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Pet-friendly vacation rentals in Jefferson County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Jefferson County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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The exterior of a two-story home is showcased, featuring a large front porch with white railings and steps leading to the entrance. A white picket fence surrounds the property, and the design is complemented by lush greenery and trees nearby.

Home in Monticello

4.86 out of 5 average rating, 58 reviews

Charming 2 Bedroom 2 Bath , Private Cabana

Escape to our cozy, fully furnished 2-bedroom home with queen beds—yours to enjoy in complete privacy! Unwind on the screened porch with stunning views of North Florida’s pastures and rolling hills. Enjoy peace and comfort with private parking and entrance. Fully equipped for your stay, it's the perfect blend of relaxation and adventure. Just 9 miles east of Monticello and close to outdoor fun like hiking, kayaking, and more! Enjoy our lake views , it’s the perfect spot to unwind and recharge!

A rustic guest house is framed by open grassy areas and a gravel pathway. A vehicle is parked nearby, with wooden fencing and an enclosed area visible. The warm tones of the wooden structure are complemented by the sloped metal roof and surrounding trees.

Cottage in Perry

4.65 out of 5 average rating, 26 reviews

Little Fish House (Casita de Peces)

Come stay at this unique tranquil getaway in our fully renovated guest house located on our beautiful rural Florida farm. This is 'old Florida' at it's best; peace, quiet, gorgeous views, wildlife, and the conveniences of home. Located two miles from the Gulf and 10 minutes from Keaton Beach; some of the last undeveloped natural areas of coastline in Florida known for birdwatching, world-class fishing and fantastic summer scalloping. Gated private property, plenty of paved parking for a boat.

Top guest favorite

A serene river landscape is captured, with tall trees lining the banks. The still water reflects the lush greenery above, creating a mirror-like effect. A clear blue sky is visible above, dotted with soft white clouds.

Place to stay in Taylor County

4.98 out of 5 average rating, 174 reviews

River Front Cottage Aucilla River, Taylor County

Furnished cottage with river view windows and a walk around deck. Open floor plan with king size bed and choice of either the full-size sleeper sofa or (2)comfy twin mattress beds . Enjoy relaxing and watch the river flow by from the swivel rocker recliner. Newly installed AC/Heating unit. Wall mounted swivel TV for easy viewing 200 channel Dish TV. Wi-Fi. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens & basic cooking condiments.

A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.

Guesthouse in Monticello

4.92 out of 5 average rating, 53 reviews

Private, Hot tub, Adjustable King, Gated Property!

Please read all check-in instructions!! Near Hwy 19 i10 exit- 2 exits East of Florida's Capitol. Historic Downtown featuring large ole Southern homes — famous for ghost tours! Message for any questions! Please add any pet to booking! You won't have control of thermostat, but keeping it on 68 these days, as it's downstairs. Quaint little town with good eats, antique shopping, live music & live theatre on weekends! Small BBQ grill. Laundry service available for a week or more stays.

A charming cottage is presented, featuring a covered front porch and multiple windows that allow natural light to fill the interior. Lush greenery surrounds the home, enhancing its inviting appearance. Spanish moss drapes from nearby trees, adding to the serene atmosphere of the property.

Cottage in Monticello

4.89 out of 5 average rating, 128 reviews

The Knotted Oak Cottage- Fenced & Dog Friendly

Enjoy this cozy “dog friendly” 2 BR cottage on a quiet residential street in the heart of Monticello’s historic district. This cottage is an easy walk to downtown and is ideal for couples or friends for a relaxed getaway. Well-behaved potty trained dogs ( max 2) are welcome! The cottage has a fenced in yard and is located on a perfect street for dog walking. The cottage front porch is the perfect place to unwind with a cocktail before walking to dinner. On Instagram too!

A spacious bedroom features a large bed with an orange-brown comforter and decorative pillows. A crib is positioned nearby. Two bedside lamps provide lighting, and natural light enters through windows adorned with blue curtains. Rustic decor includes mounted antlers and a wooden sign above the bed.

4.97 out of 5 average rating, 30 reviews

Spring Warrior Pines

Plenty of land for boats and vehicles. Use the cleaning station for all your hunting and fishing trips. A fire pit to enjoy the night air. Swings for the kids & for the adult kids is corn hole, checkers & horseshoe games. Furry friends are welcome and have their own suite, if needed. (fee is $30 per pet)The perimeter is fenced. We have a Baby crib and Highchair for our littlest friends. Gas and charcoal grill is available, bring the charcoal!

Top guest favorite

A spacious living area features large sliding glass doors that open to a wooden deck overlooking the surrounding woods. Natural light illuminates the room, which includes a comfortable seating arrangement and side tables. A ceiling fan and wall-mounted television are also present.

