We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

O'Leary Vacation Rentals

Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
26 rentals in O'Leary.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
PEI Beach House on 14 acres, vacation rental in O'Leary
PEI Beach House on 14 acres, vacation rental in O'Leary
PEI Beach House on 14 acres, vacation rental in O'Leary

PEI Beach House on 14 acres

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Peaceful setting On Glenwood Pond, near West Point Lighthouse., vacation rental in O'Leary
Peaceful setting On Glenwood Pond, near West Point Lighthouse., vacation rental in O'Leary
Peaceful setting On Glenwood Pond, near West Point Lighthouse., vacation rental in O'Leary

Peaceful setting On Glenwood Pond, near West Point Lighthouse.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

5 bedroom cottage - sleeps 10, near the beach - West point PEI, vacation rental in O'Leary
5 bedroom cottage - sleeps 10, near the beach - West point PEI, vacation rental in O'Leary
5 bedroom cottage - sleeps 10, near the beach - West point PEI, vacation rental in O'Leary

5 bedroom cottage - sleeps 10, near the beach - West point PEI

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Welcome to Ittybitty Beach House in West Point PEI, vacation rental in O'Leary
Welcome to Ittybitty Beach House in West Point PEI, vacation rental in O'Leary
Welcome to Ittybitty Beach House in West Point PEI, vacation rental in O'Leary

Welcome to Ittybitty Beach House in West Point PEI

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Welcome to Sand Dollar Beach House!, vacation rental in O'Leary
Welcome to Sand Dollar Beach House!, vacation rental in O'Leary
Welcome to Sand Dollar Beach House!, vacation rental in O'Leary

Welcome to Sand Dollar Beach House!

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Nearly new  three bedroom beach house on beautiful beach ., vacation rental in O'Leary
Nearly new  three bedroom beach house on beautiful beach ., vacation rental in O'Leary
Nearly new  three bedroom beach house on beautiful beach ., vacation rental in O'Leary

Nearly new three bedroom beach house on beautiful beach .

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lighthouse on the cliffs of Kildare Capes, PEILicense # 2101229, vacation rental in O'Leary
Lighthouse on the cliffs of Kildare Capes, PEILicense # 2101229, vacation rental in O'Leary
Lighthouse on the cliffs of Kildare Capes, PEILicense # 2101229, vacation rental in O'Leary

Lighthouse on the cliffs of Kildare Capes, PEILicense # 2101229

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Picturesque oceanfront estate, vacation rental in O'Leary
Picturesque oceanfront estate, vacation rental in O'Leary
Picturesque oceanfront estate, vacation rental in O'Leary

Picturesque oceanfront estate

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beautiful Executive Beach House, Perfect for Families or Corporate Groups, vacation rental in O'Leary
Beautiful Executive Beach House, Perfect for Families or Corporate Groups, vacation rental in O'Leary
Beautiful Executive Beach House, Perfect for Families or Corporate Groups, vacation rental in O'Leary

Beautiful Executive Beach House, Perfect for Families or Corporate Groups

Rental Home
5 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Secluded Oceanfront Beach House with lots of room to play and relax!, vacation rental in O'Leary
Secluded Oceanfront Beach House with lots of room to play and relax!, vacation rental in O'Leary
Secluded Oceanfront Beach House with lots of room to play and relax!, vacation rental in O'Leary

Secluded Oceanfront Beach House with lots of room to play and relax!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Save time - get the best O'Leary rentals sent straight to your email!
Goats and ocean views all on your own mini farm in PEI!, vacation rental in O'Leary
Goats and ocean views all on your own mini farm in PEI!, vacation rental in O'Leary
Goats and ocean views all on your own mini farm in PEI!, vacation rental in O'Leary

Goats and ocean views all on your own mini farm in PEI!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Nature's peace, quiet and serenity... with virtually your own sandy beach!, vacation rental in O'Leary
Nature's peace, quiet and serenity... with virtually your own sandy beach!, vacation rental in O'Leary
Nature's peace, quiet and serenity... with virtually your own sandy beach!, vacation rental in O'Leary

