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Top Holiday Rentals in Grimsley

Our top choices for Grimsley holiday rentals

Romantic Secluded Cabin For Two

9.8 out of 10, Exceptional, (277)
"Had a great stay.."
Romantic Secluded Cabin For Two

Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!

9.8 out of 10, Exceptional, (18)
"Great place to stay if fishing dale hollow. Convenient parking and close to boat ramps and tackle shops. "
Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!

Peaceful cabin in secluded mountain spot beside a picturesque creek

10.0 out of 10, Exceptional, (51)
"Cabin was quiet and tucked away. My dog loved playing in the creek. We would definitely stay again if ever in the area. "
Peaceful cabin in secluded mountain spot beside a picturesque creek

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

10.0 out of 10, Exceptional, (213)
"We will do it again. "
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

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

9.8 out of 10, Exceptional, (106)
"Absolutely loved this listing. The river is beautiful, the house is spacious, and it’s located just a fairly short drive to places like Byrdstown and Livingston for shopping or Standing Stone Park for hiking. The hosts were very pleasant and quick to respond. I would absolutely stay here again. "
Luxury In Nature, Log Cabin In One Of A Kind Location.

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

9.8 out of 10, Exceptional, (59)
"AMAZING. Will be staying again"
The price is £171
includes taxes & fees
31 Aug - 1 Sept
Fairfield Glade condo with King size bed, pet friendly and WiFi

Mountain Cabin in Jamestown

10.0 out of 10, Exceptional, (11)
"Our stay was wonderful! Beautiful cabin! Everything was so clean and we had everything we needed. "
The price is £232
includes taxes & fees
25 Aug - 26 Aug
Mountain Cabin in Jamestown

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

10.0 out of 10, Exceptional, (4)
"Clean, comfortable, well located, with a great host who made everything easy start to finish. Would definitely stay here again."
The price is £102
includes taxes & fees
25 Aug - 26 Aug
Cozy 1-bedroom house in charming Allardt with AC, WiFi

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

9.4 out of 10, Exceptional, (143)
"Quiet location, close to all of the amenities of the area. I loved my stay, and plan to make it an annual get away."
The price is £174
includes taxes & fees
25 Aug - 26 Aug
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

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

9.8 out of 10, Exceptional, (154)
"Quiet and Peaceful. Exactly what we was looking for. Also caught about 10 fish!"
Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!

The Treehouse - TN Honeymoon Cabin - HOT TUB - in BSF!!!

10.0 out of 10, Exceptional, (15)
"Great little place to stay! "
The Treehouse - TN Honeymoon Cabin - HOT TUB - in BSF!!!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!

9.8 out of 10, Exceptional, (26)
"It was so great to sit on the large deck or at the fire pit enjoying the quiet and peaceful area. Everyone was friendly and waved as we went driving by. "
The price is £149
includes taxes & fees
27 Aug - 28 Aug
Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Cabin with private pond. A peaceful escape

10.0 out of 10, Exceptional, (37)
"Great Place & Great Host as always!! Thank you Sarah "
Cabin with private pond. A peaceful escape

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

9.4 out of 10, Exceptional, (188)
"Owner was so helpful. Can not thank them enough. Place was very clean!"
The price is £174
includes taxes & fees
25 Aug - 26 Aug
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

10.0 out of 10, Exceptional, (12)
"The home was amazing. Considering returning next summer with a few families. "
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

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

10.0 out of 10, Exceptional, (19)
"Great place to stay if you’re visiting Alvin C York or Big South Fork. Beautiful cabin with a relaxing pond"
The price is £243
includes taxes & fees
25 Aug - 26 Aug
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

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

9.4 out of 10, Exceptional, (30)
"Nice well maintained property, perfect for our stay"
The price is £155
includes taxes & fees
28 Aug - 29 Aug
2 bedroom 1.5 bath in Fairfield Glade near the community center!

Pa's Cozy Cabin

9.8 out of 10, Exceptional, (22)
"We enjoyed our stay. The outside entertainment area was awesome!"
Pa's Cozy Cabin

One level condo/ King bed, WiFi- sleeps 4

9.8 out of 10, Exceptional, (121)
"Property was clean and perfect location for our needs."
The price is £174
includes taxes & fees
25 Aug - 26 Aug
One level condo/ King bed, WiFi- sleeps 4

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

10.0 out of 10, Exceptional, (199)
"Perfect with family with privacy of full in-law suite downstairs."
🌟Lake Front unit ready 4 you! 🌟- sleeps 12 in beds, w/king bed, WiFi, pets
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

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?

Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!: This holiday home rental outside of Grimsley is on a lake, and equipped with air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 Highland Manor Winery.

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.