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Discover Your Perfect Orlando Cottage Rentals

Orlando Cottage Rentals

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10.0 (5 Reviews)
House
Cozy Lake Front Cottage
  • Air Conditioner
  • Parking
  • View
View Availability
10.0 (18 Reviews)
Cottage
Cozy Lake Front Cottage
  • Air Conditioner
  • Parking
  • Security/Safety
View Availability
10.0 (2 Reviews)
House
Mills Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Cottage Rentals in Orlando Area

Why Choose Rent By Owner for your Orlando Cottage Rentals?

What makes our Cottage Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Orlando Cottage Rentals

Where are the best neighborhoods to stay in Orlando?

When choosing where to stay in Orlando, exploring neighborhoods like Lake Nona offers modern comforts and access to innovative attractions, making it ideal for a relaxed yet convenient visit. The vibrant atmosphere of Downtown Orlando provides a central location with easy access to entertainment and dining options, perfect for those seeking lively surroundings. For a quieter retreat, consider the charming streets of Windermere, where peaceful scenery and upscale amenities create an inviting environment for your getaway.

Downtown Orlando

In the heart of the region, this vibrant area offers a lively atmosphere with easy access to cultural attractions and city amenities, making it an ideal location for exploring Orlando's urban scene.

View 492+ Rentals in Downtown Orlando

West Kissimmee

Located near major theme parks and outdoor activities, this neighborhood provides convenient access to family-friendly adventures while offering comfortable accommodations for your stay here.

View 16785+ Rentals in West Kissimmee

Lake Nona

Known for its modern design and innovative community spirit, this destination combines contemporary living with nearby recreational options, perfect for those seeking a upscale escape in the area.

View 46+ Rentals in Lake Nona

Bay Lake

Adjacent to popular attractions, this neighborhood offers serene surroundings mixed with proximity to entertainment venues, providing a relaxing yet central base for your visit here.

View 930+ Rentals in Bay Lake

Southwest Orlando

This region features spacious neighborhoods and easy access to shopping and dining options, making it suitable for travelers looking to enjoy both leisure and convenience during their stay here.

View 929+ Rentals in Southwest Orlando

Historic Downtown Kissimmee

In the historic part of town, you’ll find charming streets and local culture, offering a peaceful retreat combined with easy exploration of the area's rich heritage here.

View 8109+ Rentals in Historic Downtown Kissimmee

Southeast Orlando

Here, you'll discover a mix of suburban comfort and accessibility to key attractions, making it a practical choice for visitors wanting a relaxed yet connected experience here.

View 183+ Rentals in Southeast Orlando

Windsor Hills

Set within a family-oriented community, this neighborhood combines spacious properties with proximity to theme parks and recreational facilities, perfect for memorable stays in the area.

View 1640+ Rentals in Windsor Hills

Best Times to Visit Orlando

When should you plan your Cottage Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the region’s weather is pleasant and crowds are lighter, providing an ideal opportunity to enjoy a relaxing vacation here while securing the perfect cottages through a trusted platform.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences warm days and lively outdoor activities, making it an ideal time to enjoy your stay in cottages near popular attractions.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
summer
Summer (June to August)

The summer months bring hot weather and longer daylight hours, providing ample opportunity to explore and relax in your holiday cottage.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 70°F to 75°F

Off-Season Highlights

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Fall (September to November)

As the region transitions into fall, temperatures cool down slightly, offering a quieter atmosphere for your vacation in cozy cottages.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
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Winter (December to February)

During winter, the area experiences mild temperatures, making it suitable for visitors seeking a peaceful retreat away from peak crowds.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Orlando

How to Book Your Orlando Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Orlando

More Top-Rated Cottage Rentals in Orlando Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax during your stay.
  • Take advantage of spacious patios or decks for outdoor dining and gatherings.
  • Benefit from lush gardens or landscaped yards that enhance the outdoor ambiance.
  • Make use of outdoor grilling areas for barbecues with family and friends.
  • Relax in shaded lounge areas or hammocks designed for peaceful outdoor leisure.
  • Explore well-maintained outdoor sports facilities such as tennis courts or basketball courts.
  • Experience easy access to nearby walking trails or scenic pathways in the region.

Top Attractions Around Orlando

What attractions are nearby?

Within close proximity to your stay, you can explore a variety of attractions and entertainment options that make visiting Orlando, Florida an exciting experience, from world-renowned theme parks to vibrant shopping districts-perfect for creating memorable moments during your vacation here.

