Book Holiday Homes in Cumberland

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Featured Holiday Homes in Cumberland

Charming cottage near beaches

Charming cottage near beaches

Grand Tracadie
The price is AU$229 per night from 19 Sept to 20 Sept
AU$229
19 Sept - 20 Sept
includes taxes & fees
When you stay at this vacation home in Grand Tracadie, you'll be near the beach and 13 minutes by foot from Prince Edward Island National Park.
Charming cottage near beaches
5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

York
Located in West Covehead, this vacation home is on the waterfront, within a 10-minute drive of Brackley Drive In and Stanhope Golf Club.
5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches
New Downtown Charlottetown Home Sleeps 5

New Downtown Charlottetown Home Sleeps 5

Charlottetown
The price is AU$507 per night from 7 Sept to 8 Sept
AU$507
7 Sept - 8 Sept
includes taxes & fees
With a stay at this vacation home in Charlottetown, you'll be within a 15-minute walk of Historic Charlottetown Waterfront and Charlottetown Port.
New Downtown Charlottetown Home Sleeps 5
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Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses

Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses

Stratford
With a stay at this vacation home in Stratford, you'll be within a 10-minute drive of Historic Charlottetown Waterfront and Charlottetown Port.
Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses
Waterfront honeymoon holiday home

Waterfront honeymoon holiday home

York
The price is AU$274 per night from 7 Sept to 8 Sept
AU$274
7 Sept - 8 Sept
includes taxes & fees
Located in Stanhope, this vacation home is on the waterfront, within a 5-minute drive of Prince Edward Island National Park and Covehead Harbour Lighthouse.
Waterfront honeymoon holiday home
Wexford Heritage House - Cumberland, Prince Edward Island

Wexford Heritage House - Cumberland, Prince Edward Island

Cumberland
Located in Cumberland, this vacation home is by the sea, a 1-minute drive from Glen Afton Golf Course and 6 minutes from Countryview Golf Club.
Wexford Heritage House - Cumberland, Prince Edward Island
Bishop House, Sleeps 8, Downtown with Hot Tub!

Bishop House, Sleeps 8, Downtown with Hot Tub!

Charlottetown
The price is AU$799 per night from 29 Sept to 30 Sept
AU$799
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Charlottetown, you'll be within a 15-minute walk of Historic Charlottetown Waterfront and Charlottetown Port.
Bishop House, Sleeps 8, Downtown with Hot Tub!
3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!

3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!

York
Located in West Covehead, this vacation home is by the sea, within a 15-minute drive of Brackley Drive In and Stanhope Golf Club.
3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!
Stanhope Beach Daze Retreat

Stanhope Beach Daze Retreat

Stanhope
With a stay at this vacation home in Stanhope, you'll be within a 5-minute drive of Stanhope Golf Club and Heather Hannon Island Art Gallery.
Stanhope Beach Daze Retreat
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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.

Cumberland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cumberland vacation homes are the perfect way for you to wing it.

Holiday houses in Cumberland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cumberland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cumberland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cumberland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cumberland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cumberland Holiday Homes essential information

Accommodation
161 Holiday Homes
Lowest Price
AU$229
Highest Price
AU$799
Popular accommodation
Charming cottage near beaches, 5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches, New Downtown Charlottetown Home Sleeps 5, Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses, Waterfront honeymoon holiday home, Wexford Heritage House - Cumberland, Prince Edward Island, Bishop House, Sleeps 8, Downtown with Hot Tub!, 3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!, Stanhope Beach Daze Retreat

Top trending hotels in Cumberland

Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

3.5 out of 5
238 Grafton St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
With a stay at Charlottetown Inn & Conference Centre, you'll be centrally located in Charlottetown, just a 5-minute walk from Historic Charlottetown Waterfront ...
Charlottetown Inn & Conference Centre
Rodd Royalty

Rodd Royalty

4.5 out of 5
14 Capital Drive, Intersection of Highways 1 & 2, Charlottetown, PE
Fully refundableReserve now, pay when you stay
The price is AU$274 per night from 7 Oct to 8 Oct
AU$274
7 Oct - 8 Oct
includes taxes & fees
When you stay at Rodd Royalty in Charlottetown, you'll be in the business district, within a 10-minute drive of Historic Charlottetown Waterfront and Charlottetown ...
Rodd Royalty
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 29 Sept to 30 Sept
AU$257
29 Sept - 30 Sept
includes taxes & fees
A stay at The Arts Hotel places you in the heart of Charlottetown, within a 10-minute walk of Historic Charlottetown Waterfront and Charlottetown Port.
The Arts Hotel
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Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
75 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
The price is AU$321 per night from 5 Oct to 6 Oct
AU$321
5 Oct - 6 Oct
includes taxes & fees
A stay at Rodd Charlottetown places you in the heart of Charlottetown, within a 15-minute walk of Historic Charlottetown Waterfront and Charlottetown Port.
Rodd Charlottetown
Don't see what you're looking for?
See all available properties in Cumberland
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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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^Subject to availability and chosen travel dates.