Book Holiday Homes in Monterey

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Featured Holiday Homes in Monterey

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

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

Crossville TN
The price is AU$374 per night from 1 Jan to 2 Jan
AU$374
1 Jan - 2 Jan 2026
includes taxes & fees
When you stay at this vacation home in Crossville, you'll be 6 minutes by foot from Fairfield Glade Racquet Center.
Opens in a new window🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Golf & Southern Comfort Cape with Loft at The Cove

Golf & Southern Comfort Cape with Loft at The Cove

Monterey TN
When you stay at this vacation home in Monterey, you'll be 9 minutes by car from Caney Fork River.
Opens in a new windowGolf & Southern Comfort Cape with Loft at The Cove
Fairfield Glade condo with King size bed, pet friendly and WiFi

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

Crossville TN
The price is AU$371 per night from 4 Jan to 5 Jan
AU$371
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this vacation home in Crossville, you'll be within a 15-minute drive of Fairfield Glade Racquet Center and Stonehaus Winery.
Opens in a new windowFairfield Glade condo with King size bed, pet friendly and WiFi
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The Red Fox Inn by Cummins Falls / Baxter / Cookeville

The Red Fox Inn by Cummins Falls / Baxter / Cookeville

Baxter TN
With a stay at this vacation home in Baxter, you'll be within a 5-minute drive of Baxter Visitor Center and Museum and Baxter City Hall.
Opens in a new windowThe Red Fox Inn by Cummins Falls / Baxter / Cookeville
Kim's Place

Kim's Place

Cookeville TN
The price is AU$352 per night from 2 Jan to 3 Jan
AU$352
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cookeville, you'll be 8.7 mi (14 km) from Dogwood Park and 8.8 mi (14.1 km) from Cookeville History Museum.
Opens in a new windowKim's Place
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 TN
The price is AU$373 per night from 28 Dec to 29 Dec
AU$373
28 Dec - 29 Dec
includes taxes & fees
When you stay at this vacation home in Crossville, you'll be steps from Fairfield Glade Racquet Center.
Opens in a new windowComfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
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 TN
The price is AU$364 per night from 27 Jan to 28 Jan
AU$364
27 Jan - 28 Jan 2026
includes taxes & fees
When you stay at this vacation home in Crossville, you'll be 3 minutes by foot from Fairfield Glade Racquet Center.
Opens in a new windowEND UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
2BR Resort - Close to Lake & Full of Fun

2BR Resort - Close to Lake & Full of Fun

Crossville TN
The price is AU$419 per night from 5 Jan to 6 Jan
AU$419
5 Jan - 6 Jan 2026
includes taxes & fees
Located in Crossville, this vacation home is on a lake, within a 15-minute drive of Palace Theater and Cumberland Medical Center.
Opens in a new window2BR Resort - Close to Lake & Full of Fun
🌟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 TN
The price is AU$373 per night from 28 Dec to 29 Dec
AU$373
28 Dec - 29 Dec
includes taxes & fees
When you stay at this vacation home in Crossville, you'll be 7 minutes by foot from Fairfield Glade Racquet Center.
Opens in a new window🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
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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.

Monterey 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 Monterey vacation homes are the perfect way for you to wing it.

Holiday houses in Monterey 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 Monterey 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 Monterey adventures, obvs.

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

Monterey Holiday Homes essential information

Accommodation
103 Holiday Homes
Lowest Price
AU$121
Highest Price
AU$419
Popular accommodation
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers, Golf & Southern Comfort Cape with Loft at The Cove, Fairfield Glade condo with King size bed, pet friendly and WiFi, The Red Fox Inn by Cummins Falls / Baxter / Cookeville, Kim's Place, Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!, END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom, 2BR Resort - Close to Lake & Full of Fun, 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

Top trending hotels in Monterey

Quality Inn and Suites Monterey, TN - Crossville, TN

Quality Inn and Suites Monterey, TN - Crossville, TN

2.5 out of 5
522 East Stratton Avenue Monterey TN
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 6 Jan to 7 Jan
AU$121
6 Jan - 7 Jan 2026
includes taxes & fees
When you stay at Quality Inn & Suites Monterey I-40 in Monterey, you'll be 14 minutes by car from Caney Fork River.
Opens in a new windowQuality Inn and Suites Monterey, TN - Crossville, TN
Garden Inn Bed & Breakfast at Bee Rock

Garden Inn Bed & Breakfast at Bee Rock

3.5 out of 5
1400 Bee Rock Rd Monterey TN
With a stay at Garden Inn Bed & Breakfast at Bee Rock in Monterey, you'll be 14 mi (22.6 km) from Caney Fork River and 15.2 mi (24.4 km) from Dogwood Park.
Opens in a new windowGarden Inn Bed & Breakfast at Bee Rock
Cozy 2 bedroom cabin nestled in wooded hideaway

Cozy 2 bedroom cabin nestled in wooded hideaway

Monterey TN
With a stay at this cabin in Monterey, you'll be in the mountains, and 13.9 mi (22.3 km) from Caney Fork River and 16.8 mi (27.1 km) from Dogwood Park.
Opens in a new windowCozy 2 bedroom cabin nestled in wooded hideaway
Save an average of 15% on thousands of hotels when you're signed in
Barnhouse Charm at 1-40 Monterey

Barnhouse Charm at 1-40 Monterey

Monterey TN
The price is AU$404 per night from 8 Jan to 9 Jan
AU$404
8 Jan - 9 Jan 2026
includes taxes & fees
A stay at this cabin places you in the heart of Monterey, and within a 15-minute drive of Caney Fork River.
Opens in a new windowBarnhouse Charm at 1-40 Monterey
Don't see what you're looking for?
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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.