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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?

Save up to 51%

Best Vacation Home Deals in Cumberland

Mar 9 - Mar 16

-51%

~~$367~~

$182 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Cumberland with Outdoor Pool

Cumberland, Strathcona, Canada

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May 1 - May 8

-36%

~~$242~~

$154 per night

House ∙ 4 guests ∙ 3 bedrooms

Vacation Home in Royston with Outdoor Pool

4.8

"Excellent" (5 ratings)

Cumberland, Strathcona, Canada

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Sep 16 - Sep 23

-26%

~~$266~~

$197 per night

House ∙ 8 guests ∙ 4 bedrooms

Nice Vacation Home in Royston with Outdoor Pool + Water Views

4.8

"Excellent" (145 ratings)

Cumberland, Strathcona, Canada

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Book the ideal accommodation for as little as $50 per night by searching among the 34 options being offered in Cumberland. HomeToGo directly sorts all of these properties so you can save up to 51%!

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Top-Rated Rentals and Accommodations in Cumberland

Sep 2 - Sep 9

$145 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Cumberland with Outdoor Pool

5.0

"Excellent" (15 ratings)

Cumberland, Strathcona, Canada

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May 27 - Jun 3

-20%

~~$489~~

$391 per night

House ∙ 9 guests ∙ 3 bedrooms

Charming House in Cumberland with Grill, Patio & Yard

5.0

"Excellent" (13 ratings)

Cumberland, Strathcona, Canada

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Dec 16 - Dec 23

-40%

~~$124~~

$74 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Cumberland with Free Parking

5.0

"Excellent" (8 ratings)

Cumberland, Strathcona, Canada

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Recommended Vacation Rentals in Cumberland

Find your perfect vacation rental in Cumberland: from $50 per night

May 20 - May 27

$198 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Cumberland with Outdoor Pool

Cumberland, Strathcona, Canada

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Sep 2 - Sep 9

$118 per night

Bed & Breakfast ∙ 4 guests ∙ 2 bedrooms

Beautiful Bed And Breakfast in Cumberland with Outdoor Pool

5.0

"Excellent" (1 rating)

Cumberland, Strathcona, Canada

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Oct 7 - Oct 14

$109 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Outdoor Pool + Ocean Views

5.0

"Excellent" (16 ratings)

Cumberland, Strathcona, Canada

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Apr 1 - Apr 8

$96 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Outdoor Pool

4.9

"Excellent" (6 ratings)

Cumberland, Strathcona, Canada

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May 13 - May 20

-46%

~~$192~~

$102 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Courtenay with Outdoor Pool

5.0

"Excellent" (3 ratings)

Cumberland, Strathcona, Canada

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Feb 10 - Feb 17

$65 per night

House ∙ 4 guests ∙ 1 bedroom

Modern Vacation Home in Courtenay with Outdoor Pool

Cumberland, Strathcona, Canada

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Aug 6 - Aug 13

$72 per night

Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Royston with Outdoor Pool

4.7

"Outstanding" (42 ratings)

Cumberland, Strathcona, Canada

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Mar 25 - Apr 1

-17%

~~$88~~

$73 per night

Motel ∙ 4 guests ∙ 1 bedroom

Motel in Courtenay

Cumberland, Strathcona, Canada

Free cancellation

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Mar 25 - Apr 1

$114 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Courtenay

4.7

"Outstanding" (3 ratings)

Cumberland, Strathcona, Canada

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Cumberland

Dec 16 - Dec 23

$73 per night

Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Cumberland with Free Parking

4.0

"Very good" (2 ratings)

Cumberland, Strathcona, Canada

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Apr 1 - Apr 8

$110 per night

House ∙ 2 guests ∙ 1 bedroom

Family Friendly Vacation Home in Cumberland with Outdoor Pool

Cumberland, Strathcona, Canada

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Sep 2 - Sep 9

$117 per night

Bed & Breakfast ∙ 4 guests ∙ 2 bedrooms

Beautiful Bed And Breakfast in Cumberland with Outdoor Pool

5.0

"Excellent" (1 rating)

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.

