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Highland Holiday Rentals

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Check prices for these dates

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

Our top choices for Highland holiday rentals

A kitchen with wooden cabinets, a refrigerator, a microwave, a stove, and an oven.

1. The Elm House

The Elm House
Troy
10.0 out of 10, Exceptional, (88 reviews)
"We had a good experience staying! Everything went smoothly and the host was very pleasant and communicated well, which made me feel comfortable where we stayed. Everything was laid out and explained without me having to figure the stay out. It was a cozy place to stay!"
United States
Leilani
The price is HK$698
HK$1,236 total
includes taxes & fees
21 Oct - 22 Oct
The Elm House
A spacious kitchen with a dining area, wooden flooring, and a ceiling fan.

2. 2nd Floor Loft Historic Building

2nd Floor Loft Historic Building
Savannah
9.8 out of 10, Exceptional, (14 reviews)
"Nice place to spend a night while visiting old friends in the stress. "
United States
Barbara G.
The price is HK$593
HK$1,289 total
includes taxes & fees
11 Oct - 12 Oct
2nd Floor Loft Historic Building
A spacious living room with a large brown sofa, a coffee table, and a fireplace. There are two wooden chairs, a bookshelf, and a large window with stained glass.

3. Savannah Journalist Historic Site

Savannah Journalist Historic Site
Savannah
10.0 out of 10, Exceptional, (99 reviews)
"Very quiet neighborhood."
United States
Kathy
The price is HK$777
HK$1,714 total
includes taxes & fees
13 Oct - 14 Oct
Savannah Journalist Historic Site
A doorway leading to a grassy area with a tree and a view of a body of water.

4. Rustic Waterfront 2 BR Cabin Stunning Sunset View!

Rustic Waterfront 2 BR Cabin Stunning Sunset View!
Saint Joseph
9.0 out of 10, Wonderful, (31 reviews)
"It was clean. The beds were comfortable and having a view of the river was great."
United States
Darlene
The price is HK$834
HK$1,599 total
includes taxes & fees
28 Oct - 29 Oct
Rustic Waterfront 2 BR Cabin Stunning Sunset View!
A four-poster canopy bed with a metal frame and white drapes, featuring a headboard with a decorative design.

5. Waterfront Sunset Cabin w/ Patio & Firepit- 2 bdrm

Waterfront Sunset Cabin w/ Patio & Firepit- 2 bdrm
Saint Joseph
8.8 out of 10, Excellent, (33 reviews)
"Clean, everything as described, quiet location."
United States
Elaine L.
The price is HK$834
HK$1,599 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Sunset Cabin w/ Patio & Firepit- 2 bdrm
A two-story house with a porch, brick exterior, and a garden with various plants and flowers.

6. "The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen

"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
Saint Joseph
10.0 out of 10, Exceptional, (18 reviews)
"Great old style place. The furnishings and decorations are well done , they perfectly fit the style. It’s a neat snapshot of history with the creaky floors and old school fixtures, and it would definitely be a place we would stay again."
United States
Derek
The price is HK$1,028
HK$1,731 total
includes taxes & fees
11 Oct - 12 Oct
"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
A room with a welcome sign, a vase with sunflowers, a small train decoration, and a wall with various posters.

7. 2 Queen Beds|Non-Smoking

2 Queen Beds|Non-Smoking
Hiawatha
10.0 out of 10, Exceptional, (187 reviews)
"Nice area around Hiawatha too, enjoyed exploring local spots nearby after checking in."
United States
Anonymous traveller
The price is HK$571
HK$752 total
includes taxes & fees
31 Oct - 1 Nov
2 Queen Beds|Non-Smoking
A room with a large window, a television, a chair, and a sofa.

8. Waterfront Rock Shower Suite w/ Sunset View Room!

Waterfront Rock Shower Suite w/ Sunset View Room!
Saint Joseph
10.0 out of 10, Exceptional, (5 reviews)
"This place was absolutely beautiful… super clean, tons of spac. The bathroom was pretty amazing with the rock shower… great view and super friendly host… will definitely be back!"
United States
tree
The price is HK$908
HK$1,795 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Rock Shower Suite w/ Sunset View Room!
A wooden cabin with a patio area featuring two lounge chairs and a fire pit.

9. Cozy Riverfront Studio Cabin w/ Best View & Yard!

Cozy Riverfront Studio Cabin w/ Best View & Yard!
Saint Joseph
9.0 out of 10, Wonderful, (29 reviews)
"House was awesome and a pleasure to stay in. "
United States
Evan W.
The price is HK$749
HK$1,443 total
includes taxes & fees
12 Oct - 13 Oct
Cozy Riverfront Studio Cabin w/ Best View & Yard!
A two-story wooden house with a large front porch, a chimney, and a backyard with a fire pit.

10. Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 BR

Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 BR
Saint Joseph
9.4 out of 10, Exceptional, (23 reviews)
"Very clean and nice place"
United States
Johnny S.
The price is HK$927
HK$1,816 total
includes taxes & fees
14 Oct - 15 Oct
Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 BR
A wooden deck with a railing overlooking a calm river during sunset.

11. Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony

Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony
Saint Joseph
8.8 out of 10, Excellent, (14 reviews)
"Thankyou so much! This is such a cute peaceful cabin! Definitely would stay again! It has everything you b would need! So nice sitting on the patio drinking coffee! Thankyou b so much!"
United States
Keith W.
The price is HK$880
HK$1,651 total
includes taxes & fees
11 Oct - 12 Oct
Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony
A laundry room with two front-loading washing machines and a drying machine.

12. Private basement retreat

Private basement retreat
Saint Joseph
9.0 out of 10, Wonderful, (7 reviews)
"Clean and cozy. Perfect for our weekend at Viking Fest "
United States
Aric K.
The price is HK$812
HK$1,048 total
includes taxes & fees
17 Oct - 18 Oct
Private basement retreat
A modern building entrance with a wooden deck and a welcome mat.

13. Riverfront Tiny Home 3 bed w/ Firepit and a View!

Riverfront Tiny Home 3 bed w/ Firepit and a View!
Saint Joseph
10.0 out of 10, Exceptional, (4 reviews)
"The property and tiny home were very clean. We enjoyed our stay."
United States
Megan W.
The price is HK$741
HK$1,486 total
includes taxes & fees
14 Oct - 15 Oct
Riverfront Tiny Home 3 bed w/ Firepit and a View!
A deck with a view of a lake, dock, and a building across the water.

14. Lake Life Starts Here—w/ Dock, Kayaks & Relaxation

Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
Craig
The price is HK$1,538
HK$3,050 total
includes taxes & fees
12 Oct - 13 Oct
Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
A living room with a sofa, a television on a stand, a patterned rug, and a door with frosted glass.

15. 3-bedroom apartment, 2nd Floor, atop local diner.

3-bedroom apartment, 2nd Floor, atop local diner.
Oregon
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Tyler
The price is HK$1,570
HK$1,918 total
includes taxes & fees
17 Oct - 18 Oct
3-bedroom apartment, 2nd Floor, atop local diner.
A modern kitchen with wooden cabinets, a central island with bar stools, stainless steel appliances, and a view into the adjacent living area.

16. Cozy Cactus Retreat-Family Friendly 4 bed/2bath near St. Joseph/Savannah, MO

Cozy Cactus Retreat-Family Friendly 4 bed/2bath near St. Joseph/Savannah, MO
Saint Joseph
9.8 out of 10, Exceptional, (39 reviews)
"Great place to stay for our out-of-town wedding! Clean, comfy and conveniently located."
United States
Brenda N.
Cozy Cactus Retreat-Family Friendly 4 bed/2bath near St. Joseph/Savannah, MO
A cozy living room with a sectional sofa, a wicker chair, and a small table.

17. Charming 2-bedroom house in Saint Joseph centrally located

Charming 2-bedroom house in Saint Joseph centrally located
Saint Joseph
7.2 out of 10, Good, (9 reviews)
"this property was well represented...clean, pleasant, easy parking, it was very pleasant."
United States
VeraM R.
The price is HK$735
HK$1,734 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom house in Saint Joseph centrally located
A cozy room with a tufted sofa, a small side table with a lamp, a red door, and a framed picture on the wall.

18. My Fairleighdy is a 3-bedroom house, perfectly located in historic Saint Joseph.

My Fairleighdy is a 3-bedroom house, perfectly located in historic Saint Joseph.
Saint Joseph
8.8 out of 10, Excellent, (3 reviews)
"Great size and quiet neighborhood. We were very happy with our stay!!"
United States
Dawn S.
The price is HK$946
HK$2,279 total
includes taxes & fees
21 Oct - 22 Oct
My Fairleighdy is a 3-bedroom house, perfectly located in historic Saint Joseph.
A modern living room with a green sofa, a coffee table, a potted plant, and a grey rug.

19. 1BR Queen Retreat First Floor Ease & Comfort Wi-Fi

1BR Queen Retreat First Floor Ease & Comfort Wi-Fi
Saint Joseph
7.4 out of 10, Good, (3 reviews)
"Host was welcoming, great p instructions, very timely responses and communication. Would absolutely use them again and recommend them. "
United States
besor m.
The price is HK$461
HK$2,086 total
includes taxes & fees
8 Nov - 9 Nov
1BR Queen Retreat First Floor Ease & Comfort Wi-Fi
A dining area with a round table and two chairs, a patterned rug, and white curtains.

20. Luxurious One Bedroom Apartment Tucked Away in Historic Museum Hill

Luxurious One Bedroom Apartment Tucked Away in Historic Museum Hill
Saint Joseph
The price is HK$777
HK$1,009 total
includes taxes & fees
16 Oct - 17 Oct
Luxurious One Bedroom Apartment Tucked Away in Historic Museum Hill
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 Highland Hotel Reviews

FairBridge Inn Express Hiawatha

FairBridge Inn Express Hiawatha

10/10 Excellent
"Great place to stay. Locally owned"
matthew 1-night trip
Posted 22 hours ago
FairBridge Inn Express Hiawatha

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

  • View our selection of featured holiday rentals in Highland
  • Use the map to find apartments and other holiday homes in the Highland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland while they last

Look no further and take a look at our great range of rental properties in Highland!

Frequently asked questions

Can I find a holiday rental in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, 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 Highland has to offer?

Quaint house on the bluffs overlooking the scenic Missouri River.: This holiday home rental outside of Highland is located on a river, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Highland?

While you're exploring the area, Missouri River and Big Lake are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find White Cloud Casino and Loess Bluffs National Wildlife Refuge.

What are holiday rentals like in Highland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.