Default HTG hotel image

Holiday Homes in Cumberland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Cumberland holiday homes

A wooden deck with a railing overlooking a lake, a wicker chair, and a small wooden structure.

1. 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 NZ$780
includes taxes & fees
2 Sept - 3 Sept
Waterfront Cottage beach access
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a chair, and a large window.

2. Peaceful Water View House!

Peaceful Water View House!
Charlottetown
10.0 out of 10, Exceptional, (45 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
The price is NZ$843
includes taxes & fees
30 Aug - 31 Aug
Peaceful Water View House!
A deck with outdoor seating, a fire pit, and a view of the water.

3. Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat

Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat
West Royalty
The price is NZ$2,184
includes taxes & fees
25 Aug - 26 Aug
Luxury Beachfront Private Beach Sleeps 10 Kayak paddle Boat
A modern kitchen with dark cabinetry and a wooden backsplash, a grey sofa with colorful cushions, and a small round table.

4. New Downtown Charlottetown Home Sleeps 5 With 2 Electric Scooters

New Downtown Charlottetown Home Sleeps 5 With 2 Electric Scooters
Charlottetown
9.8 out of 10, Exceptional, (22 reviews)
"The home was modern and clean and fully stocked with everything you need."
Canada
Zahida
The price is NZ$636
includes taxes & fees
26 Aug - 27 Aug
New Downtown Charlottetown Home Sleeps 5 With 2 Electric Scooters
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, (11 reviews)
"Loved the location. Very clean and offered all the amenities needed."
United States
Ginny G.
The price is NZ$832
includes taxes & fees
7 Sept - 8 Sept
Luxury King Bed Downtown Charlottetown House
A room with large windows, a light-colored sofa set, and a small round table with a lamp.

6. Spacious 3 Bdrm Haven - Steps to Downtown Ch'town

Spacious 3 Bdrm Haven - Steps to Downtown Ch'town
Charlottetown
10.0 out of 10, Exceptional, (3 reviews)
"We cannot express in words how beautiful , well appointed and immaculately clean this property is! We are so thrilled to have chosen this perfect location, an easy walk to the many attractions that Charlottetown downtown and Charlottetown waterfront has to offer.The owners were attentive to our every need , responding within seconds to our messages! Central to all of PEI’s sought after tourist destinations! Did we mention comfy beds???Stay here if you want to be thoroughly impressed and not...
United States
Deborah S.
The price is NZ$842
includes taxes & fees
30 Aug - 31 Aug
Spacious 3 Bdrm Haven - Steps to Downtown Ch'town
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

7. 86B King Bed - Downtown - Walk everywhere

86B King Bed - Downtown - Walk everywhere
Downtown Charlottetown
9.6 out of 10, Exceptional, (24 reviews)
"Very close to the downtown core and Victoria Row"
Canada
Laurie
The price is NZ$991
includes taxes & fees
14 Sept - 15 Sept
86B King Bed - Downtown - Walk everywhere
A modern kitchen with white bar stools, a wooden staircase, and a white sofa.

8. 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$744
includes taxes & fees
31 Aug - 1 Sept
67 - Walking distance to downtown
A modern living room with a grey sectional sofa, a wooden coffee table, and a kitchen area with white cabinets and a microwave.

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

Modern 2 bedroom 2 bathroom w/ king beds in Charlottetown
East Royalty
9.4 out of 10, Exceptional, (3 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.
The price is NZ$917
includes taxes & fees
26 Aug - 27 Aug
Modern 2 bedroom 2 bathroom w/ king beds in Charlottetown
A house entrance with a door leading to a covered porch and a window with a view of a neighboring house.

10. Cozy retreat 10 minutes to Downtown Charlottetown; 20 minutes to Stanhope beach

Cozy retreat 10 minutes to Downtown Charlottetown; 20 minutes to Stanhope beach
East Royalty
10.0 out of 10, Exceptional, (26 reviews)
"Easy check-in, everything very clean and well-maintained."
Canada
Matt W.
The price is NZ$779
includes taxes & fees
7 Sept - 8 Sept
Cozy retreat 10 minutes to Downtown Charlottetown; 20 minutes to Stanhope beach
A modern kitchen with a large island, stainless steel appliances, and a view to the outdoors.

