Best Vacation Homes in Henley
Cottage
10.0(52 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $290/Night
7 Nights - US $2,028
House
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
1593.06 ft²
- Parking
Internet
Child Friendly
Security/Safety
US $219/Night
7 Nights - US $1,533
Hotel
9.4(225 Reviews)
1 Bath
- Parking
Pool- Balcony/Terrace
- Kitchen
US $166/Night
7 Nights - US $1,165
House
10.0(46 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $184/Night
7 Nights - US $1,285
Villa
9.7(13 Reviews)
4 Bedrooms
1 Bath
10 Guests
2228.13 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $245/Night
7 Nights - US $1,718
House
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $104/Night
7 Nights - US $727
Cabin
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $134/Night
7 Nights - US $938
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Bedding/Linens
US $182/Night
7 Nights - US $1,273
Henley Luxury Rentals
House
9.8(49 Reviews)
4 Bedrooms
3 Baths
12 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $516/Night
7 Nights - US $3,615
House
10.0(8 Reviews)
4 Bedrooms
3 Baths
16 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $485/Night
7 Nights - US $3,393
House
9.4(9 Reviews)
3 Bedrooms
3 Baths
8 Guests
2485 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $332/Night
7 Nights - US $2,327
House
3 Bedrooms
4 Baths
8 Guests
2486.46 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $328/Night
7 Nights - US $2,296
House
10.0(37 Reviews)
4 Bedrooms
1 Bath
10 Guests
2230 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $299/Night
7 Nights - US $2,090
House
8.8(25 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $298/Night
7 Nights - US $2,088
House
8.0(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $270/Night
7 Nights - US $1,889
House
10.0(19 Reviews)
3 Bedrooms
3 Baths
6 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $262/Night
7 Nights - US $1,835
Henley Pet Friendly Vacation Rentals
Cabin
9.8(58 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $192/Night
7 Nights - US $1,343
House
9.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
581.25 ft²
Hot Tub- Parking
- Balcony/Terrace
- Internet
US $214/Night
7 Nights - US $1,500
Cabin
9.4(12 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,107
Hotel
7.9(180 Reviews)
6 Baths
346.24 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $103/Night
7 Nights - US $724
US $90/Night
7 Nights - US $627
House
9.0(9 Reviews)
1 Bedroom
1 Bath
4 Guests
585 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $191/Night
7 Nights - US $1,339
House
10.0(59 Reviews)
3 Bedrooms
1 Bath
6 Guests
1670 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,217
House
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
1670 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $199/Night
7 Nights - US $1,394
Henley Large Vacation Homes
Other
4 Bedrooms
3 Baths
11 Guests
2500 ft²
- Pool
- Air Conditioner
- Internet
- Child Friendly
US $370/Night
7 Nights - US $2,587
House
4.6(5 Reviews)
7 Bedrooms
5 Baths
3500 ft²
View- Kitchen
- Air Conditioner
- Internet
US $426/Night
7 Nights - US $2,982
Villa
6 Bedrooms
4 Baths
14 Guests
6500 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $834/Night
7 Nights - US $5,841
Why Choose Rent By Owner for your Henley 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 Henley
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can greatly enhance your experience, as the best seasons in this destination typically offer ideal weather for exploring all that the region has to offer while ensuring a comfortable and enjoyable stay.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area sees warm weather and lush scenery, making it ideal for enjoying outdoor activities and exploring local attractions.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Early Fall (September to October)
The early fall months offer mild temperatures and vibrant foliage, perfect for experiencing the region's natural beauty at its best.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Mid Winter (December to February)
Cold temperatures and fewer visitors characterize this time of year, providing a quiet and peaceful atmosphere for those seeking solitude.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Late Summer to Early Fall (August)
While still warm, this period experiences slightly less tourist activity before the peak season begins, offering more relaxed accommodation availability.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for Henley
How to Book Your Henley 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 Henley
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 with a fully equipped patio or picnic area, perfect for meals under the open sky.
- Take advantage of private or shared outdoor swimming pools to relax and unwind while staying in the region.
- Benefit from landscaped gardens or lush lawns that provide a serene setting for outdoor activities and relaxation.
- Experience the convenience of on-site fire pits or outdoor fireplaces, ideal for cozy evenings with friends or family.
- Make use of outdoor grills and barbecue facilities to add a fun culinary touch to your stay here.
- Stay active with access to walking trails, hiking paths, or biking routes nearby this destination.
- Enjoy unobstructed views and outdoor serenity from private balconies, decks, or verandas overlooking the region's scenic landscape.
Top Attractions Around Henley
What attractions are nearby?
Within this charming region, you can enjoy a variety of outdoor activities and scenic attractions that make your stay truly memorable.
Family Activities
- Henley Lake Park: Enjoy a family picnic and leisurely walk around the peaceful lakeside setting that’s perfect for outdoor activities in this charming region.
- Wildlife Viewing at the Nature Reserve: Discover local flora and fauna while exploring nature trails, offering an educational and fun outdoor adventure for all ages here.
