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Cumberland Holiday Rentals

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Our top choices for Cumberland holiday rentals

1. Green Gables Suite - Studio in Downtown

Green Gables Suite - Studio in Downtown
Charlottetown
10.0 out of 10, Exceptional, (2 reviews)
"Great little studio… close to everything! We walked the city and excellent location to get in and out of Charlottetown Would highly recommend !"
Canada
Julie C.
The price is NZ$503
includes taxes & fees
8 Oct - 9 Oct
Green Gables Suite - Studio in Downtown

2. Charlottetown Hrbr’view Executive Waterfront

Charlottetown Hrbr’view Executive Waterfront
Stratford
9.8 out of 10, Exceptional, (39 reviews)
"Easy 10 minutes from Charlottetown. "
Canada
Shelina L.
The price is NZ$580
includes taxes & fees
29 Sept - 30 Sept
Charlottetown Hrbr’view Executive Waterfront

3. Waterfront Loft 2 Bedroom Posh Condo Downtown

Waterfront Loft 2 Bedroom Posh Condo Downtown
Downtown Charlottetown
9.6 out of 10, Exceptional, (20 reviews)
"This is a wonderful place to stay in Charlottetown. The unit has a terrific view of the harbour. It is also adjacent to old Charlottetown and close to a myriad of restaurants, bars and shopping."
United States
Anonymous traveller
The price is NZ$636
includes taxes & fees
27 Sept - 28 Sept
Waterfront Loft 2 Bedroom Posh Condo Downtown

4. Downtown King Suite Sanctuary 2 Min to Waterfront

Downtown King Suite Sanctuary 2 Min to Waterfront
Downtown Charlottetown
10.0 out of 10, Exceptional, (39 reviews)
"Cute loft property. Has all we needed. It was close to everything. We had a wonderful stay! We would certainly come back again."
United States
Patricia K.
Downtown King Suite Sanctuary 2 Min to Waterfront

5. Waterfront Cottage beach access

Waterfront Cottage beach access
Stratford
9.4 out of 10, Exceptional, (24 reviews)
"Very central to enjoy visiting PEI. Totally enjoyed the tidal show in the backyard and beach access. Grocery store Sobey’s about 5 minutes away."
United States
derek k.
The price is NZ$791
includes taxes & fees
21 Sept - 22 Sept
Waterfront Cottage beach access

6. Private Basement Suite | Minutes to Downtown

Private Basement Suite | Minutes to Downtown
Charlottetown
8.8 out of 10, Excellent, (12 reviews)
"It was very nice place to stay and close to all parts of the island."
Canada
Nova
The price is NZ$431
includes taxes & fees
1 Oct - 2 Oct
Private Basement Suite | Minutes to Downtown

7. Fantastic Private Suite, Self check-in, near Downtown.

Fantastic Private Suite, Self check-in, near Downtown.
Sherwood
The price is NZ$258
includes taxes & fees
4 Oct - 5 Oct
Fantastic Private Suite, Self check-in, near Downtown.

8. Waterfront Posh King Studio Suite Downtown Ch'town

Waterfront Posh King Studio Suite Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (40 reviews)
"An easy location for walking Charlottetown."
United States
Cathy L.
The price is NZ$757
includes taxes & fees
24 Sept - 25 Sept
Waterfront Posh King Studio Suite Downtown Ch'town

9. 67 - Walking distance to downtown

67 - Walking distance to downtown
Charlottetown
9.6 out of 10, Exceptional, (7 reviews)
"Location to downtown was convenient."
United States
Terri O.
The price is NZ$696
includes taxes & fees
29 Sept - 30 Sept
67 - Walking distance to downtown

10. Peaceful Water View House!

Peaceful Water View House!
Charlottetown
10.0 out of 10, Exceptional, (51 reviews)
"This was a cozy place in a great location. Conveniently close to the waterfront and within walking distance to downtown. The master bedroom and balcony were particularly wonderful."
Canada
Brianna
Peaceful Water View House!

