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Grimsley Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Grimsley vacation rentals

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

1. Serene peaceful 2-bedroom cabin in charming Clarkrange/Jamestown

Serene peaceful 2-bedroom cabin in charming Clarkrange/Jamestown
Clarkrange
10.0 out of 10, Exceptional, (16 reviews)
"Great rural stay that my dog enjoyed!"
United States
Gretchen S.
$191 nightly
The price is $211
Aug 21 - Aug 22
Total with taxes and fees
Serene peaceful 2-bedroom cabin in charming Clarkrange/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.

2. 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, (33 reviews)
"Wonderful, quaint space perfect for our small family! "
United States
Bianca F.
$286 nightly
The price is $316
Aug 21 - Aug 22
Total with taxes and fees
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a wooden countertop. There are two bar stools and a wooden coffee table.

3. Private 1BR Apartment in Jamestown, TN – Full Kitchen

Private 1BR Apartment in Jamestown, TN – Full Kitchen
Jamestown
$153 nightly
The price is $168
Aug 22 - Aug 23
Total with taxes and fees
Private 1BR Apartment in Jamestown, TN – Full Kitchen
A cozy room with a flat-screen TV, a fireplace, and a bookshelf.

4. 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, (20 reviews)
"Very quiet and clean!"
United States
Amanda J
$118 nightly
The price is $130
Aug 24 - Aug 25
Total with taxes and fees
Cozy 1-bedroom house in charming Allardt with AC, 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.

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

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (39 reviews)
"Love the place quite nice view beautiful place I definitely come back in the future "
United States
Rebecca K.
$168 nightly
The price is $185
Aug 23 - Aug 24
Total with taxes and fees
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
A hammock set up in a garden with a wooden deck and chairs, surrounded by trees and a house in the background.

6. 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.
$335 nightly
The price is $370
Aug 30 - Aug 31
Total with taxes and fees
Mountain Cabin in Jamestown
A modern kitchen with white cabinetry, a dining table with chairs, a refrigerator, and an air conditioning unit.

7. 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, (2 reviews)
"Nice place to stay for a couple that needs a break. Off the beaten path and quiet."
United States
Anonymous traveler
$98 nightly
The price is $107
Aug 23 - Aug 24
Total with taxes and fees
Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
A wooden deck with benches and a window overlooking a forested area.

8. “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.
$190 nightly
The price is $210
Aug 23 - Aug 24
Total with taxes and fees
“The Fox Den” WhittleSticks Cabin in Lancing
A living room with a sectional sofa, a coffee table, and a patterned rug.

9. 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.
$148 nightly
The price is $170
Aug 23 - Aug 24
Total with taxes and fees
The Mason Apartment-Cozy Getaway
A kitchen with a central island, a sink, and a window with blinds.

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

One level condo/ King bed, WiFi- sleeps 4
Crossville
9.8 out of 10, Exceptional, (139 reviews)
"Nice place to stay thanks"
United States
Cathy W.
$213 nightly
The price is $241
Aug 28 - Aug 29
Total with taxes and fees
One level condo/ King bed, WiFi- sleeps 4
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, (36 reviews)
"The property met our needs for the one night."
United States
Kelli C.
$211 nightly
The price is $238
Aug 25 - Aug 26
Total with taxes and fees
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A living room with a sofa, a dining table with chairs, a potted plant, and a wall-mounted sign.

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

Fairfield Glade condo with King size bed, pet friendly and WiFi
Crossville
9.6 out of 10, Exceptional, (85 reviews)
"The condo worked perfectly for our golf trip."
United States
Kent T.
$217 nightly
The price is $245
Aug 28 - Aug 29
Total with taxes and fees
Fairfield Glade condo with King size bed, pet friendly and WiFi
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.

13. 🌟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, (147 reviews)
"We had a great stay. "
United States
Anonymous traveler
$216 nightly
The price is $244
Aug 24 - Aug 25
Total with taxes and fees
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A two-story cabin with a balcony, surrounded by trees.

14. 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, (1 review)
"Was and great weekend getaway for my friends and I. Would for sure stay again!"
United States
Amelia D.
$424 nightly
The price is $472
Sep 10 - Sep 11
Total with taxes and fees
Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

15. 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, (181 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
$213 nightly
The price is $241
Aug 24 - Aug 25
Total with taxes and fees
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A wooden deck with a table and two chairs, overlooking a forested area.

16. 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, (17 reviews)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
$140 nightly
The price is $154
Aug 23 - Aug 24
Total with taxes and fees
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
A golf course with a well-maintained fairway, sand bunkers, and a clubhouse.

17. 🔚 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, (217 reviews)
"Convenient for visiting in Fairfield Glade"
United States
Carolyn
$216 nightly
The price is $244
Aug 25 - Aug 26
Total with taxes and fees
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

18. 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, (210 reviews)
"The condo was clean, location was great. Communication with owner was very easy and always a quick response."
United States
Margaret S.
$210 nightly
The price is $238
Aug 23 - Aug 24
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.

19. 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, (62 reviews)
"Place was comfortable and offered everything we needed "
United States
Blythe S.
$216 nightly
The price is $244
Aug 24 - Aug 25
Total with taxes and fees
Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports
A wicker chair with a woven backrest and armrests, positioned in a room with a patterned rug and a window with blinds.

20. The Miller on the Livingston Square!

The Miller on the Livingston Square!
Livingston
8.0 out of 10, Very Good, (2 reviews)
"They need a new sofa and cooking pans."
United States
Terry G.
$165 nightly
The price is $190
Aug 21 - Aug 22
Total with taxes and fees
The Miller on the Livingston 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

Quality Inn & Suites Monterey I-40

Quality Inn & Suites Monterey I-40

10/10 Excellent
"Clean room helpful staff breakfast was average but good enough."
Donna or David 1-night trip
Posted 11 hours ago
Quality Inn & Suites Monterey I-40

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 $107 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?

Fairfield Glade condo with King size bed, pet friendly and WiFi: This vacation home near Grimsley offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Highland Manor Winery and Fentress County Public Library.

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.