Cottage holiday rentals in Orange County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Orange County

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Orlando

4.98 out of 5 average rating, 56 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 and bustle of city life while being situated in close proximity to/easy reach of urban amenities. Newly constructed, the fully furnished space can comfortably accommodate up to 2 adults. Primary renter must be at least 21. Cleaning/disinfection protocols followed between reservations.

14–21 Sep

$269 NZD per night

Guest favourite

Cottage in Sanford

4.98 out of 5 average rating, 128 reviews

Lakefront,Sanford airport, Boombah, Venue 1902

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 cozy 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. Discounts for non-refundable cancellations.

30 Dec – 6 Jan

$495 NZD per night

Guest favourite

Cottage in Orlando

4.92 out of 5 average rating, 131 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.

14–21 Sep

$266 NZD per night

Guest favourite

Cottage in Altamonte Springs

4.99 out of 5 average rating, 97 reviews

"One of a Kind" Private Lakefront Getaway

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.

26 Dec – 2 Jan

$377 NZD per night

Guest favourite

Cottage in Winter Garden

4.99 out of 5 average rating, 107 reviews

Come Stay In The Heart Of Winter Garden

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.

31 Jul – 7 Aug

$353 NZD per night

Guest favourite

Cottage in Mount Dora

4.98 out of 5 average rating, 42 reviews

Lakeside Retreat

The whole group will be comfortable in this large, unique home. Cable and Wi-Fi with USB ports throughout the house. 2 master suites with Smart TV’s and a well stocked kitchen for most comfortable arrangements. A table for 4 on the lanai and extra chairs for outdoor seating around the fire pit overlooking the lake. 65” Smart TV and DVD player in living room. Close to Central Florida activities but rural enough for the laid back life. Publix grocery is only 1.9 miles away.

10–17 Mar

$473 NZD per night

Guest favourite

Cottage in Winter Park

4.95 out of 5 average rating, 342 reviews

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!

14–21 May

$366 NZD per night

Guest favourite

Cottage in Orlando

4.91 out of 5 average rating, 137 reviews

Thornton Park Historic Neighborhood-Top Rated!

Stay in this beautifully decorated new loft located in the heart of downtown Orlando. A comfy full size bed w/memory foam mattress, and full size sofa bed can comfortably sleep 4. Open concept loft has a well equipped modern kitchen that allows guests to cook their favorite meal or enjoy take-out from one of the areas top rated restaurants. A separate dining area gives you plenty of room to relax and enjoy your morning coffee, or watch Netflix on the 55" wall mounted tv.

30 Jul – 6 Aug

$268 NZD per night

Guest favourite

Cottage in Orlando

4.96 out of 5 average rating, 141 reviews

Mills Cottage

Beautiful private upstairs cottage with deck overlooking the lake. Several other lakes and dog friendly parks are close. Comfort was the number one reason when choosing furniture and mattresses. Kitchen is fully equipped: coffee maker, toaster, microwave, cook top oven, refrigerator, washer/dryer, iron & flat screen TV. Free wifi, cable, Amazon Prime & Netflix. Also has a dedicated professional work space and desk. Includes light breakfast and snacks.

5–12 Jul

$430 NZD per night

Guest favourite

Cottage in Orlando

4.88 out of 5 average rating, 265 reviews

Beautiful (AS SEEN on TV) Near Downtown & Airport

Experience luxury living in SoDo/Hour Glass district(2.5 miles from Downtown), in a house featured on a popular TV show for its beautiful transformation. Car is recommended. The home is walking distance from some Food, Drinks, Shopping & Nightlife. Distance in miles: Orlando Airport – 8.5 Downtown/Lake Eola - 2.5 The Florida Mall – 8 Amway Center – 3.9 Universal Studios – 11 Convention Center – 15 SeaWorld – 15 Disney Springs – 18

26 Sep – 3 Oct

$234 NZD per night

Guest favourite

Cottage in Orlando

4.94 out of 5 average rating, 80 reviews

Luxury Container Home-hot tub-30 min to Disney

Step into this brand new, unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal, and soak your tired feet in the hot tub.

1–8 Mar

$508 NZD per night

Guest favourite

Cottage in Lake Mary

4.9 out of 5 average rating, 49 reviews

Cozy quiet cottage

The cottage is behind the main house on the left-hand side. L-shaped in design beneath a shady oak , so quiet and comfortable, relax and get away. Plus a private patio. parking left-hand side of the driveway out front. backyard is a shared space if there are any guests staying in the house. Walk down the grass alleyway to Crystal Lake. the cottage has always been a great space for family, friends & myself to get away

2–9 Aug

$287 NZD per night