68+ Vacation Rentals Near Highwood

NearbyHoliday - Vacation Rentals in Highwood

a collage of photos of a room with a bed and a city at Bow River Cabin - Downtown - River Front - Free Street Parking in Calgary

From US $108

Bow River Cabin - Downtown - River Front - Free Street Parking

8.8 (80 Reviews) Apartment

The entire place is yours • 43 m² size • Free parking

Calgary Crescent Heights • In Highwood · 4.7km to center

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a living room with a couch and a bed at Stylish Serenity 1BR Kensington Condo with Parking in Calgary

From US $98

Stylish Serenity 1BR Kensington Condo with Parking

9.3 (45 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Calgary Sunnyside • In Highwood · 4.2km to center

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a living room and kitchen with a couch and a table at 3 Bedroom Home away from Home in Calgary

From US $368

3 Bedroom Home away from Home

9.0 (44 Reviews) Villa

The entire place is yours • 102 m² size • Free on-site parking

Calgary Collingwood • In Highwood · 2.0km to center

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a living room with a blue couch and large windows at Exquisite 2BR Condo Near Downtown With Free Parking in Calgary

From US $99

Exquisite 2BR Condo Near Downtown With Free Parking

9.1 (25 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Calgary Crescent Heights • In Highwood · 4.8km to center

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a white living room with a white couch and blue pillows at Luxury Spacious Private House near City Centre in Calgary

From US $235

Luxury Spacious Private House near City Centre

8.3 (32 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

Calgary Hillhurst • In Highwood · 4.7km to center

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a living room with a green couch and a kitchen at Santuario Kensington - Inner City Escape in Calgary

From US $125

Santuario Kensington - Inner City Escape

9.5 (16 Reviews) Apartment

The entire place is yours • 74 m² size • Free on-site parking

Calgary West Hillhurst • In Highwood · 4.6km to center

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a living room with a couch and a tv at Townhome with Free Parking, Near Downtown in Calgary

From US $166

Townhome with Free Parking, Near Downtown

8.0 (11 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Airport shuttle

Calgary Bridgeland/Riverside • In Highwood · 4.6km to center

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a tall red building with a dome on top of it at ELEMENT ON FIRST by Manna in Calgary

From US $96

ELEMENT ON FIRST by Manna

8.2 (335 Reviews) Apartment

Apartments • Balcony • View

Calgary Chinatown • In Highwood · 4.8km to center

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Luxury Places to Stay in Highwood

Over 16+ Luxury Places to Stay in or Near Highwood

a bedroom with a large bed and a balcony at Hotel Arts Kensington in Calgary

From US $183

Hotel Arts Kensington

8.7 (138 Reviews) Hotel

Breakfast • On-site parking • Restaurant

Calgary Hillhurst • In Highwood · 4.5km to center

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a hotel room with a bed and a chair and a window at The Dorian, Autograph Collection in Calgary

From US $156

The Dorian, Autograph Collection

9.3 (238 Reviews) Hotel

Breakfast • Private parking • Shuttle service

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

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a hotel room with a couch and a desk and a bed at Sheraton Suites Calgary Eau Claire in Calgary

From US $154

Sheraton Suites Calgary Eau Claire

8.9 (445 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Calgary Eau Claire • In Highwood · 4.5km to center

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a large glass building on a city street at The Westley Calgary Downtown, Tapestry Collection By Hilton in Calgary

From US $138

The Westley Calgary Downtown, Tapestry Collection By Hilton

8.9 (496 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.7km to center

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a pool in a hotel with tables and chairs at The Westin Calgary in Calgary

From US $117

The Westin Calgary

8.7 (253 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Calgary Downtown Commercial Core • In Highwood · 4.8km to center

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a tall red brick building with a sign in front at Element Calgary Downtown by Westin in Calgary

From US $108

Element Calgary Downtown by Westin

8.9 (74 Reviews) Hotel

2 restaurants • Pets allowed • View

Calgary Downtown Commercial Core • In Highwood · 4.7km to center

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a building in front of a tall building at Courtyard by Marriott Calgary Downtown in Calgary

From US $106

Courtyard by Marriott Calgary Downtown

8.7 (844 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

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a large swimming pool in a hotel lobby at Best Western Plus Village Park Inn in Calgary

From US $90

Best Western Plus Village Park Inn

8.4 (1030 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.8km to center

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Pet-Friendly Vacation Rentals in Highwood

Over 32+ Pet-Friendly Vacation Rentals in or Near Highwood

a large swimming pool in a hotel lobby at Best Western Plus Village Park Inn in Calgary

