Vacation rentals in Monroe

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Top-rated vacation rentals in Monroe

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Top guest favorite
A leather sofa is positioned in front of large windows, revealing expansive views of Dale Hollow Lake and the surrounding wooded landscape. Soft light filters through, with a chandelier overhead adding elegance. The rustic walls complete the inviting ambiance of the space.
Home in Monroe
4.93 out of 5 average rating, 108 reviews

New! Eagle's View Lake House on Dale Hollow Lake!

Welcome to Eagle's View overlooking Dale Hollow Lake in Monroe, TN! You will love the peace, warmth and relaxation our three bedroom, two Bath luxury “cabin” provides. Enjoy the elegant rustic decor and gorgeous lake views from the 550 sq ft deck that extends across the back of the entire home. Located2.6 miles from Sunset Marina & Restaurant where you can rent jet skis, boats, kayaks, etc. get ice-cream, dinner, or swim/layout on the beach/park area, grill out or enjoy playground & facilities.

Top guest favorite
A single-story home is set amidst a wooded area, featuring a light-colored exterior and a green metal roof. A covered front porch with white railings offers seating space, while a gravel pathway leads to the entrance. Surrounding trees provide a natural backdrop.
Home in Byrdstown
5.0 out of 5 average rating, 71 reviews

Spacious Home near Star Point and Sunset Marinas.

Welcome to our beautiful 1300 sqft home located in Sherwood Shores at Dale Hollow Lake! We are just minutes from Star Point and Sunset Marinas! Bass boat electrical hookup available on front of the garage. Come and relax outside on the back deck with dinner on the grill or cozy up after a fun day in the sun on the couch and enjoy a movie on the smart tv. Have a cup of coffee and a smore out back at the fire pit. Holiday weekends: Memorial Day, 4th of July & Labor Day 3 day minimum stay.

Guest favorite
A unique treehouse structure is viewed among vibrant autumn foliage. The design features large glass panels allowing natural light to flood in. A stone patio surrounds a fire pit with seating, while a hammock is visible nearby, inviting relaxation in the serene forest setting.
Treehouse in Bloomington Springs
4.98 out of 5 average rating, 546 reviews

Romantic Treehouse w/ Sauna, Hot Tub, & Fire Pits!

Perched 15 feet up in the Tennessee woods, The Treehouse is where you come to celebrate something — an anniversary, a proposal, a birthday, or just the fact that you finally stopped. Hand-built by Amish craftsmen with an 1848 front door and 100-year-old stained glass, it pairs a cast iron claw-foot tub for two, a king bed, and a private hot tub under the stars with full access to a sauna, cold plunge, and more. 1 hour from Nashville, 15 minutes from Cookeville. Just far enough to feel gone.

Top guest favorite
A cabin nestled among trees along the riverbank features large outdoor decks and a stone foundation. Smooth stones line the river's edge, and gentle currents flow past the structure, creating a peaceful natural setting.
Cabin in Monterey
4.95 out of 5 average rating, 79 reviews

Jump-rock River cabin

Our cabin is built on the banks of Obey (Obee) River With 20 quiet acres surrounding you. The cabin is a comfortable and beautiful place to enjoy the incredible surroundings. Wide porches face the river, and rocking chairs and a bed swing welcome you outside .If you are a nature lover, come and renew your soul in solitude and beauty. The cabin is one steep mile back from Muddy Pond Road, where you can access the local Mennonite community and enjoy unique stores and leather shops. Welcome!

Guest favorite
Home in Livingston
5.0 out of 5 average rating, 6 reviews

Log Jammin'

This super cozy 2-bedroom, 2-bathroom rebuilt 1800's two-story cabin is conveniently located two blocks from a picturesque downtown square, making it easy to plan activities during your visit. The property includes a front porch and back deck. Dale Hollow Lake and Standing Stone State Park are around 20-25 minutes from the property along with multiple other outside activity areas. The yard also includes a grassy parking area for boats, and a flowing water feature during the warmer season.

Top guest favorite
The exterior of a stone and wood house is shown, featuring a prominent chimney and large windows. Surrounding greenery adds to the natural setting. A wooden deck with a dark covered structure is visible in the foreground, enhancing the rustic charm of the property.
Home in Jamestown
4.96 out of 5 average rating, 220 reviews

Nature Lovers Paradise

Poplar Cove Retreat is a nature lover's paradise! Whether your interest is flowers, trees, birds, or rocks, you'll find it all in abundance. The house is located on our 80+ acre family farm where black angus cattle also reside. You may also spot deer, turkeys, and other wildlife. There are numerous bird feeders so you can enjoy birdwatching from several outdoor seating areas. The property is filled with paths through wildflower gardens and has expansive views of the surrounding mountains.

