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Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock

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A spacious living room with large windows, a ceiling fan, and a view of the water.
A hotel room with a bed, a nightstand, a lamp, a window, and a door.
A large, two-story house with a covered porch and multiple windows, surrounded by trees and a small body of water.
A covered porch with wicker furniture, a potted plant, and a view of the backyard.
A lakeside property with a large house, a dock, and a small boat.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Madison, FL
  • Place, Cherry Lake
    ‪3 min walk‬
  • Place, Wild Adventures
    ‪21 min drive‬
  • Place, Yogi Bear's Jellystone Park
    ‪23 min drive‬
  • Airport, Valdosta, GA (VLD-Valdosta Regional)
    ‪31 min drive‬

Room options

About the neighborhood

Madison

This cottage places you next to Cherry Lake and within a 15-minute drive of North Florida Community College. The cottage includes a kitchen, a fireplace, and a patio.

What's nearby

  • Cherry Lake - 3 min walk - 0.2 miles
  • Wild Adventures - 21 min drive - 22.7 miles
  • Valdosta Mall - 34 min drive - 34.7 miles
  • Valdosta State University - 38 min drive - 35.7 miles
  • Moody Air Force Base - 57 min drive - 48.8 miles

Getting around

  • Madison Station - 16 min drive
  • Valdosta, GA (VLD-Valdosta Regional) - 30 min drive

Restaurants

  • ‪San Martin Cantina Tradicional - ‬16 min drive
  • ‪Mrs Leslie's Cakes - ‬13 min drive
  • ‪McDonald's - ‬15 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock

Lakefront Living, Southern Charm & Room to Gather on Cherry Lake

Escape to a beautifully appointed, fully furnished lakefront retreat on Cherry Lake, just outside charming Madison, Florida. Tucked beneath grand North Florida live oaks and surrounded by peaceful rural scenery, this spacious 3-bedroom, 2-bath home offers the perfect blend of relaxation, adventure, and Southern hospitality.

Designed with families and friends in mind, the home comfortably accommodates up to 10 guests and was created around one simple idea: the best lake memories happen when everyone has a place to gather.

From the moment you arrive, you'll notice that this is more than a lake house—it's a place designed for spending time together. Whether you're gathered around the dining table sharing a meal, relaxing in the four-seasons room, enjoying an evening on the screened porch, grilling on the expansive decks, or sitting around the outdoor fireplace under the stars, there are countless spaces to connect while never losing sight of the beautiful lake.

A Lake View From Nearly Every Room

One of the most memorable features of this home is the spectacular view of Cherry Lake. Large windows and thoughtfully positioned gathering spaces allow the lake to remain the backdrop throughout your stay.

Wake up to peaceful water views, enjoy your morning coffee while watching the lake come alive, or settle in for a spectacular sunset. The scenery changes throughout the day, but the feeling remains the same—quiet, peaceful, and restorative.

The grand live oaks surrounding the property add to the home's natural beauty and Southern character, creating a setting that feels private, relaxed, and wonderfully removed from the everyday hustle and bustle.

Spaces Made for Gathering

This home truly shines when family and friends are together.

The large dining room table provides the perfect place to share meals, play games, tell stories, and enjoy long conversations. Instead of everyone being scattered throughout the house, the home's open and welcoming gathering areas naturally bring people together.

The four-seasons room offers panoramic lake views and is an ideal spot to relax regardless of the weather. Enjoy breakfast while watching the morning light over the water, settle in with a book during a rainy afternoon, or gather together in the evening as the sun goes down.

For a true taste of lake living, step onto the screened porch, where ceiling fans keep the breeze moving while you take in serene views of Cherry Lake. It's the perfect place for morning coffee, afternoon naps, family conversations, or simply sitting quietly and watching the water.

And when the evening arrives, head outside to the outdoor fireplace. Roast marshmallows, tell stories, laugh with friends, or gather around the fire beneath the stars. Some of the simplest moments often become the memories everyone talks about long after the vacation is over.

