Holiday rentals in Milan

Marie’s Cottage Off Main – Walk to Downtown

Welcome to Marie’s Cottage Off Main — a beautifully restored folk Victorian retreat tucked just steps away from downtown Huntingdon where you can visit local restaurants, shops, and the Dixie Carter PAC. Built in 1880, this 2-bedroom, 2-bath cottage blends historic charm with modern comfort. Whether you’re here for a peaceful getaway, visiting family, or exploring West Tennessee, you'll find a cozy, thoughtfully curated space that feels like home. Equipped with a full kitchen and spacious patio.

Spacious and Private Guesthouse in the Country

Rustic, refined cottage with all amenities. 1930s farm home updated for modern life. Soak in the peace and quiet. Perfect for EXTENDED STAYS (CHECK DISCOUNTS!), artists/writers, looking for quiet inspiration. Full kitchen, Keurig coffee-maker, washer/dryer, stereo. Unlimited Internet through local company (TEC). Central heat/ air. Large screen TV w/ Amazon Prime. No smoking or pets, please. No minor children. Adults only. Very Private backyard. Welcome persons of all beliefs & backgrounds.

The "Heart of Milan" Guest House

This is a vintage 1920's craftsman style bungalow that has recently been redecorated. You will be renting the whole house to include a large master bedroom, a second private bedroom, two bathrooms, a fully equipped kitchen, office, living space and common room with an extra twin bed. Washer and dryer included. Hardwood floors throughout the home. This house is an ideal rental for executives or travelers who are looking for a more home like environment or anticipate an extended stay.

The Cedar Hill Retreat

Welcome to our newly renovated 2-bedroom, 1-bath Cedar Hill Farmhouse Retreat! Perfectly situated just 5 minutes from charming Downtown Medina, 15 minutes to North Jackson, and 20 minutes to vibrant Midtown. Sleeps 6 in cozy, stylish spaces. Sip your morning coffee on the patio, watch goats and cows graze, listen to songbirds, and unwind by the fire pit under starry skies. Perfect for a weekend escape, family gathering, or local event — soak up peaceful country charm with easy city access.

Crown Cottages - Double Queen

Take it easy at this unique and tranquil getaway. Enjoy all that Crown Winery and West Tennessee have to offer from our great location nestled within the beautiful Tuscan-inspired Crown Winery property. You'll be joining us at our cottage nestled at the base of our breathtaking vineyard. Wake up to the stunning view of the wind blowing through the vines and "wine down" with a walk up the hill to see the sun set over the back vineyard. This 600-square-foot free-standing cottage sleeps four.

Pearl Cottage in Casey Jones Village

Step back to a gentler time in this pre-civil war shotgun house in the historic Casey Jones Village. A perfect getaway spot for couples for their honeymoon or anniversary or people wanting to get away for a spiritual retreat. Pearl House is complete with a claw foot tub, a huge shower and his and her robes. There are some wonderful books to read at Pearl, many about history and a great collection of cookbooks. It features a complete kitchen, washer and dryer; all the modern amenities.

Cottage A at Dry Hollow Farm

Local Amish builders constructed this cabin at Dry Hollow Farm in 2021. We raise dairy goats, luffa gourds, and herbs which we incorporate into our handcrafted products. We are located five miles outside of Huntingdon, Tennessee, a rural small-town setting, We offer a peaceful rural setting with plenty of space to roam, a Soap Shop for perusing our products, Herb Shack for plant shopping, dogs for petting, and some time spent away from the street of everyday life.

Cozy apt suite/lakefront/pool /near TN Safari Park

Take a break from your hectic lifestyle & experience tranquility on our private A walk out basement guest suite with private entrance. Includes den w/ wood burning fireplace, (futon mattress ) 1 bedroom (queen mattress), bathroom w/ shower, kitchenette on a private 50ac lake. Amenities include gas grill, swimming pool , kayaking, hammock, fire pit, fishing off dock or use of jon boat. 2 miles from Gibson Co. Lake & 30 min from TN Safari Park & Discovery Park

Cozy Poolside Cottage

Sleeps 4 Welcome to your own private getaway! This charming 500 sq. ft. pool cottage offers comfort, privacy, and convenience with a separate entrance—perfect for couples, small families, or business travelers. One cozy bedroom with a queen bed. Spacious living area with a sleeper sofa (sleeps 2). One full bathroom with fresh linens and toiletries. Full kitchen which includes a refrigerator, stove, and microwave.

Simply Tea-rrific

"Quiet, cozy 3-bedroom home with 1.5 baths, nestled in a peaceful neighborhood. Centrally located in the heart of town, enjoy easy access to local amenities, charming shops, and scenic walks. Relax in the spacious backyard with a firepit—perfect for family gatherings or unwinding after work. An ideal spot for both family stays and business trips."

Sleeps 4-Paradise Retreat with Pool!

Escape to paradise! This private 2BR/2BA features a fenced 4 ft deep saltwater pool, 2 ensuite bed/baths, a complete kitchen/ dining area, laundry, grill, Wi-Fi, and streaming TV’s. Just 10 minutes to Huntingdon & Lake Halford. Perfect for a romantic getaway, family trip, or peaceful retreat with space to relax and play.

Loft 163

Loft 163 is located on the Court Square in Downtown Huntingdon TN. It's on the second level of a newly renovated historic building that dates back to the late 1800's. It has amazing views and is in walking distance to The Dixie Performing Art's Theatre, Court Theatre, restaurants, coffee shop, gift shops, and more.