Guesthouses in Windham You’ll Love

Top-Rated Windham Guesthouses for Every Budget and Style!

Looking for a guesthouse in Windham (Florida)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Windham – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $50.48 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Windham today.

We found 5 Guest-houses in Windham and the surrounding area (within 60 miles)

Cave Mountain Motel

Motel in Windham, Florida , 10978 state Route 23

Cave Mountain Motel, a motel, is a property set in Windham.

Parking

Good 50 Reviews 7.8

from $139.32 Show details »

Albergo Allegria Hotel & Breakfast Resta...

B&B in Windham, Florida , 43 State Route 296

Albergo Allegria Hotel & Breakfast Restaurant offers accommodations in Windham, 9.5 miles from Hunter Mountain. 7.7 miles from Catskill State Park and...

Parking
Restaurant
Family rooms
Allergy-free room

Superb 90 Reviews 9.4

from $172.64 Show details »

Beds on Clouds

B&B in Windham, Florida , 5320 State Route 23

Beds on Clouds offers air-conditioned rooms in Windham.

Parking
Family rooms
Allergy-free room

Poor 4 Reviews 3.5

from $199.86 Show details »

Mountain Treasure Bed and Breakfast

B&B in Maplecrest near Windham, Florida , 408 Country Route 40

Mountain Treasure Bed and Breakfast enjoys a location in Maplecrest, 4.7 miles from Catskill State Park and 31 miles from Hudson Athens Lighthouse.

Parking
Family rooms

Superb 60 Reviews 9.2

from $146.02 Show details »

Jimmy OConnors Windham Mtn Inn

Inn in Windham, Florida , 141 County Route 12 Po box 275

Located in Windham, 8.4 miles from Catskill State Park, Jimmy OConnors Windham Mtn Inn provides accommodations with a restaurant, free private parking...

Parking
Restaurant
Bar
Family rooms

Fabulous 91 Reviews 8.6

from $162.00 Show details »

Number of Guesthouses in Windham	5
Number of guest ratings	1,138
Average price per night	$150.00
Lowest price per night	$50,48
Highest price per night	$327,84

Guesthouses in Windham (Florida), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Windham offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Windham for your needs

When looking for the best guesthouse for your next stay in Windham, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Windham for your next vacation and enjoy a memorable and comfortable stay.

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