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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Maitland cottages

Beach
Tiny Hidden Cottage

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Dec 24 - Dec 25
Total with taxes and fees
Tiny Hidden Cottage
Smart TV
The Sanford Foodie Guest House

The Sanford Foodie Guest House

The Sanford Foodie Guest House
Sanford
8.8 out of 10, Excellent, (14)
"Cozy little place to stay"
United States
Ruth P.
$133 nightly
The price is $147
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Sanford Foodie Guest House
Exterior
The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (43)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
$228 nightly
The price is $253
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
2.0 star property
Orlando
$144 nightly
The price is $160
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Interior
Downtown Cottage

Downtown Cottage

Downtown Cottage
Colonialtown North
8.4 out of 10, Very Good, (7)
"Clean perfect location for what we needed "
United States
Jerred B.
$154 nightly
The price is $170
Jan 1 - Jan 2, 2026
Total with taxes and fees
Downtown Cottage
The Garden, Pet Friendly | Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (34)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
$179 nightly
The price is $199
Dec 25 - Dec 26
Total with taxes and fees
Historic Tremain Cottages
Exterior
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Altamonte Springs
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
$283 nightly
The price is $313
Jan 13 - Jan 14, 2026
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
House (2 Bedrooms) | Interior
Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$455 nightly
The price is $509
Dec 28 - Dec 29
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (30)
"One of our best stays. "
United States
matthew m.
$355 nightly
The price is $393
Jan 8 - Jan 9, 2026
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Exterior
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

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

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (30)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
$319 nightly
The price is $355
Jan 23 - Jan 24, 2026
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Terrace/patio
Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (7)
"It suited our needs perfectly"
United States
Lorraine O.
$222 nightly
The price is $244
Dec 24 - Dec 25
Total with taxes and fees
Beautiful Historic Cottage, Nantucket
Terrace/patio
Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (14)
"Nice and quiet place to stay."
United States
Mark
$284 nightly
The price is $312
Dec 25 - Dec 26
Total with taxes and fees
Beautiful Historic Cottage, The Garden
Interior
Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (16)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
$222 nightly
The price is $244
Dec 25 - Dec 26
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
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.
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Top Maitland Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Amenities"
Nona V. 2-night trip
Posted 1 day ago
Marriott's Grande Vista

Find out more about Maitland

Maitland Cottages information

Number of reviews
253
Accommodation
149 Cottages
Lowest Price
$144
Highest Price
$509

Frequently asked questions

How much do cottages in Maitland cost?
Rates for cottages in Maitland range between $144 and $509 per night. Whatever your budget, you're sure to find the perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Maitland with Expedia?
We think that a vacation should be a breeze, so if you're chasing cottages in Maitland at the perfect price, Expedia delivers. Stick to the budget and go for a low-cost option far from the downtown buzz, or splurge on an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Maitland?
A great way to get cheap cottages in Maitland is with Expedia's convenient filter tool. Refine your search results by star rating, amenities and budget to grab awesome rates in just a few clicks.
What is there to do in Maitland near my cottage?
There are plenty of wonderful things to do in Maitland. Don't miss major attractions like Maitland Historical Society, Maitland Art Center and Lake Lily Park. Maitland Community Park, Lil 500 Go-Karts and Enzian Theater are also on many to-do lists.

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