Henley Holiday Rentals

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Our top choices for Henley holiday rentals

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Jefferson City
10.0 out of 10, Exceptional, (10)
"Was fantastic place to stay!"
United States
Veronica W.
The price is NZ$341
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (43)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is NZ$284
includes taxes & fees
1 Jan - 2 Jan 2026
Yurt Floating in the Forest

Business or Pleasure - a perfect and cozy get-away!

Business or Pleasure - a perfect and cozy get-away!
Jefferson City
9.6 out of 10, Exceptional, (29)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is NZ$279
includes taxes & fees
31 Dec - 1 Jan 2026
Business or Pleasure - a perfect and cozy get-away!

The Carriage House at Parker's Place

The Carriage House at Parker's Place
Jefferson City
10.0 out of 10, Exceptional, (46)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is NZ$468
includes taxes & fees
4 Jan - 5 Jan 2026
The Carriage House at Parker's Place

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
2.0 star property
Jefferson City
10.0 out of 10, Exceptional, (30)
"Very clean and well appointed. Nice location."
United States
Thomas C.
The price is NZ$507
includes taxes & fees
5 Jan - 6 Jan 2026
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Experience Historic Elegance in the Heart of Missouri’s Capital City

Experience Historic Elegance in the Heart of Missouri’s Capital City
Jefferson City
8.8 out of 10, Excellent, (25)
"Historical place with lots of charm. Plenty of room for 4 adults. Great location."
United States
Lisa F.
The price is NZ$436
includes taxes & fees
1 Jan - 2 Jan 2026
Experience Historic Elegance in the Heart of Missouri’s Capital City

Unique traincar stay at the Katy Caboose!

Unique traincar stay at the Katy Caboose!
Hartsburg
9.4 out of 10, Exceptional, (10)
"We loved the 3 taverns in town. Great vibe in a tiny town. "
United States
Dusty
The price is NZ$304
includes taxes & fees
11 Jan - 12 Jan 2026
Unique traincar stay at the Katy Caboose!

A Home Away From Home Part 2

A Home Away From Home Part 2
Jefferson City
8.6 out of 10, Excellent, (11)
"The property was nice and clean. The space was perfect. My family enjoyed their stay."
United States
Yolanda H.
The price is NZ$672
includes taxes & fees
12 Jan - 13 Jan 2026
A Home Away From Home Part 2

Quaint cottage w/direct access to Katy Trial!

Quaint cottage w/direct access to Katy Trial!
Hartsburg
10.0 out of 10, Exceptional, (2)
" Very convenient to the Katy Trail. Also only a short walk to local venues."
United States
Steve C.
The price is NZ$322
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint cottage w/direct access to Katy Trial!

Charming 2-bedroom house on 3 private acres. Secluded & pet friendly!

Charming 2-bedroom house on 3 private acres. Secluded & pet friendly!
Brumley
10.0 out of 10, Exceptional, (4)
"Wonderful home, well stocked with supplies and clean. Beds were comfortable and the house is located on several acres in beautiful country setting."
United States
Robert N.
The price is NZ$346
includes taxes & fees
31 Dec - 1 Jan 2026
Charming 2-bedroom house on 3 private acres. Secluded & pet friendly!

“Delbert” one of the 5 Tiny Cabins on the Osage River

“Delbert” one of the 5 Tiny Cabins on the Osage River
Tuscumbia
10.0 out of 10, Exceptional, (1)
"What a fantastic find! As a spontaneous planner, I was grateful to find this river front property. The listing mention a shower house which led to overpacking, but pleasantly surprised how well equipped the accommodation with anything I could possibly need and with unique and thoughtful experience the owners created truly made you feel like family impressed not just a stay but an experience money can’t buy so thank you "
United States
Laura K.
The price is NZ$301
includes taxes & fees
7 Jan - 8 Jan 2026
“Delbert” one of the 5 Tiny Cabins on the Osage River

Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks

Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks
Brumley
10.0 out of 10, Exceptional, (19)
"The cabin was very clean and exceeded our expectations. Communication was great and made excellent recommendations for dining. "
United States
Craig
The price is NZ$254
includes taxes & fees
31 Dec - 1 Jan 2026
Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks

Charming cabin with WiFi and AC in delightful Eldon

Charming cabin with WiFi and AC in delightful Eldon
Eldon
9.2 out of 10, Wonderful, (9)
"Wonderful cabin. Absolutely recommend!!"
United States
Vivian
The price is NZ$276
includes taxes & fees
31 Dec - 1 Jan 2026
Charming cabin with WiFi and AC in delightful Eldon

“Clabe” one of the 5 Tiny Cabins on the Osage River

“Clabe” one of the 5 Tiny Cabins on the Osage River
Tuscumbia
10.0 out of 10, Exceptional, (2)
"It was a great quiet place to get away for a weekend."
United States
Kyle B.
The price is NZ$301
includes taxes & fees
7 Jan - 8 Jan 2026
“Clabe” one of the 5 Tiny Cabins on the Osage River

“Harold” one of the 5 Tiny Cabins on the Osage River

“Harold” one of the 5 Tiny Cabins on the Osage River
Tuscumbia
8.0 out of 10, Very good, (1)
"Lovely location. Room exceptionally clean. "
United States
Tanya R.
The price is NZ$302
includes taxes & fees
7 Jan - 8 Jan 2026
“Harold” one of the 5 Tiny Cabins on the Osage River

Lakefront Stargazer - Fireplace - Desk - King & Queen Beds - Stunning Views

Lakefront Stargazer - Fireplace - Desk - King & Queen Beds - Stunning Views
Osage Beach
10.0 out of 10, Exceptional, (24)
"The place was amazing, absolutely loved the stay!"
United States
Jonathan M.
The price is NZ$380
includes taxes & fees
6 Jan - 7 Jan 2026
Lakefront Stargazer - Fireplace - Desk - King & Queen Beds - Stunning Views

Private Four Season Condo (2BED/2BATH/2 Balconies-Pool, Hottub, Golf, Spa, Marina-6PP)

Private Four Season Condo (2BED/2BATH/2 Balconies-Pool, Hottub, Golf, Spa, Marina-6PP)
Lake Ozark
8.8 out of 10, Excellent, (10)
"The condo was beautiful and clean. The view from the deck is gorgeous and the pool and hottub were amazing as well. We would definitely stay again."
United States
Shanna W.
The price is NZ$329
includes taxes & fees
5 Jan - 6 Jan 2026
Private Four Season Condo (2BED/2BATH/2 Balconies-Pool, Hottub, Golf, Spa, Marina-6PP)

Top Floor 2Bd 2Bath Condo at Lighthouse Landing!

Top Floor 2Bd 2Bath Condo at Lighthouse Landing!
2.0 star property
Lake Ozark
9.4 out of 10, Exceptional, (6)
"Excellent accommodations and check-in and check-out were a breeze. Very pleased with entire trip. "
United States
Nick A.
The price is NZ$597
includes taxes & fees
4 Jan - 5 Jan 2026
Top Floor 2Bd 2Bath Condo at Lighthouse Landing!

Hideaway at Harbour Towne

Hideaway at Harbour Towne
2.5 star property
Lake Ozark
10.0 out of 10, Exceptional, (10)
"It was perfect for our girls getaway! "
United States
Cindy S.
The price is NZ$649
includes taxes & fees
4 Jan - 5 Jan 2026
Hideaway at Harbour Towne

Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!

Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!
Osage Beach
9.8 out of 10, Exceptional, (7)
"Comfortable and cozy!Right on the water and able to walk to backwater jacks ! "
United States
Jeff G.
The price is NZ$492
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Cabin on the Lake! Sleeps 2 @ Jacks Shack!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Henley Hotel Reviews

Find out more about Henley

Everything you need to know about Henley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Henley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Henley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Henley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Henley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Henley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Henley holiday rentals we have selected for you start as low as NZ$284 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Henley rentals

At Expedia, we put the best Henley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Henley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Henley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Henley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Henley?

Yes, there are holiday rentals close to the most popular sights in Henley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Henley has to offer?

Pet-Friendly Home In The Main Channel w/ Breathtaking Sunsets & Lake Views: This holiday home rental outside of Henley is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What can I see and do in Henley?

While you're exploring the area, Runge Nature Center and Mari-Osa State Wildlife Area are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Oak Hills Golf Center and Lake Ozark Speedway.

What are holiday rentals like in Henley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Henley. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.