Cottage vacation rentals in Orange County

4.98 out of 5 average rating, 241 reviews

A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.

Cottage in Sanford

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

A collage of images showcases the private cottage's inviting interior and outdoor amenities. The cozy bedroom features a spacious bed, the pool area is lined with lounge chairs, and the game room displays a pool table and bar. The kitchen is fully equipped for convenience.

4.94 out of 5 average rating, 189 reviews

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.

4.97 out of 5 average rating, 99 reviews

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, 2 single roll away beds, full kitchen, laundry, 2 smart TVs & ample parking. Located 3.5 miles from Moss Park which offers 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.

A private pool area is showcased with comfortable seating arranged around the water. Potted plants add greenery, while umbrellas provide shade. The tranquil view of Lake Concord is visible in the background, framed by lush trees and foliage.

4.92 out of 5 average rating, 145 reviews

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.

Cottage in Altamonte Springs

A charming lakefront cottage is viewed from across the water, showcasing its blue exterior. The porch area includes a deck with seating, and two light-colored lounge chairs are positioned on the grassy lawn, surrounded by lush greenery and trees.

4.99 out of 5 average rating, 142 reviews

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.

4.99 out of 5 average rating, 182 reviews

The exterior of a renovated cottage is showcased, featuring a welcoming front porch with two wooden chairs. Potted plants are placed on the porch and along the walkway, while a wooden fence stands in the background, enhancing privacy.

Cottage in Winter Garden

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.

A comfortable living area is featuring a light-colored couch adorned with decorative pillows, positioned near a large window. Natural light brightens the space, highlighting a wooden coffee table and a television stand with a TV. A wall clock adds a touch of functionality.

4.91 out of 5 average rating, 77 reviews

Cottage Retreat in the City

This cozy, home-away-from-home one-bedroom cottage nestled within Orlando’s historic Dubsdread Golf Course neighborhood in quaint College Park offers guests the best of both worlds: A quiet retreat from the hustle & bustle of city life while being situated in close proximity of urban amenities. Recently constructed, the fully furnished space can comfortably accommodate up to 2 adults only. Primary renter must be at least 21. Cancellation policy applies. Travel insurance recommended.

A charming cottage exterior showcases a light grey façade with turquoise shutters. A welcoming porch is adorned with seating and potted plants. Leafy shrubs and a stone pathway lead to the front entrance, framed by hanging Spanish moss from the trees.

Cottage in Winter Garden

4.88 out of 5 average rating, 120 reviews

~ 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.

4.94 out of 5 average rating, 440 reviews

Cottage in Winter Park

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!

Cottage in Oviedo

4.7 out of 5 average rating, 82 reviews

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.

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