From US $90

Best Western Plus Village Park Inn Pets allowed

8.4 (1030 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.8km to center

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a building in front of a tall building at Courtyard by Marriott Calgary Downtown in Calgary

From US $106

Courtyard by Marriott Calgary Downtown Pets allowed

8.7 (844 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

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a large glass building on a city street at The Westley Calgary Downtown, Tapestry Collection By Hilton in Calgary

From US $138

The Westley Calgary Downtown, Tapestry Collection By Hilton Pets allowed

8.9 (496 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.7km to center

Best Price Match

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a hotel room with a couch and a desk and a bed at Sheraton Suites Calgary Eau Claire in Calgary

From US $154

Sheraton Suites Calgary Eau Claire Pets allowed

8.9 (445 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Calgary Eau Claire • In Highwood · 4.5km to center

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an apartment building with three trees in front of it at Hampton Inn & Suites by Hilton Calgary University NW in Calgary

From US $67

Hampton Inn & Suites by Hilton Calgary University NW Pets allowed

7.5 (589 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.6km to center

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a hotel room with a bed and a chair and a window at The Dorian, Autograph Collection in Calgary

From US $156

The Dorian, Autograph Collection Pets allowed

9.3 (238 Reviews) Hotel

Breakfast • Private parking • Shuttle service

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

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a hotel lobby with a swimming pool and a fireplace at Aloft Hotel Calgary University in Calgary

From US $87

Aloft Hotel Calgary University Pets allowed

7.8 (201 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.5km to center

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a living room and kitchen with a couch and a table at 3 Bedroom Home away from Home in Calgary

From US $368

3 Bedroom Home away from Home Pets allowed

9.0 (44 Reviews) Villa

The entire place is yours • 102 m² size • Free on-site parking

Calgary Collingwood • In Highwood · 2.0km to center

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Vacation Rentals in Highwood

Over 46+ Vacation Rentals in or Near Highwood

a collage of photos of a room with a bed and a city at Bow River Cabin - Downtown - River Front - Free Street Parking in Calgary

From US $108

Bow River Cabin - Downtown - River Front - Free Street Parking

8.8 (80 Reviews) Apartment

The entire place is yours • 43 m² size • Free parking

Calgary Crescent Heights • In Highwood · 4.7km to center

Best Price Match

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a living room with a couch and a bed at Stylish Serenity 1BR Kensington Condo with Parking in Calgary

From US $98

Stylish Serenity 1BR Kensington Condo with Parking

9.3 (45 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Calgary Sunnyside • In Highwood · 4.2km to center

Best Price Match

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a living room and kitchen with a couch and a table at 3 Bedroom Home away from Home in Calgary

From US $368

3 Bedroom Home away from Home

9.0 (44 Reviews) Villa

The entire place is yours • 102 m² size • Free on-site parking

Calgary Collingwood • In Highwood · 2.0km to center

Best Price Match

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a living room with a blue couch and large windows at Exquisite 2BR Condo Near Downtown With Free Parking in Calgary

From US $99

Exquisite 2BR Condo Near Downtown With Free Parking

9.1 (25 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Calgary Crescent Heights • In Highwood · 4.8km to center

Best Price Match

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a white living room with a white couch and blue pillows at Luxury Spacious Private House near City Centre in Calgary

From US $235

Luxury Spacious Private House near City Centre

8.3 (32 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

Calgary Hillhurst • In Highwood · 4.7km to center

Best Price Match

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a living room with a green couch and a kitchen at Santuario Kensington - Inner City Escape in Calgary

From US $125

Santuario Kensington - Inner City Escape

9.5 (16 Reviews) Apartment

The entire place is yours • 74 m² size • Free on-site parking

Calgary West Hillhurst • In Highwood · 4.6km to center

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a living room with a couch and a tv at Townhome with Free Parking, Near Downtown in Calgary

From US $166

Townhome with Free Parking, Near Downtown

8.0 (11 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Airport shuttle

Calgary Bridgeland/Riverside • In Highwood · 4.6km to center

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a tall red building with a dome on top of it at ELEMENT ON FIRST by Manna in Calgary

From US $96

ELEMENT ON FIRST by Manna

8.2 (335 Reviews) Apartment

Apartments • Balcony • View

Calgary Chinatown • In Highwood · 4.8km to center

Best Price Match

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Cabin Places to Stay in Highwood

Over 1+ Cabin Places to Stay in or Near Highwood

a welcome sign in front of a building at Econo Lodge Motel Village in Calgary

From US $49

Econo Lodge Motel Village

7.0 (520 Reviews) Lodge

Breakfast • Free on-site parking • Pets allowed

Calgary Banff Trail • In Highwood · 3.8km to center

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Villa Places to Stay in Highwood