11. Luxury townhome - Rooftop Patio - Hot Tub

Luxury townhome - Rooftop Patio - Hot Tub
Downtown Charlottetown
9.8 out of 10, Exceptional, (11 reviews)
"Honestly the nicest and cleanest VRBO I have ever stayed at! Everything is brand new, it’s well laid-out, secure parking, comfortable and quiet."
United States
Joanna B.
The price is NZ$1,131
includes taxes & fees
3 Sept - 4 Sept
Luxury townhome - Rooftop Patio - Hot Tub
A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and pendant lighting.

12. Family Retreat – King Bed, Jacuzzi & Big Backyard

Family Retreat – King Bed, Jacuzzi & Big Backyard
West Royalty
10.0 out of 10, Exceptional, (12 reviews)
"The location is perfect for everything."
Canada
Yi
The price is NZ$1,000
includes taxes & fees
2 Sept - 3 Sept
Family Retreat – King Bed, Jacuzzi & Big Backyard

13. 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)
"It was a perfect spot for our family of 5. "
Canada
Andrew
The price is NZ$864
includes taxes & fees
15 Sept - 16 Sept
Bishop House, Sleeps 10, Downtown with Hot Tub!
A kitchen with a central island, wooden flooring, and white cabinetry.

14. 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, (17 reviews)
"Great location and nice place."
Canada
Kevin
The price is NZ$756
includes taxes & fees
3 Sept - 4 Sept
86A King Bed 2bd 3bt on Queen St. Downtown
A backyard with a wooden deck, outdoor furniture, and a brick structure.

15. The Tenmile House/personality,local history, nostalgia, & thoughtful touches

The Tenmile House/personality,local history, nostalgia, & thoughtful touches
Mount Stewart
10.0 out of 10, Exceptional, (40 reviews)
"A wonderful stay in this beautiful 4-bedroom apartment! The owner is incredibly friendly and lives right on-site, making the experience feel very welcoming. The kitchen had everything we needed, and the living room was the perfect spot to unwind. All four bedrooms are upstairs and feature large, cozy queen beds, and the entire place was sparkling clean. ​It’s a great base for exploring PEI: only 20-minute driving from Charlottetown and the north shore; easy to get to the Kings county. Decent...
Canada
Min
The price is NZ$650
includes taxes & fees
3 Sept - 4 Sept
The Tenmile House/personality,local history, nostalgia, & thoughtful touches
A beach with a sandy shore and gentle waves.

16. Charming cottage near beaches

Charming cottage near beaches
Grand Tracadie
9.0 out of 10, Wonderful, (76 reviews)
"Shared the house with 5 of my buddies and had a great time. The house was bigger than I thought, easily fitting all of us. Definitely worth it"
Canada
Connor
The price is NZ$354
includes taxes & fees
1 Sept - 2 Sept
Charming cottage near beaches
A room with a view of a lake, a wooden deck, and a table with a rug and a vase.

17. Waterfront honeymoon holiday home

Waterfront honeymoon holiday home
York
8.8 out of 10, Excellent, (78 reviews)
"Very comfortable and cozy. Excellent location. "
Canada
Megan C.
The price is NZ$325
includes taxes & fees
24 Sept - 25 Sept
Waterfront honeymoon holiday home
A spacious living room with a large window, a dining area with white furniture, and a cozy seating area with blue cushions.

18. Grand Père Point - Sun-Filled 3-Bedroom Coastal Retreat with Beaches Nearby

Grand Père Point - Sun-Filled 3-Bedroom Coastal Retreat with Beaches Nearby
Prince Edward Island
8.8 out of 10, Excellent, (3 reviews)
"Beauty!"
Canada
Reid
The price is NZ$931
includes taxes & fees
18 Sept - 19 Sept
Grand Père Point - Sun-Filled 3-Bedroom Coastal Retreat with Beaches Nearby
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Hotel Reviews

The Hotel on Pownal

The Hotel on Pownal

10/10 Excellent
"Found the internet slow"
Donna 1-night trip
Posted less than an hour ago
The Hotel on Pownal

Find out more about Cumberland

Cumberland Holiday Homes information

Number of reviews
395
Accommodation
178 Holiday Homes
Lowest Price
NZ$325
Highest Price
NZ$2,184