Search Vacation Homes in Cumberland

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Cumberland

Charming cottage near beaches

9.0 out of 10, Wonderful, (64)
"Very cute cottage, clean everything you need and most importantly very relaxing. Hop, skip and jump to one of the most beautiful beaches on the island. Host is extremely helpful and friendly. Highly recommended staying here"
Charming cottage near beaches

5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

9.8 out of 10, Exceptional, (7)
"Tout était tout simplement parfait!La propriété est bien située. Proche des services et proches de la plage.Des tonnes de belles choses à voir. Le site est super bien équipé. La cuisine aussi. Et que dire de la salle de divertissement Rez-dé-jardin qui a bien occupée les petits et les grands. "
5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

New Downtown Charlottetown Home Sleeps 5

10.0 out of 10, Exceptional, (14)
"Great location with all the amenities! Perfect stay."
The price is AED 524
AED 1,070 total
includes taxes & fees
2 Nov - 3 Nov
New Downtown Charlottetown Home Sleeps 5

Bishop House, Sleeps 8, Downtown with Hot Tub!

10.0 out of 10, Exceptional, (2)
"Property was very comfortable and location was an easy walk to restaurants and shopping. "
The price is AED 909
AED 1,785 total
includes taxes & fees
2 Nov - 3 Nov
Bishop House, Sleeps 8, Downtown with Hot Tub!

Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses

8.8 out of 10, Excellent, (30)
"Was awesome, thank you!"
Ideal Location! 5 mins to Downtown Charlottetown, Tea Hill Beach, 2 Golf Courses

Stanhope Beach Daze Retreat

10.0 out of 10, Exceptional, (4)
"Very clean with all the amenities "
Stanhope Beach Daze Retreat

The BelleVue (Prime Waterview Home in Beautiful Stratford, PEI)

10.0 out of 10, Exceptional, (25)
"We had a great stay here. Amazing views, good amenities, lots of space for our group. We were well taken care of. Highly recommend! "
The BelleVue (Prime Waterview Home in Beautiful Stratford, PEI)

One Park Lane

9.8 out of 10, Exceptional, (22)
"The house was absolutely perfect. It had everything we wanted and more. Great stay had by all. Definitely consider this place if ever we come back to PEI. "
One Park Lane

Waterfront Vacation Home--Laundry inside、Air Conditioner-Perfect location!

9.4 out of 10, Exceptional, (33)
"Lovely location and great home with plenty of space and everything one could need. Beautiful views! "
The price is AED 785
AED 1,527 total
includes taxes & fees
4 Oct - 5 Oct
Waterfront Vacation Home--Laundry inside、Air Conditioner-Perfect location!

Waterfront honeymoon holiday home

8.8 out of 10, Excellent, (66)
"Host was quick with a smile and to resolve questions quickly. Enjoyed our stay ,, quiet and pretty waterfront area. "
The price is AED 416
AED 644 total
includes taxes & fees
3 Oct - 4 Oct
Waterfront honeymoon holiday home

Oceanview Retreat - Canoe Cove

10.0 out of 10, Exceptional, (1)
"The property was well maintained, lots of amenities there to enjoy your trip. Kids appreciated the beach toys and lawn toys alot. House has everything you need to enjoy, it's steps from the inner shore at Canoe Cove, when the tide is out the kids loved exploring all the ocean sea life. We are hoping to make this property our go-to when visiting PEI. "
Oceanview Retreat - Canoe Cove

Cozy family home. Min to downtown, beaches, golf, and trails!

10.0 out of 10, Exceptional, (22)
"We had a great stay. Everything was clean and as described. Owners were courteous and responsive."
Cozy family home. Min to downtown, beaches, golf, and trails!

Tranquil riverside Abode

10.0 out of 10, Exceptional, (1)
"Great place overall. Air conditioning upstairs is only in 1 room so going in a heat wave wasn’t ideal but they had fans that helped in other two rooms. It was clean and tidy and great back patio. "
Tranquil riverside Abode

3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!

10.0 out of 10, Exceptional, (13)
"Property owners were very timely with their communication. They thought of everything and we had a great stay! Looking forward to our next stay on PEI!"
3 bedroom Waterfront Home | Brackley Bay | Enjoy Autumn in PEI or book 2026 now!

Dunollie Retreat, Relax in one of PEI's beautiful country homes!

10.0 out of 10, Exceptional, (11)
"Just spent a week at this lovely home, there were 3 couples, the amenities were more than adequate. Kathy checked in with us shortly after our arrival, and was readily available if we needed her. Back deck was well equipped with BBQ and lots of propane. Would highly recommend this VRBO!"
Dunollie Retreat, Relax in one of PEI's beautiful country homes!

Wexford Heritage House - Cumberland, Prince Edward Island

10.0 out of 10, Exceptional, (32)
"Family had a great time. The close 'private' beach/ocean front area is great, especially at low tide."
Wexford Heritage House - Cumberland, Prince Edward Island

Beautiful House Located by a Golf Course and 5 Mins From National Park Beach

9.8 out of 10, Exceptional, (18)
"Lovely home with close proximity to golf and beach!"
Beautiful House Located by a Golf Course and 5 Mins From National Park Beach

Modern Vacation Home With A/C & Screened In Gazebo Close To National Park Beach

10.0 out of 10, Exceptional, (31)
"Comfortable spot, great location"
Modern Vacation Home With A/C & Screened In Gazebo Close To National Park Beach

Hibiscus House is Minutes to Charlottetown!

10.0 out of 10, Exceptional, (7)
"Amazing property for family or group trips. Host is overly accommodating and friendly. Will absolutely look to rent again. "
Hibiscus House is Minutes to Charlottetown!

Delightful, Family Friendly, Heritage, Urban Home Near All Amenities,

9.2 out of 10, Wonderful, (27)
"This is a beautiful, comfortable house - plenty of space and so many sitting rooms! Including back sunporches. An easy 20 minute walk to the touristy area for shopping and the harbour.... 4 min if you drive and parking was not bad. Loved our stay and hope we can come back one day.... I would defintely stay here again."
Delightful, Family Friendly, Heritage, Urban Home Near All Amenities,
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