
Cottage holiday rentals in DeLand
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Quick stats about cottage rentals in DeLand

Nightly prices starting at
DeLand holiday rentals start at $102 NZD per night before taxes and fees

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Over 430 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across DeLand rentals

5 Average rating
DeLand stays are highly rated by guests—averaging 5 out of 5!
Top-rated cottage rentals in DeLand
Guests agree: These cottages are highly rated for location, cleanliness and more.

Lakefront,Sanford airport, Boombah, Venue 1902,UCF
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 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. No pets. Discounts for non-refundable cancellations.
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Red Bird Cottage and Farm: Equestrian lake cottage
Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses
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Samsula Cottage peaceful setting and relaxing
1926 Samsula cottage has a relaxed quiet beach feel. It is off highway 44 and ten minutes to the beach close to Daytona racing. The cottage sits on 10 acres room for bikes, and Rv’s. It can sleep 4. Pet friendly and there is an enclosed pet run or shed for bikes. Golfing and good restaurants are three minutes. DisneyWorld is one hour away. We have one bedroom with queen bed and one queen sleeper in the patio area. The space sleeps four. We are following cleaning guidelines recommended by Airbnb.
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Lakefront Cottage • Private Dock + Bikes + Kayaks
Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.
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Charming Mount Dora Cottage • Walk to Downtown
Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!
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Charming Private Lakefront Cottage Retreat
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.
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The Luxury Lake Front Zen Casa
Taxes/services fees now included in nightly rate Airbnb collects The Zen Lake Front Cutie is teaming with wildlife! Enjoy exquisite sunsets while lounging on the wrap around deck or relaxing in the therapeutic hot tub. A star gazer's delight, a bird watcher's paradise. Zen & eclectic: original art, exotic décor, Zen lighting, & Indonesian wood. Just a hop from I4, 30 mins from New Smyrna beach, 40 mins from Orlando, 50 from MCO airport/Disney. 5-10 mins from the natural Blue Springs.
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Cottage by the Lake
Cute, comfortable 1935 detached home is 900 SQUARE FEET AND PET FRIENDLY. Walking distance to the Palm Mansion venue and 1.2 miles from Lakeview Gardens Venue. Main home’s on other side of property. Cottage is newly remodeled and fenced in. Views of Lake Umatilla from all rooms. 8 miles to beautiful Mount Dora and 3 miles to downtown Eustis. 1 hour to attractions, airport and east coast beaches. We are 20-30 minutes from most local Springs. Lake Umatilla does have public boat ramp access
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Directly on the Beach! Your Own Private Paradise.
RELAX, RENEW, RE-CHARGE. Cottage on the Sea!! Your very own Beautiful Private Cottage DIRECTLY ON the BEACH! Enjoy DIRECT oceanfront, private, beach walkway right off the Cottage! Enjoy the waves’ lullaby, enchanting sunrises, ocean breezes, rejuvenating ocean waters, 3 separate furnished patios and of course the beautiful Cottage itself! Get away, relax, renew, re-charge. A definite ONE of a kind! A beautiful, tranquil, zen, enchanting experience. Paradise awaits
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Anneliese's Cottage
Just a delightful walk from Lake Eustis and its quaint downtown shopping & dining district, a 10 minute drive to Historic downtown Mt. Dora, and less than an hour from Orlando / Daytona Beach, this cottage , decorated with cozy elegance, is the perfect place to relax and truly enjoy all that the area has to offer. Right next door, you'll find an eclectic day spa, where you can set up a relaxing massage, facial, or have your hair & nails done during your stay!
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Wekiva Waterfront Cottage with Dock and kayaks
This home is a unique and tranquil getaway on the Wekiva River. The 3 bedroom, 2 bathroom cottage sits on a large waterfront property. A nature lovers dream filled with mature oak and cypress tress. The newly designed dock is perfect for enjoying an "alfresco" dinner or an afternoon lemonade. It is easy to lose yourself in a good book on the screened in porch, or bask in the sun floating down the river on the provided canoes and kayaks.
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Private Country House | 16 Guests | Gatherings
Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.
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Popular amenities for DeLand cottage rentals
Cottage rentals with a hot tub

3BR/2BA Charming 1920's Lakefront Estate + Hot Tub
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Cozy Lake Cottage w/ Hot Tub – Walk to Lake Dora
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Mills Cottage
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Lake House
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Mills Lakeside
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420 Friendly & Clothing Optional waterfront cabin
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The Castle
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Private Oasis: Pool, Spa & Billiards
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Pet-friendly cottage rentals

Cozy Beach Bungalow Steps from Flagler Ave
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1 min walk 2 Downtown!Golf Cart Rental Pickle Ball
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Cozy & Quaint Little Cottage for Big Hearts!
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Oceanfront cottage; great view. Pet ok
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Refreshing 1930s Cottage in Mount Dora
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10 Min Walk to Downtown! Fire Pit! Pet Friendly!
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Cozy Cottage Near Blue Spring | Private & Peaceful
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*1 min walk to Downtown Mt. Dora! Newly updated!
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Private cottage rentals

The Heart of Winter Garden: Walk to shops & dining
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Manatee & kayak friendly waterfront cottage
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Charming Lakefront Cottage Near Disney
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1/1 Cottage in Mount Dora's Historic District
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Winter Park Pearl 6 min drive to historic Park Ave
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The Happy Hour Cottage | Walk to Downtown!
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King Neptune's Delight
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Historic Cottage super clean and comfortable
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Destinations to explore
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- Walt Disney World Resort
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Daytona International Speedway
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Tinker Field
- Old Town
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- Aquatica
- Universal's Islands of Adventure
- Ocala National Forest
- Blue Spring State Park
- King's Landing





