Grimsley Holiday Rentals

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Holiday Rentals in Grimsley

Romantic Secluded Cabin For Two

Monterey
9.8 out of 10, Exceptional, (294)
"Its a very peaceful and Beautiful place to relax Highly recommendthis cabin. Caint wait to go back.."
United States
Candy B.
Romantic Secluded Cabin For Two

Peaceful cabin in secluded mountain spot beside a picturesque creek

Wilder
9.8 out of 10, Exceptional, (58)
"Out. Back where we wanted to be. Very nice loved the house and the creak. Tony was very nice and very helpfull"
United States
Beth E.
Peaceful cabin in secluded mountain spot beside a picturesque creek

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

Crossville
9.8 out of 10, Exceptional, (205)
"Second stay here. Great location with good amenities. Owners were communicative and prompt. "
United States
Johanna G.
Lake Front unit ready 4 you! - sleeps 12 in beds, w/king bed, WiFi, pets

Wyndham Resort at Fairfield Glade - 2 Bedroom Condo

Fairfield Glade
9.6 out of 10, Exceptional, (212)
"We would stay here again. "
United States
Ginger T.
Wyndham Resort at Fairfield Glade - 2 Bedroom Condo

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

Crossville
9.8 out of 10, Exceptional, (65)
"Enjoyed Fairfield Glades a lot. Plenty of nice trails in the area."
United States
Doug W.
The price is NZ$431
includes taxes & fees
3 Dec - 4 Dec
Fairfield Glade condo with King size bed, pet friendly and WiFi

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

Jamestown
10.0 out of 10, Exceptional, (118)
"All of it was amazing. The perfect place to relax and unplug. Leigh is a phenomenal host. So helpful, responsive. We will definitely be back! "
United States
Sean P.
Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly

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

Crossville
9.6 out of 10, Exceptional, (193)
"Condo is very nice & clean and met our needs. Elizabeth is very nice. Would recommend this condo. "
United States
Pam W.
The price is NZ$433
includes taxes & fees
30 Nov - 1 Dec
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

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

Crossville
9.4 out of 10, Exceptional, (196)
"Great place to stay."
United States
Cameron B.
The price is NZ$433
includes taxes & fees
30 Nov - 1 Dec
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

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

Monterey
10.0 out of 10, Exceptional, (221)
"This is the most relaxing place. We loved the quiet area and the gazebo and the fountain. If you want a retreat to relax, this is the place to come. A lot to do in the surrounding areas. I want to come back in the fall."
United States
Karhy S.
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

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

Allardt
10.0 out of 10, Exceptional, (12)
"Clean, comfortable, well located, with a great host who made everything easy start to finish. Would definitely stay here again."
United States
Robert M.
The price is NZ$219
includes taxes & fees
30 Nov - 1 Dec
Cozy 1-bedroom house in charming Allardt with AC, WiFi

Golf & Southern Comfort Cape with Loft at The Cove

Monterey
8.6 out of 10, Excellent, (22)
"Very nice and cozy and spacious for a family of 6. Easy check in and checkout. "
United States
Vicki
Golf & Southern Comfort Cape with Loft at The Cove

Holpps Pine Ridge Lake tiny house B

Monterey
9.6 out of 10, Exceptional, (81)
"Quiet, family friendly lake with plenty to do: swimming, fishing, boating and plenty to do not far away."
United States
Steve
Holpps Pine Ridge Lake tiny house B

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

Monroe
10.0 out of 10, Exceptional, (14)
"Being able to put all 20 of us in one beautiful place with plenty of things to do for the younger grandchildren, teenagers and adults. This place is ideal for being a short distance from Sunset Marine and Dale Hollow Lake. Thank you, Michael"
United States
Bob D.
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

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

Crossville
9.4 out of 10, Exceptional, (153)
"Nice property with a convenient location."
United States
Michael W.
The price is NZ$433
includes taxes & fees
29 Nov - 30 Nov
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

Cozy 2 bedroom cabin nestled in wooded hideaway

Monterey
9.0 out of 10, Wonderful, (22)
"Visiting family in Monterey, this property is phenomenal! Even my in-laws who came for dinner while we stayed because their kitchen is under remodel were so excited to know of this little gem! Will be staying again and forwarding suggestion to family and friends!!!"
United States
Natalie W.
Cozy 2 bedroom cabin nestled in wooded hideaway

Home on the ridge

Monterey
10.0 out of 10, Exceptional, (1)
"This home is warm and inviting, clean, and many nice touches. The host is very accommodating and easy to contact. The sweet bread on the kitchen table is a nice welcome. Our family absolutely loved it!!"
United States
Jessica R.
Home on the ridge

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

Crossville
9.4 out of 10, Exceptional, (33)
"Nice well maintained property, perfect for our stay"
United States
Patrick
The price is NZ$379
includes taxes & fees
6 Dec - 7 Dec
2 bedroom 1.5 bath in Fairfield Glade near the community center!

Cozy Cabin and Campground near Big South Fork National River and Recreation Area

Jamestown
9.8 out of 10, Exceptional, (39)
"The cabin had a unique style and looked better than the pictures. Kitchen is fully stocked with what you would need. The beds are comfortable but the firepit was my favorite. This is a place I would highly recommend."
United States
Darren M.
Cozy Cabin and Campground near Big South Fork National River and Recreation Area

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

Jamestown
10.0 out of 10, Exceptional, (183)
"Excellent stay in a great location."
United States
Yaroslav
Cabin in the Big South Fork/Pickett State Park Area.

🌄Resort Vacations at Fairfield Glade TN Spacious Remodeled Villa just steps from golf course!

Fairfield Glade
9.4 out of 10, Exceptional, (28)
"Great for a golf trip"
United States
Jay H.
The price is NZ$672
includes taxes & fees
1 Dec - 2 Dec
🌄Resort Vacations at Fairfield Glade TN Spacious Remodeled Villa just steps from golf course!
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

Find out more about Grimsley

Everything you need to know about Grimsley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Grimsley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Grimsley holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Grimsley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Grimsley holiday rentals we have selected for you start as low as NZ$219 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Grimsley rentals

At Expedia, we put the best Grimsley holiday 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 holiday.

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. 

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?

Fairfield Glade condo with King size bed, pet friendly and WiFi: This holiday home rental outside of Grimsley offers a patio, a BBQ 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 wider area, you’ll find Jamestown Town Hall and Fentress County Public Library.

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.