Take the Fun Outside

The outdoor living spaces are just as inviting as the interior.

Expansive decks wrap around the home, providing multiple areas for entertaining, grilling, relaxing, and enjoying the lake. With different levels and seating areas, everyone can find their favorite place to unwind.

Whether you're preparing a meal on the grill, enjoying drinks with friends, watching the kids play, or simply taking in the scenery, the outdoor spaces give you plenty of room to spread out without ever feeling disconnected from the lake.

Your Own Lakefront Access

Step directly into the water from the lakefront steps or head down to the private boat dock.

The private two-story dock is one of the highlights of the property. Equipped with swim ladders, it's an easy place to get into the water for a swim, cool off on a warm afternoon, or simply spend the day beside the lake.

The upper level offers a sun-drenched deck, perfect for those who want to soak up the sunshine, while the shaded lounge area below provides a comfortable place to escape the heat and relax beside the water.

Bring your boat and take advantage of the private dock, or spend the day enjoying the lake by jet ski, paddleboard, or other watercraft.

The lake is part of the experience here—not just something beautiful to look at from the house.

Lake Life at Its Best

Cherry Lake is a wonderful destination for anyone who loves being on the water.

Spend the morning fishing from the dock, take the boat out for the afternoon, explore the lake on a jet ski, or paddle peacefully across the water. Swimming, boating, paddleboarding, and other water activities make it easy to spend an entire day outside.

Fishing is another favorite pastime, and you never know what might be waiting at the end of your line. In the summer of 2026, one of our 12-year-old guests caught an impressive 9-pound bass right from the dock—just one example of the memories that can be made here.

And the wildlife adds another special dimension to lake life. Keep your eyes open for bald eagles soaring above the water, listen for hoot owls in the evening, and enjoy the natural beauty and peaceful sounds that surround the property.

There is something wonderfully simple about sitting on the dock at the end of the day, watching the water, listening to nature, and realizing you don't need to be anywhere else.

A Peaceful Escape Without Being Too Far Away

Cherry Lake offers something that can be hard to find—a true feeling of getting away while still being within reach of the things you may want to do during your stay.

The property is tucked away in a peaceful rural setting, giving you the opportunity to slow down and enjoy the quiet. Yet shopping, dining, entertainment, and family attractions are all within approximately a 30-minute drive.

The Withlacoochee River is just a 10-minute drive away, providing another opportunity to enjoy the outdoors, explore the water, fish, kayak, or simply experience another beautiful part of the area.

When you're ready for a day of family fun, Wild Adventures Theme Park is within driving distance and offers rides, water attractions, and live entertainment for guests of all ages.

You can spend one day doing absolutely nothing but relaxing at the lake and the next exploring the surrounding area.

A Home We Love Sharing

Cherry Lake is special to our family because we've experienced it ourselves through different seasons of life.

We are from a small town in South Georgia, and when our own children were younger, we loved Cherry Lake for the adventure. Summer days were filled with watersports, time on the water, exploring, and creating the kind of childhood memories that stay with a family.

As our children have grown, we've come to appreciate another side of lake life just as much—the slower pace, peaceful mornings, long meals, relaxing evenings, and time spent gathered with family and friends.

That's what inspired us to open this home to guests.

We've created spaces throughout the property where people can be together without sacrificing the incredible lake views. From the screened porch and four-seasons room to the dining room, expansive decks, outdoor fireplace, and multi-level dock, there is always another place to gather, relax, or enjoy the scenery.

We hope our guests experience Cherry Lake the way we have—as a place where you can disconnect from the everyday and reconnect with the people who matter most.

Whether You Seek Adventure or Relaxation

Your perfect day here can look however you want it to.

Maybe it starts with coffee on the screened porch while the lake is quiet and still.

Maybe the kids head straight to the dock to fish while everyone else enjoys a slow breakfast around the dining table.

Maybe you spend the afternoon boating, jet skiing, swimming, or paddleboarding.

Maybe you head out to explore the Withlacoochee River or spend the day at Wild Adventures.

Or maybe you never leave the property at all.

You might spend the afternoon grilling on the deck, relaxing in the shade of the live oaks, swimming from the dock, or simply sitting together and enjoying the view.

As evening approaches, gather around the outdoor fireplace, roast marshmallows, tell stories, and watch the stars come out over the lake.

There is no schedule required.

That's the beauty of lake life.

Your Cherry Lake Getaway Awaits

Whether you're planning a family vacation, a getaway with friends, a fishing trip, a boating adventure, or simply a peaceful retreat from everyday life, this Cherry Lake lakefront home offers the space and setting to make your stay memorable.

With room for up to 10 guests, multiple bedrooms and bathrooms, a cozy loft with an additional bed, expansive indoor and outdoor gathering areas, panoramic lake views, private lake access, and a two-story private boat dock, the home is designed for both comfort and connection.

Come for the lake.

Stay for the views.

Enjoy the fishing, wildlife, boating, watersports, and peaceful surroundings.

Gather around the table, relax on the porch, make memories around the fire, and spend time with the people you love.

Because at Cherry Lake, the best part of the getaway isn't just where you stay—it's who you get to share it with.
The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Similar properties

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • DVD player
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 7 steps to reach entrance
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a river
  • Near a zoo
  • On a lake

Things to do

  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Strip all beds that were used during your stay. Put all the soiled sheets and towels in the laundry room. Lock all doors including deadbolts. Turn off all lights and fans.
In the summer, leave the thermostat on cool and 82 degrees. In winter, leave the thermostat set on heat and 50 degrees. Load all dirty dishes into the dishwasher and start the washing cycle.
Empty refrigerator. Please take all trash to the collection site, 5 minute drive (east side of Hwy 53 just south of Cherry Lake General Store).
Failure to complete these may result in a negative review from the host.

Rules

Do not use grills next to any structure or under the roof line of the property.

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees
  • Note from host: Pet fee must be paid prior to bringing a pet

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed: family gatherings and birthday parties

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 25
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 25.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to do close to this cottage?

This cottage is located in Madison, just steps from Cherry Lake.

Is parking available on site at Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison?

No, there isn't parking available at the cottage.

Is this cottage adjacent to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

What will couples enjoy most about a stay at Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison?

Couples will appreciate amenities at this cottage, including a fireplace and a kitchen in each cottage, and some feature lake view.

Does Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison have a hot tub?

No, this cottage doesn't have a spa tub.

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this cottage.

Does Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison have connecting rooms available?

No, there aren't connecting guestrooms at this cottage.

What is the closest airport to this cottage?

The closest major airport to this cottage is Valdosta, GA (VLD-Valdosta Regional), which is 23 mi away (30 minutes by car).

Are there rooms with balconies that I can book at Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison?

Yes, every cottage at Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison comes with a patio and some offer lake views.

Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Ryan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
2nd stay we love Cherry Lake it’s very convenient for our family to visit the areA
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Debbie G.

Liked: Cleanliness, check-in, location, listing accuracy
this place is lovely. the porches are so nice. the view is amazing. will rent again
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Christin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely most relaxing stay with our family in this Lakefront home. The host was responsive to questions before and during our stay. The view is stunning. The home is very inviting, comfortable and just adorable. We will hopefully be able to return later this year.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house with lots of entertaining spaces. Can’t beat the view. We already booked it again!!
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Shirley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home is lovely and met all of our expectations. The view is magnificent and entertaining. We enjoyed watching the coots, squirrels, turtles, an otter, and even an alligator. It was peaceful! My husband enjoyed celebrating his 70th birthday. Thank you for sharing your home.
Stayed 7 nights in Mar 2026