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Cumberland Vacation Rentals

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Discover the Beauty of Cumberland with a Vacation Rental

Located in Maryland, Cumberland is famed for hosting George Washington's Headquarters. Aside from that cabin which you can still visit, the town has tons of fun and fascinating attractions, with something that will appeal to everyone. So, if you are looking for history, adventure, and family activities, then look no further than Cumberland. You'll find lodging options to suit your needs and group size. For something a little different this vacation, why not choose a houseboat rental?

Best Vacation Home Deals in Cumberland

Save up to 38%

May 4 - May 11

-16%

~~$141~~

$118 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Cumberland with Free Parking

5.0

Outstanding (9 ratings)

Cumberland, Strathcona, Canada

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Oct 7 - Oct 14

-38%

~~$534~~

$333 per night

House ∙ 9 guests ∙ 3 bedrooms

Charming House in Cumberland with Grill, Patio & Yard

5.0

Outstanding (16 ratings)

Cumberland, Strathcona, Canada

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Dec 2 - Dec 9

-18%

~~$170~~

$140 per night

Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment in Cumberland with Free Parking

5.0

Outstanding (7 ratings)

Cumberland, Strathcona, Canada

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Book the ideal accommodation for as little as $49 per night by searching among the 26 options being offered in Cumberland. HomeToGo directly sorts all of these properties so you can save up to 38%!

Top-Rated Rentals and Accommodations in Cumberland

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Dec 2 - Dec 9

$157 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Cumberland with Grill & Yard

4.9

Outstanding (32 ratings)

Cumberland, Strathcona, Canada

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Dec 16 - Dec 23

$111 per night

House ∙ 2 guests ∙ 1 bedroom

Family Friendly Vacation Home in Cumberland with Grill & Yard

5.0

Outstanding (4 ratings)

Cumberland, Strathcona, Canada

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Jun 29 - Jul 6

$201 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Cumberland with Grill & Yard

5.0

Outstanding (2 ratings)

Cumberland, Strathcona, Canada

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Recommended Vacation Rentals in Cumberland

Find your perfect vacation rental in Cumberland: from $49 per night

Dec 30 - Jan 6

$100 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Cumberland

Cumberland, Strathcona, Canada

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Jun 29 - Jul 6

$204 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Cumberland with Grill

Cumberland, Strathcona, Canada

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Jun 29 - Jul 6

$97 per night

Bed and breakfast ∙ 4 guests ∙ 2 bedrooms

Beautiful Bed And Breakfast in Cumberland

5.0

Outstanding (2 ratings)

Cumberland, Strathcona, Canada

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Sep 21 - Sep 28

-23%

~~$96~~

$74 per night

Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Cumberland with Free Parking

4.0

Very good (4 ratings)

Cumberland, Strathcona, Canada

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Jan 6 - Jan 13

$111 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Yard + Ocean Views

5.0

Outstanding (18 ratings)

Cumberland, Strathcona, Canada

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Jun 8 - Jun 15

$167 per night

House ∙ 4 guests ∙ 1 bedroom

Lovely Vacation Home in Courtenay with Pool & Grill

5.0

Outstanding (2 ratings)

Cumberland, Strathcona, Canada

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Mar 30 - Apr 6

$178 per night

House ∙ 8 guests ∙ 2 bedrooms

Nice House in Courtenay with Outdoor Pool

4.5

Excellent (32 ratings)

Cumberland, Strathcona, Canada

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Jan 6 - Jan 13

$116 per night

Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in Royston with Yard & Grill + Ocean View

5.0

Outstanding (57 ratings)

Cumberland, Strathcona, Canada

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Jan 6 - Jan 13

$73 per night

Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Royston with Yard & Grill

4.7

Excellent (56 ratings)

Cumberland, Strathcona, Canada

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Budget-friendly Vacation Rentals in Cumberland

Find Fantastic yet Inexpensive Offers

Dec 30 - Jan 6

$295 per night

House ∙ 8 guests ∙ 5 bedrooms

Beautiful Vacation Home in Courtenay with Yard

5.0

Outstanding (5 ratings)

Cumberland, Strathcona, Canada

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Jan 6 - Jan 13

$82 per night

Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Courtenay with Yard & Grill + Beautiful View

4.6

Excellent (22 ratings)

Cumberland, Strathcona, Canada

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Sep 21 - Sep 28

-20%

~~$255~~

$203 per night

House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Royston with Grill & Yard + Ocean Views

5.0

Outstanding (68 ratings)

Cumberland, Strathcona, Canada

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Vacation Houses With Pools

Make a splash on your next vacation! Over 0% of in Cumberland vacation rentals have a swimming pool.

