Cottage vacation rentals in Orange County

Mills Cottage

Beautiful private upstairs cottage with deck overlooking the lake. It’s near other lakes and dog friendly parks are close. Comfort was the number one reason when choosing furniture and mattresses. Kitchen fully equipped: coffee maker, toaster, microwave, cook top oven, refrigerator, washer/dryer, iron & flat screen TV. Wifi, cable tv, Amazon & Netflix. A dedicated professional work space and desk. Includes light breakfast and snacks. Please note there is an additional charge to use the pool.

Twigy's Cozy Studio in Downtown Orlando

Welcome to our charming studio nestled in the heart of Orlando, where comfort meets convenience and magic is just around the corner. The open layout seamlessly combines the living, sleeping, and dining areas, maximizing space without compromising comfort. As our guest, you'll also have access to convenient amenities to enhance your stay, including high-speed Wi-Fi, air conditioning, and complimentary toiletries. Book your getaway today and experience the best of Orlando from our charming studio

Cozy Guesthouse w/ Outdoor Oasis

Kick back & relax in this cozy, private guesthouse featuring a fenced outdoor space with covered seating, electric grill, yard games & a fire pit. The guesthouse includes a king-size bed, full kitchen, laundry, 2 smart TVs & ample parking for your boat Located just 3.5 miles from Moss Park, where you can enjoy fishing, boating, wildlife, walks, & playground. Close to Lake Nona, Orlando Airport, & the USTA campus. Easy access to highways, with most Orlando attractions within a 40-minute drive.

EdgeWater HideAway Overlooking Lake Concord

The EdgeWater HideAway is a private guesthouse, just minutes from Downtown Orlando, nestled within a suburban-like environment. The host greets/escorts you down a garden pathway where the ambient tranquility generates a sense of arrival at a place for rest and relaxation: Garden patio, private pool/sundeck and porch; all overlooking beautiful Lake Concord and the picturesque skyline of downtown Orlando. Minutes away there's great shopping, dining/entertainment, and all the sports arenas.

Incredible Private Lakefront Cottage Retreat

You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

The Heart of Winter Garden: Walk to shops & dining

Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

Your Winter Garden retreat begins at this 2-bedroom, 1-bathroom vacation rental cottage offering old Florida charm, history, art, and more at your fingertips. Look forward to live music and farmers markets around town, or let your inner child run wild and take a drive to Disney, Universal, or SeaWorld! Return to the cottage to relax and enjoy all the comforts and amenities at your cozy home away from home, including free WiFi, a flat-screen Smart TV, and a fully equipped kitchen.

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

Beautiful Two-Bed, 1 Bath Cottage Near Oviedo Lake

Enjoy a relaxing stay at Gator Cove, a cozy 2-bedroom, 1-bath home with a fully stocked kitchen, washer/dryer, and smart TV. Located near Black Hammock Adventures, guests receive 20% off airboat rides and 10% off dining. Explore nearby Oviedo's shopping, dining, and entertainment. Optional add-on: Gator Mansion (6 bedrooms, 5 baths) when available. Pet-friendly (dogs only, $50 fee, 50lb limit). Boat Slip available for 20$/day Sorry, no parties allowed.