Cumberland Vacation Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Cumberland Vacation Homes

Dunes View Cottage
Fridge, microwave, oven, stovetop

Dunes View Cottage

10.0 out of 10, Exceptional, (50)
"Our family stayed in this beautiful cabin during yhe Christmas holidays. We enjoyed every minute of it. The interior is very pristine and squeeky clean. All the things that we need are already there. You won't need anything else. The kitchen has all the utensils that are necessary. Our kids love their rooms. The bathrooms are very clean. The dining and living room are very cozy. Lynn is very accommodating and very friendly. We will definitely come back again."
Dunes View Cottage
Peaceful Water View House!
Interior

Peaceful Water View House!

9.8 out of 10, Exceptional, (19)
"Home was very clean and well maintained. Close walk to harbour and activities. Very enjoyable. "
Peaceful Water View House!
Charming cottage near beaches
Beach nearby

Charming cottage near beaches

9.0 out of 10, Wonderful, (46)
"Very beautiful and clean. Would definitely go back. Really enjoyed the peaceful atmosphere."
Charming cottage near beaches
Scenic Getaway - beautiful views, quiet location close to local restaurants!!!
Property grounds

Scenic Getaway - beautiful views, quiet location close to local restaurants!!!

9.8 out of 10, Exceptional, (13)
"We stayed here for a week and used the house as our hub for touring PEI. Everything about our stay was top notch. We found the house exactly as advertised. The view was wonderful from predawn glimpses of lobster boats to gorgeous sunrises. The amenities included everything we needed. A smoke detector battery ran low and that was addressed immediately. Communication withNatalie was great! Highly recommended!!"
Scenic Getaway - beautiful views, quiet location close to local restaurants!!!
3 bedroom Waterfront Home | Brackley Beach | Covehead | Booking Summer 2025
Property grounds

3 bedroom Waterfront Home | Brackley Beach | Covehead | Booking Summer 2025

10.0 out of 10, Exceptional, (2)
"This spot is so lovely. The house was impeccably clean and roomy with lots of books and board games and puzzles. The location was beautiful. We loved sitting on the back patio overlooking the water in the morning and at night. A really charming spot overall that showcased the best of PEI."
3 bedroom Waterfront Home | Brackley Beach | Covehead | Booking Summer 2025
Waterfront honeymoon holiday home

Waterfront honeymoon holiday home

8.8 out of 10, Excellent, (51)
"the screen door could be more secure so it does not make noise when it is windy. simple repair."
Waterfront honeymoon holiday home
7 Bedroom Home w/Pool & Hot Tub on a Private Large Lot
Property grounds

7 Bedroom Home w/Pool & Hot Tub on a Private Large Lot

9.8 out of 10, Exceptional, (6)
"Had fun on our trip. The house was nicely maintained and centrally located for touring Charlottetown and the rest of the island. House was well appointed but missing some small things that we would normally expect from a rental (coffee machine - keurig only, bedside lamps etc.). Pool was enjoyed but a few more floaty/pool toys would be appreciated. Overall a wonderful stay for our large, multigenerational family. "
7 Bedroom Home w/Pool & Hot Tub on a Private Large Lot
South Shore Bliss- Bright, Spacious Oceanfront Retreat with Private Golf Green
Terrace/patio

South Shore Bliss- Bright, Spacious Oceanfront Retreat with Private Golf Green

10.0 out of 10, Exceptional, (11)
"What a beautiful property this was! The cottage was fully stocked from the kitchen to the bbq, beach to the firepit, and washroom amenities to indoor games (for rainy days) - nearly everything was provided. To have 3 generations enjoy themselves, every day on this property was so special. The private beach was visited frequently and during low tide the kids had fun following hermit crabs and collecting snails and sea shells. We struggled with the HVAC which malfunctioned on our first night...
South Shore Bliss- Bright, Spacious Oceanfront Retreat with Private Golf Green
Red Cliffs at Cumberland - Beach rental- Ocean view
Beach nearby, sun loungers, beach towels

Red Cliffs at Cumberland - Beach rental- Ocean view

10.0 out of 10, Exceptional, (31)
"This place brings a smile to my face every year. This will be out fourth year in a row renting and we love coming back. The house is amazing with its modernity and history all wrapped up in one! Close to the beach(s) and to amenities this is truly an island vacation paradise. "
Red Cliffs at Cumberland - Beach rental- Ocean view
Spacious Downtown 5 bedroom historic house! Close to Everything Downtown!
Highchair

Spacious Downtown 5 bedroom historic house! Close to Everything Downtown!

