
Cottage holiday rentals in Wildwood
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Top-rated cottage rentals in Wildwood
Guests agree: these cottages are highly rated for location, cleanliness and more.

Cozy & Quaint! The Little Cottage for Big Hearts.
❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing🎣 equestrian🐎 activities, Mount Dora &🪑Antiques Markets. Just 39 miles to Orlando - Disney & 43 miles to the beach 🏖 🏡You’ll wake up in one of the last true Florida cottages, built in wood with heart and time.❤️A truly quaint cottage for a joyful stay. Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!☀️🌳

The Little Yellow House
Cozy cottage with “Old Florida Rustic Charm”. Home has a 3 day min stay w/firm cancel policy. Nestled in wooded setting, close to town & shopping, restaurants & I-75. High speed Star-link internet. Queen bed and bunk(w/full/twin beds), full kitchen, washer&dryer. Accessed by well maintained non-paved driveway (1/10 mi) with night-time reflectors, & motion light on porch. Two pets max (tell host). WEC & FAST 5 mi West. Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fees.

Cozy Cottage 3 blocks from town
Come as guests, leave as friends. This super-clean 1 bed, 1 bath cottage sleeps up to 4 adults. "Cozy Cottage" is pet friendly and laid back with a super-fast internet connection. Historic Mount Dora is only steps away. Enjoy the many quaint shops, restaurants and regional festivals. The rolling hills and lakeside views give this town its New England seaside charm. Orlando theme parks are only 1 hour away. We are the perfect place to retreat after the hustle and bustle of the theme parks.

Sweetwater Cottage private dock, canoe & kayaks
Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes. Bring your boat! We have a community boat ramp one street over. Only minutes to downtown Inverness! PET FEE $25 per pet paid directly to host.

Spotted Dance Ranch
Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

Newly Renovated Cottage, Easy 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!

Waterfront Cottage on The Harris Chain in Leesburg
Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

The Hernando Lake House
Relax our Lake House. The water touches the back yard and the lake is loaded with Bass and many other fish. Relax in the living room falling asleep for afternoon naps while gazing at the serenity of the water. The house is quiet and set up for some nice long weekends. The Gulf of Mexico is just 14 miles to Crystal River which has a nice local beach. Scalloping and Manatee watching and much more to do in Citrus county. Orlando and Disney are just a little over an hours drive.

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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!

Beautiful country house
Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

Refreshing 1930s Cottage in Mount Dora
Enjoy this refreshed cottage, originally built in 1931, located in the historic district and within walking distance to downtown Mount Dora. The cottage is equipped with queen and king beds, full kitchen, fire pit, smart TVs, outdoor patio, enclosed porch, washer/dryer, and private driveway. Take in the historic sites and homes nearby, beautiful lakes, boardwalk, lighthouse as well as all the shopping, dining, and entertainment downtown has to offer.
Popular amenities for cottage rentals in Wildwood
Cottage rentals with a hot tub

Hilltop Golf Course Cottage in The Villages!

3BR/2BA Charming 1920's Lakefront Estate + Hot Tub

Deck & Hot Tub: Lakeside Retreat in Inverness!

Cottage 2bds, slps4, kitchenette, laundry, hot tub

The Parfect View Cottage-Private Suite w/ Pool Use
Pet-friendly cottage rentals

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Villa Del Sol

Private Dog Park | 4mi to Lake/Beach | Legends Run

Seaside Dreams Cottage at Coco Ranch

Rustic & Romantic Withlacoochee River cottage

10 Acres Sanctuary - Monkey House

*1 min walk to Downtown Mt. Dora! Newly updated!

JoMo Retreat on the Withlacoochee River!
Private cottage rentals

Cozy quiet Barn on acreage

Lake Weir Retreat w/Dock The Villages/Ocala

1/1 Cottage in Mount Dora's Historic District

Peaceful Lakeside Cottage for Tennis Enthusiasts!

Downtown Inverness Lake Cottage

Fully Equipped & Redone | 8PPL | Next to Lake Weir

Lakeside Getaway with kayaks!

Orange Grove Cottage in Historic Downtown District
Quick stats about cottage rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at $105 SGD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

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

4.9 Average rating
Wildwood stays are highly rated by guests – averaging 4.9 out of 5!
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