Default HTG hotel image

Cumberland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland vacation rentals

1. Glendenning Hall

Glendenning Hall
2.0 star property
Charlottetown
8.8 out of 10, Excellent, (1,040 reviews)
"Very clean close to everything,great place to stay would go there again"
Canada
Charlie
The price is CA $158
CA $189 total
includes taxes & fees
Aug 17 - Aug 18
Glendenning Hall

2. Private Basement Suite | Minutes to Downtown

Private Basement Suite | Minutes to Downtown
Charlottetown
9.4 out of 10, Exceptional, (8 reviews)
"It was very nice place to stay and close to all parts of the island."
Canada
Nova
The price is CA $179
CA $361 total
includes taxes & fees
Aug 17 - Aug 18
Private Basement Suite | Minutes to Downtown

3. Waterfront Cottage beach access

Waterfront Cottage beach access
Stratford
9.4 out of 10, Exceptional, (22 reviews)
"Fantastic property with a perfect location. The view is wonderful and even better when the tide is out or sun is setting. Check-in was super easy! Communication was easy for any questions we had. We are a family of 4 and we had enough space to be comfortable. Wed love to go back in the summer when more shops/vendors are open. "
Canada
Kristina
The price is CA $299
CA $686 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Cottage beach access

4. Green Gables Suite - Studio in Downtown

Green Gables Suite - Studio in Downtown
Charlottetown
10.0 out of 10, Exceptional, (1 review)
"I strongly recommend"
Canada
Pierre
The price is CA $130
CA $433 total
includes taxes & fees
Sep 7 - Sep 8
Green Gables Suite - Studio in Downtown

5. Charlottetown Hrbr’view Executive Waterfront

Charlottetown Hrbr’view Executive Waterfront
Stratford
9.8 out of 10, Exceptional, (37 reviews)
"Great place"
United States
Sami E.
The price is CA $325
CA $521 total
includes taxes & fees
Sep 9 - Sep 10
Charlottetown Hrbr’view Executive Waterfront

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

Cabin #3 centrally located to beaches, golfing and the Confederation Trail!
Mount Stewart
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay"
Canada
Cindy S.
The price is CA $100
CA $154 total
includes taxes & fees
Sep 4 - Sep 5
Cabin #3 centrally located to beaches, golfing and the Confederation Trail!

7. Multicultural Museum Cottages

Multicultural Museum Cottages
3.0 star property
Brackley Beach
9.0 out of 10, Wonderful, (75 reviews)
"Nice location"
United States
Jerry
The price is CA $159
CA $183 total
includes taxes & fees
Sep 1 - Sep 2
Multicultural Museum Cottages

8. Waterfront Loft KING Penthouse Downtown Ch'town

Waterfront Loft KING Penthouse Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (20 reviews)
"Nice clean and quiet place"
Canada
Peter
The price is CA $343
CA $721 total
includes taxes & fees
Sep 14 - Sep 15
Waterfront Loft KING Penthouse Downtown Ch'town

9. Stratford Holiday Home: Perfect for Families

Stratford Holiday Home: Perfect for Families
Stratford
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location on quiet street, would choose this spot again if we return to Stratford, PEI."
Canada
Serge
The price is CA $300
CA $687 total
includes taxes & fees
Aug 16 - Aug 17
Stratford Holiday Home: Perfect for Families

10. Waterfront Posh King Studio Suite Downtown Ch'town

Waterfront Posh King Studio Suite Downtown Ch'town
Downtown Charlottetown
10.0 out of 10, Exceptional, (38 reviews)
"Some great restaurants and parks nearby. "
Canada
mike b.
The price is CA $295
CA $661 total
includes taxes & fees
Sep 9 - Sep 10
Waterfront Posh King Studio Suite Downtown Ch'town

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, (36 reviews)
"Such a lovely cozy apartment to make a home base for the 2 of us. A stocked kitchen, a place to hang my clothes, a great living area to hang out at the end of the night, and a comfy place to sleep. Yes, there are stairs up to the entrance but that shouldn’t be a deterrent because once you get your luggage up they really don’t feel like a big deal. I only hope we get the chance to stay here again."
Canada
Nanette
The price is CA $272
CA $610 total
includes taxes & fees
Aug 16 - Aug 17
Downtown King Suite Sanctuary 2 Min to Waterfront

12. Bright and Spacious condo located across from Red Shores Casino. Charlottetown.

Bright and Spacious condo located across from Red Shores Casino. Charlottetown.
Parkdale
9.2 out of 10, Wonderful, (17 reviews)
"Excellent location, very clean and well maintained."
Canada
Denise K.
The price is CA $279
CA $463 total
includes taxes & fees
Aug 20 - Aug 21
Bright and Spacious condo located across from Red Shores Casino. Charlottetown.

