Entire home·Private host

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

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

A spacious living room with large windows, a ceiling fan, and a view of the water. - Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock (Madison)
A covered porch with wicker furniture, a potted plant, and a view of the backyard. - Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock (Madison)
A hotel room with a bed, a nightstand, a lamp, a window, and a door. - Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock (Madison)
A lakeside property with a large house, a dock, and a small boat. - Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock (Madison)
A large, two-story house with a covered porch and multiple windows, surrounded by trees and a small body of water. - Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock (Madison)
Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock provides amenities, such as a firepit and laundry facilities. Adventurous travellers may like the kayaking at this cottage. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Up to 23 kg 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
  • Smoke-free property

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

Similar properties

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 to 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 rubbish

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

Pets are allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 23 kg per pet)

Note from host: Pet fee must be paid prior to bringing a pet

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings and birthday parties

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

We should mention

This property does not have any lifts

About the area

Located in Madison, this cottage is in a rural area and on a lake. Preferred Outlets at Lake Park and Valdosta Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Cherry Lake and Lake Frances Recreation Area. Looking to enjoy an event or a game while in town? See what's happening at Jennings GP Motorcycle Track or Martin Stadium. Discover the area's water adventures with jet skiing, kayaking and waterskiing nearby, or enjoy the great outdoors with cycling. Visit our Madison travel guide
View more Cottages in Madison
Map
Madison, FL

What's nearby

  • Cherry Lake
    3 min walk - 0.3 km
  • Wild Adventures
    21 min drive - 36.4 km
  • Yogi Bear's Jellystone Park
    23 min drive - 35.7 km
  • Valdosta Mall
    34 min drive - 55.8 km
  • Valdosta State University
    38 min drive - 57.4 km

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

Frequently asked questions

Is Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock?

On-site parking is available at the property.

What time is check-in at Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock?

Check-in begins at 3:00 PM.

What time is check-out at Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock?

Checkout is at 10:00 AM.

Where is Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock located?

Situated on a lake, this cottage is 0.1 mi (0.1 km) from Cherry Lake and within 12 miles (20 km) of North Florida Community College and Madison County Memorial Hospital. Four Freedoms Monument and Treasures of Madison County are also within 12 miles (20 km).

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