Superhost
Home in Monterey
5.0 out of 5 average rating, 3 reviews

Monterey Retreat (Dog-Friendly)

Tucked away in the peaceful hills of Monterey, Monterey Cabin offers a true escape into nature, perfect for guests looking for privacy, relaxation, and a slower pace while still being within driving distance of Middle Tennessee’s best outdoor spots. The Space This cozy cabin is designed for unwinding and reconnecting. Whether you're sipping coffee on the porch surrounded by nature or winding down after a day of exploring, Monterey Cabin delivers that peaceful, tucked-away feeling.

Guest favorite
A spacious deck is surrounded by tall trees, offering a serene outdoor space with various seating options. A brick fireplace stands prominently, and seasonal trees with pink blossoms enhance the natural setting. A table is set for leisure activities, providing views of the landscape.
Home in Byrdstown
4.97 out of 5 average rating, 67 reviews

Cottage w/ boat parking, 2.7mi to free boat launch

Located in Byrdstown, this welcoming cottage lets you experience it all with convenient on-site parking for vehicles and boat(s), a large fenced in deck & yard and a fully stocked kitchen. A quick 8-minute drive from the cottage you can be at Dale Hollow Lake. There is a FREE boat launch at Cove Creek recreation area (2.7 mi). After a day on the lake, you can unwind on the deck (seasonal lake views), sip a drink by the firepit or grill up burgers!

Guest favorite
Apartment in Livingston
4.86 out of 5 average rating, 22 reviews

The Rural Haven

Welcome to The Rural Haven! Located on Livingston’s historic square, this cozy 1BR/1BA retreat sleeps 4 with a queen bed and sleeper sofa. Enjoy a full kitchen, washer/dryer, and all the essentials for a comfortable stay. Walk to shopping, dining, and Central Park. Perfect for weekend getaways or festive holiday trips! Don’t miss our local guide of things to do while you’re here. Book your stay and experience small-town charm at its best!

Top guest favorite
Home in Hilham
4.97 out of 5 average rating, 36 reviews

Quaint, Clean, Close to Cookeville!

The Cottage at the Creek: Your Brand New & Perfectly Located Middle Tennessee Escape! Welcome to the Cottage at the Creek, a brand new, retreat offering a cozy and convenient stay in Middle Tennessee. This charming cottage provides everything you need for a comfortable getaway, including a well-equipped kitchen, a comfortable living space, two peaceful bedrooms, flexible sleeping arrangements, and a covered porch nestled above the creek.

Top guest favorite
A waterfront home is nestled among trees, featuring a spacious deck that extends from the structure. A boat floats gently in the lake's calm water, reflecting the greenery of the landscape, while a sandy shoreline borders the property.
Cabin in Monroe
5.0 out of 5 average rating, 20 reviews

The Lake House on Dale Hollow

***Looking for a Long-Term Quiet Winter Getaway? Reach out to us for special pricing for long-term stays between November 15, 2026 and February 28, 2027. 30 night minimum.**** Experience Dale Hollow Lake the way it was meant to be—right on the water. The Lake House is the only privately owned home you can rent directly on the shoreline, no marinas or crowds. Park your boat on the buoy in front of the house and enjoy 24/7 lake life.

Guest favorite
An aerial view captures a serene man-made lake surrounded by lush greenery and trees. Rolling hills and distant mountains create a beautiful backdrop, while the landscape showcases a blend of open fields and forested areas. A small structure is visible near the water's edge.
Cabin in Livingston
4.95 out of 5 average rating, 112 reviews

The Legend on the Mountain- Close to downtown!

Escape to a Cozy Mountain Retreat! Nestled in the Tennessee mountains, this stylish cabin is just 3 miles from Livingston, 20 minutes from Dale Hollow Lake, 30 minutes from Cummins Falls, and 1.5 hours from Nashville. Enjoy stunning views, watch wildlife from your window, or explore hiking, fishing, and ATV trails. Whether you seek adventure or relaxation, this peaceful getaway is the perfect spot. Book your stay today! 🌿🏡✨

Popular amenities for Monroe vacation rentals