Grimsley Holiday Rentals

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Holiday Rentals in Grimsley

Romantic Secluded Cabin For Two

9.8 out of 10, Exceptional, (244)
"Lovely little cabin. We enjoyed our time!"
Romantic Secluded Cabin For Two

Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

10.0 out of 10, Exceptional, (195)
"We enjoyed our time in God's country so much that we decided to stay an extra day. We didn't want to leave. We are planning our next trip to stay in the BIG HOUSE. :) "
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!

9.8 out of 10, Exceptional, (136)
"Perfect! 3rd visit and will be back! "
Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!

One level condo/ King bed, WiFi- sleeps 4

9.8 out of 10, Exceptional, (107)
"The place is great very clean neighborhood is quiet great location definitely 5 star place "
The price is AU$358
includes taxes & fees
13 Dec - 14 Dec
One level condo/ King bed, WiFi- sleeps 4

Peaceful cabin in secluded mountain spot beside a picturesque creek

10.0 out of 10, Exceptional, (41)
"The cabin had everything you would need. The creek was pretty. We slept a lot as we wanted peaceful and quiet with no disturbances. The fall leaves were just starting to change, and I know it would be really pretty. We brought everything we needed but decided to go out and the country store only sold ingredients for bread, you either bake it or drive another hour and half to Walmart. We did drive on to Walmart and I was shocked at how nice it was compared to the 4 by my house in Florida. ...
Peaceful cabin in secluded mountain spot beside a picturesque creek

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

9.4 out of 10, Exceptional, (129)
"Farther away from Sparta TN than expected."
The price is AU$356
includes taxes & fees
15 Dec - 16 Dec
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

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

9.8 out of 10, Exceptional, (47)
"The unit was comfortable and clean. Had everything we needed and close to shops and food. The owners were very quick to answer any questions and we had no concerns at all. I wouldn’t hesitate to recommend this unit. "
The price is AU$356
includes taxes & fees
15 Dec - 16 Dec
Fairfield Glade condo with King size bed, pet friendly and WiFi

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

9.4 out of 10, Exceptional, (173)
"The room sizes were generous, the bathrooms were very clean and well stocked. The kitchen was well stocked with everything that we needed. The living room and dining area were very comfortable. Windows were generous, bringing in a lot of light. Would definitely stay here again."
The price is AU$356
includes taxes & fees
11 Dec - 12 Dec
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

🌟Lake Front unit ready 4 you! 🌟- sleeps 12 in beds, w/king bed, WiFi, pets

10.0 out of 10, Exceptional, (182)
"Friends gathering for golf. "
🌟Lake Front unit ready 4 you! 🌟- sleeps 12 in beds, w/king bed, WiFi, pets

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

9.6 out of 10, Exceptional, (118)
"The condo really fit our needs. It was great that they allowed pets. "
The price is AU$356
includes taxes & fees
15 Dec - 16 Dec
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

Luxury In Nature, Log Cabin In One Of A Kind Location.

9.8 out of 10, Exceptional, (98)
"This was our second time staying here. It’s always a great trip. Owners are great and easy to work with. Would’ve been 5 stars all the way but showers and bath tub had slot of bugs. (Gnats and what not) daughters bed blanket had a lot of dead gnats on it as well. Other than that I highly recommend. Beautiful home and area"
Luxury In Nature, Log Cabin In One Of A Kind Location.

The perfect hideaway just outside of Algood and minutes to Cookeville!

9.6 out of 10, Exceptional, (40)
"This place was wonderful! We came here with our family of 6 from Florida to celebrate our son in law's birthday! Hands down the best vacation ever!! We spent a lot of our time just in this quaint cabin! Clean, spacious and lots of cabiny details incliding a fireplace and a vintage bathtub"
The price is AU$328
includes taxes & fees
15 Dec - 16 Dec
The perfect hideaway just outside of Algood and minutes to Cookeville!

