Discover Your Perfect Henley Vacation Homes

Best Vacation Homes in Henley

Cottage
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like-icon10.0
Exceptional
(51 Reviews)
2 Bedrooms 1 Bath 6 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $240/Night 7 Nights - US $1,680
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House
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like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests 1593.06 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $219/Night 7 Nights - US $1,533
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Hotel
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like-icon8.4
Excellent
(755 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $140/Night 7 Nights - US $982
House
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like-icon10.0
Exceptional
(45 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $229/Night 7 Nights - US $1,603
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Villa
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like-icon9.7
Exceptional
(13 Reviews)
4 Bedrooms 1 Bath 10 Guests 2228.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $245/Night 7 Nights - US $1,718
House
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like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests 300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $104/Night 7 Nights - US $727
Cabin
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $134/Night 7 Nights - US $938
Apartment
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $166/Night 7 Nights - US $1,160

Henley Luxury Rentals

House
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like-icon9.8
Exceptional
(49 Reviews)
4 Bedrooms 3 Baths 12 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $459/Night 7 Nights - US $3,216
House
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like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $386/Night 7 Nights - US $2,705
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House
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3 Bedrooms 4 Baths 8 Guests 2486.46 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $328/Night 7 Nights - US $2,296
House
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like-icon8.6
Fabulous
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $287/Night 7 Nights - US $2,007
House
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like-icon9.8
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 8 Guests 2485 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $276/Night 7 Nights - US $1,929
House
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like-icon10.0
Exceptional
(36 Reviews)
4 Bedrooms 1 Bath 10 Guests 2230 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $263/Night 7 Nights - US $1,842
House
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like-icon10.0
Exceptional
(19 Reviews)
3 Bedrooms 3 Baths 6 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $262/Night 7 Nights - US $1,835
New
Cabin
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2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $262/Night 7 Nights - US $1,832

Henley Pet Friendly Vacation Rentals

Cabin
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like-icon9.8
Exceptional
(57 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $184/Night 7 Nights - US $1,289
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House
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like-icon9.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 581.25 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $214/Night 7 Nights - US $1,500
Cabin
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like-icon9.4
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $158/Night 7 Nights - US $1,107
Hotel
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like-icon7.9
Very Good
(180 Reviews)
6 Baths 346.24 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $103/Night 7 Nights - US $724
House
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like-icon9.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 4 Guests 585 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $191/Night 7 Nights - US $1,339
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests 1670 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $199/Night 7 Nights - US $1,394
House
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2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $101/Night 7 Nights - US $706
House
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like-icon10.0
Exceptional
(59 Reviews)
3 Bedrooms 1 Bath 6 Guests 1670 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $174/Night 7 Nights - US $1,217

Henley Large Vacation Homes

Other
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4 Bedrooms 3 Baths 11 Guests 2500 ft²
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
US $370/Night 7 Nights - US $2,587
House
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like-icon4.6
Average
(5 Reviews)
7 Bedrooms 5 Baths 3500 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $426/Night 7 Nights - US $2,982
Villa
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6 Bedrooms 4 Baths 14 Guests 6500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $834/Night 7 Nights - US $5,841

Discover & compare premier experiences around Henley

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Henley Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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

summer
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
autumn
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

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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
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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

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.

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.
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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.
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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.

Henley Vacation Rental Frequently Asked Questions

2. 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:

3. How many Rentbyowner vacation rentals are available in Henley?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 102 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. 

4. 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.

5. 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.

6. 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.

7. 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.

8. 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

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Hotel
Map-icon
like-icon9.0
Exceptional
(179 Reviews)
1 Bath 387.5 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $136/Night 7 Nights - US $952
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Hotel
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like-icon9.0
Exceptional
(65 Reviews)
1 Bath 322.92 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $131/Night 7 Nights - US $916
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Hotel
Map-icon
like-icon8.4
Excellent
(152 Reviews)
10 Baths 306.77 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $143/Night 7 Nights - US $1,000
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Hotel
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like-icon8.4
Excellent
(85 Reviews)
1 Bath 495.14 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $131/Night 7 Nights - US $917
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Hotel
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like-icon8.0
Excellent
(126 Reviews)
2 Baths
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $151/Night 7 Nights - US $1,057
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Hotel
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like-icon7.7
Very Good
(32 Reviews)
2 Baths 226.04 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $137/Night 7 Nights - US $959
Hotel
Map-icon
like-icon6.4
Good
(707 Reviews)
8 Baths 398.26 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $99/Night 7 Nights - US $691
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Hotel
Map-icon
like-icon9.4
Exceptional
(222 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $176/Night 7 Nights - US $1,233