Best Vacation Homes in Leavenworth
400 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $173/Night
For 7 Nights US $1,214
1711.46 ft²
8 Guests
2 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Parking
- Internet
US $195/Night
For 7 Nights US $1,365
US $120/Night
For 7 Nights US $840
800 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $144/Night
For 7 Nights US $1,011
US $130/Night
For 7 Nights US $910
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $146/Night
For 7 Nights US $1,019
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $286/Night
For 7 Nights US $1,999
624 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $217/Night
For 7 Nights US $1,518
Leavenworth Luxury Rentals
1200 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $373/Night
For 7 Nights US $2,611
2400 ft²
26 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $370/Night
For 7 Nights US $2,589
2500 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
US $350/Night
For 7 Nights US $2,449
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $348/Night
For 7 Nights US $2,436
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Kitchen
- Parking
US $342/Night
For 7 Nights US $2,396
1728 ft²
17 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $337/Night
For 7 Nights US $2,362
1700 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $335/Night
For 7 Nights US $2,343
900 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $291/Night
For 7 Nights US $2,038
Leavenworth Pet Friendly Vacation Rentals
864 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $284/Night
For 7 Nights US $1,989
307.54 ft²
7 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $136/Night
For 7 Nights US $952
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $246/Night
For 7 Nights US $1,725
US $177/Night
For 7 Nights US $1,239
960 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $286/Night
For 7 Nights US $2,004
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $271/Night
For 7 Nights US $1,896
392 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $118/Night
For 7 Nights US $827
392 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $115/Night
For 7 Nights US $808
Leavenworth Large Vacation Homes
3000 ft²
12 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $255/Night
For 7 Nights US $1,787
1782 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $208/Night
For 7 Nights US $1,456
18 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $287/Night
For 7 Nights US $2,011
20 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $288/Night
For 7 Nights US $2,016
Why Choose Rent By Owner for your Leavenworth Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Leavenworth
When should you plan your Vacation Rentals stay?
Timing your visit to this charming region can greatly enhance your experience, so consider the seasonal changes and local events when choosing the best time for your vacation in Leavenworth, Indiana, USA.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the outdoors and participating in local events.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
The autumn season offers vibrant foliage and pleasant weather, perfect for scenic drives and outdoor activities within this charming area.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The winter months bring colder temperatures, providing a peaceful atmosphere and opportunities for cozy indoor stays amidst scenic winter landscapes.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Spring (March to May)
Early spring features milder weather and blooming flora, offering a quieter time to enjoy the region’s natural beauty without the peak crowds.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Leavenworth
How to Book Your Leavenworth Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Leavenworth
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals with scenic views of the surrounding landscape.
- Relax in your own private hot tub or spa to unwind after a day of exploring the region’s natural beauty.
- Take advantage of spacious decks or patios ideal for soaking up the fresh air and sunshine.
- Benefit from access to well-maintained fire pits, perfect for cozy evenings under the stars.
- Explore nearby walking trails or nature paths that begin right at your rental property.
- Utilize outdoor grilling stations to cook delicious meals using local ingredients.
- Make the most of expansive yards or gardens that provide space for outdoor activities and relaxation.
Top Attractions Around Leavenworth
What attractions are nearby?
Nearby this destination, you can enjoy outdoor activities such as hiking, fishing, and exploring scenic parks that showcase the natural beauty of the area.
Family Activities
- Leavenworth Family Fun Center: Enjoy a day of classic arcade games, mini-golf, and go-kart racing at this popular activity hub in the area.
- Deam Lake State Recreation Area: Explore the scenic trails, have a picnic, or go fishing in the tranquil surroundings near here, making it perfect for outdoor family adventures.
- Local Festivals and Events: Participate in seasonal festivals and community events that create memorable experiences for families visiting this destination.
- Historical Sites and Museums: Discover the area's rich history through interactive exhibits and guided tours suited for visitors of all ages, providing both education and entertainment.
Adult Activities
- Hiking and Nature Trails: Explore scenic trails in the area that offer tranquil views and immersive outdoor experiences perfect for outdoor enthusiasts staying in this destination.
