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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Highland vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. The Elm House

The Elm House
Troy
10.0 out of 10, Exceptional, (86 reviews)
"Place was absolutely perfect and close to everything"
United States
Todd L.
$149 nightly
The price is $157
Sep 17 - Sep 18
Total with taxes and fees
The Elm House
Interior

2. Queen Bed|Non-Smoking

Queen Bed|Non-Smoking
Hiawatha
10.0 out of 10, Exceptional, (130 reviews)
"Quiet surroundings were lovely, allowing us to relax during our stay."
United States
Anonymous traveler
$82 nightly
The price is $92
Sep 30 - Oct 1
Total with taxes and fees
Queen Bed|Non-Smoking
Dining

3. 2nd Floor Loft Historic Building

2nd Floor Loft Historic Building
Savannah
9.8 out of 10, Exceptional, (12 reviews)
"Nice place to spend a night while visiting old friends in the stress. "
United States
Barbara G.
$142 nightly
The price is $154
Sep 17 - Sep 18
Total with taxes and fees
2nd Floor Loft Historic Building
Living area

4. 3-bedroom apartment, 2nd Floor, atop local diner.

3-bedroom apartment, 2nd Floor, atop local diner.
Oregon
$229 nightly
The price is $244
Sep 17 - Sep 18
Total with taxes and fees
3-bedroom apartment, 2nd Floor, atop local diner.
Interior

5. 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 traveler
$88 nightly
The price is $99
Oct 1 - Oct 2
Total with taxes and fees
2 Queen Beds|Non-Smoking
TV, fireplace, books

6. 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
$192 nightly
The price is $215
Sep 17 - Sep 18
Total with taxes and fees
Waterfront Rock Shower Suite w/ Sunset View Room!
Interior

7. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Hiawatha
10.0 out of 10, Exceptional, (154 reviews)
"Location was convenient, making it easy to explore Hiawatha while staying here. Loved how accessible everything was!"
United States
Anonymous traveler
$88 nightly
The price is $99
Oct 1 - Oct 2
Total with taxes and fees
2 Full Beds|Non-Smoking
2 bedrooms, desk, iron/ironing board, WiFi

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

Waterfront Sunset Cabin w/ Patio & Firepit- 2 bdrm
Saint Joseph
9.0 out of 10, Wonderful, (31 reviews)
"Very nice place to stay and hang out with family. Amazing view and access to the Missouri River "
United States
Robin and Ryan H.
$182 nightly
The price is $203
Sep 21 - Sep 22
Total with taxes and fees
Waterfront Sunset Cabin w/ Patio & Firepit- 2 bdrm
Interior

9. 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
$182 nightly
The price is $203
Sep 23 - Sep 24
Total with taxes and fees
Rustic Waterfront 2 BR Cabin Stunning Sunset View!
Property grounds

10. 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)
"Clean, comfortable, quiet and relaxing. Would stay again !"
United States
Keith K.
$163 nightly
The price is $182
Sep 17 - Sep 18
Total with taxes and fees
Cozy Riverfront Studio Cabin w/ Best View & Yard!
Exterior

11. 1BR Getaway – Historic Charm in Prime Location

1BR Getaway – Historic Charm in Prime Location
Saint Joseph
10.0 out of 10, Exceptional, (1 review)
"Clean, easily accessible, and simple made for an enjoyable stay. "
United States
Patricia W.
$232 nightly
The price is $252
Sep 22 - Sep 23
Total with taxes and fees
1BR Getaway – Historic Charm in Prime Location
Living area

12. 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.
$185 nightly
The price is $201
Sep 22 - Sep 23
Total with taxes and fees
Charming 2-bedroom house in Saint Joseph centrally located
Property grounds

13. Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony

Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony
Saint Joseph
8.8 out of 10, Excellent, (13 reviews)
"The host was very reachable, the area was very quiet, right on the river for a nice rustic getaway. The home has a cabin feel. "
United States
laura w.
$189 nightly
The price is $210
Sep 20 - Sep 21
Total with taxes and fees
Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony
Exterior

