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Guesthouse vacation rentals in Lake County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Lake County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Deer Island
4.96 out of 5 average rating, 139 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

Top guest favorite
The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.
Guesthouse in Leesburg
4.98 out of 5 average rating, 435 reviews

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Top guest favorite
The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.
Guesthouse in Orlando
4.97 out of 5 average rating, 382 reviews

Oasis Garden Cottage -cozy, chic, near everything!

Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

Guest favorite
A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.
Guesthouse in Mount Dora
4.88 out of 5 average rating, 352 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

Top guest favorite
Guesthouse in Orlando
4.95 out of 5 average rating, 281 reviews

Bright + Modern Downtown Guesthouse near Lake Eola

Best location in Orlando. No need for a car. This beautiful, historic 1947 garage apartment is a 5-minute walk to Lake Eola, and within walking distance of many lovely cafes, restaurants, and bars. We are very proud of our little guesthouse behind our home. We would love to host you and show off our beautiful city. Driving distances to major attractions: - Dr Phillips Center || 5 min (1.2 miles) - Amway Center || 5 min (1.5 miles) - Universal Studios || 20 min - Disney || 30 min

Guest favorite
A bright living space is presented with a large window allowing natural light to illuminate the room. A compact kitchen area features a white refrigerator and a granite countertop. A cozy gray sofa and two barstools complete the layout, creating a comfortable environment for relaxation.
Guesthouse in Mount Dora
4.89 out of 5 average rating, 224 reviews

Lake Dora Cottage!

We are located 1 house behind Lake Dora's lakefront, only a 1 mile scenic drive to Downtown Mr. Dora! We renovated this vintage lakeside cottage. It was originally a 1940's fish camp! The Cottage is detached from the main home with an enclosed private patio. The shoreline of the lake is PRIVATE PROPERTY WITH PRIVATE DOCKS. Guests have public access points. ****SERVICE ANIMALS ARE NOT ALLOWED*** We live on the property and therefore, it is not considered a public accommodation.

Top guest favorite
Guesthouse in Clermont
4.99 out of 5 average rating, 134 reviews

Charming Downtown Apartment - Walk to Everything

Stay in the heart of historic downtown Clermont- steps from the lakefront, breweries, shops, & dining. This light-filled, stylish apartment above our garage offers cozy aesthetics, comfy beds, a double shower, two spacious bedrooms, and a smart TV. Thoughtfully stocked for a stress-free stay, with garage storage for your bikes or paddle gear upon request. More than a stay—we proudly offer a distinct Clermont experience. We hope you love our charming town just as much as we do!

Top guest favorite
A cozy living space features a large television mounted on the wall and a wooden dresser. In the foreground, two bar stools are positioned by a counter. The kitchen area is visible in the background, showcasing wooden cabinetry and a tile backsplash.
Guesthouse in Tavares
4.99 out of 5 average rating, 152 reviews

The Landing Pad+Short Stroll to Heart of Tavares!

We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

Superhost
Guesthouse in Orlando
4.91 out of 5 average rating, 157 reviews

Tiny Home in Orlando, Florida

Stay at this wonderful gateway! Despite its petite size, this tiny home offers all the comforts of a larger dwelling, coupled with the tranquility of a secluded retreat. Whether you're seeking a peaceful weekend getaway or a long-term escape from the chaos of everyday life, this charming oasis in Orlando promises an unforgettable experience of rest and rejuvenation. This tiny home is 30Min away from Disney, 20min for Universal, and 15min away from Downtown!

Top guest favorite
A small, charming retreat is nestled among large, sprawling oak trees and lush greenery. A gravel path leads to the cabin, surrounded by ferns and undergrowth. A bicycle is parked nearby, adding to the serene and natural setting.
Guesthouse in Tavares
4.95 out of 5 average rating, 111 reviews

Peaceful, adorable, guest cottage on Apopka Canal.

This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

Guest favorite
A wooden walkway extends from the dock to the cottage, surrounded by a lush green lawn. The cottage features a screened-in porch, and trees provide shade on the property. Reflections of the surroundings are visible on the calm water.
Guesthouse in Tavares
4.91 out of 5 average rating, 165 reviews

Private cottage on Lake Saunders

This very private cottage is located on Lake Saunders and is perfect for a fishing get away or just spending some quiet time on the water. In just three steps off of the patio, you are down on the walkway out to the dock. Grocery stores and restaurants are very close by. Close to Mount Dora shopping and dining, this little gem offers a quiet, nature filled experience. Pets are welcome as long as they are on leash outside.

Top guest favorite
Guesthouse in Mount Dora
4.95 out of 5 average rating, 253 reviews

Relaxing Cottage Retreat | Walk to Downtown

Welcome to your cozy Mount Dora retreat — a bright boutique-style cottage filled with vintage Florida charm, warm wood floors, soft coastal colors, and relaxing spaces to unwind. Enjoy coffee in bed, stroll downtown for shops and dining, then return to your peaceful cottage escape beneath the trees. Perfect for couples, weekend getaways, festival visits, girls’ trips, and relaxing stays near downtown Mount Dora.

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