38+ Vacation Rentals Near O'Leary's

NearbyHoliday - Vacation Rentals in O'Leary's

a kitchen and living room with a sink and a fireplace at Water Street Condos in St. John's

From US $225

Water Street Condos

9.2 (223 Reviews) Apartment

Apartments • Balcony • View

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a living room with two couches and a table at Naya Kozy in St. John's

From US $106

9.4 (69 Reviews) Apartment

Apartments • Free private parking • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 3.1km to center

Best Price Match

View Availability

a purple living room with a couch and a table at Flyaway Retreat 2 Bedroom Unit St John's NL in St. John's

From US $119

Flyaway Retreat 2 Bedroom Unit St John's NL

8.9 (84 Reviews) Apartment

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

Sand Pits Airport Heights • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a living room with a red couch and a table at Lovely 2 Bedroom apartment close to Avalon Mall in St. John's

From US $147

Lovely 2 Bedroom apartment close to Avalon Mall

8.9 (57 Reviews) Apartment

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

Wishingwell Park Mundy Pond • In O'Leary's · 2.0km to center

Best Price Match

View Availability

a bedroom with a large bed in a brick wall at Queen Room at The Franklin Hotel Downtown on Water Street in St. John's

From US $178

Queen Room at The Franklin Hotel Downtown on Water Street

8.1 (8 Reviews) Holiday_home

The entire place is yours • 28 m² size • Free WiFi

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a bedroom with a bed and a couch at Private one bedroom -entirely self-contained, with no shared living spaces in St. John's

From US $53

Private one bedroom -entirely self-contained, with no shared living spaces

7.0 (14 Reviews) Apartment

The entire place is yours • 13 m² size • Free on-site parking

Wishingwell Park Baird • In O'Leary's · 1.2km to center

Best Price Match

View Availability

a living room with a couch and a flat screen tv at Home away from home in St. John's

From US $119

Home away from home

9.0 (5 Reviews) Apartment

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

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 2.9km to center

Best Price Match

View Availability

a living room with a couch and a kitchen at Freshwater Joys 4BR Jellybean Home Near Downtown in St. John's

From US $271

Freshwater Joys 4BR Jellybean Home Near Downtown

9.8 (7 Reviews) Holiday_home

The entire place is yours • 192 m² size • Free on-site parking

Fort Townshend Rabbittown • In O'Leary's · 3.9km to center

Best Price Match

View Availability

See More O'Leary's Vacation Rentals

Luxury Places to Stay in O'Leary's

Over 14+ Luxury Places to Stay in or Near O'Leary's

a living room with a couch and a table at Dvele Inn in St. John's

From US $442

9.4 (23 Reviews) Guest_house

Breakfast • Free on-site parking • Free WiFi

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a living room with two white couches and a table with flowers at Balmoral House Bed & Breakfast in St. John's

From US $229

Balmoral House Bed & Breakfast

9.4 (52 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • View

St John S Ecclesiastical District • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a hotel room with a bed and a chair at Monastery Hotel in St. John's

From US $121

Monastery Hotel

8.2 (422 Reviews) Hotel

Breakfast • Free on-site parking • Restaurant

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 4.2km to center

Best Price Match

View Availability

a white house with a green door and columns at Ryan Mansion in St. John's

From US $111

8.4 (120 Reviews) Hotel

Breakfast • Free on-site parking • View

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a living room with a brick wall and a tv at Blue on Water in St. John's

From US $95

9.1 (465 Reviews) Hotel

On-site parking • Restaurant • View

St John S Downtown • In O'Leary's · 4.6km to center

Best Price Match

View Availability

a bedroom with a bed and a bath tub at Leaside Manor in St. John's

From US $105

8.8 (374 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Balcony

Wishingwell Park Waterford Valley • In O'Leary's · 4.0km to center

Best Price Match

View Availability

a large building with a sign on the side of it at JAG Boutique Hotel in St. John's

From US $99

JAG Boutique Hotel

8.9 (996 Reviews) Hotel

Breakfast • Private parking • Restaurant

St John S Downtown • In O'Leary's · 4.5km to center

Best Price Match

View Availability

a large white building with a red roof at Murray Premises Hotel in St. John's

From US $102

Murray Premises Hotel

8.4 (1302 Reviews) Hotel

Breakfast • Free on-site parking • Hot tub

St John S Downtown • In O'Leary's · 4.7km to center

Best Price Match

View Availability

See More O'Leary's Luxury Places to Stay

Pet-Friendly Vacation Rentals in O'Leary's

Over 9+ Pet-Friendly Vacation Rentals in or Near O'Leary's

a large building with cars parked in a parking lot at Sandman Signature St. John's Hotel in St. John's