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

Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 BR
Saint Joseph
9.4 out of 10, Exceptional, (22 reviews)
"Very clean and nice place"
United States
Johnny S.
$192 nightly
The price is $215
Sep 17 - Sep 18
Total with taxes and fees
Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 BR
Property grounds

15. Waterfront 4BR House w/ Sunset View & Fenced Yard

Waterfront 4BR House w/ Sunset View & Fenced Yard
Saint Joseph
9.6 out of 10, Exceptional, (14 reviews)
"Very nice, clean and welcoming home! Would definitely stay again!"
United States
Justin M.
$219 nightly
The price is $244
Sep 28 - Sep 29
Total with taxes and fees
Waterfront 4BR House w/ Sunset View & Fenced Yard
Exterior detail

16. "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, (17 reviews)
"We had a great stay! The property was lovely and well maintained. "
United States
Mary
$196 nightly
The price is $213
Sep 17 - Sep 18
Total with taxes and fees
"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
Interior

17. Charming 2-bedroom house on quiet brick and tree lined street.

Charming 2-bedroom house on quiet brick and tree lined street.
Atchison
10.0 out of 10, Exceptional, (23 reviews)
"Great location near campus and downtown. Beautifully remodeled inside. Host was great with communication and checking us in. Would definitely stay here again!"
United States
Teresa D.
$221 nightly
The price is $249
Sep 21 - Sep 22
Total with taxes and fees
Charming 2-bedroom house on quiet brick and tree lined street.
Smart TV

18. Savannah Journalist Historic Site

Savannah Journalist Historic Site
Savannah
10.0 out of 10, Exceptional, (97 reviews)
"Very quiet neighborhood."
United States
Kathy
$199 nightly
The price is $216
Sep 24 - Sep 25
Total with taxes and fees
Savannah Journalist Historic Site
Property grounds

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

Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
Craig
$367 nightly
The price is $389
Sep 21 - Sep 22
Total with taxes and fees
Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
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

Vineyard Mansion & Carriage House Bed & Breakfast

Vineyard Mansion & Carriage House Bed & Breakfast

8/10 Good
"I stayed four nights in the Crown Room while in town for my daughter’s birthday. The room was clean, the bed was comfortable, and there was coffee ready every morning, which I appreciated. A few things stood out as less positive. When I first walked in and was looking around, I stepped in dog feces. That was an unpleasant welcome. I also regularly heard someone walking around on what seemed to be the third floor above me, which woke me up at times during the night. The website describes this as an “alternative bed and breakfast” and invites guests to help themselves to items in the pantry and fridge. In practice there was no clear separation between host food and guest food, which felt confusing. Designated guest areas or clearer labeling would help. I only saw the on-site host twice. She lives at the property. I’m fairly shy, and she came across as somewhat unfriendly, so interactions felt a bit awkward. Overall the space itself was fine and the bed and coffee were positives, but the cleanliness issue on arrival, the nighttime noise from above, the unclear shared kitchen setup, and limited host interaction left me with mixed feelings."
Jaime 4-night trip
Posted 17 hours ago
Vineyard Mansion & Carriage House Bed & Breakfast

Find out more about Highland

Everything you need to know about Highland 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 Highland 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 Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. 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 Highland 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 $157 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 Highland rentals

At Expedia, we put the best Highland 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 Highland 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 Highland 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 Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Highland?

Yes, we offer vacation rentals close to top attractions in Highland, or you can select a more remote option if you're looking for a relaxing stay.

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

Quaint house on the bluffs overlooking the scenic Missouri River.: Visitors like this Highland vacation home rental. It is located on a river and has a balcony, a selection of games, and a barbecue grill 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 you can cook with friends or family.

What can I see and do in Highland?

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

What are vacation rentals like in Highland?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Highland. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.