Pet-friendly holiday rentals in Monticello

Cottage 308-Walk to Downtown-Historical-King Bed

Welcome to Cottage 308! This adorable 1863 historical home is loaded with charm! Come enjoy its' towering tall ceilings, arched doorways, and quaint spaces for your perfect get away! Located in peaceful, Victoria Place and within walking distance of the brick streets of downtown Thomasville. This one bedroom, one bath home hosts a king bed, lovely walk in shower, fully furnished kitchen, laundry room and coffee bar! All the charm of this home awaits you to make your stay one of a kind! Welcome!

Suite and Simple

Welcome to your centrally-located retreat in Midtown Tallahassee. Being 15 minutes from FSU & FAMU is a perfect distance, and about 5 minutes from TMH & HCA. This neighborhood location is quiet. Experience a peaceful stay at the Suite and Simple, a mother-in-law suite located on the right side of the home. Enjoy the privacy of your own kitchenette, bedroom, bathroom, and private entrance. You can sleep a total of four people comfortably with a couch futon that expands into two twin-sized beds.

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

The Cottage on Park Ave.

The Cottage is a detached , private building. The COTTAGE has a high-end, very comfortable queen size bed , high-end linens, and feather pillows. Also a medium sized TV in the sleeping area, on the wall for separate viewing. The Cottage has a new state of the art smart A/C and heating system , with full heating and cooling. It has granite counter top kitchenette. There is a full bathroom. The living room has a 32 inch flatscreen TV and a couch that can double for a BED.

Private Garden Retreat, King Bed, TMH, Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious, mural wall patio with a fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well-stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner in the kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

Cozy Coffee Convenient King Bed FSU FAMU Downtown

Enjoy a get away at this conveniently-located clean and modern townhome. Featuring 2 bedrooms: one with a king bed, and one with 2 queen beds. Each bedroom has a Roku smart TV. Eat-in Kitchen boasts a coffee bar and tea selection, dining table for 4 and 3 barstools. Reserved parking for 2 cars. 10 minute walk to Doak Stadium. It is also convenient to Downtown, Convention Center, Eateries, Airport, Collegetown and all campuses. Come Be Our Guest! (NO SMOKING inside)

The Greywood, by Blackhouse

There’s a moment - often within the first few minutes - when your shoulders drop. Your breathing slows. And you realize how tired you’ve been. That moment is why we exist. The Blackhouse brand was created as a response to modern life: the noise, the pace, the constant pull on your attention. Our homes are designed to help you slow down, reset, and reconnect. Here, the goal isn’t escape - it’s restoration. A return to yourself. May you find rest, - Blackhouse

King Bed-Pets -Quiet-Huge fence Yrd

Unwind in this spacious, equestrian-themed retreat in a peaceful upscale country setting! Set on a large fenced lot, this dog-friendly home offers comfy new beds, Roku TVs in every bedroom, and all the amenities you’d expect. Enjoy shuffleboard, gather outdoors, or relax with easy access thanks to the 2-car garage with remote. Plenty of room to roam and recharge—perfect for a serene getaway just outside the city buzz.

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets with a pet fee and rules.

Southland Cottage - Walk to Historic Downtown

Discover Southern charm in our cozy cottage, nestled in the heart of the Love Street historic district, just blocks from downtown Thomasville. Perfect for a getaway, our retreat offers modern amenities and a peaceful atmosphere. Experience the South's timeless allure and hospitality during your stay with us. We look forward to hosting you!

Spacious home - all bedrooms have a private bath

Spacious home with room for the whole family! Peace and serenity await in this tranquil property that sits on over 1 acre in the charming town of Thomasville. Each of the three bedrooms has its own private bath. This fully equipped and professionally decorated home is ready for a relaxing and comfortable getaway.