Oct 7 - Oct 14

$96 per night

Motel ∙ 2 guests ∙ 1 bedroom

Motel in Courtenay with Pool

3.6

Good (536 ratings)

Cumberland, Strathcona, Canada

Pool

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Oct 7 - Oct 14

$104 per night

Motel ∙ 4 guests ∙ 1 bedroom

Motel in Courtenay with Pool

3.6

Good (536 ratings)

Cumberland, Strathcona, Canada

Pool

Details

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Oct 7 - Oct 14

$93 per night

Motel ∙ 4 guests ∙ 1 bedroom

Motel in Courtenay with Outdoor Pool

Cumberland, Strathcona, Canada

Free cancellation

Pool

Details

Expedia

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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Cumberland!

Dec 2 - Dec 9

$112 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Courtenay with Grill & Yard

4.7

Excellent (11 ratings)

Cumberland, Strathcona, Canada

Pet-friendly

Details

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Dec 2 - Dec 9

-28%

~~$103~~

$74 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Private Garden

4.8

Outstanding (17 ratings)

Cumberland, Strathcona, Canada

Pet-friendly

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Jul 13 - Jul 20

$81 per night

House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Courtenay

4.7

Excellent (10 ratings)

Cumberland, Strathcona, Canada

Pet-friendly

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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Cumberland with their own private patios and balconies.

Oct 7 - Oct 14

$89 per night

House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Royston

5.0

Outstanding (87 ratings)

Cumberland, Strathcona, Canada

Balcony

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Dec 16 - Dec 23

$175 per night

House ∙ 9 guests ∙ 3 bedrooms

Vacation Home in Courtenay with Yard

4.8

Outstanding (12 ratings)

Cumberland, Strathcona, Canada

Balcony

Details

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Aug 17 - Aug 24

$201 per night

House ∙ 8 guests ∙ 4 bedrooms

Nice Vacation Home in Royston with Grill & Yard + Water Views

4.9

Outstanding (145 ratings)

Cumberland, Strathcona, Canada

Balcony

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Popular Rental Amenities in Cumberland

Pet-friendly (4)
Air conditioning (6)
TV (11)
Kitchen (15)
Fishing (3)
Parking (2)
WiFi (26)
Washing machine (17)
Balcony/patio (10)
Microwave (18)
Dishwasher (9)
No pets (22)

Accommodations can be filtered based on various criteria. Above, you can see the number of rentals that provide a specific amenity in Cumberland. HomeToGo's data shows that "Pets allowed" and "Air conditioning" prove to be the most commonly offered features in Cumberland. You can even look for properties if you are a grill master (21 rentals include "Grill" in Cumberland) or if you'd like to have a fenced-in yard (1 rentals in Cumberland include "Fenced").

7-Day Weather Forecast in Cumberland

Thu, 28 Sep

60°

51°

Fri, 29 Sep

60°

50°

Sat, 30 Sep

55°

50°

Sun, 1 Oct

51°

50°

Mon, 2 Oct

50°

48°

Tue, 3 Oct

55°

42°

Wed, 4 Oct

53°

41°

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Where to find the best food in Cumberland?

Top Places to Eat in Cumberland

For exquisite Italian dishes, head to the Ristorante Ottaviani, a family-operated restaurant that is known for its Italian family recipes passed down the generations. The restaurant promises a friendly and welcoming environment. Top dishes at Ristorante Ottaviani include Zuppa Saverio, carpaccio, bruschetta, and antipasto.

Another incredible place to eat in Cumberland is the Puccini Hometown Grill, which features casual dining. One of their specialties here is wood-fired pizza, but there are other delicious meals you can order. They also serve children's favorites including meatballs, pizza, pizza cheese, and chicken tenders.

Are you a lover of sandwiches? If so, then you will fall in love with Queen City Creamery, known for serving the best deli sandwiches and wraps in Cumberland. Everything is fresh here, including the sides, salads, and seasons. Moreover, this eatery also specializes in frozen custard that the chefs prepare daily. And there are three different desserts every day.

What are the best activities for families in Cumberland?

Activities with Children in Cumberland

Your children will love bouncing, sliding, and jumping at Monkey Joe's indoor inflatable park. The park features wall-to-wall inflatable slides, games, obstacles, and fun puzzles, so there's plenty to keep them entertained. There are two playground areas: one for children up to age 12 and one for children aged 3. Ensure you get there early, as it is a very popular attraction with families - and with good reason!