- Local Art Galleries and Studios: Discover unique artworks and support local artists within the region’s vibrant art community, ideal for culture seekers visiting here.
- Wineries and Tasting Rooms: Enjoy sampling regional wines at nearby wineries, providing a relaxing activity that highlights the area's rich viticulture tradition.
- Historic District Tours: Immerse yourself in the area's history by touring well-preserved districts and landmarks, offering insights into the region's cultural heritage.
Other Places to Stay in Leavenworth, IN
Stephenson's General Store
Leavenworth Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Secure your preferred accommodation early to enjoy the best locations and amenities in this popular destination.
- Explore Local Activities: Take advantage of nearby outdoor pursuits and cultural experiences that showcase the region’s unique charm.
- Discover Nearby Dining: Sample regional cuisine at local eateries to enrich your stay and connect with the area's culinary scene.
- Check Seasonal Events: Align your visit with seasonal festivals or events for an authentic experience here that creates lasting memories.
Transportation Options
- Private Car Rentals: Renting a car in Leavenworth offers you the flexibility to explore the area and its surrounding attractions at your own pace.
- Local Taxis and Rideshare Services: Convenient for quick trips within the region, taxis and rideshare options are readily available here to help you get around efficiently.
- Bus Services: Regional bus networks connect travelers to nearby cities and points of interest, making it a practical transportation choice during your stay.
- Bike Rentals: Biking is an enjoyable way to experience the scenic landscapes of this destination, with bike rentals available locally for visitors seeking outdoor adventures.
Local Customs Options
- German Heritage Celebrations: You can experience this area's rich German roots through lively festivals and traditional events that celebrate local customs.
- Oktoberfest Traditions: During your stay, participate in authentic Oktoberfest festivities that showcase regional music, food, and cultural heritage.
- Local Craftsmanship: The region is known for its handcrafted goods, so take the opportunity to explore local artisans and their unique creations.
- Community Parades and Festivals: Engaging in seasonal parades and community festivals offers a glimpse into the area's close-knit traditions and friendly atmosphere.
Leavenworth Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Leavenworth?
There are a lot of options in Leavenworth. If you plan on staying in the Leavenworth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Leavenworth:
- Come relax & enjoy our luxury log cabin, watch barges on banks of the Ohio River
- BIG TIMBER RIVER CABINS "The Hawk's Nest"
- BIG TIMBER RIVER CABINS "The Eagle's Nest"
- Blue River Bungalow, Milltown Indiana
- The Yin-Yang: sleep six comfortably!
- Remote and quiet!
- Riversong Timberframe Cabin with Gorgeous Water Views
- Beautiful Country Setting Welcome to Moberly Manor
- Luxurious cabin on Little Blue River and the Ohio River.
- A quiet retreat nestled right in the Hoosier National Forest.
2. Which vacation homes in Leavenworth are best for families?
If you are looking for a family-friendly vacation home in Leavenworth, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Leavenworth:
3. How many Rentbyowner vacation rentals are available in Leavenworth?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 53 in the Leavenworth area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Leavenworth.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it's important to review the specific listing details. For accurate information, consult the rental's cancellation terms before booking or contact the property owner directly.
5. Are pets allowed in the vacation rentals here?
Pet policies differ among properties in this region. To ensure your furry friend is welcome, check the pet policy listed on the property page or reach out to the host for clarification.
6. How do I find the best vacation rental deals in this destination?
To discover great deals, filter your search based on your preferences and budget. Reading reviews and comparing amenities can also help identify the best value for your stay here.
7. What amenities are typically available in these vacation rentals?
Amenities vary by property but often include essentials such as Wi-Fi, kitchens, parking, and outdoor spaces. Check each listing’s amenities section to ensure it meets your needs for a comfortable stay.
8. How do I confirm the availability of a vacation rental in this region?
Availability depends on the specific dates you’re interested in. Use the booking platform’s real-time calendar to see if your desired dates are open, or contact the property owner directly for confirmation.
Leavenworth Top Rated Vacation Rentals
US $134/Night
For 7 Nights US $940
