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Cabin holiday rentals in Winter Haven

Find and book unique cabins on Airbnb

Top-rated cabin rentals in Winter Haven

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

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Superhost
A single-story cabin is shown with large windows allowing ample natural light. Green lawns surround the property, with palm trees adding a tropical touch. A street sign indicating 'Mansion Ln' is positioned in the foreground, enhancing the welcoming entrance of the cabin.
Cabin in Kissimmee
4.82 out of 5 average rating, 17 reviews

VIP safe haven

This beautiful cabin is located in one of the best areas, privileged by its proximity to Disney parks (10-15 minutes), supermarkets, pharmacies, and restaurants (less than 1 mile). This spectacular cabin, small but cozy, gives you the tranquility you are looking for to rest or spend a few days relaxing. It has a pool to enjoy the beautiful Florida sun. Our guests have always been satisfied with the maintenance of our cabin. Visiting our cabin is like repeating the experience of having been here.

A cozy cabin exterior is illuminated by soft lighting during twilight. The wooden logs are complemented by vibrant green doors and an American flag hanging from the porch. A welcoming ambiance is created by the warm glow of lights and the surrounded greenery.
Cabin in Kissimmee
5 out of 5 average rating, 3 reviews

Authentic Disney Fort Wilderness Cabin near WDW

Authentic Fort Wilderness cabin from Walt Disney World upgraded with extra classic Disney style. Welcome to our family vacation home in Kissimmee next to Celebration. 9 minutes to WDW arch 18 min. from Magic Kingdom (no I-4 traffic) Sea World & Universal also nearby. Beaches 1 hr. drive Shop, dining & bus service to WDW all walking distance Accommodates a large family: Full bathroom Full kitchen Queen bed 2 bunk beds Pull out double bed sofa Fold up cot All Disney quality Not Disney affiliated

Top guest favourite
A cozy cabin exterior features natural wood siding, complemented by vibrant green doors. A spacious front deck with a railing offers seating, while a picnic table sits on the grassy area nearby, surrounded by lush trees and foliage.
Cabin in Kissimmee
5 out of 5 average rating, 32 reviews

Mouse House Cabin/Old Disney Fort Wilderness Cabin

Book July & August = Free Gift! Welcome to our cozy cabin, straight from Disney’s Fort Wilderness! This one-bedroom retreat sleeps six comfortably, featuring a queen bed, bunk beds, and a pull-out sofa. Enjoy the charm of original Disney furnishings alongside updated smart TVs for modern convenience. Relax on the spacious front deck with a picnic table, or take advantage of the resort amenities: pool, hot tub, game room, and fitness area. Perfect for a magical getaway with family and friends!

Superhost
A welcoming living area features a comfortable gray sofa adorned with floral pillows, accompanied by an orange armchair. A wooden coffee table is positioned in front, while a dining area with four chairs is visible. Natural light filters through the windows, enhancing the spacious feel.
Cabin in Lake Wales

Beautiful lakeside retreat cabin

Come and unwind in this beautiful two bedroom, one bath furnished cabin located at a beautiful lakeside retreat. Cabin features a Queen bed in master, two twins in second bedroom and a sleeper sofa in the living room. Full kitchen and bathroom with towels and linens provided. Patio out front to enjoy cooking on the charcoal grill while the sun sets on the lake. Family owned resort with high reviews for cleanliness and overall experience. Close to Bok Tower Gardens, LEGOLAND and Orlando parks.

Top guest favourite
A silhouette of a decorative bench is positioned near the water's edge at sunset. The calm lake reflects hues of orange and purple in the sky, framing the scene with trees that have soft moss hanging from their branches.
Cabin in Lake Alfred
5 out of 5 average rating, 39 reviews

Lakefront Cabin in Private Woods - Central Florida

Located in the "Heart of Florida." Halfway between Tampa & Orlando. Beaches are only 75-90 miles to either coast. Previous guests describe: Breathtaking sunrises. Wide-open views. A cozy and comfortable space. Perfect for relaxing & recharging. A little hidden gem close to everything. Immaculate. Squeaky-clean. Frequent wildlife sightings. Thoughtfully stocked with amenities. Truly a home away from home - a little piece of heaven. *Please read additional house rules before booking*

Top guest favourite
Cabin in Davenport
5 out of 5 average rating, 10 reviews

Hidden Disney Cabin- Close to parks!

