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Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cumberland vacation rentals

A wooden cabin interior with a sofa, a chair, a table, and a view of the water through large windows.

1. Charlottetown Hrbr’view Executive Waterfront

Charlottetown Hrbr’view Executive Waterfront
Stratford
9.8 out of 10, Exceptional, (40 reviews)
"This was a great spot with access to the water down a ladder. No beach, though. Gorgeous sunset, all amenities. The host was very helpful with some questions we had."
United States
janet a.
$275 nightly
The price is $317
Oct 21 - Oct 22
Total with taxes and fees
Charlottetown Hrbr’view Executive Waterfront
A modern kitchen with a white countertop, gold faucet, and a window above the sink.

2. Luxury Studio Downtown with soaking tub

Luxury Studio Downtown with soaking tub
Charlottetown
10.0 out of 10, Exceptional, (5 reviews)
"Loved this property! Luxurious, but cozy. Close walking distance to wharf boardwalk, Victoria row and many excellent restaurants."
Canada
mona
$271 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
Luxury Studio Downtown with soaking tub
A dining table set with blue and green plates, glasses, and a salt and pepper set. A yellow chair is positioned at the table.

3. Waterview Retreat| Large Deck | Minutes to Downtown

Waterview Retreat| Large Deck | Minutes to Downtown
Charlottetown
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Great host!"
Canada
Dean S.
$298 nightly
The price is $342
Oct 20 - Oct 21
Total with taxes and fees
Waterview Retreat| Large Deck | Minutes to Downtown
A modern kitchen with a refrigerator, stove, and sink.

4. 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
$271 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
U4 Charlottetown Apt w/ Mini Movie Theater & Parking
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a toaster.

5. Luxury King Bed Downtown Charlottetown House

Luxury King Bed Downtown Charlottetown House
Downtown Charlottetown
10.0 out of 10, Exceptional, (17 reviews)
"Clean, quiet and right in the heart of downtown."
Canada
Malcolm
$338 nightly
The price is $401
Oct 21 - Oct 22
Total with taxes and fees
Luxury King Bed Downtown Charlottetown House
A wooden deck with a pathway leading to a seating area under a tree, surrounded by a wooden fence.

6. Beecomb House- New & Modern Water View House

Beecomb House- New & Modern Water View House
Downtown Charlottetown
9.8 out of 10, Exceptional, (22 reviews)
"Very nice and clean property. Convenient to everything! Loved the shady fenced in backyard."
United States
Phyllis
Beecomb House- New & Modern Water View House
A wooden deck with outdoor furniture, a barbecue grill, and a house with a white door and window.

7. 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
$147 nightly
The price is $169
Nov 1 - Nov 2
Total with taxes and fees
Centennial Cottages
Property grounds

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

Bishop House, Sleeps 10, Downtown with Hot Tub!
Charlottetown
9.8 out of 10, Exceptional, (6 reviews)
"Property was very comfortable and location was an easy walk to restaurants and shopping. "
United States
Shelley P.
$457 nightly
The price is $525
Nov 1 - Nov 2
Total with taxes and fees
Bishop House, Sleeps 10, Downtown with Hot Tub!
A modern kitchen with dark cabinetry, stainless steel appliances, a central island with bar stools, pendant lighting, and a large window offering a view.

9. 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.
$445 nightly
The price is $512
Nov 1 - Nov 2
Total with taxes and fees
1 Brighton modern in downtown's historic district
A single-story building with a flat roof, a front porch, and a satellite dish.

10. 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
$256 nightly
The price is $294
Oct 19 - Oct 20
Total with taxes and fees
Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach
A room with a TV mounted on the wall displaying 'NETFLIX,' a round wooden table with chairs, and a small plant on the table.

11. Green Gables Suite - Studio in Downtown

Green Gables Suite - Studio in Downtown
Charlottetown
9.0 out of 10, Wonderful, (4 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.
$271 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
Green Gables Suite - Studio in Downtown
A modern kitchen with a large island, stainless steel appliances, and a view to the outdoors.

12. Luxury townhome - Rooftop Patio - Hot Tub

Luxury townhome - Rooftop Patio - Hot Tub
Downtown Charlottetown
9.8 out of 10, Exceptional, (13 reviews)
"Top notch location and property"
United States
Darin S.
$637 nightly
The price is $733
Nov 9 - Nov 10
Total with taxes and fees
Luxury townhome - Rooftop Patio - Hot Tub
A large white house with a sloped roof, a well-maintained lawn, and outdoor seating area.

13. A Little Retro, A Lot of Comfort | 4-BR| 1 K & 3Q| 10 Min YYG | 15 Min-DT | A/C

A Little Retro, A Lot of Comfort | 4-BR| 1 K & 3Q| 10 Min YYG | 15 Min-DT | A/C
Mount Stewart
10.0 out of 10, Exceptional, (45 reviews)
"A very thoughtful host for air B&B. All basic needs are there and more! Would love to be back someday!"
Canada
Jane
$202 nightly
The price is $233
Oct 19 - Oct 20
Total with taxes and fees
A Little Retro, A Lot of Comfort | 4-BR| 1 K & 3Q| 10 Min YYG | 15 Min-DT | A/C
A rustic cabin with a wooden door, a small porch, and a window.