13. Waterview Retreat| Large Deck | Minutes to Downtown

Waterview Retreat| Large Deck | Minutes to Downtown
Charlottetown
10.0 out of 10, Exceptional, (12 reviews)
"Great stay! Great host!"
Canada
Dean S.
The price is CA $260
CA $501 total
includes taxes & fees
Sep 14 - Sep 15
Waterview Retreat| Large Deck | Minutes to Downtown

14. Beecomb House- New & Modern Water View House

Beecomb House- New & Modern Water View House
Downtown Charlottetown
9.8 out of 10, Exceptional, (21 reviews)
"Very nice and clean property. Convenient to everything! Loved the shady fenced in backyard."
United States
Phyllis
The price is CA $286
CA $493 total
includes taxes & fees
Aug 23 - Aug 24
Beecomb House- New & Modern Water View House

15. PEI Home base in West Royalty

PEI Home base in West Royalty
West Royalty
The price is CA $172
CA $307 total
includes taxes & fees
Aug 17 - Aug 18
PEI Home base in West Royalty

16. Modern and Sleek place centrally located in Charlottetown. Sleeps 5 by Casino

Modern and Sleek place centrally located in Charlottetown. Sleeps 5 by Casino
Parkdale
9.2 out of 10, Wonderful, (15 reviews)
"Location was close to most of the areas we were there to see!"
Canada
Pam G.
The price is CA $279
CA $458 total
includes taxes & fees
Aug 26 - Aug 27
Modern and Sleek place centrally located in Charlottetown. Sleeps 5 by Casino

17. Fiddlers Green Country Cottages

Fiddlers Green Country Cottages
3.0 star property
Brackley Beach
9.6 out of 10, Exceptional, (21 reviews)
"Good location to all main areas of the Island. Quiet and peaceful. Basic amenities provided."
Canada
Sandra
The price is CA $214
CA $246 total
includes taxes & fees
Aug 24 - Aug 25
Fiddlers Green Country Cottages

18. Heritage Harbour 2 Bed 2 Bath Close to Waterfront

Heritage Harbour 2 Bed 2 Bath Close to Waterfront
Downtown Charlottetown
10.0 out of 10, Exceptional, (17 reviews)
"Clean, well equipped, lovely beds."
Canada
Heidi
The price is CA $296
CA $655 total
includes taxes & fees
Sep 1 - Sep 2
Heritage Harbour 2 Bed 2 Bath Close to Waterfront

19. 86A King Bed 2bd 3bt on Queen St. Downtown

86A King Bed 2bd 3bt on Queen St. Downtown
Downtown Charlottetown
10.0 out of 10, Exceptional, (16 reviews)
"Great location and nice place."
Canada
Kevin
The price is CA $339
CA $727 total
includes taxes & fees
Aug 30 - Aug 31
86A King Bed 2bd 3bt on Queen St. Downtown

20. 65 - Modern Super Bright 2bd Downtown

65 - Modern Super Bright 2bd Downtown
Charlottetown
9.0 out of 10, Wonderful, (40 reviews)
"Convenient location within walking distance to main area of Charlottetown, waterfront, and restaurants. Host was friendly and responsive and property was clean and comfortable!"
Canada
Donna
The price is CA $309
CA $676 total
includes taxes & fees
Aug 26 - Aug 27
65 - Modern Super Bright 2bd Downtown
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cumberland Hotel Reviews

Find out more about Cumberland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, you can find vacation rentals close to popular attractions in Cumberland, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Cumberland?

Charming cottage near beaches: Visitors like this Cumberland vacation home rental. It is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals will I find in Cumberland?

With 3 Expedia vacation rentals, you're sure 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 The Great Canadian Soap Company, or get outside and enjoy nature at Victoria Park. In the larger area, you’ll find Beaconsfield Historic House and St. Peter's Anglican Cathedral.

What are vacation rentals like in Cumberland?

Vacation rentals are private properties you can reserve for a couple days or more in Cumberland. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.