Another family-friendly spot to visit in Cumberland is the Allegany Museum, which represents the culture of people of the Allegany area. The Museum explores both the past and present and features an array of familiar objects with fascinating stories behind them.

The Western Maryland Scenic Railroad departs from Downtown Cumberland and goes high into the Allegany Mountains and then to Downtown Frostburg. The journey features an incredible mix of mountain scenery with astonishing transportation history. It is an educational and entertaining experience for both old and young.

What are the best nightlife spots in Cumberland?

Nightlife and Going Out in Maryland

With an upscale spot like Mezzos close to your lodging, evenings in Cumberland offer plenty of excitement. The nightlife destination is famous for its tapas-style menu. Whether you are looking for a place to eat, relax, or meet with other people, Mezzos is the perfect vacation spot for dinner and drinks. The restaurant boasts exceptional service, comfy seating, and fresh meals.

One of the late-night destinations in Cumberland is Uncle Jack's Pizzeria & Pub. On the menu, you'll find pizza by the slice and tender wings. The service is also commendable and the food is excellent. What's more, the bread is prepared in-house giving it an unbeatably fresh taste, and there is a wide selection of beers to pair with your meal.

Where are the unique attractions in Cumberland?

Excursion Destinations in Cumberland

At the base of the railway depot lies the Cumberland Visitor Center. On the ground floor, you'll find the C&O Canal National Park Museum and the visitor center, which features interactive and educational exhibits about the history of Ohio and Chesapeake. You can also view mules, cargo, crew, and locks. Also, you can check out a model of the Paw-Paw Tunnel and get to experience the heyday of the canal.

Another excellent excursion destination in Cumberland is the Tri-State Zoological Park, a 6.5ha zoo. The zoo is a non-profit organization that was established in 2003 and houses primarily exotic animals that need homes or animals that were rescued, including primates, tigers, lions, reptiles, birds, and different exotics. Bob Candy of Cumberland is the owner of the zoo. If you would love to see animals on your vacation to Cumberland, then this is the place to be.

What are the best events and festivals in Cumberland?

Regular Events in Cumberland

The DelFest is a fantastic annual festival in Cumberland. It originated from the desire to make a family-friendly music festival to appreciate the legacy of McCoury Music, while at the same time creating a platform to showcase fresh local and national talent . Book your lodging well in advance if you plan on visiting for these popular events.

Information about vacation rentals in Cumberland

🏡 Vacation rentals available	26 homes
💳 Possible discounts	up to 38%
🌙 Nightly prices starting at	$49
⭐ Popular amenities	Pets allowed, Air conditioning and TV
🐾 Pet friendly homes	4 homes

Frequently Asked Questions

What is the nightly price for a vacation home in Cumberland?

The price of a night's stay in Cumberland starts at $49. If you would like to stay in a house rental, the average price is $237 per night. A apartment rental Cumberland will cost on average $158 per night.

How many vacation rentals are available to book in Cumberland?

Currently there are 26 vacation rentals in Cumberland to browse and rent for your upcoming trip.

What are the most popular amenities for vacation rentals in Cumberland?

The most popular amenities for vacation home rentals in Cumberland include accommodations with: Pets allowed, Air conditioning, and TV.

Are pets allowed in vacation rentals in Cumberland?

Sure, there are 4 rentals in Cumberland that allow pets , with an average price of $211 per night.

We list offers from thousands of providers, including

Cumberland Vacation Rentals

Choose the perfect vacation rental

Discover the Beauty of Cumberland with a Vacation Rental

Best Vacation Home Deals in Cumberland

Top-Rated Rentals and Accommodations in Cumberland

Recommended Vacation Rentals in Cumberland

Budget-friendly Vacation Rentals in Cumberland

Vacation Houses With Pools

Dog-Friendly Vacation Rentals

Best vacation rentals with a balcony

Popular Rental Amenities in Cumberland

7-Day Weather Forecast in Cumberland

Top Places to Eat in Cumberland

Activities with Children in Cumberland

Nightlife and Going Out in Maryland

Excursion Destinations in Cumberland

Regular Events in Cumberland

Information about vacation rentals in Cumberland

Frequently Asked Questions

What is the nightly price for a vacation home in Cumberland?

How many vacation rentals are available to book in Cumberland?

What are the most popular amenities for vacation rentals in Cumberland?

Are pets allowed in vacation rentals in Cumberland?

Vacation Destinations Near Cumberland

Top Vacation Ideas

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