- Community Events and Festivals: Participate in seasonal festivals and local gatherings that celebrate the area's culture, providing memorable experiences for families visiting this destination.
- Local Children's Museum: Engage your kids with interactive exhibits and hands-on learning experiences designed to entertain and educate in this welcoming community space.
Adult Activities
- Enjoy boating and fishing on the nearby waters: You can spend relaxing days exploring the region's excellent lakes and rivers, perfect for outdoor enthusiasts staying in local vacation rentals.
- Visit local wineries and breweries: Discover the area's vibrant craft beverage scene, which offers tastings and tours that make for an enjoyable day trip from your rental property.
- Explore scenic hiking trails: The surrounding landscape provides numerous trails that invite you to experience the natural beauty of this destination firsthand.
- Experience dining at regional restaurants: Savor authentic local cuisine at popular eateries within the region, conveniently accessible from your vacation rental stay.
Henley Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits such as hiking or fishing, which can be easily accessed from your vacation rental.
- Plan your visit around seasonal events: Check the region's calendar for seasonal festivals or community events to immerse yourself in the local culture during your stay.
- Discover nearby dining options: Savor the regional cuisine by exploring local eateries near your vacation rental to enjoy authentic flavors in this destination.
- Utilize local resources for sightseeing: Talk to hosts or explore visitor centers to get personalized tips on must-see spots and hidden gems in the area.
Transportation Options
- Personal Vehicle: Having your own car provides the most flexibility for exploring this destination and accessing its nearby attractions comfortably.
- Local Taxi Services: Reliable taxi options are available here, offering convenient transportation around the area for day trips or quick errands.
- Ride-Sharing Apps: Popular ride-sharing services operate in this region, making it easy to get around without the need for a personal vehicle.
- Public Transit: Local bus services connect key spots in the area, providing an affordable way to navigate within the region efficiently.
Local Customs Options
- Traditional Missouri Hospitality: Locals in this area take pride in their friendly and welcoming nature, making you feel at home from the moment you arrive.
- Participating in Community Events: Engaging in local festivals and gatherings here offers a glimpse into the region’s rich cultural heritage and strong community spirit.
- Respect for Nature and Outdoors: The region’s residents emphasize conservation and outdoor activities, encouraging visitors to enjoy the scenic beauty responsibly.
- Preservation of Local Heritage: You’ll notice a deep appreciation for historical traditions that are often celebrated through casual customs and community storytelling.
Frequently Asked Questions About Henley?
1. What are the top vacation rentals in Henley?
There are a lot of options in Henley. If you plan on staying in the Henley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Henley:
- Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
- 2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
- The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
- Charming 4-Bedroom Home in Jefferson City, MO
- Minutes from Capital - Family Friendly Jeff City Retreat
- Historic 4-bedroom pet friendly rental close to downtown.
- The Guest House, just a place in the country. 1 bd, 1 bath, +daybed, big deck.
- Charming Jefferson City Home: 2 Mi to Downtown!
- “Clabe” one of the 5 Tiny Cabins on the Osage River
- Eighth Hole Escape
2. How many vacation rentals have private pools in Henley?
There are 4 vacation rentals with private pools near Henley. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Henley are best for families?
If you are looking for a family-friendly vacation home in Henley, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Henley:
4. How many Rentbyowner vacation rentals are available in Henley?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 103 in the Henley 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 Henley.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by property. It is important to review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.
6. Are there any additional fees I should be aware of when booking a rental here?
Additional fees such as cleaning, service charges, or security deposits are typically outlined in the property listing. To avoid surprises, it’s recommended to read the full listing description or reach out to the host for clarification.
7. How do I confirm my reservation at a vacation rental in this destination?
Reservations are confirmed once you complete the booking process through the platform and receive a confirmation email. For specific instructions or special requests, contacting the property owner directly can help ensure your reservation is secured.
8. What amenities are usually included in vacation rentals around this region?
Amenities vary by property but often include essentials like Wi-Fi, cooking facilities, and outdoor spaces. To find out exactly what is available, review the property details or contact the owner before booking.
9. Is there a check-in and check-out procedure I should know about?
Check-in and check-out procedures depend on the individual rental. Most listings will specify the times and any requirements. For detailed instructions, refer to the listing or communicate directly with the property owner.
Henley Top Rated Vacation Rentals
US $139/Night
7 Nights - US $971
Hotel
9.0(536 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $134/Night
7 Nights - US $941
Hotel
9.0(422 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $120/Night
7 Nights - US $843
Hotel
9.0(179 Reviews)
1 Bath
387.5 ft²
- Private Pool
Oceanfront- Hot Tub
- Parking
US $136/Night
7 Nights - US $952
Hotel
9.0(65 Reviews)
1 Bath
322.92 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $131/Night
7 Nights - US $916
Hotel
8.6(362 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $151/Night
7 Nights - US $1,058
Hotel
8.4(760 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $140/Night
7 Nights - US $982
Hotel
8.4(152 Reviews)
10 Baths
306.77 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $199/Night
7 Nights - US $1,393
