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Vacation rentals in Jefferson County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Jefferson County

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Knotted Oak Cottage
Entire cottage · 4 guests · 2 beds · 1 bath

The Knotted Oak CottageEnjoy 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 for an extra $30 per dog. 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!

The Cabin at Milk and Honey Acres
SUPERHOST
Farm stay · 4 guests · 3 beds · 1 bath

The Cabin at Milk and Honey AcresThe Cabin at Milk & Honey Acres is nestled among the trees on a small agritourism farm in Tallahassee, Florida. The setting is cozy, private, and secluded. If you are looking for an experience stay, you found one! Enjoy the goats, llamas, and donkey all day long. Other adventures and activities nearby in Tallahassee, Thomasville, and Monticello. This is a great place to dark a deep breath and unwind.

River Rise Cottage on the scenic Aucilla River
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1 bath

River Rise Cottage on the scenic Aucilla RiverFurnished cottage has private entrance with large river view windows and a walk around deck. Open floor plan with queen size bed, full size sleeper sofa, swivel rocker recliner, privacy bathroom with shower. Climate controlled by AC/Heating unit and additional remote control pedestal fan. Wall mounted swivel TV for easy viewing (Dish TV with 100+ channels) and WiFi. Mini refrigerator, microwave, coffee pot and required utensils. BBQ grille just outside doorway and fire pit near the river.

Holiday rentals for every style

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Popular amenities for Jefferson County holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Jefferson County

SUPERHOST
  1. Private room
  2. Monticello
Denham House BNB- Lacy Honeymoon/Anniversary Suite
$153 AUD per night
  1. Tiny house
  2. Monticello
Downtown Monticello Teeny House
$52 AUD per night
$52.00 AUD total
SUPERHOST
  1. Private room
  2. Monticello
Providence Pond #1 - Private Access & Private Bath
$59 AUD per night
SUPERHOST
  1. Private room
  2. Monticello
Quaint Private Suite - Sep. Entry in Monticello
$64 AUD per night
$64.00 AUD total
SUPERHOST
  1. Entire house
  2. Taylor County
Nature Lover's Aucilla River Beauty
$179 AUD per night
$179.00 AUD total
  1. Entire house
  2. Monticello
Country Pool House-Perfect for families, private
$144 AUD per night
$144.00 AUD total
SUPERHOST
  1. Private room
  2. Monticello
Gorgeous Private 1Br/1Bath Country Cottage
$77 AUD per night
  1. Private room
  2. Monticello
The Brown Room at Pedro's Perch
$95 AUD per night
SUPERHOST
  1. Tiny house
  2. Lloyd
Smiling farms retreat
$111 AUD per night
$111.00 AUD total
SUPERHOST
  1. Entire bed and breakfast
  2. Monticello
Carriage House 1897
$163 AUD per night
SUPERHOST
  1. Entire guest suite
  2. Monticello
ProvidencePond #3 - Suite, Porch, Micro; Fridge
$62 AUD per night
SUPERHOST
  1. Entire cottage
  2. Monticello
The Cottage at Grand Oaks Plantation
$325 AUD per night
$325.00 AUD total