Escape to our peaceful, gated retreat just 20 minutes from the theme parks. Nestled in nature, this unique retreat features three vintage cabins originally used by Disney, offering a magical and cozy stay. Enjoy the outdoor pavilion with yard games, picnic tables, a fire pit, an outdoor pool and a barbecue grill—perfect for relaxing after a day of adventure. Whether you're a Disney fan, a tourist, or a local seeking a getaway, this one-of-a-kind experience is waiting for you!

Superhost
Cabin in Davenport
5 out of 5 average rating, 5 reviews

Enchanting Disney Cabin

Escape to our peaceful, gated retreat just 20 minutes from the theme parks. Nestled in nature, this unique retreat features three vintage cabins originally used by Disney, offering a magical and cozy stay. Enjoy the outdoor pavilion with yard games, picnic tables, a fire pit, an outdoor pool and a barbecue grill—perfect for relaxing after a day of adventure. Whether you're a Disney fan, a tourist, or a local seeking a getaway, this one-of-a-kind experience is waiting for you!

Guest favourite
A cozy living space features rustic sliding barn doors that open to reveal a stylish sleeping area. A queen-sized bed is neatly arranged with soft bedding, while ample natural light enters through large windows, illuminating the wooden ceiling and floor.
Cabin in Davenport
4.92 out of 5 average rating, 13 reviews

Relax Away Retreat | Cozy Cabin

Book with us now and receive access to all of these amenities: •Lightning Fast Internet •Mini Golf & Plenty of Games •Private Fire Pit •Private Swinging Bench •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •TV (Adjustable) •Modernized Brand New Full Bathroom •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •Nearby All Major Attractions •And Much More! Book with us now!

A large, moss-draped oak tree stretches across the scene as the sun sets over Lake Rosalie. The warm colors of the sunset are visible through the tree branches, creating a serene natural backdrop. Glistening water is seen beyond the tree line.
Cabin in Lake Wales
5 out of 5 average rating, 3 reviews

Lake Rosalie Retreat

Welcome to Oakasa Nestled beneath majestic oaks on three peaceful acres, Oakasa is a charming lakefront cabin where time slows down and memories come easy. Whether you're sipping coffee, casting a line off the dock, or watching the sun rise over Lake Rosalie, this is the kind of place that helps you breathe a little deeper. Our cozy 2-bedroom, 2-bath cabin is perfect for couples, families, or friends looking to unplug and unwind. Book your escape today, the lake is calling.

Guest favourite
An inviting game room features a wooden air hockey table and a foosball table, surrounded by warm wooden walls and a spiral staircase. A comfortable green sectional sofa is positioned near a cozy fireplace, with a mountain-themed artwork displayed above.
Cabin in Auburndale
5 out of 5 average rating, 14 reviews

Lakefront w/ Jacuzzi, Games, Loft + Sleeps 12!

Relax and unwind at this spacious lakefront retreat! This 2-bedroom, 2-bathroom home with a loft comfortably sleeps up to 12 guests. Enjoy stunning lake views while soaking in the jacuzzi or challenge friends to a friendly game of ping pong, foosball, or shuffleboard. Whether you're looking to relax by the water or have some fun indoors, this property has it all. Ideal for family getaways, group retreats, or special celebrations.

Cabin in Kissimmee
New place to stay

The porch

Welcome to our charming cottage — a warm and inviting getaway created for those who love comfort and simplicity. Our tiny home combines rustic character with modern conveniences, offering the ideal spot to relax on the porch with your loved ones and take a peaceful break from daily life. Perfectly situated close to great restaurants, shopping centers, and only 4 miles away from Disney World and other popular attractions.

Guest favourite
A log cabin with a metal roof is presented in a serene lakeside setting. Large windows provide views of the water, while a gently curved driveway leads to the entrance. Trees border the property, and a clear blue sky compliments the peaceful atmosphere.
Cabin in Bartow
5 out of 5 average rating, 17 reviews

Beautiful Log Cabin

Relax with the whole family at this peaceful place to stay. 3 bedroom 2 bath log cabin on private lake in Bartow, Florida. Centrally located within a 30 minute drive to Legoland and 1 hour drive to gulf beaches and attractions in Orlando. Close to Sun n Fun air show located in Lakeland, FL. Enjoy fishing on your private dock and watch the beautiful sunset over the water.

Popular amenities for cabin rentals in Winter Haven

Quick stats about cabin rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at € 86 per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Haven rentals

  • 4.9 Average rating

    Winter Haven stays are highly rated by guests – averaging 4.9 out of 5!

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