From US $88

Sandman Signature St. John's Hotel Pets allowed

8.5 (1157 Reviews) Hotel

Free on-site parking • 2 restaurants • Pets allowed

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 1.0km to center

Best Price Match

View Availability

a kmart building with a sign on it at Ramada by Wyndham St. John's in St. John's

From US $84

Ramada by Wyndham St. John's Pets allowed

8.5 (1105 Reviews) Hotel

Free on-site parking • Pets allowed • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 709m to center

Best Price Match

View Availability

a hotel room with a bed and a living room at Delta Hotels by Marriott St. John's Conference Centre in St. John's

From US $93

Delta Hotels by Marriott St. John's Conference Centre Pets allowed

8.6 (382 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

St John S Downtown • In O'Leary's · 4.4km to center

Best Price Match

View Availability

a rendering of a hotel with cars parked in a parking lot at Fairfield Inn & Suites by Marriott St. John's Newfoundland in St. John's

From US $113

Fairfield Inn & Suites by Marriott St. John's Newfoundland Pets allowed

8.4 (569 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 893m to center

Best Price Match

View Availability

a tall red and white building in a city at Hilton Garden Inn St. John's Newfoundland, Canada in St. John's

From US $87

Hilton Garden Inn St. John's Newfoundland, Canada Pets allowed

8.3 (460 Reviews) Hotel

Breakfast • On-site parking • Indoor swimming pool

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.3km to center

Best Price Match

View Availability

a large building with cars parked in front of it at Capital Hotel in St. John's

From US $88

Capital Hotel Pets allowed

8.4 (319 Reviews) Hotel

Breakfast • Free on-site parking • Restaurant

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 834m to center

Best Price Match

View Availability

a bedroom with a large bed in a brick wall at The Franklin Hotel in St. John's

From US $766

The Franklin Hotel Pets allowed

8.1 (42 Reviews) Hotel

Pets allowed • Balcony • View

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a red door on a blue house at Victoria Hilltop Jelly Bean 3 Bed Large Yard in St. John's

From US $141

Victoria Hilltop Jelly Bean 3 Bed Large Yard Pets allowed

9.2 (4 Reviews) Holiday_home

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

St John S Ecclesiastical District • In O'Leary's · 4.8km to center

Best Price Match

View Availability

See More O'Leary's Pet-Friendly Vacation Rentals

Vacation Rentals in O'Leary's

Over 15+ Vacation Rentals in or Near O'Leary's

a kitchen and living room with a sink and a fireplace at Water Street Condos in St. John's

From US $225

Water Street Condos

9.2 (223 Reviews) Apartment

Apartments • Balcony • View

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a living room with two couches and a table at Naya Kozy in St. John's

From US $106

9.4 (69 Reviews) Apartment

Apartments • Free private parking • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 3.1km to center

Best Price Match

View Availability

a purple living room with a couch and a table at Flyaway Retreat 2 Bedroom Unit St John's NL in St. John's

From US $119

Flyaway Retreat 2 Bedroom Unit St John's NL

8.9 (84 Reviews) Apartment

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

Sand Pits Airport Heights • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a living room with a red couch and a table at Lovely 2 Bedroom apartment close to Avalon Mall in St. John's

From US $147

Lovely 2 Bedroom apartment close to Avalon Mall

8.9 (57 Reviews) Apartment

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

Wishingwell Park Mundy Pond • In O'Leary's · 2.0km to center

Best Price Match

View Availability

a bedroom with a large bed in a brick wall at Queen Room at The Franklin Hotel Downtown on Water Street in St. John's

From US $178

Queen Room at The Franklin Hotel Downtown on Water Street

8.1 (8 Reviews) Holiday_home

The entire place is yours • 28 m² size • Free WiFi

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a bedroom with a bed and a couch at Private one bedroom -entirely self-contained, with no shared living spaces in St. John's

From US $53

Private one bedroom -entirely self-contained, with no shared living spaces

7.0 (14 Reviews) Apartment

The entire place is yours • 13 m² size • Free on-site parking

Wishingwell Park Baird • In O'Leary's · 1.2km to center

Best Price Match

View Availability

a living room with a couch and a flat screen tv at Home away from home in St. John's