11. Waterview Retreat| Large Deck | Minutes to Downtown

Waterview Retreat| Large Deck | Minutes to Downtown
Charlottetown
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Great host!"
Canada
Dean S.
The price is NZ$549
includes taxes & fees
1 Oct - 2 Oct
Waterview Retreat| Large Deck | Minutes to Downtown

12. Luxury Studio Downtown with soaking tub

Luxury Studio Downtown with soaking tub
Charlottetown
10.0 out of 10, Exceptional, (3 reviews)
"Loved this property! Luxurious, but cozy. Close walking distance to wharf boardwalk, Victoria row and many excellent restaurants."
Canada
mona
Luxury Studio Downtown with soaking tub

13. Cabin #3 centrally located to beaches, golfing and the Confederation Trail!

Cabin #3 centrally located to beaches, golfing and the Confederation Trail!
Mount Stewart
9.8 out of 10, Exceptional, (10 reviews)
"Nice little spot for a family to stay for a night or two. The kids enjoyed seeing the horses!"
Canada
Nitin
The price is NZ$207
includes taxes & fees
12 Oct - 13 Oct
Cabin #3 centrally located to beaches, golfing and the Confederation Trail!

14. Luxury King Bed Downtown Charlottetown House

Luxury King Bed Downtown Charlottetown House
Downtown Charlottetown
10.0 out of 10, Exceptional, (14 reviews)
"Loved the location. Very clean and offered all the amenities needed."
United States
Ginny G.
The price is NZ$803
includes taxes & fees
27 Sept - 28 Sept
Luxury King Bed Downtown Charlottetown House

15. Multicultural Museum Cottages

Multicultural Museum Cottages
3.0 star property
Brackley Beach
8.8 out of 10, Excellent, (91 reviews)
"We really enjoyed our stay. The cottage was well equipped. Contactless check in was a breeze. Basic accommodation but everything you need"
Canada
Donna
The price is NZ$228
includes taxes & fees
21 Sept - 22 Sept
Multicultural Museum Cottages

16. Red Passion Studio: Downtown Charlottetown Gem

Red Passion Studio: Downtown Charlottetown Gem
Charlottetown
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean bright unit despite basement location.Very well equipped unit.....owner thought of everything to make stay pleasant.Kitchen lovely with top of line appliances.Owner responded very quickly to any enquiries.Great location too !"
United States
Jean-Yves P.
The price is NZ$503
includes taxes & fees
8 Oct - 9 Oct
Red Passion Studio: Downtown Charlottetown Gem

17. Heritage Harbour 3 Bedroom Steps to the Waterfront

Heritage Harbour 3 Bedroom Steps to the Waterfront
Downtown Charlottetown
9.8 out of 10, Exceptional, (36 reviews)
"Very nice, all amenities, clean & comfortable. Close to Confederation walkway & downtown."
United States
Theresa S.
The price is NZ$826
includes taxes & fees
4 Oct - 5 Oct
Heritage Harbour 3 Bedroom Steps to the Waterfront

18. 2 Bedroom Cottage

2 Bedroom Cottage
York
9.6 out of 10, Exceptional, (23 reviews)
"The cottage was ok for two people. Only thing, they should replace the door nob. Close to everything to visit. We would return to that place eventually."
United States
Johanne P.
The price is NZ$334
includes taxes & fees
28 Sept - 29 Sept
2 Bedroom Cottage

19. Miracles on Polly - Fairy Tale Cabin

Miracles on Polly - Fairy Tale Cabin
Belfast
10.0 out of 10, Exceptional, (28 reviews)
"Truly, love the place"
Canada
Eddy B.
The price is NZ$244
includes taxes & fees
22 Sept - 23 Sept
Miracles on Polly - Fairy Tale Cabin

20. 86B King Bed - Downtown - Walk everywhere

86B King Bed - Downtown - Walk everywhere
Downtown Charlottetown
9.6 out of 10, Exceptional, (25 reviews)
"Very close to the downtown core and Victoria Row"
Canada
Laurie
86B King Bed - Downtown - Walk everywhere
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

Find out more about Cumberland

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cumberland. Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cumberland short-term rentals, that won’t be hard to do.

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?

Waterfront honeymoon holiday home: This holiday home rental outside of Cumberland is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Victoria Row.

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.