Cabin vacation rentals in Winter Haven

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Top-rated cabin rentals in Winter Haven

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Top guest favorite

Cabin in Kissimmee

5 out of 5 average rating, 9 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.

Cabin in Kissimmee

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 favorite

Cabin in Kissimmee

5 out of 5 average rating, 29 reviews

Mouse House Cabin / 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!

Top guest favorite

Cabin in Lake Alfred

5 out of 5 average rating, 35 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. An oasis of serenity on a quiet lake—total privacy. 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*

Cabin in Groveland

4.89 out of 5 average rating, 95 reviews

Log Home on Lake near Disney with Tennis Court

So quiet and beautiful, yet close to Disney, Sea World, Universal Studios, Lego Land, International Drive, nightlife, shopping, and fine dining. Nestled in cypress and wildlife on a private lake , enjoy paradise. Owner is a tennis/golf coach and can offer lessons or a bass boat fishing experience. On the property, enjoy the regulation tennis court, pickle ball, Wi/Fi, 86 inch smart TV with cable, acoustics for playing/recording music, fishing, canoeing, pool table, corn hole, fires/barbque.

Cabin in Babson Park

4.86 out of 5 average rating, 22 reviews

Sunrise on the Lake: Make Offer Winter '26

Savor gorgeous sunrises year round from our lakeside cabin. Nestled among citrus groves in a very quiet neighborhood, you'll be minutes from town & Webber Univ; only 35-60 minutes from Disney, Legoland, Orlando, Winter Haven, Lakeland & Sebring. Enjoy a spacious lakeview bedroom, living room with dinette, bathroom & kitchen. Amenities for your stay: high-speed wifi, off-street parking, private sandy beach & access to 2 patios—perfect for dining al fresco. Contact us for special rates.

Guest favorite

Cabin in Auburndale

5 out of 5 average rating, 6 reviews

Lake views | Hot Tub | Games | Loft | Sleeps 12

🌊 Relax & Unwind at This Stunning Lakefront Retreat! 🏡 This 2BR, 2BA home with a loft sleeps up to 12 guests, perfect for family getaways, group retreats, or celebrations! 🎉 Soak in the jacuzzi with breathtaking lake views 🌅 or enjoy ping pong, foosball, & shuffleboard 🏓⚽️. Whether you're relaxing by the water 🏞️ or having fun indoors, this property has it all! Features: 🌊 Lake views 🛀 Jacuzzi 🎮 Game room 🛏️ Sleeps 12 ☀ Sunset Views Create unforgettable memories here! 💫

Cabin in Davenport

5 out of 5 average rating, 4 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!

Cabin in Lake Wales

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.

Top guest favorite

Cabin in Davenport

5 out of 5 average rating, 7 reviews

Vintage 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, 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 Winter Haven

4.73 out of 5 average rating, 30 reviews

Serene Cabin Escape- Lakeside Romantic Getaway

Lakeside Cabin Near Legoland + Golf! Your perfect Winter Haven escape awaits in this 3BR/2BA retreat. Just minutes from Legoland & top golf courses, this spacious woodsy cabin blends rustic charm with modern comfort. Relax on the porch, enjoy lake views, or unwind in spacious living areas. Ideal for families, couples, or golf getaways—create unforgettable memories in this serene Florida haven! Come experience the hype for yourselves!

Superhost

Cabin in Lake Wales

Great cabin for a couple at lakeside retreat

Cute one bedroom/one bathroom furnished cabin at lakeside retreat. Large patio out front with table and umbrella to enjoy the beautiful surroundings. Full kitchen and bathroom, linens and towels provided. Queen bedroom and leather couch and recliner in living room. Close to Bok Tower Gardens, Bella Cosa Wedding Venue and Orlando attractions. Family owned campground on beautiful Lake Pierce.