From US $119

Home away from home

9.0 (5 Reviews) Apartment

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

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 2.9km to center

Best Price Match

View Availability

a living room with a couch and a kitchen at Freshwater Joys 4BR Jellybean Home Near Downtown in St. John's

From US $271

Freshwater Joys 4BR Jellybean Home Near Downtown

9.8 (7 Reviews) Holiday_home

The entire place is yours • 192 m² size • Free on-site parking

Fort Townshend Rabbittown • In O'Leary's · 3.9km to center

Best Price Match

View Availability

See More O'Leary's Vacation Rentals

Hotels in O'Leary's

Over 23+ Hotels in or Near O'Leary's

a large building with a sign on the side of it at JAG Boutique Hotel in St. John's

From US $99

JAG Boutique Hotel

8.9 (996 Reviews) Hotel

Breakfast • Private parking • Restaurant

St John S Downtown • In O'Leary's · 4.5km to center

Best Price Match

View Availability

a large building with cars parked in a parking lot at Sandman Signature St. John's Hotel in St. John's

From US $88

Sandman Signature St. John's Hotel

8.5 (1157 Reviews) Hotel

Free on-site parking • 2 restaurants • Pets allowed

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 1.0km to center

Best Price Match

View Availability

a kmart building with a sign on it at Ramada by Wyndham St. John's in St. John's

From US $84

Ramada by Wyndham St. John's

8.5 (1105 Reviews) Hotel

Free on-site parking • Pets allowed • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 709m to center

Best Price Match

View Availability

a large white building with a red roof at Murray Premises Hotel in St. John's

From US $102

Murray Premises Hotel

8.4 (1302 Reviews) Hotel

Breakfast • Free on-site parking • Hot tub

St John S Downtown • In O'Leary's · 4.7km to center

Best Price Match

View Availability

a bedroom with a large bed with white sheets and pillows at The Duckworth Inn in St. John's

From US $79

The Duckworth Inn

7.8 (776 Reviews) Inn

Restaurant • Free WiFi • Private bathroom

St John S Downtown • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a living room with a brick wall and a tv at Blue on Water in St. John's

From US $95

9.1 (465 Reviews) Hotel

On-site parking • Restaurant • View

St John S Downtown • In O'Leary's · 4.6km to center

Best Price Match

View Availability

a hotel room with a bed and a chair at Monastery Hotel in St. John's

From US $121

Monastery Hotel

8.2 (422 Reviews) Hotel

Breakfast • Free on-site parking • Restaurant

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 4.2km to center

Best Price Match

View Availability

a hotel room with a bed and a living room at Delta Hotels by Marriott St. John's Conference Centre in St. John's

From US $93

Delta Hotels by Marriott St. John's Conference Centre

8.6 (382 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

St John S Downtown • In O'Leary's · 4.4km to center

Best Price Match

View Availability

See More O'Leary's Hotels

Cheap Places to Stay in O'Leary's

Over 23+ Cheap Places to Stay in or Near O'Leary's

a kitchen with a table and chairs and a refrigerator at Jelly Bean 1 in St. John's

From US $66

8.7 (86 Reviews) Guest_house

Free on-site parking • Free WiFi • Private bathroom

St John S Downtown • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a bedroom with a red bed and a fireplace at Abba Inn Guest House in St. John's

From US $73

Abba Inn Guest House

7.8 (170 Reviews) Guest_house

Free parking • Free WiFi • Private bathroom

St John S Ecclesiastical District • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a bedroom with a bed and a table and a tv at Gower Guest House in St. John's

From US $73

Gower Guest House

7.4 (138 Reviews) Bed_and_breakfast

Private parking • Free WiFi • Private bathroom

St John S Downtown • In O'Leary's · 4.9km to center

Best Price Match

View Availability

a living room with a table and chairs and two windows at Jelly Bean 2 in St. John's

From US $77

7.4 (62 Reviews) Guest_house

Free on-site parking • View • Free WiFi

St John S Downtown • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a tall red and white building in a city at Hilton Garden Inn St. John's Newfoundland, Canada in St. John's

From US $87

Hilton Garden Inn St. John's Newfoundland, Canada

8.3 (460 Reviews) Hotel

Breakfast • On-site parking • Indoor swimming pool

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.3km to center

Best Price Match

View Availability

a bedroom with a large bed with white sheets and pillows at The Duckworth Inn in St. John's

