Book Holiday Homes in Grimsley

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Grimsley

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

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

Crossville
The price is AU$367 per night from 4 Jan to 5 Jan
AU$367
includes taxes & fees
4 Jan - 5 Jan 2025
With a stay at this vacation home in Crossville, you'll be 8.9 mi (14.3 km) from Stonehaus Winery and 9.5 mi (15.2 km) from Palace Theater.
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
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
The price is AU$358 per night from 5 Jan to 6 Jan
AU$358
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Crossville, you'll be 9.2 mi (14.7 km) from Stonehaus Winery and 9.3 mi (14.9 km) from Crab Orchard Town Hall.
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Fairfield Glade condo with King size bed, pet friendly and WiFi

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

Crossville
The price is AU$372 per night from 28 Dec to 29 Dec
AU$372
includes taxes & fees
28 Dec - 29 Dec
When you stay at this vacation home in Crossville, you'll be 14 minutes by car from Stonehaus Winery.
Fairfield Glade condo with King size bed, pet friendly and WiFi
Save an average of 15% on thousands of hotels when you're signed in
🌟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
The price is AU$369 per night from 30 Dec to 31 Dec
AU$369
includes taxes & fees
30 Dec - 31 Dec
With a stay at this vacation home in Crossville, you'll be 8.9 mi (14.3 km) from Stonehaus Winery and 9.5 mi (15.3 km) from Palace Theater.
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
Downtown  4-bedroom with boat and Rv parking close to Lake

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

Livingston
Located in Livingston, this vacation home is within a 5-minute drive of Overton County Heritage Museum and Hidden Valley Golf and Country Club.
Downtown 4-bedroom with boat and Rv parking close to Lake
Golf & Southern Comfort Cape with Loft at The Cove

Golf & Southern Comfort Cape with Loft at The Cove

Monterey
When you stay at this vacation home in Monterey, you'll be 9 minutes by car from Caney Fork River.
Golf & Southern Comfort Cape with Loft at The Cove
Cozy river retreat near hiking ,fishing, boating

Cozy river retreat near hiking ,fishing, boating

Byrdstown
Located in Byrdstown, this vacation home is on the waterfront, within a 15-minute drive of Sergeant Alvin York Mill State Historic Area and Alvin C York ...
Cozy river retreat near hiking ,fishing, boating
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

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

Monroe
Located in Byrdstown, this vacation home is in a rural location, within a 15-minute drive of Dale Hollow Reservoir and Cordell Hull.
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

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

Crossville
The price is AU$324 per night from 2 Jan to 3 Jan
AU$324
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at this vacation home in Crossville, you'll be 9.2 mi (14.8 km) from Stonehaus Winery and 9.3 mi (15 km) from Crab Orchard Town Hall.
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Don't see what you're looking for?
See all available properties in Grimsley
View all properties
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.

Grimsley Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Grimsley vacation homes are the perfect way for you to wing it.

Holiday houses in Grimsley let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Grimsley in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Grimsley adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Grimsley with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Grimsley vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Grimsley Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
AU$112
Highest Price
AU$372
Popular accommodation
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers, Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!, Fairfield Glade condo with King size bed, pet friendly and WiFi, 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!, Downtown 4-bedroom with boat and Rv parking close to Lake, Golf & Southern Comfort Cape with Loft at The Cove, Cozy river retreat near hiking ,fishing, boating , 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

Top trending hotels in Grimsley

Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
522 East Stratton Avenue, Monterey, TN
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 5 Jan to 6 Jan
AU$112
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Quality Inn & Suites in Monterey, you'll be 14 minutes by car from Caney Fork River.
Quality Inn & Suites
Red Roof Inn Crossville

Red Roof Inn Crossville

2 out of 5
105 Executive Drive, Crossville, TN
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 24 Dec to 25 Dec
AU$132
includes taxes & fees
24 Dec - 25 Dec
When you stay at Red Roof Inn Crossville in Crossville, you'll be near the airport, within a 5-minute drive of Stonehaus Winery and Woodmere Mall Shopping ...
Red Roof Inn Crossville
Executive Inn

Executive Inn

2 out of 5
4083 Highway 127 N, Crossville, TN
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 24 Dec to 25 Dec
AU$114
includes taxes & fees
24 Dec - 25 Dec
With a stay at Executive Inn in Crossville, you'll be 9.2 mi (14.9 km) from Cumberland Mountain State Park and 32.2 mi (51.8 km) from Tennessee Tech ...
Executive Inn
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn Crossville Near Cumberland Mountain State Park

Quality Inn Crossville Near Cumberland Mountain State Park

2.5 out of 5
4035 Highway 127 N, Crossville, TN
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 13 Jan to 14 Jan
AU$117
includes taxes & fees
13 Jan - 14 Jan 2025
A stay at Quality Inn Crossville Near Cumberland Mountain State Park places you in the heart of Crossville, within a 5-minute drive of Stonehaus Winery and Woodmere ...
Quality Inn Crossville Near Cumberland Mountain State Park
Don't see what you're looking for?
See all available properties in Grimsley
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.