Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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

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Top guest favourite
An aerial view showcases a rustic cabin situated by a serene private lake. The reflection of the surrounding trees is visible on the water's surface. A spacious porch with a roof extends towards the lake, offering a peaceful spot for relaxation.
Cabin in Pavo
4.97 out of 5 average rating, 334 reviews

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

Top guest favourite
Home in Crawfordville
4.97 out of 5 average rating, 133 reviews

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the Tallahassee International Airport. Private dock, trailer parking & boat ramp. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammocks under the house. Kayaks, fish cleaning station & crab trap are provided. With the well appointed kitchen, gas grill & laundry you will have everything you need.

Top guest favourite
The entrance features a charming pathway lined with carefully arranged stones, leading to a welcoming porch adorned with white wooden doors. Lush greenery and shrubs frame the space, providing a serene atmosphere, while the screened-in porch invites relaxation under the surrounding trees.
Cottage in Monticello
4.95 out of 5 average rating, 149 reviews

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Top guest favourite
A cozy room features a spacious bed dressed in colorful bedding, accompanied by decorative pillows. A vintage chair sits nearby, complementing the natural wood wall. Sunlight filters gently through the curtains, while a mirror reflects the inviting atmosphere of the space.
Tiny home in Tallahassee
4.99 out of 5 average rating, 102 reviews

Cozy Country Cottage - Waterfront!

Enjoy the sounds of nature when you stay in this unique country cottage on private Turkey Pond. Deer, turkey & raptors are just some of the wildlife you may encounter. Stunning sunsets are common & kayaks are on hand for a paddle. There is outdoor seating & a sun umbrella for the porch and stars twinkle on clear nights. Special touches make your stay comfy & cozy including on-demand hot water, a luxurious queen bed w/ a cozy comforter, mini-split heat/ac, dish network, smart tv & much more.

Top guest favourite
A spacious living area is presented with a large sectional sofa and a modern entertainment unit, equipped with a wall-mounted television. Natural light filters through a window, illuminating serene artwork that enhances the room's calm ambiance.
Home in Tallahassee
4.98 out of 5 average rating, 109 reviews

Tallahassee serene 3/2b Pets Fenced Last Min Disc.

Welcome to this newly updated, pet-friendly three-bedroom, two bath home located in a quite safe and peaceful neighborhood near everything! This beautiful and serene house is family-oriented and Pet Friendly. Great quiet safe neighborhood. The home and fenced yard make for a wonderful spot to relax and lounge with your family and loved ones. Located in a tranquil neighborhood, the house is still a less then 5-minute drive from tons of restaurants, bars, supermarkets and other attractions.

Guest favourite
A cozy living area features a dark purple sofa with patterned cushions, facing a wooden coffee table. A green armchair provides additional seating. A flat-screen TV is mounted on the wall, while framed artwork and shelves with books adorn the space. Hardwood floors are present.
Flat in Quitman
4.96 out of 5 average rating, 152 reviews

Apartment on Jefferson

This one bedroom apartment is located in the back of an early 1900's house. Private entrance, hardwood floors, high ceilings, large kitchen and living space, full bathroom, bedroom with walk in closet. WiFi, Washer/Dryer, and dishwasher. This property is perfect for travel professionals. 30 min. to SGMC, and 30 min. to Archibold in Thomasville, 5 min. or less from Brooks Co. hospital and Presbyterian nursing home. The pet fee is 50.00 and listed under additional charges on the booking page.

Guest favourite
A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.
Home in Thomasville
4.94 out of 5 average rating, 190 reviews

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.

Guest favourite
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.
Guest house in Monticello
4.92 out of 5 average rating, 107 reviews

Private Hot tub, Adjusting Kingbed, Gated Property

Read All to get Pet Discount! Walk to Historic District: famous for Ghost Tours, Good eats, Antique shopping, Live theatre, and Music on Fri. Nite @ THE Social. Returning Guests - before booking, send an "inquiry" for 50% Less Pet Fee! Also applies to "One Nite" booking with Pet! - Please Be Sure To Add Pets & Any Guest with you Upon Booking (list service animals as guest for insurance purposes). Pet fees are per stay, not per nite. - Any Smoking: Outside Only! [Medical also outside Only].

Top guest favourite
A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.
Cabin in Tallahassee
5 out of 5 average rating, 161 reviews

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.

Top guest favourite
An outdoor seating area is arranged around a square fire pit table, surrounded by four dark wicker chairs. The space features a chevron-patterned outdoor rug and offers views of the lake, which reflects the soft colors of dawn. Kayaks and a buoy are visible nearby.
Home in Lake Park
5 out of 5 average rating, 222 reviews

Lakefront guesthouse by I-75 and the FL/GA line

Lakefront guest house minutes from I-75 and the FL/GA line. Located on beautiful Long Pond in Lake Park, GA. Amenities include; Pedal Boat, Kayak, Fishing, Swimming, Bon Fires, and a Beach. Yard is fenced and in a quiet cul de sac. Relax on the NEW covered porch with an 85 inch TV, amazing lake views and sunsets. TV has Netflix, Disney+, and YouTube TV. Less than a mile from Winn Dixie, Taco Bell, Chick-Fil-A, Dairy Queen, and Zaxbys. Must be 21+ years of age. Dog Friendly. No

Guest favourite
A spacious living area features a comfortable sofa and a wooden accent chair. Natural light enters through double doors, highlighting a piano and various decorative plants. The ceiling showcases exposed beams, and neutral tones create a relaxed atmosphere, complemented by a minimalist TV console.
Cottage in Thomasville
4.97 out of 5 average rating, 535 reviews

The Shed-King Bed-Boho - Cabin- Grand Piano- WiFi

The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

Guest favourite
A cabin with a welcoming front porch is surrounded by tall trees, showcasing a rustic design with red accents. Several friendly peacocks gather on the steps, creating a charming scene in a natural setting.
Cabin in Jennings
4.88 out of 5 average rating, 281 reviews

Rustic Farm Cabin, Romantic & Private.

Country roads take you home to this amazing Cabin. Enjoy a unique hobby farm with lots of farm animals and roaming peacocks all very friendly and welcome their guest with fun and entertainment. This lovely quiet property is 8 Miles from Madison Blue Springs State Park. The surrounding areas in Jennings and Jasper offer kayaking, rafting, fishing, boating, horseback trails for your horses and hunting opportunities. Come enjoy the peace and quiet of the country life..

Popular amenities for Greenville holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Madison County
  5. Greenville