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Featured Cottages in Maitland

Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood FL
$131 nightly
The price is $144 total per night
$144 total
Dec 4 - Dec 5
Total with taxes and fees
Guests staying at this cottage enjoy features like a water park.
Kitchen
Free WiFi
Historic Tremain Cottages

Historic Tremain Cottages

3 out of 5
619 N Tremain St Mount Dora FL
$218 nightly
The price is $242 total per night
$242 total
Dec 30 - Dec 31
Total with taxes and fees
Historic Tremain Cottages features free WiFi in public areas and barbecue grills. If you drive, take advantage of free parking.
Kitchen
Pet friendly
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Orlando FL
$337 nightly
The price is $374 total per night
$374 total
Dec 4 - Dec 5
Total with taxes and fees
Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. Other amenities at this family-friendly cottage include a living plant wall and barbecue grills.
Kitchen
Washer
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary FL
$244 nightly
The price is $269 total per night
$269 total
Dec 10 - Dec 11
Total with taxes and fees
This cottage features an outdoor pool and laundry facilities.
Pool
Kitchen
Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape.

Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape.

Clermont FL
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Washer
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs FL
$311 nightly
The price is $344 total per night
$344 total
Dec 10 - Dec 11
Total with taxes and fees
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Washer
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

3 out of 5
3405 N Orange Blossom Trail Orlando FL
$148 nightly
The price is $167 total per night
$167 total
Dec 11 - Dec 12
Total with taxes and fees
Orlando Lakefront Tiny House Community features free WiFi in public areas, express check-out, and a terrace. A stay here includes free parking. Additional amenities include laundry facilities, barbecue grills, and a garden.
Kitchen
Pet friendly
"THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora

"THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora

Mount Dora FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2 out of 5
Mount Dora FL
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Maitland

    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way Orlando FL
    $133 nightly
    The price is $150 total per night from Dec 9 to Dec 10
    $150 total
    Dec 9 - Dec 10
    Total with taxes and fees
    8.8/10 Excellent! (5,667 reviews)
    Rosen Inn at Pointe Orlando

    Rosen Inn at Pointe Orlando

    9000 International Drive Orlando FL
    $67 nightly
    The price is $76 total per night from Dec 15 to Dec 16
    $76 total
    Dec 15 - Dec 16
    Total with taxes and fees
    8.4/10 Very Good! (5,364 reviews)
    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    8800 Vistana Centre Dr Orlando FL
    $105 nightly
    The price is $119 total per night from Dec 15 to Dec 16
    $119 total
    Dec 15 - Dec 16
    Total with taxes and fees
    9.2/10 Wonderful! (4,028 reviews)

Cottages

Book a cottage in Maitland
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Maitland. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Maitland better.

Cottage apartments in Maitland range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Maitland
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Maitland and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Maitland cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Maitland. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Maitland Cottages essential information

Accommodation
150 Cottages
Lowest Price
$76
Highest Price
$374
Popular accommodation
Tiny Hidden Cottage , Historic Tremain Cottages, The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Guesthouse Retreat – Private Pool & King Suite, Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape., Incredible Private Lakefront Cottage Retreat , Orlando Lakefront Tiny House Community , "THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora, Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade