Pet-friendly vacation rentals in Jefferson County

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Top-rated pet-friendly home rentals in Jefferson County

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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

Place to stay in Taylor County

4.98 out of 5 average rating, 175 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.

Guest favorite

Guesthouse in Monticello

4.93 out of 5 average rating, 54 reviews

Private Hot tub, Adjusting Kingbed, 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.

Guest favorite

The exterior of the cottage is framed by large oak trees adorned with Spanish moss. A welcoming front porch features comfortable seating, while well-maintained bushes and plants create a pleasant entrance. The cottage's light-colored siding contributes to its charming appearance in the peaceful residential setting.

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!

Guest favorite

Home in Perry

4.97 out of 5 average rating, 31 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, 93 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.

Farm stay in Tallahassee

4.83 out of 5 average rating, 64 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.

Guest favorite

A porch swing with a green and white leaf-patterned cushion is suspended from the ceiling, providing a comfortable seating option. Wooden decking surrounds the swing, with lush greenery visible in the background, framed by windows with green shutters.

Home in Jefferson County

4.93 out of 5 average rating, 15 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

An outdoor deck is featured with wooden flooring, surrounded by trees. Four metal chairs are arranged for seating, providing a space for outdoor relaxation. A doorway is visible leading into the interior of the home.

Home in Monticello

4.96 out of 5 average rating, 53 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.

Guest favorite

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

Superhost

Cabin in Monticello

Wee Bairn (little one in Scottish) Not Available

Brand new - completely renovated inside for a unique setting. A National Historic Register carriage house/barn from 1862. It has a furnished kitchen, living space and a sleeping loft. Full bath with shower, wi-fi, satellite tv with Netflix. Located in wooded area very near main house. Breakfast is included in the main house. Sleeps up to four persons comfortably.

Guest favorite

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

Moorings at Mandalay is ultimate, unique eco-tourist destination; a true nature lover’s paradise inside the St. Marks National Wildlife Refuge on the Aucilla River; birding, boating, canoeing, hiking, hunting, scalloping, fishing, and photography. Pets are allowed with a $50 pet fee per animal and modern flea protection-contact owner when booking.