From US $79

The Duckworth Inn

7.8 (776 Reviews) Inn

Restaurant • Free WiFi • Private bathroom

St John S Downtown • In O'Leary's · 4.8km to center

Best Price Match

View Availability

a large building with cars parked in a parking lot at Sandman Signature St. John's Hotel in St. John's

From US $88

Sandman Signature St. John's Hotel

8.5 (1157 Reviews) Hotel

Free on-site parking • 2 restaurants • Pets allowed

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 1.0km to center

Best Price Match

View Availability

a kmart building with a sign on it at Ramada by Wyndham St. John's in St. John's

From US $84

Ramada by Wyndham St. John's

8.5 (1105 Reviews) Hotel

Free on-site parking • Pets allowed • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 709m to center

Best Price Match

View Availability

See More O'Leary's Cheap Places to Stay

Hotels with Suites in O'Leary's

Over 8+ Hotels with Suites in or Near O'Leary's

a large building with a sign on the side of it at JAG Boutique Hotel in St. John's

From US $99

JAG Boutique Hotel

8.9 (996 Reviews) Hotel

Breakfast • Private parking • Restaurant

St John S Downtown • In O'Leary's · 4.5km to center

Best Price Match

View Availability

a large building with cars parked in a parking lot at Sandman Signature St. John's Hotel in St. John's

From US $88

Sandman Signature St. John's Hotel

8.5 (1157 Reviews) Hotel

Free on-site parking • 2 restaurants • Pets allowed

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 1.0km to center

Best Price Match

View Availability

a kmart building with a sign on it at Ramada by Wyndham St. John's in St. John's

From US $84

Ramada by Wyndham St. John's

8.5 (1105 Reviews) Hotel

Free on-site parking • Pets allowed • Free WiFi

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 709m to center

Best Price Match

View Availability

a hotel room with a bed and a chair at Monastery Hotel in St. John's

From US $121

Monastery Hotel

8.2 (422 Reviews) Hotel

Breakfast • Free on-site parking • Restaurant

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 4.2km to center

Best Price Match

View Availability

a rendering of a hotel with cars parked in a parking lot at Fairfield Inn & Suites by Marriott St. John's Newfoundland in St. John's

From US $113

Fairfield Inn & Suites by Marriott St. John's Newfoundland

8.4 (569 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 893m to center

Best Price Match

View Availability

a living room with a couch and a table at Dvele Inn in St. John's

From US $442

9.4 (23 Reviews) Guest_house

Breakfast • Free on-site parking • Free WiFi

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.8km to center

Best Price Match

View Availability

an office building with a sign in front of it at Memorial University in St. John's

From US $88

Memorial University

8.7 (269 Reviews) Hotel

Breakfast • Free on-site parking • View

Newfoundland And Labrador St. John's International Airport • In O'Leary's · 3.4km to center

Best Price Match

View Availability

a white house with a green door and columns at Ryan Mansion in St. John's

From US $111

8.4 (120 Reviews) Hotel

Breakfast • Free on-site parking • View

Newfoundland And Labrador Signal Hill National Historic Site • In O'Leary's · 4.8km to center

Best Price Match

View Availability

See More O'Leary's Hotels with Suites

About O'Leary's Vacation Rentals

Looking for places to stay in O'Leary's? Compare top options in Wishingwell Park.

With more than 38 O'Leary's 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 O'Leary's.

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 O'Leary's. Prices average US $127 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in O'Leary's, 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 O'Leary's

Category	Count
Cheap Rentals	23
Hotels	23
Vacation Rentals	15
Luxury Rentals	14
Pet-Friendly	9
Hotels with Suites	8

Use These Quick Filters to Find a Vacation Rental in O'Leary's

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in O'Leary's.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in O'Leary's. 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 O'Leary's

Average temperatures and rainfall by month range to help plan your stay in O'Leary's.

Mar - May

Avg High6°C / 43°F

Avg Low-2°C / 28°F

Rainfall103 mm / 4.1 in

Jun - Aug

Avg High21°C / 70°F

Avg Low11°C / 52°F

Rainfall96 mm / 3.8 in

Sep - Nov

Avg High11°C / 53°F

Avg Low4°C / 40°F

Rainfall115 mm / 4.5 in

Dec - Feb

Avg High-1°C / 30°F

Avg Low-8°C / 17°F

Rainfall110 mm / 4.4 in

Other Places to Stay Near O'Leary's

O'Leary's Vacation Rental Frequently Asked Questions

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