14. Reunion Cottages, 5 minutes walking to beach entrance & Stanhope Golf Course.

Reunion Cottages, 5 minutes walking to beach entrance & Stanhope Golf Course.
Stanhope
9.6 out of 10, Exceptional, (5 reviews)
"Great place! Sitting on our cabin porch at sunrise, enjoying the crisp fall air, sipping coffee reading Anne Of Green Gables, and enjoying the peace and quiet except for the birds chirping....one of my favorite PEI experiences! Thank you Amir and Reunion Cottages for giving us such a great place to enjoy PEI!"
United States
Edmund
$163 nightly
The price is $184
Oct 19 - Oct 20
Total with taxes and fees
Reunion Cottages, 5 minutes walking to beach entrance & Stanhope Golf Course.
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table set for two.

15. Charlottetown Gem: Stylish 1-Bedroom Downtown

Charlottetown Gem: Stylish 1-Bedroom Downtown
Charlottetown
9.0 out of 10, Wonderful, (2 reviews)
"The location was great, there was parking included, and the cleanliness of the unit was good."
Canada
Amy
$271 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
Charlottetown Gem: Stylish 1-Bedroom Downtown
A modern living room with a grey sectional sofa, a wooden coffee table, and a kitchen area with white cabinets and a microwave.

16. Modern 2 bedroom 2 bathroom w/ king beds in Charlottetown

Modern 2 bedroom 2 bathroom w/ king beds in Charlottetown
East Royalty
9.6 out of 10, Exceptional, (5 reviews)
"This was my first VRBO must say this one was lovely. Stark but very clean. It was nice to be on vacation and have the opportunity to do laundry while there, rather than bringing mounds of laundry home. The hosts were very accommodating. By the end of the week, the hosts will be our Realtors. First time to PEI and hopefully not the last. When we return, we will certainly try for this place again. "
Canada
Janice H.
$388 nightly
The price is $446
Oct 19 - Oct 20
Total with taxes and fees
Modern 2 bedroom 2 bathroom w/ king beds in Charlottetown
A fire pit surrounded by Adirondack chairs, with string lights overhead.

17. 2 Bedroom Cottage

2 Bedroom Cottage
York
9.6 out of 10, Exceptional, (25 reviews)
"it was so cozy. Me and my friends really enjoyed our stay even if it was short,it was really enjoyable "
Canada
Autty B.
$162 nightly
The price is $183
Oct 19 - Oct 20
Total with taxes and fees
2 Bedroom Cottage
Terrace/patio

18. Sand Dune Cottage, 2 BRs, Kitchen, living and a patio

Sand Dune Cottage, 2 BRs, Kitchen, living and a patio
York
9.4 out of 10, Exceptional, (16 reviews)
"Had great communication with the host and helped me with some questions I had."
Canada
Jonathan
$173 nightly
The price is $195
Oct 19 - Oct 20
Total with taxes and fees
Sand Dune Cottage, 2 BRs, Kitchen, living and a patio
A picnic table in a grassy area surrounded by trees.

19. Miracles on Polly - Fairy Tale Cabin

Miracles on Polly - Fairy Tale Cabin
Belfast
9.8 out of 10, Exceptional, (30 reviews)
"Truly, love the place"
Canada
Eddy B.
$146 nightly
The price is $168
Oct 19 - Oct 20
Total with taxes and fees
Miracles on Polly - Fairy Tale Cabin
A deck with outdoor seating, a fire pit, and a view of the water.

20. Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat

Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat
West Royalty
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic luxurious home in a prime location. Immaculate home and the deck and view was amazing."
United States
JACKLINE S.
$998 nightly
The price is $1,278
Oct 19 - Oct 20
Total with taxes and fees
Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat
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

Fairholm Boutique Inns

Fairholm Boutique Inns

10/10 Excellent
"My stay here was absolutely incredible. Staying in the historical building itself is enough, but the interior looks like you are transported back a few hundred years (the general area sitting room was exquisite in decor/furniture). The room itself had a fireplace, amazing furniture - just can't say enough great things! Awesome experience overall."
Franco 1-night trip
Posted 5 hours ago
Fairholm Boutique Inns

Find out more about Cumberland

Everything you need to know about Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland vacation 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 vacation.

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 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?

Water Front 6BR Oasis w/ Hot Tub & Views, Near Victoria-by-the-Sea: Visitors like this Cumberland vacation home rental. It offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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 That Fun Place, or get outside and enjoy nature at Victoria Park. In the larger area, you’ll find Beaconsfield Historic House and Government House of Prince Edward Island.

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.