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Cumberland Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Cumberland holiday rentals

A marina with two large cruise ships docked, a wooden boardwalk, and a small building with a red roof.

1. Luxury Waterfront Marina Condo in Downtown

Luxury Waterfront Marina Condo in Downtown
Downtown Charlottetown
10.0 out of 10, Exceptional, (92 reviews)
"This was a fantastic property right on the water. The location was very convenient."
United States
Kathie P.
The price is NZ$699
includes taxes & fees
5 Nov - 6 Nov
Luxury Waterfront Marina Condo in Downtown
A wooden cabin interior with a sofa, a chair, a table, and a view of the water through large windows.

2. Charlottetown Hrbr’view Executive Waterfront

Charlottetown Hrbr’view Executive Waterfront
Stratford
10.0 out of 10, Exceptional, (42 reviews)
"The cottage was clean and reminded me of the cottage I used to go to growing up,"
United States
Jocelyn Z.
The price is NZ$535
includes taxes & fees
8 Nov - 9 Nov
Charlottetown Hrbr’view Executive Waterfront
A modern living room with a sofa, armchairs, a coffee table, and artwork on the walls.

3. Stylish & Comfy 2 Bedroom Apt Downtown Ch'town

Stylish & Comfy 2 Bedroom Apt Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (24 reviews)
"The place was very clean, the rules were easy to follow. Great location, and easy walking to everything. Communication was great from the host. Amazing stay!!!"
Canada
Kris
The price is NZ$516
includes taxes & fees
8 Nov - 9 Nov
Stylish & Comfy 2 Bedroom Apt Downtown Ch'town
A modern kitchen with a white countertop, gold faucet, and a window above the sink.

4. Luxury Studio Downtown with soaking tub

Luxury Studio Downtown with soaking tub
Charlottetown
10.0 out of 10, Exceptional, (7 reviews)
"Loved this property! Luxurious, but cozy. Close walking distance to wharf boardwalk, Victoria row and many excellent restaurants."
Canada
mona
The price is NZ$483
includes taxes & fees
8 Nov - 9 Nov
Luxury Studio Downtown with soaking tub
A modern loft apartment with a kitchen, dining area, and living space.

5. Waterfront Loft 2 Bedroom Posh Condo Downtown

Waterfront Loft 2 Bedroom Posh Condo Downtown
Downtown Charlottetown
9.8 out of 10, Exceptional, (22 reviews)
"It is a lovely place in a beautiful location. The host is gracious and very responsive. We would definitely stay there again."
United States
Sonny S.
The price is NZ$606
includes taxes & fees
11 Nov - 12 Nov
Waterfront Loft 2 Bedroom Posh Condo Downtown
Outdoor dining

6. Heritage Harbour 3 Bedroom Steps to the Waterfront

Heritage Harbour 3 Bedroom Steps to the Waterfront
Downtown Charlottetown
9.8 out of 10, Exceptional, (39 reviews)
"This was one of the top places we stayed during our trip to PEI and NS. Very clean space with thoughtful details for everything you'd need. This place also very centrally located in the historical and waterfront area, but still quiet. Would recommend and would consider staying again next time I'm in Charlottetown."
United States
Hali
The price is NZ$563
includes taxes & fees
6 Nov - 7 Nov
Heritage Harbour 3 Bedroom Steps to the Waterfront
A hallway with a blue door, a black console table with drawers, a patterned rug, and artwork on the walls.

7. Private Basement Suite | Minutes to Downtown

Private Basement Suite | Minutes to Downtown
Charlottetown
8.8 out of 10, Excellent, (16 reviews)
"Cute place to stay and the location was perfect, close to everything!"
United States
Julie B.
The price is NZ$486
includes taxes & fees
3 Dec - 4 Dec
Private Basement Suite | Minutes to Downtown
A modern kitchen with a refrigerator, stove, and sink.

8. U4 Charlottetown Apt w/ Mini Movie Theater & Parking

U4 Charlottetown Apt w/ Mini Movie Theater & Parking
Charlottetown
9.8 out of 10, Exceptional, (8 reviews)
"Nicely located apartment that was like new - very clean, comfortable and well laid out. A great jumping off point for exploring Charlottetown and surrounding area. Would highly recommend."
Canada
Frederick
The price is NZ$512
includes taxes & fees
5 Nov - 6 Nov
U4 Charlottetown Apt w/ Mini Movie Theater & Parking
A dining table set with blue and green plates, glasses, and a salt and pepper set. A yellow chair is positioned at the table.

9. Waterview Retreat| Large Deck | Minutes to Downtown

Waterview Retreat| Large Deck | Minutes to Downtown
Charlottetown
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Great host!"
Canada
Dean S.
The price is NZ$681
includes taxes & fees
5 Dec - 6 Dec
Waterview Retreat| Large Deck | Minutes to Downtown
A tulip garden with a large sign in the background.

10. Spacious Downtown Retreat at Ole King Square

Spacious Downtown Retreat at Ole King Square
Downtown Charlottetown
9.8 out of 10, Exceptional, (24 reviews)
"Good walkable location. Nice property."
Canada
James
Spacious Downtown Retreat at Ole King Square
Outdoor dining

11. Downtown King Suite Sanctuary 2 Min to Waterfront

Downtown King Suite Sanctuary 2 Min to Waterfront
Downtown Charlottetown
10.0 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay! Location couldn’t be beat and was super close to everything we wanted to see. The place was clean and the kitchen had everything we needed. Would recommend for anyone wanting to explore Charlottetown!"
United States
Madeline D.
The price is NZ$522
includes taxes & fees
5 Nov - 6 Nov
Downtown King Suite Sanctuary 2 Min to Waterfront
A modern kitchen with white cabinetry, a central island with bar stools, a large island stove, and a view through the glass doors.