Nature's peace, quiet and serenity... with virtually your own sandy beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley, vacation rental in O'Leary
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley, vacation rental in O'Leary
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley, vacation rental in O'Leary

Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Gorgeous Mill River Beach Front Home - Mill River & Alberton, PEI, P.***., vacation rental in O'Leary
Gorgeous Mill River Beach Front Home - Mill River & Alberton, PEI, P.***., vacation rental in O'Leary
Gorgeous Mill River Beach Front Home - Mill River & Alberton, PEI, P.***., vacation rental in O'Leary

Gorgeous Mill River Beach Front Home - Mill River & Alberton, PEI, P.***.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

The Crooked Cottage on Kildare Capes, vacation rental in O'Leary
The Crooked Cottage on Kildare Capes, vacation rental in O'Leary
The Crooked Cottage on Kildare Capes, vacation rental in O'Leary

The Crooked Cottage on Kildare Capes

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beachfront Retreat with sunset views, vacation rental in O'Leary
Beachfront Retreat with sunset views, vacation rental in O'Leary
Beachfront Retreat with sunset views, vacation rental in O'Leary

Beachfront Retreat with sunset views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

2 Livingroom & 2 Bedroom PEI Family Cottage awaits you!, vacation rental in O'Leary
2 Livingroom & 2 Bedroom PEI Family Cottage awaits you!, vacation rental in O'Leary
2 Livingroom & 2 Bedroom PEI Family Cottage awaits you!, vacation rental in O'Leary

2 Livingroom & 2 Bedroom PEI Family Cottage awaits you!

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Minutes walking to beach, beautiful, secluded & safe (Licensed), vacation rental in O'Leary
Minutes walking to beach, beautiful, secluded & safe (Licensed), vacation rental in O'Leary
Minutes walking to beach, beautiful, secluded & safe (Licensed), vacation rental in O'Leary

Minutes walking to beach, beautiful, secluded & safe (Licensed)

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private ocean-front cottage, vacation rental in O'Leary
Private ocean-front cottage, vacation rental in O'Leary
Private ocean-front cottage, vacation rental in O'Leary

Private ocean-front cottage

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Special Guest Farmhouse, vacation rental in O'Leary
Special Guest Farmhouse, vacation rental in O'Leary
Special Guest Farmhouse, vacation rental in O'Leary

Special Guest Farmhouse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Mill River Chalet on the Water, vacation rental in O'Leary
Mill River Chalet on the Water, vacation rental in O'Leary
Mill River Chalet on the Water, vacation rental in O'Leary

Mill River Chalet on the Water

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Mill River Chalet Vacation Home, vacation rental in O'Leary
Mill River Chalet Vacation Home, vacation rental in O'Leary
Mill River Chalet Vacation Home, vacation rental in O'Leary

Mill River Chalet Vacation Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Foxley River Water Front, vacation rental in O'Leary
Foxley River Water Front, vacation rental in O'Leary
Foxley River Water Front, vacation rental in O'Leary

Foxley River Water Front

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

The Westerly in West Prince PEI!, vacation rental in O'Leary
The Westerly in West Prince PEI!, vacation rental in O'Leary
The Westerly in West Prince PEI!, vacation rental in O'Leary

The Westerly in West Prince PEI!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Charming Cottage with guest Cabin and RV hook up, vacation rental in O'Leary
Charming Cottage with guest Cabin and RV hook up, vacation rental in O'Leary
Charming Cottage with guest Cabin and RV hook up, vacation rental in O'Leary

Charming Cottage with guest Cabin and RV hook up

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Oceanview Cottage, vacation rental in O'Leary
Private Oceanview Cottage, vacation rental in O'Leary
Private Oceanview Cottage, vacation rental in O'Leary

Private Oceanview Cottage

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

PreviousNext
1
Frequently Asked Questions about O'Leary