Wyndham Resort at Fairfield Glade - 2 Bedroom Condo

9.6 out of 10, Exceptional, (27)
"👍"
Wyndham Resort at Fairfield Glade - 2 Bedroom Condo

Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly

10.0 out of 10, Exceptional, (105)
"Everything was as promised and more. Perfect place to getaway from work and city life. If you’re looking for the perfect place just to relax this is it. Will be staying again in future. Your host has thought of everything to make you stay a pleasant and memorable one."
Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly

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

9.6 out of 10, Exceptional, (29)
"The only problem was the stairs. I had a hard time with that due to a knee issue. Next time I’ll look for a one story. The shower has no pressure "
The price is AU$359
includes taxes & fees
23 Dec - 24 Dec
Heart of Fairfield Glade condo! Golfing, hiking, and racquet sports

Cozy 2 bedroom cabin nestled in wooded hideaway

9.6 out of 10, Exceptional, (11)
"Relaxing"
Cozy 2 bedroom cabin nestled in wooded hideaway

Cozy river retreat near hiking ,fishing, boating

10.0 out of 10, Exceptional, (56)
"Beautiful home, very private. Well stocked and host was great! Would definitely choose to stay here again if I am in the area"
Cozy river retreat near hiking ,fishing, boating

Family Cabin on Clear Creek

9.6 out of 10, Exceptional, (32)
"We had a really great time. Everything was in order,just a little inconvenience with a hottub. Would definitely recommend others Secluded and clean."
Family Cabin on Clear Creek

Barnhouse Charm at 1-40 Monterey

8.8 out of 10, Excellent, (8)
"This rental was very cute and well equipped. It had a pretty yard in a quiet neighborhood. The keypad allowed easy access. The TV was very nice. It was very clean. There were plenty of linens and towels for a short stay. Travel size toiletries were there if needed. The kitchen was nice with plenty of dishes and cooking utensils. However we really only used the fridge and ate out for all meals. We were allowed one pet per her instructions. We asked to bring our 2nd small dog but that request was...
Barnhouse Charm at 1-40 Monterey

Downtown 4-bedroom with boat and Rv parking close to Lake

10.0 out of 10, Exceptional, (5)
"We really enjoyed the house. Owner was super friendly and very quick to respond to my messages. Wish we could have spent more time there and shopped at the cute store downtown. Would definitely stay there again! They definitely put pride into their lovely home and go above and behind for their guests. "
Downtown 4-bedroom with boat and Rv parking close to Lake
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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Other types of properties in Grimsley you may be interested in

Quality Inn & Suites

2.5 star property
8.4 out of 10, Very good, (714)
"Nothing "
The price is AU$102
includes taxes & fees
9 Dec - 10 Dec
Quality Inn & Suites

Quality Inn Crossville Near Cumberland Mountain State Park

2.5 star property
8.2 out of 10, Very good, (627)
"Rooms very clean and spacious"
The price is AU$103
includes taxes & fees
9 Dec - 10 Dec
Quality Inn Crossville Near Cumberland Mountain State Park

Baymont by Wyndham Crossville

2.5 star property
7.4 out of 10, Good, (692)
"I stayed for business. When I checked in, the front desk was extremely cluttered which made me nervous. However, when I got to the room, it was super clean. It looked like they had all new carpet and bedding. The hotel was very clean. Friendly Staff. The pool and hot tub were super clean too. I think they do an excellent job cleaning."
The price is AU$133
includes taxes & fees
4 Dec - 5 Dec
Baymont by Wyndham Crossville
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Grimsley?

Yes, there are holiday rentals close to the most popular sights in Grimsley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Grimsley has to offer?

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom: This holiday home rental outside of Grimsley offers an indoor pool, a balcony and a BBQ 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 holiday with amenities such as an arcade/games 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 wider area, you’ll find Jamestown Town Hall and Allardt Town Hall.

What are holiday rentals like in Grimsley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Grimsley. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.