12. Beautiful Waterfront 2 Bdrm Condo Downtown Ch'town

Beautiful Waterfront 2 Bdrm Condo Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (31 reviews)
"Modern condo in great shape and so well located - highly recommended!"
United States
Charles M.
The price is NZ$625
includes taxes & fees
6 Nov - 7 Nov
Beautiful Waterfront 2 Bdrm Condo Downtown Ch'town
Victoria row 2 min away walking

13. LUX Waterfront 2 Bedroom Condo Downtown Ch'town

LUX Waterfront 2 Bedroom Condo Downtown Ch'town
Downtown Charlottetown
9.8 out of 10, Exceptional, (33 reviews)
"A very nice property in a great location for exploring the city. Good communication by the host."
Canada
Michael
The price is NZ$610
includes taxes & fees
6 Nov - 7 Nov
LUX Waterfront 2 Bedroom Condo Downtown Ch'town
A room with a view of a body of water, a lawn, and two red chairs.

14. Waterfront Posh King Studio Suite Downtown Ch'town

Waterfront Posh King Studio Suite Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful place very up-to-date and close to all the little shops and restaurants downtown"
Canada
Kayli
The price is NZ$536
includes taxes & fees
5 Nov - 6 Nov
Waterfront Posh King Studio Suite Downtown Ch'town
A wooden deck with outdoor furniture, a barbecue grill, and a house with a white door and window.

15. Centennial Cottages

Centennial Cottages
2.5 star property
Brackley Beach
8.8 out of 10, Excellent, (61 reviews)
"We stay in the Brackley area a few times every summer but had never tried Centennial Cottages before. It was a lovely stay. Clean, spacious cottage. Everything we could need. We loved having this as our weekend home base. Would absolutely stay here again!"
Canada
Richard
The price is NZ$304
includes taxes & fees
6 Nov - 7 Nov
Centennial Cottages
A room with a bay window, two blue armchairs, a wooden coffee table, and a view of boats.

16. Waterfront Loft KING Penthouse Downtown Ch'town

Waterfront Loft KING Penthouse Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (22 reviews)
"Nice clean and quiet place"
Canada
Peter
The price is NZ$598
includes taxes & fees
5 Nov - 6 Nov
Waterfront Loft KING Penthouse Downtown Ch'town
Property grounds

17. Bishop House, Sleeps 10, Downtown with Hot Tub!

Bishop House, Sleeps 10, Downtown with Hot Tub!
Charlottetown
9.8 out of 10, Exceptional, (7 reviews)
"Property was very comfortable and location was an easy walk to restaurants and shopping. "
United States
Shelley P.
The price is NZ$882
includes taxes & fees
11 Nov - 12 Nov
Bishop House, Sleeps 10, Downtown with Hot Tub!
Outdoor dining

18. Waterfront Deluxe 1 Bedroom Condo Downtown Ch'town

Waterfront Deluxe 1 Bedroom Condo Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (33 reviews)
"Great location, clean property."
United States
Carly C.
The price is NZ$539
includes taxes & fees
10 Nov - 11 Nov
Waterfront Deluxe 1 Bedroom Condo Downtown Ch'town
A wooden deck with a hot tub, outdoor seating, and a view of a parking lot and trees.

19. 1 Brighton modern in downtown's historic district

1 Brighton modern in downtown's historic district
Downtown Charlottetown
10.0 out of 10, Exceptional, (20 reviews)
"A stunning property very close to downtown and the historic area in Charlottetown. Very well stocked kitchen and luxury towels and bedding made our stay extra comfortable. Our host, Sharon, was great at checking in on us, and made sure accessing the property was hassle free. The welcome refreshments provided were a very nice touch. Our two days on PEi were beautiful and staying here added to our overall wonderful experience. Wish we had more time here. Would definitely recommend and stay...
United States
jeff p.
The price is NZ$855
includes taxes & fees
5 Nov - 6 Nov
1 Brighton modern in downtown's historic district
A single-story building with a flat roof, a front porch, and a satellite dish.

20. Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach

Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach
Milton Station
9.0 out of 10, Wonderful, (22 reviews)
"Nice spot very quiet neighborhood "
Canada
ryan
The price is NZ$499
includes taxes & fees
5 Nov - 6 Nov
Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach
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 Cumberland Hotel Reviews

The Hotel on Pownal

The Hotel on Pownal

10/10 Excellent
"Excellent family suite"
Karla 1-night trip
Posted 1 hour ago
The Hotel on Pownal

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as NZ$304 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Cumberland?

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

Water Front 6BR Oasis w/ Hot Tub & Views, Near Victoria-by-the-Sea: This holiday home rental outside of Cumberland offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Cumberland?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Cumberland stay.

What can I see and do in Cumberland?

While exploring the area, visit family-friendly sights like That Fun Place, or get outside and enjoy nature at Victoria Park. In the wider area, you’ll find Beaconsfield Historic House and Government House of Prince Edward Island.

What are holiday rentals like in Cumberland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cumberland. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.