Jul 12 - Jul 19

$175 per night

House ∙ 8 guests ∙ 2 bedrooms

Nice House in Courtenay with Outdoor Pool

4.5

"Outstanding" (26 ratings)

Cumberland, Strathcona, Canada

Pool

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Apr 29 - May 6

$92 per night

Motel ∙ 4 guests ∙ 1 bedroom

Motel in Courtenay with Outdoor Pool

3.6

"Good" (490 ratings)

Cumberland, Strathcona, Canada

Free cancellation

Pool

Details

Expedia

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Feb 17 - Feb 24

$110 per night

Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Courtenay with Outdoor Pool

4.1

"Very good" (57 ratings)

Cumberland, Strathcona, Canada

Pool

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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.

Apr 29 - May 6

-17%

~~$100~~

$83 per night

House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Royston with Outdoor Pool

5.0

"Excellent" (67 ratings)

Cumberland, Strathcona, Canada

Balcony

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Dec 26 - Jan 2

$201 per night

House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Royston with Outdoor Pool + Ocean Views

5.0

"Excellent" (47 ratings)

Cumberland, Strathcona, Canada

Balcony

Details

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May 20 - May 27

-34%

~~$179~~

$119 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in Courtenay with Outdoor Pool + Spectacular Views

4.9

"Excellent" (16 ratings)

Cumberland, Strathcona, Canada

Balcony

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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Cumberland with private yards.

May 25 - Jun 1

$79 per night

Cabin ∙ 4 guests ∙ 1 bedroom

Cabin in Royston with Secret Garden

5.0

"Excellent" (84 ratings)

Cumberland, Strathcona, Canada

Yard

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May 25 - Jun 1

-17%

~~$59~~

$50 per night

Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Courtenay with Outdoor Pool

4.9

"Excellent" (23 ratings)

Cumberland, Strathcona, Canada

Yard

Details

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May 27 - Jun 3

$146 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Courtenay with Outdoor Pool + Private View

4.9

"Excellent" (22 ratings)

Cumberland, Strathcona, Canada

Yard

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Popular Rental Amenities in Cumberland

Internet (31)
Grill (25)
No smoking (25)
Kitchen (22)
Microwave (22)
No pets (19)
Washer (17)
TV (16)
Yard (14)
Fireplace (12)
Balcony/Patio (11)
Dishwasher (10)

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 "Internet" and "Grill" prove to be the most commonly offered features in Cumberland. You can even look for properties if you want to go fishing (2 rentals include "Parking" in Cumberland) or if you want to go fishing (1 rentals in Cumberland include "Wheelchair accessible").

7-Day Weather Forecast in Cumberland

Tue, 21 Mar

53°

41°

Wed, 22 Mar

53°

37°

Thu, 23 Mar

46°

41°

Fri, 24 Mar

46°

35°

Sat, 25 Mar

44°

35°

Sun, 26 Mar

46°

35°

Mon, 27 Mar

48°

37°

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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	34 properties
💳 Possible discounts	up to 34%
🌙 Nightly prices starting at	$50
⭐ Popular amenities	Internet, Grill and Non-smoking
🐾 Pet friendly accommodations	8 properties

Frequently Asked Questions

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

The nightly price of accommodations in Cumberland starts at $50. If you are looking for a house rental, the nightly price is $303 on average. A apartment rental Cumberland will cost $145 per night on average.

How many vacation rentals are available to book in Cumberland?

There are currently 34 rentals available for booking for your vacation.

What amenities are most popular for vacation rentals in Cumberland?

Three most popular amenities for home rentals in Cumberland include accommodations with: Grill, Internet, and Non-smoking.

Are dogs allowed in vacation rentals in Cumberland?

Finding a vacation rental in Cumberland that allows pets is possible, with 8 pet-friendly available.

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

Best vacation rentals with a balcony

Vacation homes and rentals with a yard

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 typical nightly price for a vacation home in Cumberland?

How many vacation rentals are available to book in Cumberland?

What amenities are most popular for vacation rentals in Cumberland?

Are dogs allowed in vacation rentals in Cumberland?

Vacation Destinations Near Cumberland

Top Vacation Ideas

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