Compare Maitland Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Maitland

Historic Tremain Cottages

Historic Tremain Cottages

3 out of 5
619 N Tremain St Mount Dora FL
$153 nightly
The price is $169 total per night
$169 total
Jun 16 - Jun 17
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
$318 nightly
The price is $353 total per night
$353 total
Jun 1 - Jun 2
Total with taxes and fees
At this cottage, guests have access to a gym, laundry facilities, and barbecue grills. Other amenities at this family-friendly cottage include a garden and a living plant wall.
Kitchen
Washer
Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN

Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN

Lake Mary FL
$241 nightly
The price is $266 total per night
$266 total
Jun 6 - Jun 7
Total with taxes and fees
This cottage features an outdoor pool and laundry facilities.
Pool
Kitchen
Mount Dora Historic District - 1 Bedroom 1 Bathroom Cottage Walk To Town!

Mount Dora Historic District - 1 Bedroom 1 Bathroom Cottage Walk To Town!

Mount Dora FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs FL
$312 nightly
The price is $345 total per night
$345 total
Jun 1 - Jun 2
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
3 Mi to Seaworld! Suburban Home w/ Screened Porch

3 Mi to Seaworld! Suburban Home w/ Screened Porch

3 out of 5
Orlando FL
Guests of this cottage have access to free WiFi in public areas. If you decide to drive, there's free parking.
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

Sanford FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Cozy Euphoric cottage nestled in nature with relaxing River front views.

The Cozy Euphoric cottage nestled in nature with relaxing River front views.

Osteen FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
16 Mi to Disney: Cottage w/ Deck in Winter Garden

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3 out of 5
Winter Garden FL
Guests of this cottage enjoy features like free WiFi in public areas. If you plan to drive, free parking is available.
Don't see what you're looking for?
See all available properties in Maitland
View all properties
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

    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    8800 Vistana Centre Dr Orlando FL
    $143 nightly
    The price is $161 total per night from Jun 21 to Jun 22
    $161 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.2/10 Wonderful! (5,625 reviews)
    DoubleTree by Hilton at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd Orlando FL
    $89 nightly
    The price is $101 total per night from Jul 1 to Jul 2
    $101 total
    Jul 1 - Jul 2
    Total with taxes and fees
    8.6/10 Excellent! (6,936 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way Orlando FL
    $150 nightly
    The price is $169 total per night from Jun 1 to Jun 2
    $169 total
    Jun 1 - Jun 2
    Total with taxes and fees
    9/10 Wonderful! (6,880 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
163 Cottages
Lowest Price
$101
Highest Price
$353
Popular accommodation
Historic Tremain Cottages, The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN, Mount Dora Historic District - 1 Bedroom 1 Bathroom Cottage Walk To Town!, Incredible Private Lakefront Cottage Retreat , 3 Mi to Seaworld! Suburban Home w/ Screened Porch, 2BR COTTAGE IN SANFORD HISTORIC DISTRICT, The Cozy Euphoric cottage nestled in nature with relaxing River front views., 16 Mi to Disney: Cottage w/ Deck in Winter Garden