Over 2+ Villa Places to Stay in or Near Highwood

a living room and kitchen with a couch and a table at 3 Bedroom Home away from Home in Calgary

From US $368

3 Bedroom Home away from Home

9.0 (44 Reviews) Villa

The entire place is yours • 102 m² size • Free on-site parking

Calgary Collingwood • In Highwood · 2.0km to center

Best Price Match

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a large house with a soccer ball inside of it at Dome House YYC, Iconic, Luxury, Backyard Oasis in Calgary

From US $2200

Dome House YYC, Iconic, Luxury, Backyard Oasis

9.3 (3 Reviews) Villa

The entire place is yours • 139 m² size • Free on-site parking

Calgary Huntington Hills • In Highwood · 3.0km to center

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Hotels in Highwood

Over 22+ Hotels in or Near Highwood

a large swimming pool in a hotel lobby at Best Western Plus Village Park Inn in Calgary

From US $90

Best Western Plus Village Park Inn

8.4 (1030 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.8km to center

Best Price Match

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a building with a car parked in front of it at Best Western PLUS Port O'Call Hotel in Calgary

From US $62

Best Western PLUS Port O'Call Hotel

8.3 (1216 Reviews) Hotel

Breakfast • Free on-site parking • Airport shuttle (free)

Calgary North Airways • In Highwood · 4.7km to center

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a building in front of a tall building at Courtyard by Marriott Calgary Downtown in Calgary

From US $106

Courtyard by Marriott Calgary Downtown

8.7 (844 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

Best Price Match

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a large glass building on a city street at The Westley Calgary Downtown, Tapestry Collection By Hilton in Calgary

From US $138

The Westley Calgary Downtown, Tapestry Collection By Hilton

8.9 (496 Reviews) Hotel

Breakfast • Private parking • Restaurant

Calgary Downtown Commercial Core • In Highwood · 4.7km to center

Best Price Match

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a park with trees and buildings in a city at Holiday Inn Express and Suites Calgary University by IHG in Calgary

From US $93

Holiday Inn Express and Suites Calgary University by IHG

8.7 (504 Reviews) Hotel

Breakfast • Indoor swimming pool • Free WiFi

Calgary Banff Trail • In Highwood · 3.5km to center

Best Price Match

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a hotel room with a couch and a desk and a bed at Sheraton Suites Calgary Eau Claire in Calgary

From US $154

Sheraton Suites Calgary Eau Claire

8.9 (445 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Calgary Eau Claire • In Highwood · 4.5km to center

Best Price Match

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an apartment building with three trees in front of it at Hampton Inn & Suites by Hilton Calgary University NW in Calgary

From US $67

Hampton Inn & Suites by Hilton Calgary University NW

7.5 (589 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Calgary Banff Trail • In Highwood · 3.6km to center

Best Price Match

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a hotel room with a bed and a chair and a window at The Dorian, Autograph Collection in Calgary

From US $156

The Dorian, Autograph Collection

9.3 (238 Reviews) Hotel

Breakfast • Private parking • Shuttle service

Calgary Downtown Commercial Core • In Highwood · 4.9km to center

Best Price Match

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About Highwood Vacation Rentals

Looking for places to stay in Highwood? Compare top options in Calgary.

With more than 68 Highwood vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Highwood.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Highwood. Prices average US $154 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Highwood, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Highwood

Category	Count
Vacation Rentals	46
Pet-Friendly	32
Cheap Rentals	22
Hotels	22
Luxury Rentals	16
Hotels with Suites	13
Villa Rentals	2
Cabin Rentals	1

Use These Quick Filters to Find a Vacation Rental in Highwood

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Highwood.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Highwood. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Highwood

Average temperatures and rainfall by month range to help plan your stay in Highwood.

Mar - May

Avg High9°C / 49°F

Avg Low-2°C / 28°F

Rainfall41 mm / 1.6 in

Jun - Aug

Avg High22°C / 71°F

Avg Low10°C / 51°F

Rainfall88 mm / 3.5 in

Sep - Nov

Avg High10°C / 50°F

Avg Low0°C / 32°F

Rainfall32 mm / 1.3 in

Dec - Feb

Avg High-4°C / 25°F

Avg Low-13°C / 8°F

Rainfall20 mm / 0.8 in

Other Places to Stay Near Highwood

Highwood Vacation Rental Frequently Asked Questions

There are a lot of options in Highwood. If you plan on staying in the Highwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highwood: