A dirt path winding through a green landscape with trees and hills in the background.

Highlandville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Highlandville vacation rentals

A living room with a brick wall, a sofa, a television, and a fireplace.

1. Honeymoon Downtown Boutique Loft - Located in the Historic River District.

Honeymoon Downtown Boutique Loft - Located in the Historic River District.
Ozark
10.0 out of 10, Exceptional, (250 reviews)
"Great place to stay, with plenty of things to do all within walking distance."
United States
Jessie G.
$140 nightly
The price is $151
Oct 8 - Oct 9
Total with taxes and fees
Honeymoon Downtown Boutique Loft - Located in the Historic River District.
A modern kitchen with dark cabinets, stainless steel appliances, granite countertops, and pendant lighting.

2. New 2021 home 3 BR, PEACEFUL GETAWAY Ozark

New 2021 home 3 BR, PEACEFUL GETAWAY Ozark
Ozark
9.8 out of 10, Exceptional, (104 reviews)
"Clean, attractive home in a good location."
United States
Paula N.
$224 nightly
The price is $241
Oct 13 - Oct 14
Total with taxes and fees
New 2021 home 3 BR, PEACEFUL GETAWAY Ozark
A storefront with a sign reading "Market House Cafe & Bake Shop."

3. Charming Downtown Boutique loft- located in the Historic River District

Charming Downtown Boutique loft- located in the Historic River District
Ozark
9.8 out of 10, Exceptional, (145 reviews)
"Great stay! Highly recommend!"
United States
Tessa C.
$140 nightly
The price is $151
Oct 31 - Nov 1
Total with taxes and fees
Charming Downtown Boutique loft- located in the Historic River District
A modern living room with a flat-screen TV, a fireplace, a sofa, and a dining area with a kitchen counter.

4. MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
8.8 out of 10, Excellent, (189 reviews)
"Enjoy staying there !"
United States
Arthur
$89 nightly
The price is $101
Oct 13 - Oct 14
Total with taxes and fees
MainStay Suites Springfield South - Battlefield Rd
A wooden room with a bed, a chandelier, and a wooden headboard.

5. The Riverbirch Treehouse-close to town yet steps away from total wilderness

The Riverbirch Treehouse-close to town yet steps away from total wilderness
Nixa
9.8 out of 10, Exceptional, (42 reviews)
"Nicely done. Great location"
United States
Jared T.
$262 nightly
The price is $277
Oct 8 - Oct 9
Total with taxes and fees
The Riverbirch Treehouse-close to town yet steps away from total wilderness
A spacious kitchen with white cabinetry, a central island, and a dining area with a sofa and chairs.

6. Modern House with King Suite! Relaxing Retreat!

Modern House with King Suite! Relaxing Retreat!
Springfield
10.0 out of 10, Exceptional, (54 reviews)
"If you are ever in the Springfield area this is a great place to stay! "
United States
David
$341 nightly
The price is $359
Oct 12 - Oct 13
Total with taxes and fees
Modern House with King Suite! Relaxing Retreat!
A porch with a green door, two rocking chairs, and a small table with a potted plant.

7. Welcome to The Kitschy Kottage

Welcome to The Kitschy Kottage
Rogersville
10.0 out of 10, Exceptional, (37 reviews)
"Cute little house that was perfect for our anniversary trip!"
United States
Kayla T.
$192 nightly
The price is $202
Oct 11 - Oct 12
Total with taxes and fees
Welcome to The Kitschy Kottage
A resort pool area with lounge chairs and umbrellas, surrounded by trees and buildings.

8. Marriott's Willow Ridge Lodge

Marriott's Willow Ridge Lodge
3.0 star property
Foggy River Woods
9.4 out of 10, Exceptional, (969 reviews)
"Enjoyed it very much!"
United States
Leland
$111 nightly
The price is $125
Nov 1 - Nov 2
Total with taxes and fees
Marriott's Willow Ridge Lodge
A fire pit with flames, outdoor seating, and a view of the sunset.

9. Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.

Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.
Springfield
9.6 out of 10, Exceptional, (32 reviews)
"Craig was a great communicator and host, the property and amenities were as described and a really enjoyable stay."
United States
Justin
$158 nightly
The price is $166
Oct 8 - Oct 9
Total with taxes and fees
Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.
A spacious living area with a ceiling fan, a patterned sofa, a dining table with chairs, and a kitchen in the background.

10. HOUSE by Lake Taneycomo at Rockaway Rentals

HOUSE by Lake Taneycomo at Rockaway Rentals
Rockaway Beach
9.4 out of 10, Exceptional, (34 reviews)
"Easy check in and clean! Bonus…creamer in refrigerator for coffee! Thank you!"
United States
Deana S.
$172 nightly
The price is $185
Oct 11 - Oct 12
Total with taxes and fees
HOUSE by Lake Taneycomo at Rockaway Rentals
A hallway leading to a living room with a sofa, a coffee table, and a television. There is a washing machine on the left side.

11. One bedroom resort condo on Golf Course with pool. 10 minutes to SDC!

One bedroom resort condo on Golf Course with pool. 10 minutes to SDC!
Branson West
10.0 out of 10, Exceptional, (417 reviews)
"Great place to stay."
United States
Jeff S.
$109 nightly
The price is $116
Oct 8 - Oct 9
Total with taxes and fees
One bedroom resort condo on Golf Course with pool. 10 minutes to SDC!
A sandy beach volleyball court with a net, a volleyball, and a red play structure.

12. Cedar Ridge Cabin, Stonebridge Village

Cedar Ridge Cabin, Stonebridge Village
Branson West
9.8 out of 10, Exceptional, (94 reviews)
"Loved the cabin and location. No issues."
United States
angie f.
$219 nightly
The price is $238
Oct 12 - Oct 13
Total with taxes and fees
Cedar Ridge Cabin, Stonebridge Village
A bedroom with a large bed, a white vanity with a sink, and a window with blinds.

13. stonebridge

stonebridge
Branson West
10.0 out of 10, Exceptional, (92 reviews)
"Great place"
United States
Linda B.
$181 nightly
The price is $192
Oct 8 - Oct 9
Total with taxes and fees
stonebridge
A stone pathway leading to a wooden bench in a wooded area with string lights.

14. Wooded Retreat | Walk 2 Dining | 1 Mile to Silver Dollar City | Pool, Hot Tub

Wooded Retreat | Walk 2 Dining | 1 Mile to Silver Dollar City | Pool, Hot Tub
Branson
9.6 out of 10, Exceptional, (49 reviews)
"Such a cute cabin in beautiful, natural surroundings. This is as close as you can get to silver dollar city! We enjoyed having dinner at the pizza place next door. Wish we could have stayed longer and used the pool. Although we did not bring our dog, it is nice to know that dogs are allowed. We will definitely be back!"
United States
Bethany
$233 nightly
The price is $251
Oct 14 - Oct 15
Total with taxes and fees
Wooded Retreat | Walk 2 Dining | 1 Mile to Silver Dollar City | Pool, Hot Tub
A wooden cabin with a stone foundation, a wooden deck, and a staircase leading to a second level.

15. Cozy Lodge with private hot tub in gated golf resort near Silver Dollar City

Cozy Lodge with private hot tub in gated golf resort near Silver Dollar City
Reed Springs
10.0 out of 10, Exceptional, (146 reviews)
"Clean amenities, comfortable sleeping arrangements, the hot tub was fully prepared and functional upon arrival, full kitchen (plus communal cookware) was very nice, and to sum it up: just a lovely spot for a couple's getaway in Branson."
United States
Sarah L.
$353 nightly
The price is $366
Oct 12 - Oct 13
Total with taxes and fees
Cozy Lodge with private hot tub in gated golf resort near Silver Dollar City
A staircase with wooden railings leading to an upper floor, flanked by two armchairs with plaid upholstery and a table with a lamp between them.