10.0 out of 10, Exceptional, (6)
"We loved this space! So much room. Excellent location. Thanks 😃"
Spacious Downtown 5 bedroom historic house! Close to Everything Downtown!
Modern Vacation Home With A/C & Screened In Gazebo Close To National Park Beach
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (29)
"A wonderful spacious home with everything you will need! Beach towels, beach chairs, outdoor fire pit, beautiful gardens, a bunny would visit everyday!!!! The home is spacious and a fantastic location to everything. The Provincial Park Pass was a bonus, the beautiful card and gifts left by Kathy and Jeff was so thoughtful. We hope to visit again. Definitely a 5 star home and hosts!!!"
Modern Vacation Home With A/C & Screened In Gazebo Close To National Park Beach
Waterfront Cottage beach access
Property grounds

Waterfront Cottage beach access

8.4 out of 10, Very good, (6)
"Wonderful view. "
Waterfront Cottage beach access
Luxury Colonial Heritage Home
Property grounds

Luxury Colonial Heritage Home

10.0 out of 10, Exceptional, (5)
"Excellent home. Great city. "
Luxury Colonial Heritage Home
North Shore Coastal Retreat
Interior

North Shore Coastal Retreat

North Shore Coastal Retreat
Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach
Fridge, microwave, oven, stovetop

Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach

9.0 out of 10, Wonderful, (21)
"Nice spot very quiet neighborhood "
Beautiful 3 Bedroom house - 15 Mins away from Brackley Beach
Relax, Connect & Enjoy with AC at private Oasis.

Relax, Connect & Enjoy with AC at private Oasis.

9.8 out of 10, Exceptional, (84)
"Great property and private location. We had everything at our fingertips at this well kept property. Owner was simply wonderful to help us with anything we needed. Will definitely stay at Lisa’s cottage again ! Thank you "
Relax, Connect & Enjoy with AC at private Oasis.
House with Hot tub and fire pit sleeps 12 handy Charlottetown and beaches
Fridge, microwave, oven, stovetop

House with Hot tub and fire pit sleeps 12 handy Charlottetown and beaches

8.8 out of 10, Excellent, (5)
"Nice, spacious, clean and 15 minutes away from Charlottetown. Great place for any family. Host was quick to respond and so very helpful. I highly recommend this place."
House with Hot tub and fire pit sleeps 12 handy Charlottetown and beaches
Waterfront Vacation Home--Laundry inside、Air Conditioner-Perfect location！
Exterior

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

9.4 out of 10, Exceptional, (22)
"Very impressed with space, much better than pictures, spacious with beautiful view. Cozy and comfortable for family get togethers!"
Waterfront Vacation Home--Laundry inside、Air Conditioner-Perfect location！
Waterview Cottage at Meadowbank Cottage
TV

Waterview Cottage at Meadowbank Cottage

10.0 out of 10, Exceptional, (1)
"The host upgraded us to another cottage closer to the water. Absolutely beautiful property and well maintained cottage. We stayed for a week and wish we couldnhave stayed forever 😊"
Waterview Cottage at Meadowbank Cottage
Luxury Rental Located In New Glasgow, Minutes To Amazing Restaurants and Beaches
Fridge, microwave, oven, stovetop

Luxury Rental Located In New Glasgow, Minutes To Amazing Restaurants and Beaches

10.0 out of 10, Exceptional, (1)
"The house and property are magnificent and suited our needs perfectly. The high chair and beach chairs/towels were a nice bonus. Highly recommend."
Luxury Rental Located In New Glasgow, Minutes To Amazing Restaurants and Beaches
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.
Don't see what you're looking for?
See all available properties in Cumberland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Cumberland

Glendenning Hall
Exterior

Glendenning Hall

2.0 star property
8.8 out of 10, Excellent, (657)
"a lot of homeless people around"
Glendenning Hall
Bayside Cottages-3-bedroom waterview-new renovations
Beach

Bayside Cottages-3-bedroom waterview-new renovations

9.6 out of 10, Exceptional, (4)
"We enjoyed a pleasant stay exploring PEI. Close to everything. Full kitchen and comfy living room. In October so it was very quiet. Recommend Roes' tacos nearby. The beach and ocean are beautiful."
The price is CA $298
CA $512 total
includes taxes & fees
Jan 28 - Jan 29
Bayside Cottages-3-bedroom waterview-new renovations
By The Bay Cottages
Front of property

By The Bay Cottages

3.0 star property
8.2 out of 10, Very good, (15)
"Set in a beautiful location, walking distance from the beach. Friendly manager. Comfortable bed. Affordable "
By The Bay Cottages
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.