glade condo with King size bed, pet friendly and WiFi
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.

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

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (44 reviews)
"Awesome and very peaceful!"
United States
Michael
$192 nightly
The price is $217
Oct 18 - Oct 19
Total with taxes and fees
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
A kitchen with a central island, a sink, and a window with blinds.

8. 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)
"Nice place to stay thanks"
United States
Cathy W.
$216 nightly
The price is $249
Nov 1 - Nov 2
Total with taxes and fees
One level condo/ King bed, WiFi- sleeps 4
A wooden cabin with a metal roof, a front porch, and a gravel path leading to the door.

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

“The Bear Cave” WhittleSticks Cabin in Lancing TN
Lancing
10.0 out of 10, Exceptional, (1 review)
"10/10, great hosts, great location, great cabin"
United States
Beau H.
$248 nightly
The price is $279
Oct 16 - Oct 17
Total with taxes and fees
“The Bear Cave” WhittleSticks Cabin in Lancing TN
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

10. 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, (188 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
$216 nightly
The price is $249
Nov 8 - Nov 9
Total with taxes and fees
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A residential area with multiple detached houses, a well-maintained lawn, and a row of trees.

11. 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
9.2 out of 10, Wonderful, (38 reviews)
"The property met our needs for the one night."
United States
Kelli C.
$210 nightly
The price is $242
Oct 19 - Oct 20
Total with taxes and fees
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

12. 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
9.6 out of 10, Exceptional, (217 reviews)
"Host was great!!Property could use some updating, but good value."
United States
Kathy H.
$212 nightly
The price is $245
Oct 19 - Oct 20
Total with taxes and fees
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
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, (68 reviews)
"Place was comfortable and offered everything we needed "
United States
Blythe S.
$215 nightly
The price is $248
Oct 18 - Oct 19
Total with taxes and fees
Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports
A hammock set up in a garden with a wooden deck and chairs, surrounded by trees and a house in the background.

14. Mountain Cabin in Jamestown

Mountain Cabin in Jamestown
Jamestown
10.0 out of 10, Exceptional, (15 reviews)
"Cutest little cabin on a beautiful piece of land. Would stay here again for sure. "
United States
Amber S.
$334 nightly
The price is $377
Oct 18 - Oct 19
Total with taxes and fees
Mountain Cabin in Jamestown
A spacious room with a high ceiling, a wooden staircase, a dining area with a table and chairs, and a kitchen area with a refrigerator.

15. Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
Jamestown
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful, quaint space perfect for our small family! "
United States
Bianca F.
$310 nightly
The price is $349
Oct 16 - Oct 17
Total with taxes and fees
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
A living room with a brick wall, a round coffee table, a sofa, a dining area with a table and chairs, a fireplace, and a clock on the wall.

16. The Officer-Chic 1 bedroom on the Historic Square

The Officer-Chic 1 bedroom on the Historic Square
Livingston
$149 nightly
The price is $167
Oct 18 - Oct 19
Total with taxes and fees
The Officer-Chic 1 bedroom on the Historic Square
A modern kitchen with white cabinetry, a dining table with chairs, a refrigerator, and an air conditioning unit.

17. 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, (3 reviews)
"Cabin was everything that says it is. Would stay again"
United States
Anonymous traveler
$98 nightly
The price is $109
Oct 19 - Oct 20
Total with taxes and fees
Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
A living room with a sectional sofa, a coffee table, and a patterned rug.

18. The Mason Apartment-Cozy Getaway

The Mason Apartment-Cozy Getaway
Livingston
10.0 out of 10, Exceptional, (7 reviews)
"This was our second time staying here and it was just as perfect as the first. "
United States
Kristy K.
$143 nightly
The price is $161
Oct 19 - Oct 20
Total with taxes and fees
The Mason Apartment-Cozy Getaway
A wooden deck with a table and two chairs, overlooking a forested area.

19. The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.

The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
Allardt
9.8 out of 10, Exceptional, (18 reviews)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
$140 nightly
The price is $157
Oct 25 - Oct 26
Total with taxes and fees
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
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.

20. 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, (5 reviews)
"Would definitely recommend and stay here again!"
United States
Jennifer S.
$184 nightly
The price is $206
Oct 18 - Oct 19
Total with taxes and fees
Speakeasy-2 bedroom/2 bath- on the Downtown Square
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 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
"Enjoyed our brief stay in this wonderful cabin. Clean, fully furnished with a great setting and location. Will stay again."
Anthony P. 2-night trip
Posted 9 hours ago
Cabin in the Big South Fork/Pickett State Park Area.

Find out more about Grimsley

Everything you need to know about Grimsley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grimsley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grimsley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grimsley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grimsley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grimsley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grimsley rentals

At Expedia, we put the best Grimsley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grimsley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grimsley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grimsley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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.