16. Free Daily Attraction Tickets_StoneBridge Lodge w Onsite Golf Course & More_Near Silver Dollar City

Free Daily Attraction Tickets_StoneBridge Lodge w Onsite Golf Course & More_Near Silver Dollar City
Branson West
9.4 out of 10, Exceptional, (88 reviews)
"Great location. Great amenities at the resort. We have stayed in Stone Bridge for the last 5 years and it never disappoints. This cabin is more secluded than some of the others we stayed at, but that was such a huge plus for us. We loved how quiet it was, and loved the beautiful view of the fields."
United States
Kelly K.
$497 nightly
The price is $543
Oct 28 - Oct 29
Total with taxes and fees
Free Daily Attraction Tickets_StoneBridge Lodge w Onsite Golf Course & More_Near Silver Dollar City
An aerial view of a lakeside resort with a central building featuring a swimming pool, surrounded by lush greenery and multiple guest cabins.

17. Cozy Stonebridge Cabin, near Silver Dollar City

Cozy Stonebridge Cabin, near Silver Dollar City
Branson West
9.8 out of 10, Exceptional, (46 reviews)
"Great place!"
United States
Samantha K.
$346 nightly
The price is $370
Oct 26 - Oct 27
Total with taxes and fees
Cozy Stonebridge Cabin, near Silver Dollar City
A rustic cabin with a stone exterior, wooden deck, and a staircase leading to a balcony.

18. Cozy Branson West Cabin!

Cozy Branson West Cabin!
Branson West
10.0 out of 10, Exceptional, (132 reviews)
"Absolutely gorgeous and a wonderful place to stay!"
United States
Abby U.
$349 nightly
The price is $382
Oct 18 - Oct 19
Total with taxes and fees
Cozy Branson West Cabin!
An aerial view of a lakeside resort with a central pool area, multiple buildings, and a dock.

19. Rustic Stonebridge Cabin, near Silver Dollar City Pools>Golf>Lake>Nature

Rustic Stonebridge Cabin, near Silver Dollar City Pools>Golf>Lake>Nature
Branson West
10.0 out of 10, Exceptional, (73 reviews)
"The place was exactly what we needed for our girls trip. The rooms were spacious and clean. The back porch was lovely and provided a nice space for relaxing. "
United States
Jaime C.
$361 nightly
The price is $385
Oct 26 - Oct 27
Total with taxes and fees
Rustic Stonebridge Cabin, near Silver Dollar City Pools>Golf>Lake>Nature
A large building with a swimming pool, outdoor seating, and a covered patio area.

20. Perfect Cabin Retreat! Close to Silver Dollar City

Perfect Cabin Retreat! Close to Silver Dollar City
Branson West
9.8 out of 10, Exceptional, (75 reviews)
"Very clean and location was very quiet."
United States
Teresa D.
$230 nightly
The price is $250
Oct 15 - Oct 16
Total with taxes and fees
Perfect Cabin Retreat! Close to Silver Dollar City
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 Highlandville Hotel Reviews

Thousand Hills Resort Hotel

Thousand Hills Resort Hotel

8/10 Good
"Not a terrible stay, at first we thought it was going to be dirty inside the room as the hallways were rather dingy, but the rooms were exceptionally clean although the rooms were a bit dated, and could use an upgrade. The included breakfast is just a standard hotel hot breakfast."
William 3-night trip
Posted 10 hours ago
Thousand Hills Resort Hotel

Find out more about Highlandville

Everything you need to know about Highlandville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highlandville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Highlandville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highlandville vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $46 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highlandville rentals

At Expedia, we put the best Highlandville vacation 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 Highlandville 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 Highlandville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highlandville. 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

Can I find vacation rentals in Highlandville?

Yes, we have vacation rentals close to top attractions in Highlandville, or you can go with a more secluded option if you want a relaxing place to stay. Highlandville is known for its parks.

What are some of the best vacation home rentals in Highlandville?

Modern Luxury 5BR 4BA with Heated Pool and EV Charge: Visitors like this Highlandville vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Highlandville?

While exploring the area, visit family-friendly sights like Silver Dollar City, or get outside and enjoy nature at Mountain Springs Trout Park. Battlefield Mall and Shepherd of the Hills State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Highlandville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Highlandville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.