Holiday houses in Cherry Lake

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Top-rated holiday rentals in Cherry Lake

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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, 337 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

Guest favourite
A serene sunset view is captured over the calm waters of Lake Long Pond, with the sun dipping below the horizon. A wooden dock extends into the lake, providing a vantage point to appreciate the natural beauty surrounding the property.
Cottage in Lake Park
4.97 out of 5 average rating, 183 reviews

Perfect Cottage on the Lake

Located in Lake Park, GA just south of Valdosta, GA. This cottage is newly renovated inside and out and sits directly on the waters of Lake Long Pond. Enjoy boating, skiing, tubing, canoeing, paddle boarding, fishing and more. Large open floor plan with wall of windows and huge deck overlooking the lake for beautiful sunset views. Long dock with diving board at the end. Private white sandy beach and boat ramp on property. Perfect for gatherings and entertainment. Near Wild Adventures Theme Park.

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, 192 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.

Guest favourite
The living area features two light-colored sofas arranged around a central coffee table, with a decorative rug underfoot. A ceiling fan aids air circulation, while several lamps provide ambient lighting. The kitchen area is visible in the background, along with open shelving and stainless steel appliances.
Apartment in Valdosta
4.93 out of 5 average rating, 401 reviews

The “February Room” Restored Historic Downtown Apt

The February room is located within the beautifully restored Cranford building. The building has been a staple of downtown architecture since its construction in 1905. In 2013, the building underwent a massive preservation and revitalization, earning national recognition for its historic preservation. The room boasts over 1200 sq/ft, 3 bedrooms, all wood floors, stainless steel appliances, granite counter tops, large windows with plantation shutters, and is walking distance to all of downtown.

Top Guest favourite
A spacious kitchen showcases modern white cabinetry and a large island with seating for four. Stylish pendant lights hang above the island, and stainless steel appliances are integrated into the design. A cozy living area is visible in the background, providing a seamless flow to the space.
Home in Jennings
4.95 out of 5 average rating, 213 reviews

Gated 5 acres with fitness, 5 tvs, king bed

There's plenty of boat and trailer parking on gated property. 3 types of coffee makers. Keurig ( with pods), French press, Drip. Quiet, secluded, New custom home on 5+ acres. 6-7 min off I75 Kick back and relax in this calm, stylish space. Peaceful Country Living meets Luxury and Style. Nearby Fun: 1. Jennings GP- Motor Track 2. Spirit of the Suwanee 3. Madison State Blue Park -Madison River 4 Wild Adventures - 30 Min 6. Cross Roads Metroplex 7. The Florida HikingTrail and much more...

Top Guest favourite
A wooden deck features a glass table surrounded by teal chairs, offering a view of the lake. Stone pavers lead through lush green plants and palm trees, enhancing the outdoor space. A large red umbrella provides shade, complementing the tranquil lakeside setting.
Apartment in Lake Park
4.95 out of 5 average rating, 166 reviews

Lake Front Apartment ~Creek side~

Come relax at the lake. This newly renovated efficiency apartment is nestled away on tranquil Dykes Pond. With water on two sides, a babbling brook and full lake access it’s perfect for watching fish and other wildlife, swimming or kayaking. There’s a dock for fishing or for just enjoying the lake view. The apartment, in a multi unit house, is just for you. Kayaks are available for your use. Only 8 min to I-75, 19 min to Wild Adventures, VSU, & SGMC Please note that there ISN’T A KITCHEN!

Top Guest favourite
A serene lakefront view captures the tranquility of dawn. Silhouetted by graceful trees draped in Spanish moss, two chairs face a calm lake reflecting the soft colors of sunrise. The peaceful scene invites moments of relaxation and connection with nature.
Home in Lake Park
4.97 out of 5 average rating, 197 reviews

Enjoy beautiful sunsets at "Turtle Cove"!

Relax and unwind in our charming 2-bedroom, 1-bath private lakefront home—perfect for a peaceful getaway. Enjoy full lake access, whether you want to swim, fish, kayak, or simply relax on the dock and take in the views. The home offers a quiet, comfortable setting while still being close to local attractions. Convenient location:    •   11 miles to Wild Adventures    •   10 miles to downtown Valdosta & VSU    •   20 miles to Moody Air Force Base    •   4 miles to Quail Branch Lodge    

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, 226 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 bright living room features two striped chairs and a comfortable sofa, with decorative pillows arranged neatly. A white coffee table sits at the center, complemented by a natural wood fireplace and a large television mounted above. Soft lighting from a standing lamp enhances the relaxing ambiance.
Home in Lake Park
4.99 out of 5 average rating, 157 reviews

•3 King Beds •4 TVs •1 Mile to I-75 •Pets Allowed

Welcome to this beautiful home nestled in a golf course community, that is minutes away from the heart of Lake Park, Georgia. While this beautiful home is the perfect getaway for you and your family, its location makes it easy for you to get around to everything that South Georgia has to offer! You are only: 3 Minutes to I-75 3 Minutes to Long Pond 8 Minutes to Quail Branch Lodge 14 minutes to Wild Adventures 17 minutes to Valdosta

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
4.95 out of 5 average rating, 130 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
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, 374 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.

Superhost
Home in Madison
4.83 out of 5 average rating, 6 reviews

All Decked Out

Escape to a fully furnished lakefront retreat on Cherry Lake, just outside Madison, Florida, where relaxation and adventure meet. This spacious home comfortably sleeps up to 10 guests with three bedrooms, two bathrooms, and a cozy loft with an additional bed. Nestled beneath grand North Florida live oaks, the property exudes Southern charm and offers stunning lake views from nearly every room.

Popular amenities for Cherry Lake holiday rentals

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