Cabin in Monticello

4.97 out of 5 average rating, 92 reviews

Fern Hollow Acres A peaceful retreat in the woods

Three bedroom lodge style house nestled in the woods in a retreat setting. Forget your worries in this spacious and serene space. Lovely grounds to walk around , enjoying deer, rabbits, owls and the occasional fox Butterfly, bees and bird sanctuary. Just 30 minutes to FSU/FAMU and the Florida Capitol. Twenty minutes to historic Monticello, Fl A short drive to the headwaters of the Wacissa River county park.with kayak and canoe rentals.

A rustic cabin exterior is showcased with a metal roof and spacious porch. Wooden rocking chairs are arranged around a stone fire pit, surrounded by logs. Tall trees provide a natural backdrop and the area is framed by lush greenery.

Farm stay in Tallahassee

4.83 out of 5 average rating, 63 reviews

The Senator Cabin

Historic 19th century cabin updated with all the modern conveniences situated on the 210 acre Jubilee Blueberry Orchards property. Founded by Florida Legend Lawton Chiles, US Senator and Governor. Simply one-of-a-kind with fabulous floors, woodwork, claw tub and handcrafted shower. Breathtaking views all around and the only sounds are wind whispering through long leaf pines and live oaks. Plate glass window overlooking beautiful lake.

A cozy home is presented with a welcoming porch featuring wooden steps and a railing. The front yard is spacious, surrounded by lush greenery and mature trees. A bright blue sky complements the scene, highlighting the well-maintained exterior with metal roofing.

Home in Jefferson County

4.93 out of 5 average rating, 14 reviews

Sweet Southern Stay - pet friendly, fenced yard

Relax with the whole family! Located just 5 minutes from the interstate and 15 minutes from Tallahassee, this cozy home offers a perfect getaway from the hustle and bustle. Enjoy a serene setting with amenities that blend comfort with nature. Explore local attractions, historic downtown Monticello, or simply relax on the porch and enjoy the view. Book your stay now to experience the warmth and charm of this hidden gem!

Top guest favorite

The single-story home features a front porch, framed by shrubs and trees. A well-kept lawn surrounds the house, with pathways leading to the entrance. Flower beds add a touch of greenery, complementing the neutral exterior of the property.

Home in Monticello

4.96 out of 5 average rating, 52 reviews

Home in Monticello near downtown w/ modern vibes

This entire home has plenty amenities. The 1562 sq ft. corner is home near downtown. The home is cozy, comfortable and functional for humans only. I hope your stay allows you to enjoy your spouse, family, friends or co-workers. Make sure you create lasting memories as you relax, attend college games, graduations, work or just need a nice place to stay. Tallahassee or Thomasville are only a 30-35 minute drive away.

A rustic wooden cabin is nestled beneath a large oak tree draped in Spanish moss. The porch, equipped with seating, overlooks a spacious lawn surrounded by tall trees. Natural light reflects off the cabin's surfaces, highlighting its inviting entrance.

Farm stay in Perry

4.85 out of 5 average rating, 40 reviews

Bogetti Family Farm

Relax with the whole family at this peaceful farm. Enjoy a rest on the front porch or go for a hike around and explore the trails. Schedule an in house massage. Say hello to the friendly goats. Enjoy a day trip to the Gulf or one of the many blue springs of North Florida. 23 miles to Keaton beach, 5 miles to Walmart/Winn-Dixie, and 4 miles to shopping in historic downtown Perry. Plenty of room to park your boat

The charming bungalow features a welcoming front porch with white railings, surrounded by a well-maintained lawn. Mature trees offer shade, and the home's warm exterior blends harmoniously with the lush, green landscape.

Home in Monticello

5 out of 5 average rating, 63 reviews

Private 2 Bedroom Bungalow in Monticello FL

Relax. Take a breath of fresh air and enjoy this beautifully restored 1950's Florida Bungalow in the heart of Historic Monticello, FL! The charming Dogwood House is lovingly furnished to provide a wonderful stay for you and your well behaved/potty trained dogs. Located within walking distance to Monticello's fabulous downtown. Shop, eat, drink, & enjoy! Approximately 30 minutes to Tallahassee or Thomasville.

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Popular amenities for Jefferson County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

The charming bungalow features a welcoming front porch with white railings, surrounded by a well-maintained lawn. Mature trees offer shade, and the home's warm exterior blends harmoniously with the lush, green landscape.

Home in Monticello

5 out of 5 average rating, 63 reviews

Private 2 Bedroom Bungalow in Monticello FL

A spacious living area is surrounded by large sliding glass doors, offering views of the river and lush greenery outside. A wooden entertainment unit and comfortable seating options, including a recliner and rocking chairs, are visible, creating an inviting space filled with natural light.

