Highwood Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Highwood holiday rentals

Exterior
Peaceful house in Highwood Mountains. Private creek access. Large fenced yard.

Holiday Home in Highwood

Peaceful house in Highwood Mountains. Private creek access. Large fenced yard.
9.8 out of 10, Exceptional, (12)
"Beautiful and peaceful would recommend "
United States
Melissa P.
The price is HK$945
HK$1,625 total
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful house in Highwood Mountains. Private creek access. Large fenced yard.
Exterior
Little Blue Cabin

Holiday Home in Fort Benton

Little Blue Cabin
10.0 out of 10, Exceptional, (44)
"Great place, everything we could need inside. Clean, cozy, great living room and bathroom."
United States
Jason H.
The price is HK$735
HK$1,256 total
includes taxes & fees
26 Dec - 27 Dec
Little Blue Cabin
Terrace/patio
Come stay at Suzie's House!<br>Spacious Family-Friendly 4-Bedroom Home

Holiday Home in Fort Benton

Come stay at Suzie's House!<br>Spacious Family-Friendly 4-Bedroom Home
9.8 out of 10, Exceptional, (27)
"We all loved the house, plenty of room to spread out, comfortable beds and a very quiet neighborhood. Close enough we were able to walk to all the places we wanted to go. "
United States
Kathleen K.
The price is HK$1,260
HK$2,520 total
includes taxes & fees
25 Dec - 26 Dec
Come stay at Suzie's House!<br>Spacious Family-Friendly 4-Bedroom Home
Fridge, microwave, oven, stovetop
Cozy Boho Hideaway 1BR Retreat w/ Smart TV

Apartment in Great Falls

Cozy Boho Hideaway 1BR Retreat w/ Smart TV
10.0 out of 10, Exceptional, (1)
"The place was very clean. We felt comfortable and cozy as we enjoyed a couple of snow days. All household essentials were provided and we had everything we needed."
United States
Elizabeth C.
The price is HK$482
HK$1,406 total
includes taxes & fees
15 Jan - 16 Jan 2026
Cozy Boho Hideaway 1BR Retreat w/ Smart TV
Fridge, microwave, stovetop, dishwasher
Chic Central Nook in Great Falls

Apartment in Great Falls

Chic Central Nook in Great Falls
9.4 out of 10, Exceptional, (15)
"It was a great little place. We are repeat guests!"
United States
Chris E.
The price is HK$564
HK$1,743 total
includes taxes & fees
31 Dec - 1 Jan 2026
Chic Central Nook in Great Falls
Exterior detail
Secluded location comfortable suite 2 blocks from shopping and dining

Aparthotel in Great Falls

Secluded location comfortable suite 2 blocks from shopping and dining
2.0 star property
10.0 out of 10, Exceptional, (1)
"Scot was a great host, very attentive and responsive. Definitely would stay again!"
United States
Reese M.
The price is HK$560
HK$983 total
includes taxes & fees
26 Dec - 27 Dec
Secluded location comfortable suite 2 blocks from shopping and dining
Exterior
Aisling Suites

Aparthotel in Great Falls

Aisling Suites
4.0 star property
8.4 out of 10, Very good, (20)
"Apartment was exactly what I needed, easy parking and walkable to eating"
Canada
Tracy
The price is HK$785
HK$864 total
includes taxes & fees
29 Dec - 30 Dec
Aisling Suites
Exterior detail
Vicky's Place - 3 bed, 1-bath, Pet Friendly w/Yard & Parking

Holiday Home in Great Falls

Vicky's Place - 3 bed, 1-bath, Pet Friendly w/Yard & Parking
10.0 out of 10, Exceptional, (2)
"The house was comfortable, clean and convenient! "
United States
Miranda H.
The price is HK$693
HK$1,807 total
includes taxes & fees
5 Jan - 6 Jan 2026
Vicky's Place - 3 bed, 1-bath, Pet Friendly w/Yard & Parking
Terrace/patio
Bunkhouse at Down Home Acres

Holiday Home in Great Falls

Bunkhouse at Down Home Acres
10.0 out of 10, Exceptional, (25)
"Very cozy and cute. Great house to spend the night. Cool property, Views go on and on. Pleasure t meet the owner who lives on the property. Def recommend to stay here"
United States
Jimmy C.
The price is HK$1,148
HK$2,475 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bunkhouse at Down Home Acres
Exterior
The Kingfisher House - 4 bed, 2-1/2 Bath Victorian

Holiday Home in Great Falls

The Kingfisher House - 4 bed, 2-1/2 Bath Victorian
10.0 out of 10, Exceptional, (3)
"This was a wonderful home for our family for Easter weekend and conveniently locate to all local activities. Very nice and quiet neighborhood. Would highly recommend for families with younger children.! "
United States
Kyla W.
The price is HK$1,304
HK$2,811 total
includes taxes & fees
29 Dec - 30 Dec
The Kingfisher House - 4 bed, 2-1/2 Bath Victorian
Exterior detail
Stylish Comfort in the Heart of the City"

