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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Highland vacation rentals

A two-story house with a brick driveway and a grassy lawn.

1. The Elm House

The Elm House
Troy
10.0 out of 10, Exceptional, (91 reviews)
"Loved this house! It was so homey, cozy and plenty of beds and rooms for everyone. Great communication and easy check-in as well! Would stay here again. Stayed here for an ultra race and was perfect!"
United States
Keely
$134 nightly
The price is $142
Nov 16 - Nov 17
Total with taxes and fees
The Elm House
A room with a welcome sign, a vase with sunflowers, a small train decoration, and a wall with various posters.

2. 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
2 Queen Beds|Non-Smoking
A spacious kitchen with a dining area, wooden flooring, and a ceiling fan.

3. 2nd Floor Loft Historic Building

2nd Floor Loft Historic Building
Savannah
9.8 out of 10, Exceptional, (18 reviews)
"A lovely and clean place to stay. Great communication with host."
United States
Christy H.
$136 nightly
The price is $149
Nov 16 - Nov 17
Total with taxes and fees
2nd Floor Loft Historic Building
A red brick building with a white-framed window and a glass door with a number "60" visible inside.

4. Historic site of the Savannah journalist

Historic site of the Savannah journalist
Savannah
10.0 out of 10, Exceptional, (99 reviews)
"We had such a fun stay - everything is set up and comfortable for a good size group to relax and enjoy."
United States
Heather L.
$190 nightly
The price is $208
Nov 15 - Nov 16
Total with taxes and fees
Historic site of the Savannah journalist
A modern kitchen with a stainless steel sink, a coffee maker, and a refrigerator.

5. 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
$272 nightly
The price is $291
Nov 21 - Nov 22
Total with taxes and fees
3-bedroom apartment, 2nd Floor, atop local diner.
A room with a welcome sign, a vase with sunflowers, a small train decoration, and a wall with various posters.

6. 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
2 Full Beds|Non-Smoking
A room with a welcome sign, a vase with sunflowers, a small train decoration, and a wall with various posters.

7. 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
$93 nightly
The price is $105
Nov 23 - Nov 24
Total with taxes and fees
Queen Bed|Non-Smoking
A wooden deck with a railing, wicker furniture, and a view of a lake.

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

Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
Craig
10.0 out of 10, Exceptional, (1 review)
"Very comfortable and welcoming place to use as our base camp for exploring the area.So relaxing Thanks"
United States
Margit S.
$359 nightly
The price is $381
Nov 21 - Nov 22
Total with taxes and fees
Lake Life Starts Here—w/ Dock, Kayaks & Relaxation
A reception area with a glass door, a reception desk, and a shelf with books and decorative items.

9. King Bed Non-Smoking

King Bed Non-Smoking
Wathena, KS
10.0 out of 10, Exceptional, (241 reviews)
"Had everything we needed for a comfortable stay, especially liked the shower pressure."
United States
Anonymous traveler
$86 nightly
The price is $96
Nov 30 - Dec 1
Total with taxes and fees
King Bed Non-Smoking
A two-story house with a stone staircase leading to the entrance, a front porch, and a small garden area.

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

Luxurious One Bedroom Apartment Tucked Away in Historic Museum Hill
Saint Joseph
$111 nightly
The price is $121
Nov 15 - Nov 16
Total with taxes and fees
Luxurious One Bedroom Apartment Tucked Away in Historic Museum Hill
A two-story house with a porch, brick exterior, and a garden with various plants and flowers.

11. "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
$195 nightly
The price is $212
Nov 15 - Nov 16
Total with taxes and fees
"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
A white door with the number 425 on it, a brick wall, and a window with a black lantern.

12. 1BR Retreat Prime Location Stay in Historic Charm

1BR Retreat Prime Location Stay in Historic Charm
Saint Joseph
8.8 out of 10, Excellent, (5 reviews)
"Wonderful stay! Alexander was very helpful and responded very promptly. Clean quaint place. "
United States
Jodi W.
$230 nightly
The price is $249
Nov 15 - Nov 16
Total with taxes and fees
1BR Retreat Prime Location Stay in Historic Charm
A green door with a wreath, a cactus, and a welcome mat.

13. 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, (42 reviews)
"Great place to stay for our out-of-town wedding! Clean, comfy and conveniently located."
United States
Brenda N.
$252 nightly
The price is $271
Dec 6 - Dec 7
Total with taxes and fees
Cozy Cactus Retreat-Family Friendly 4 bed/2bath near St. Joseph/Savannah, MO
A hallway with wooden flooring, a white door, and a ceiling light.

14. 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, (26 reviews)
"Very nice charming home. Enjoyed our stay. Joe and Bill were there to greet us and there when we said goodbye. :) Looking forward to staying there again. Thank you kindly."
United States
Stephanie J.
Charming 2-bedroom house on quiet brick and tree lined street.
A house with a covered porch, a window, and a small garden with yellow flowers.

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

Charming 2-bedroom house in Saint Joseph centrally located
Saint Joseph
7.4 out of 10, Good, (10 reviews)
"this property was well represented...clean, pleasant, easy parking, it was very pleasant."
United States
VeraM R.
$179 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
Charming 2-bedroom house in Saint Joseph centrally located
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained lawn.

16. The Maple Attic – Bright 3BR Retreat Near Downtown

The Maple Attic – Bright 3BR Retreat Near Downtown
Saint Joseph
8.8 out of 10, Excellent, (3 reviews)
"This property is beautiful and the host has been so wonderful and accommodating. I would absolutely stay here again."
United States
Rebekah S.
$335 nightly
The price is $364
Nov 16 - Nov 17
Total with taxes and fees
The Maple Attic – Bright 3BR Retreat Near Downtown
A gravel driveway leading to a wooden gate, a brick wall, and a wooden fence.

17. Private basement retreat

Private basement retreat
Saint Joseph
8.8 out of 10, Excellent, (8 reviews)
"Clean and cozy. Perfect for our weekend at Viking Fest "
United States
Aric K.
$116 nightly
The price is $126
Nov 22 - Nov 23
Total with taxes and fees
Private basement retreat
A modern kitchen with a central island, stainless steel appliances, and a decorative vase with flowers.

18. 2 Blocks from Benedictine campus! Renovated 2-BR cottage in Historic Atchison

2 Blocks from Benedictine campus! Renovated 2-BR cottage in Historic Atchison
Atchison
2 Blocks from Benedictine campus! Renovated 2-BR cottage in Historic Atchison
A bathroom with a wooden vanity, pink and white patterned walls, a large mirror, and a toilet.

19. 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, (5 reviews)
"Great size and quiet neighborhood. We were very happy with our stay!!"
United States
Dawn S.
$227 nightly
The price is $248
Nov 16 - Nov 17
Total with taxes and fees
My Fairleighdy is a 3-bedroom house, perfectly located in historic Saint Joseph.
A blue door with a sun design, two potted plants, and a window with blinds.

20. Cozy Colors Hideaway

Cozy Colors Hideaway
Saint Joseph
9.6 out of 10, Exceptional, (19 reviews)
"Beautiful clean home in a nice neighborhood. Host was very quick tonreply to any messages. Place was perfect!"
United States
Kimberly H.
$282 nightly
The price is $302
Dec 7 - Dec 8
Total with taxes and fees
Cozy Colors Hideaway
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

10/10 Excellent
"Our first Bed and Breakfast. Neat old home. A lot of creaks but neat. Kitchen was the best part. Everything you needed or wanted was available"
Dale 2-night trip
Posted 2 days 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 $121 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 Big Lake are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find White Cloud Casino and Loess Bluffs National Wildlife Refuge.

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.