Lake Mary Cottages

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Cottages in Lake Mary

Tiny Hidden Cottage

Longwood FL

$130 nightly

$143 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this cottage in Longwood, you'll be within a 5-minute drive of Altamonte Mall and Cranes Roost Park.

Kitchen

Free WiFi

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Lake Helen FL

With a stay at this cottage in Lake Helen, you'll be within a 5-minute drive of AdventHealth DeLand Victoria Medical Park and Colby Alderman Park.

Kitchen

Air conditioning

Historic Tremain Cottages

619 N Tremain St Mount Dora FL

$218 nightly

$242 total

Dec 30 - Dec 31

Total with taxes and fees

With a stay at Historic Tremain Cottages in Mount Dora, you'll be just steps from Mount Dora Community Building and Donnelly Park.

Kitchen

Pet friendly

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

Orlando FL

$348 nightly

$386 total

Jan 10 - Jan 11, 2026

Total with taxes and fees

With a stay at this cottage in Orlando (College Park), you'll be within a 5-minute drive of Kia Center and Camping World Stadium.

Kitchen

Washer

Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard

Mount Dora FL

A stay at this cottage places you in the heart of Mount Dora, within a 5-minute walk of Donnelly Park and Mount Dora Community Building.

Kitchen

Washer

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

Mt Dora FL

Located in Mount Dora, this cottage is within a 5-minute drive of Lake Dora and Mount Dora Center for the Arts.

Kitchen

Free WiFi

Guesthouse Retreat – Private Pool & King Suite

Lake Mary FL

$245 nightly

$272 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this cottage in Lake Mary, you'll be within a 5-minute drive of Lake Mary Farmer's Market and Spring Hammock Preserve.

Pool

Kitchen

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Mount Dora FL

$257 nightly

$282 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

With a stay at this cottage in Mount Dora, you'll be within a 5-minute drive of The Donnelly House and Donnelly Park.

Kitchen

Washer

Incredible Private Lakefront Cottage Retreat

Altamonte Springs FL

$369 nightly

$408 total

Dec 29 - Dec 30

Total with taxes and fees

With a stay at this cottage in Altamonte Springs, you'll be on the waterfront, within a 15-minute drive of Kia Center and AdventHealth Altamonte Springs.

Kitchen

Washer

The Carlton* 3 min walk to Downtown Mt. Dora!!

Mt Dora FL

With a stay at this cottage in Mount Dora, you'll be just steps from Donnelly Park and Mount Dora Community Building.

Kitchen

Washer

Orlando Lakefront Tiny House Community

3405 N Orange Blossom Trail Orlando FL

$145 nightly

$163 total

Dec 14 - Dec 15

Total with taxes and fees

When you stay at Orlando Lakefront Tiny House Community in Orlando, you'll be on the waterfront, within a 10-minute drive of Kia Center and Camping World Stadium.

Kitchen

Pet friendly

Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL

Mount Dora FL

With a stay at this cottage in Mount Dora, you'll be within a 10-minute walk of Donnelly Park and Mount Dora Community Building.

Pool

Kitchen

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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.