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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 Orlando
5 out of 5 average rating, 103 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

Welcome to Livingston Hideaway, a charming historic duplex in downtown Orlando, just two blocks from Lake Eola. This private space offers a quiet, residential feel while being steps from dining, nightlife, and events. Perfect for couples or business travelers, it features a private entrance, fenced outdoor area with hot tub and putting green, free parking, and fast Wi-Fi. Thoughtfully updated with modern comforts, Livingston Hideaway blends historic character with walkable downtown convenience.

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 exterior of the guest cottage is shown, featuring white wooden shutters and a light fixture mounted on the gray wall. Lush green plants are positioned along the path leading to the entrance, providing a welcoming and private atmosphere.
Guesthouse in Mount Dora
4.99 out of 5 average rating, 173 reviews

Private Cottage in Mount Dora's Historic District

The Wishbone Cottage is a private one-bedroom bungalow located in the heart of the historic district of Mount Dora, a quaint village over 140 years old that overlooks Lake Dora. Nestled between palm trees and birds of paradise and surrounded by a privacy fence which offers seclusion and, at the same time, convenience to Mount Dora's abundant dining, shopping, and festivities, the cottage is the guest house of a larger historic bungalow. Please allow two day notice to book. Check in 3:00-6:30

Top guest favorite
A serene pool is surrounded by lush greenery, featuring a stone patio. Two white lounge chairs are positioned under a large umbrella, providing shade. The scene is set against a clear blue sky with a few fluffy clouds, enhancing the peaceful ambiance.
Guesthouse in Longwood
4.98 out of 5 average rating, 136 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet yard and pool with hosts. 1 hr. from Disney & the beaches. 12 yr & older only. Single Sofa bed for 3rd guest. NOT a heated pool. Not Handicap Certified, but most wheelchair guests have not had issues. Narrowest opening 32" Ramp into unit by pool. Shower no steps. Queen bed height 29"-standard cabinets. Grab bars in bathroom. Airbnb's Accessibility Policy has exempted this listing from accepting Service & Emotional Support Animals due to owner's severe health condition.

Top guest favorite
A guest house exterior is displayed, featuring a light-colored facade and a front door with a decorative window. Paved pathways bordered by dark edging lead to the entrance. A small seating area with two chairs is visible to the left, along with a parked car on the right.
Guesthouse in Orlando
4.99 out of 5 average rating, 125 reviews

Location, Location, Location!

Enjoy a stylish experience at this centrally-located Guest House. It is located in an excellent area close to the downtown Orlando, excellent restaurants, and much more. It is fully furnished and equipped with new appliances (washer and dryer included) and furniture. It is located minutes from Winter Park, Downtown Orlando and theme parks. Downtown Orlando 3 miles (6 min) Advent Health Hospital 0.6 miles (2 min) Walt Disney World 20 miles (23 min) Universal Studios 11 miles (18 min)

Guest favorite
A lakeside deck offers a serene view over the water, featuring wooden railings and a gently swaying hanging planter. A decorative table sits on the deck, paired with a boat docked nearby. The sky is bright with scattered clouds, enhancing the tranquil atmosphere.
Guesthouse in Mount Dora
4.87 out of 5 average rating, 351 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.

Guest favorite
Guesthouse in Mount Dora
4.89 out of 5 average rating, 223 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
4.98 out of 5 average rating, 133 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 charming structure is nestled beneath large live oak trees draped with Spanish moss. Soft lighting from string lights creates a warm ambiance, while a parked vehicle is seen nearby on a gravel surface, enhancing the tranquil outdoor 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 scenic view from the patio captures a wooden dock leading into Lake Saunders, bordered by lush greenery. A glass-top table with chairs is positioned in the foreground, providing a serene space to enjoy the outdoor setting. The sky is filled with soft, fluffy clouds.
Guesthouse in Tavares
4.91 out of 5 average rating, 164 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
A charming kitchen features a bright red retro refrigerator and a compact microwave, with wooden countertops providing ample workspace. White cabinetry offers storage, while black and white patterned tiles complete the floor. A coffee maker is prominently displayed, adding to the functional design.
Guesthouse in Mount Dora
4.97 out of 5 average rating, 186 reviews

The Idle Hour Cottage - Walk to Downtown!

Idle Hour is a newly renovated cottage style 1 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

Guest favorite
The exterior of the cozy efficiency is shown at dusk, with soft lighting illuminating the pathway and surrounding plants. A vibrant yellow surfboard is displayed near the entrance, and a gravel walkway leads to the front door, creating a welcoming ambiance in the shared yard.
Guesthouse in Mount Dora
4.89 out of 5 average rating, 203 reviews

Lil’ Scotty - Private Cozy Efficiency

Enjoy the simplicity of this private cozy efficiency for two guests. Ready for your comfort with one queen bed, mini fridge, coffee maker, microwave, Wi-Fi and TV. For your convenience, coffee pods, tea bags, cream and sugar will be supplied.

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