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
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
A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.
Home in Crawfordville
4.97 out of 5 average rating, 134 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 exterior of a converted grain silo is presented, featuring a rustic metal facade with a round roof and a weathered wooden porch. Surrounding landscaping includes green shrubs and flowering plants, creating a welcoming transition to the surrounding pastureland. The sky is overcast, providing a soft light over the setting.
Farm stay in Hahira
5 out of 5 average rating, 188 reviews

The Silo~Oak Hill Farm~Outdoor Tub Under the Stars

The Silo at Oak Hill Farm is located on a multi-generational Centennial family farm in rural South Georgia. Overlooking beautiful pastureland 5 miles from interstate 75, this converted grain silo is a perfect getaway for those who enjoy a farm setting. Designed with a modern farmhouse feel, it has all of the amenities of home with a little twist. *Please read about extra amenities/concierge services in “The Space” section* Come enjoy southern hospitality in a one of a kind overnight experience.

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.

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
Cabin in Tallahassee
5 out of 5 average rating, 164 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
A well-lit wooden boardwalk extends toward the lake, flanked by trees. The scene is set during twilight, with a soft glow illuminating the path. The reflection of the evening sky and trees on the calm water enhances the tranquil ambiance of the location.
Home in Branford
4.96 out of 5 average rating, 392 reviews

Papa Joe’s Lake House

Quiet little piece of heaven on earth. Enjoy the lake, sit by a fire, enjoy the nature God has provided in our sanctuary on Pickett Lake. Boat ramp is 100 yards down the road. 4 kayaks, canoe, and paddleboard are provided, all of which can be launched from the house. Fish from the dock or explore the lake. Use the grill or take a short drive to Branford or Mayo and enjoy some of the restaurants. Come boat, fish, or swim in the lake or just enjoy the lake view. Outdoor fire pit includes wood.

Top guest favourite
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

Top guest favourite
A serene lakeside view is framed by tall cypress trees covered in Spanish moss. The tranquil water reflects soft pink and orange hues of the sunset, while a grassy area leads toward the lake, enhancing the peaceful atmosphere.
Place to stay in Pinetta
4.94 out of 5 average rating, 127 reviews

A piece of heaven on Cherry Lake

A piece of heaven at Cherry Lake will have you feeling heavenly during your stay! On the waterfront property sit a two bedroom, one and a half bath trailer that has the feel of a cozy home. Dogs welcome with a one time pet fee. Cherry Lake is located in Madison County, south of Valdosta GA. The city of Madison has a historic district and one of the cutest downtowns in Florida lined with antique shops and locally owned eateries.

Top guest favourite
A luxury treehouse is nestled among ancient oaks, showcasing a spacious deck with multiple seating areas. Surrounding greenery enhances the natural setting, while a small pond is visible in the background. Spanish moss drapes gracefully from the branches, contributing to the serene atmosphere.
Treehouse in Tallahassee
4.99 out of 5 average rating, 120 reviews

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Top guest favourite
The charming exterior of a blue house is displayed, featuring a gabled roof and an inviting orange door. A landscaped walkway with newly planted greenery leads up to the covered porch, which includes a small seating area. Sunlight brightens the scene.
Home in Quitman
4.96 out of 5 average rating, 370 reviews

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.

Popular amenities for Greenville holiday rentals

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