Home in Taylor County

4.87 out of 5 average rating, 153 reviews

Nature Lover's Aucilla River Beauty

Home in Monticello

Peaceful 1BR on 1.25 Acres

A spacious bedroom features a large bed with an orange-brown comforter and decorative pillows. A crib is positioned nearby. Two bedside lamps provide lighting, and natural light enters through windows adorned with blue curtains. Rustic decor includes mounted antlers and a wooden sign above the bed.

4.97 out of 5 average rating, 30 reviews

Spring Warrior Pines

A spacious home is surrounded by large oak trees, providing dappled sunlight on the ground. The porch features a welcoming area with seating, while the property extends into a lush green pasture, evoking a serene and tranquil outdoor setting.

Home in Monticello

4.86 out of 5 average rating, 58 reviews

Charming 2 Bedroom 2 Bath , Private Cabana

A spacious wooden deck features a glass-top dining table surrounded by cushioned chairs. An oversized umbrella provides shade, while a tropical-style tiki hut and colorful outdoor furniture enhance the relaxed atmosphere. Lush greenery and trees create a natural backdrop.

4.91 out of 5 average rating, 22 reviews

Charming Perry Home ~ 2 Mi to the Gulf!

A charming single-story home is set on a lush green lawn, framed by blooming bushes. The grey exterior contrasts with the white shutters, while a welcoming front porch adds to the appeal. Soft clouds hover in the sky, enhancing the tranquil atmosphere.

Home in Monticello

4.91 out of 5 average rating, 11 reviews

Lagniappe, Get a little extra!

The exterior of a single-story cottage is framed by lush greenery and shaded by mature trees. A front porch features two chairs, inviting relaxation. The charming facade is complemented by a well-maintained lawn and a gravel pathway leading to the entrance.

Home in Monticello

4.96 out of 5 average rating, 75 reviews

The Pearl Cottage - kid and pet friendly!

Private, pet-friendly home rentals

Top guest favorite

A spacious living area features large sliding glass doors that open to a wooden deck overlooking the surrounding woods. Natural light illuminates the room, which includes a comfortable seating arrangement and side tables. A ceiling fan and wall-mounted television are also present.

Cabin in Monticello

4.97 out of 5 average rating, 92 reviews

Fern Hollow Acres A peaceful retreat in the woods

The charming bungalow features a welcoming front porch with white railings, surrounded by a well-maintained lawn. Mature trees offer shade, and the home's warm exterior blends harmoniously with the lush, green landscape.

Home in Monticello

5 out of 5 average rating, 63 reviews

Private 2 Bedroom Bungalow in Monticello FL

A cozy living area is furnished with a light brown sectional sofa and a wooden table. Natural light fills the space through two windows, with modern clocks displayed on white shelves. An entertainment unit is set against the wall, featuring a flat-screen TV.

Cottage in Monticello

4.76 out of 5 average rating, 25 reviews

Private updated Cottage, Cozy and Spacious

A spacious living area is surrounded by large sliding glass doors, offering views of the river and lush greenery outside. A wooden entertainment unit and comfortable seating options, including a recliner and rocking chairs, are visible, creating an inviting space filled with natural light.

Home in Taylor County

4.87 out of 5 average rating, 153 reviews

Nature Lover's Aucilla River Beauty

A charming cottage is presented, featuring a covered front porch and multiple windows that allow natural light to fill the interior. Lush greenery surrounds the home, enhancing its inviting appearance. Spanish moss drapes from nearby trees, adding to the serene atmosphere of the property.

Cottage in Monticello

4.89 out of 5 average rating, 128 reviews

The Knotted Oak Cottage- Fenced & Dog Friendly

A gravel driveway leads through a scenic view with a large, lush tree on one side. A white, picket fence outlines the property, and a serene green landscape is visible beyond the gate, creating a peaceful entryway.

Camper/RV in Monticello

5 out of 5 average rating, 3 reviews

Monticello, Tallahassee, RV camp site Full Hook up

The exterior of a two-story home is showcased, featuring a large front porch with white railings and steps leading to the entrance. A white picket fence surrounds the property, and the design is complemented by lush greenery and trees nearby.

Home in Monticello

4.86 out of 5 average rating, 58 reviews

Charming 2 Bedroom 2 Bath , Private Cabana

A welcoming entrance is framed by lush greenery, with a light blue exterior and a pink front door. The porch area is partially covered, featuring a textured stone pathway leading to the door.

Home in Monticello

4.96 out of 5 average rating, 75 reviews

The Pearl Cottage - kid and pet friendly!

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