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Family Activities

  • Walt Disney World Resort: Experience the magic of this world-famous theme park, perfect for creating memorable family moments in the heart of the area.
  • Universal Orlando Resort: Explore thrilling rides and engaging attractions designed for all ages, making it an exciting day out for everyone in the family.
  • SeaWorld Orlando: Discover marine life exhibits and entertaining shows that provide an educational and fun experience close to this destination’s accommodations.
  • Lakeside Parks and Recreation Areas: Enjoy outdoor activities such as picnicking, walking trails, and playgrounds at scenic parks within the region, ideal for relaxing family days.
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Adult Activities

  • Visit a world-renowned theme park: Experience the thrill of iconic rides and attractions that make this destination a top choice for adult adventurers seeking fun and entertainment.
  • Explore vibrant arts and cultural districts: Discover local galleries, theaters, and museums that showcase the region's rich artistic heritage and provide a perfect escape into creative expression.
  • Dine at gourmet restaurants: Indulge in diverse culinary experiences at upscale eateries and trendy cafes nestled throughout the area, ideal for food enthusiasts.
  • Relax at luxurious spas and wellness centers: Rejuvenate your mind and body by enjoying pampering treatments designed to offer ultimate relaxation amid the area's lively atmosphere.

Other Places to Stay in Orlando, FL

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Disney's Maingate West
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West Kissimmee
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Davenport
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Historic Downtown Kissimmee
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Orange County
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Loughman
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Reunion
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Grand Reserve
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Windsor Hills
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More Places to Stay Near Orlando

Orlando Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: To enjoy a more relaxed atmosphere and better rates, consider scheduling your stay outside of peak travel times.
  • Explore Local Dining Options: Discover authentic flavors by trying nearby restaurants to enhance your experience here without straying far from your comfortable cottage.
  • Utilize Early Park Reservations: If amusement parks are part of your plans, booking tickets early can save time and ensure you make the most of your visit here.
  • Choose a Central Location for Your Cottages: Staying in accommodations close to key attractions allows you to maximize your leisure time and reduce commute hassles in this popular area.

Transportation Options

  • Rental Car Services: Renting a car offers you the flexibility to explore the area at your own pace, making it easier to visit nearby attractions and enjoy your stay in the region.
  • Public Transit (LYNX Bus System): The local bus system provides an affordable and convenient way to navigate here without the need for a vehicle, ideal for accessing various parts of the destination.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft offer quick, reliable transportation, ensuring you can comfortably reach your chosen cottages or destinations within the city.
  • Airport Transfers and Shuttle Services: Many providers offer dedicated airport shuttles that simplify your arrival and departure experience, allowing you to focus on enjoying your time in this vibrant area.

Local Customs Options

  • Greetings and Politeness: Expect friendly interactions characterized by polite greetings, reflecting the warm hospitality of the region.
  • Respect for Personal Space: Maintaining personal space during conversations is appreciated, aligning with local social norms in this area.
  • Dress Code for Social Settings: Casual yet neat attire is customary when attending community events or visiting local establishments here.
  • Celebrating Local Festivals: Participating in regional festivals showcases respect for local traditions and provides an authentic cultural experience.

Frequently Asked Questions About Orlando Rental Cottages

1. What are the top Cottages in Orlando?

There are a lot of options in Orlando. If you plan on staying in the Orlando area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Orlando:

2. How many Cottages are available in Orlando?

Currently, the total number of properties listed by RBO in 2026 is over 791 in the Orlando area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Orlando. 

3. What is the cancellation policy for cottages in Orlando, Florida?

Cancellation policies vary by property. It’s important to review the specific terms listed on the cottage’s page or contact the owner directly to understand the rules regarding refunds and cancellations.

4. Are there any additional fees I should be aware of when booking a cottage in this area?

Additional fees such as cleaning, security deposits, or service charges may apply depending on the property. Be sure to read the listing details carefully or reach out to the owner for clarification before completing your reservation.

5. How do I know if my preferred cottage has availability during my travel dates?

Availability is shown in real-time on the listing page. If your desired dates are unavailable, you can often contact the owner for alternative options or check nearby properties.

6. Can I bring pets to cottages in the region, and what are the pet policies?

Pet policies differ among properties. Some cottages welcome pets with certain restrictions, while others do not allow animals. Review the listing’s pet policy or contact the owner to confirm before booking.

7. What amenities are typically included in cottages here, and how can I confirm what's available?

Cottages generally offer amenities like kitchens, Wi-Fi, and outdoor areas. To ensure the property meets your needs, check the detailed amenities list on the listing or contact the owner for specific inquiries.

More Rentals You May Like Near Orlando

More Top-Rated Cottage Rentals in Orlando Area