Holiday Home in Great Falls

Stylish Comfort in the Heart of the City"
10.0 out of 10, Exceptional, (15)
"The location was convenient to everything we wanted to explore yet quiet. The beds were comfortable and plenty of space to relax. The kitchen was the best experience we have had staying away from home. It had everything you need and more including spices, foil and a ice maker in the freezer. A great place to stay if visiting Great Falls."
United States
Farrah L.
The price is HK$1,361
HK$2,537 total
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish Comfort in the Heart of the City"
Interior
Blackbird House - Extended Stay

Holiday Home in Great Falls

Blackbird House - Extended Stay
10.0 out of 10, Exceptional, (6)
"Great hosts, recently remodeled property, accurate online listing. "
United States
Melissa H.
The price is HK$1,778
HK$3,391 total
includes taxes & fees
27 Dec - 28 Dec
Blackbird House - Extended Stay
Private kitchen
Nice Loft apartment with air conditioning in beautiful Great Falls Montana.

Apartment in Great Falls

Nice Loft apartment with air conditioning in beautiful Great Falls Montana.
The price is HK$591
HK$1,100 total
includes taxes & fees
25 Dec - 26 Dec
Nice Loft apartment with air conditioning in beautiful Great Falls Montana.
Property grounds
Large 3 bedroom Great Falls get away

Condo in Great Falls

Large 3 bedroom Great Falls get away
9.6 out of 10, Exceptional, (82)
"Our stay was great, neighborhood was quiet. "
United States
Rebecca D.
The price is HK$980
HK$1,982 total
includes taxes & fees
3 Jan - 4 Jan 2026
Large 3 bedroom Great Falls get away
Outdoor dining
Bison House, Montana Family Home

Holiday Home in Great Falls

Bison House, Montana Family Home
10.0 out of 10, Exceptional, (34)
"It was a very nice home and we enjoyed our stay. "
United States
Rosie B.
The price is HK$1,386
HK$2,547 total
includes taxes & fees
30 Dec - 31 Dec
Bison House, Montana Family Home
Fridge, microwave, oven, stovetop
Be Our Guest at this Premier Property in Riverview

Holiday Home in Great Falls

Be Our Guest at this Premier Property in Riverview
10.0 out of 10, Exceptional, (71)
"Great place to stay. Owners were very communicative and friendly. We would gladly stay again. "
United States
Meagan D.
The price is HK$1,244
HK$2,495 total
includes taxes & fees
2 Jan - 3 Jan 2026
Be Our Guest at this Premier Property in Riverview
Fridge, microwave, oven, stovetop
Best Hidden Escape

Holiday Home in Great Falls

Best Hidden Escape
9.2 out of 10, Wonderful, (15)
"The house was very nice and clean. "
United States
Ronald G.
The price is HK$735
HK$1,583 total
includes taxes & fees
3 Jan - 4 Jan 2026
Best Hidden Escape
Fridge, microwave, oven, stovetop
Buffalo Jump Retreat - Extended Stay

Holiday Home in Great Falls

Buffalo Jump Retreat - Extended Stay
9.8 out of 10, Exceptional, (9)
"Your house was very nice and comfortable. It was nice to be able to have family in one place to visit while our daughter was in the hospital."
United States
Joseph F.
The price is HK$1,649
HK$3,234 total
includes taxes & fees
22 Jan - 23 Jan 2026
Buffalo Jump Retreat - Extended Stay
TV
The Aspen: Downtown Cory Block Apartment

Apartment in Great Falls

The Aspen: Downtown Cory Block Apartment
10.0 out of 10, Exceptional, (2)
"Very nice, roomy apartment with everything we needed - great location."
United States
Stuart B.
The price is HK$840
HK$1,881 total
includes taxes & fees
25 Dec - 26 Dec
The Aspen: Downtown Cory Block Apartment
Interior
Downtown Studio Escape

Apartment in Great Falls

Downtown Studio Escape
2.0 star property
The price is HK$523
HK$691 total
includes taxes & fees
1 Jan - 2 Jan 2026
Downtown Studio Escape
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 Highwood Hotel Reviews

O'Haire Inn

O'Haire Inn

10/10 Excellent
"really cool building!"
Forrest 1-night trip
Posted 2 days ago
O'Haire Inn

Find out more about Highwood

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

  • View our selection of featured holiday rentals in Highwood
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  • Enter your travel dates to view the best deals on holiday rentals in Highwood while they last

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

Frequently asked questions

Are there holiday rentals in Highwood?

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

The Lark’s Nest - A Gem in a Tranquil Neighborhood: This holiday home rental outside of Highwood comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Highwood?

While you're exploring the area, Missouri River and Rainbow Trailhead are a couple of picturesque spots to get outside and enjoy nature. Missouri Breaks National Monument Interpretive Center and The Shep Memorial are a couple of places you'll find in the wider area.

What are holiday rentals like in Highwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highwood. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.