Scary Travels - Vacation Rentals in Cumberland

Luxury Waterfront Marina Condo in Downtown From US $331
         

Scenic Harbour View House Waterfront From US $264
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Dawson House Bed & Breakfast From US $160
         

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9.8 (50 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Security/Safety

Luxury Places to Stay in Cumberland

Over 354+ Luxury Places to Stay in or Near Cumberland
The Great George From US $1,348
         

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9.1 (389 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Harbour View Haven From US $1,242
         

8.0 (4 Reviews)
Villa
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Prince Inn From US $758
         

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9.6 (418 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Cumberland

Over 19+ Top-Rated Vacation Rentals with a Pool in or Near Cumberland
Suzie's Place From US $224
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Quiet and comfortable minutes to downtown From US $145
         

9.6 (25 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
The Holman Grand Hotel From US $200
         

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9.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Holman Grand Hotel From US $276
         

9.0 (258 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Rodd Charlottetown From US $126
         

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8.8 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Delta Hotels Prince Edward by Marriott From US $208
         

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8.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Cumberland

Over 97+ Pet-Friendly Vacation Rentals in or Near Cumberland
Beachfront Chalet From US $273
         

10.0 (51 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
86B King Bed - Steps to Victoria Row From US $264
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Loft at Charlotte's Rose From US $222
         

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9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Posh King Studio Suite Downtown Ch'town From US $303
         

10.0 (28 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown King Suite Sanctuary 2 Min to Waterfront From US $247
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
New Downtown Charlottetown Home Sleeps 5 With 2 Electric Scooters From US $278
         

Stylish & Comfy 2 Bedroom Apt Downtown Ch'town From US $407
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Cumberland

Over 42+ Large Vacation Homes & Villas in or Near Cumberland
Yuan's Cozy 4BR House in Charlottetown From US $320
         

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9.7 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Spacious Downtown 5 bedroom historic house! Close to Everything Downtown! From US $357
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Oceanview Retreat - Canoe Cove From US $382
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Waterview 5 bedroom home. Sleeps 10 From US $518
         

Wheelchair Accessible Vacation Homes in Cumberland

Over 21+ Wheelchair Accessible Vacation Homes in or Near Cumberland
Shipwright Inn From US $155
         

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9.1 (657 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
The Sydney Boutique Inn From US $156
         

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9.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Stunning Condo located at Seaport Marina From US $364
         

4.8 (20 Reviews)
Condo
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
CITY WATER FRONT CONDO & PURE SPA! From US $129
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Cumberland Vacation Rentals and Airbnb Places to Stay Under $200

Over 158+ Cumberland Vacation Rentals and Airbnb Places to Stay Under $200
Little Eden Summer Beach Home From US $175
         

9.7 (7 Reviews)
House
  • Parking
  • View
  • Private Beach
Charlotte's Rose Inn From US $182
         

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9.8 (25 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Down Town Heritage Suite on Water Street From US $185
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious Downtown Retreat at Ole King Square From US $200
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Cumberland

Over 129+ Instantly Bookable Vacation Homes in or Near Cumberland
Downtown Heritage Condo From US $423
         

10.0 (33 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Security/Safety
Charlottetown Hrbr’view Executive Waterfront From US $292
         

10.0 (31 Reviews)
Cottage
  • Parking
  • Designated Smoking Area
  • TV
The Lupin Cottage by the Beach From US $270
         

10.0 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

About Cumberland Vacation Rentals

With more than 363 Cumberland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Scarytravels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cumberland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Scarytravels Cumberland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cumberland. Places to stay near Cumberland are 656.47 ft² on average, with prices averaging US $249 a night.

Scarytravels makes it easy and safe to find and compare vacation rentals in Cumberland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Cumberland

Type Count
Vacation Homes 160
Holiday Apartments 59
B&B 39
Hotels 33
Cottages 28
Villas 5
Cabin Rentals 1
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Cumberland

Pro Tip: Scarytravels makes it easy to compare the best listings on Scarytravels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Scarytravels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cumberland.

Weather in Cumberland

View the weather forecast for Cumberland before booking your Cumberland Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Cumberland Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cumberland?
Which vacation homes in Cumberland are best for families?

If you are looking for a family-friendly vacation home in Cumberland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cumberland:

How many vacation rentals are available in Cumberland?

Currently, the total number of properties listed in 2026 is over 363 in the Cumberland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cumberland.