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Cumberland Vacation Rentals

Find 21 available offers from 12 partners
Cumberland
Anytime
Guests
Cumberland
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Hostel
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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?

Show all 21 properties

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.

House  Cumberland
Mar 22 - Mar 29
$111 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Yard + Ocean Views

5.0
Outstanding (22 ratings)
Cumberland, Strathcona, Canada
Yard
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House  Cumberland
Apr 15 - Apr 22
-26%
$603
$448 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Royston with Yard, Patio & Grill + Ocean Views

5.0
Outstanding (6 ratings)
Cumberland, Strathcona, Canada
Yard
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House  Cumberland
Dec 28 - Jan 4
$203 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Royston with Grill, Yard & Patio + Ocean Views

5.0
Outstanding (74 ratings)
Cumberland, Strathcona, Canada
Yard
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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.

House  Cumberland
Jun 7 - Jun 14
$143 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Courtenay with Grill

5.0
Outstanding (1 rating)
Cumberland, Strathcona, Canada
Balcony
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House  Cumberland
Mar 30 - Apr 6
$90 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Royston

5.0
Outstanding (91 ratings)
Cumberland, Strathcona, Canada
Balcony
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House  Cumberland
Jun 7 - Jun 14
-29%
$285
$204 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Comox with Grill, Yard & Patio

4.8
Outstanding (13 ratings)
Cumberland, Strathcona, Canada
Balcony
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Cumberland by booking a vacation home with a fireplace.

House  Cumberland
Jul 20 - Jul 27
$115 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Courtenay

5.0
Outstanding (2 ratings)
Cumberland, Strathcona, Canada
Fireplace
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House  Cumberland
Sep 28 - Oct 5
$234 per night
House ∙ 9 guests ∙ 2 bedrooms

Vacation Home in Courtenay with Sauna & Yard

Cumberland, Strathcona, Canada
Fireplace
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House  Cumberland
Aug 20 - Aug 27
$148 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Courtenay with Patio & Yard + Private View

4.9
Outstanding (42 ratings)
Cumberland, Strathcona, Canada
Fireplace
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Best Vacation Home Deals in Cumberland

Save up to 33%

Motel Cumberland
Apr 15 - Apr 22
-17%
$89
$74 per night
Motel ∙ 8 guests ∙ 1 bedroom

Motel in Courtenay

3.6
Good (138 ratings)
Cumberland, Strathcona, Canada
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House Cumberland
Apr 15 - Apr 22
-33%
$122
$82 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Royston with Yard & Patio

4.4
Very good (5 ratings)
Cumberland, Strathcona, Canada
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Apartment Cumberland
Apr 15 - Apr 22
-31%
$198
$137 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in Courtenay with Patio & Grill + Spectacular Views

4.9
Outstanding (48 ratings)
Cumberland, Strathcona, Canada
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Book the ideal accommodation for as little as $50 per night by searching among the 21 options being offered in Cumberland. HomeToGo directly sorts all of these properties so you can save up to 59%!

Recommended Vacation Rentals in Cumberland

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

House Cumberland
Aug 20 - Aug 27
$209 per night
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Courtenay

5.0
Outstanding (2 ratings)
Cumberland, Strathcona, Canada
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Cottage Cumberland
Apr 15 - Apr 22
$104 per night
Cottage ∙ 5 guests ∙ 1 bedroom

Cottage in Royston with Grill & Yard + Ocean View

4.3
Very good (8 ratings)
Cumberland, Strathcona, Canada
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Cottage Cumberland
Aug 10 - Aug 17
$111 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Private Cottage in Courtenay with Private Garden

5.0
Outstanding (2 ratings)
Cumberland, Strathcona, Canada
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Cabin Cumberland
Sep 21 - Sep 28
$74 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Royston with Yard, Patio & Grill

4.8
Outstanding (60 ratings)
Cumberland, Strathcona, Canada
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House Cumberland
Aug 20 - Aug 27
$199 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Courtenay with Yard + Farm View

4.9
Outstanding (20 ratings)
Cumberland, Strathcona, Canada
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House Cumberland
Apr 3 - Apr 10
$186 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Courtenay

Cumberland, Strathcona, Canada
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House Cumberland
Jun 29 - Jul 6
$121 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Courtenay

4.7
Excellent (6 ratings)
Cumberland, Strathcona, Canada
Free cancellation
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Apartment Cumberland
Aug 20 - Aug 27
$95 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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House Cumberland
Mar 30 - Apr 6
$383 per night
House ∙ 7 guests ∙ 3 bedrooms

Charming House in Cumberland with Outdoor Pool

5.0
Outstanding (16 ratings)
Cumberland, Strathcona, Canada
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Budget-friendly Vacation Rentals in Cumberland

Find Fantastic yet Inexpensive Offers

House Cumberland
Aug 10 - Aug 17
$133 per night
House ∙ 5 guests ∙ 1 bedroom

House in Royston with Grill, Patio & Yard + Awesome Views

Cumberland, Strathcona, Canada
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Bed and breakfast Cumberland
Aug 10 - Aug 17
$176 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Lovely Bed & Breakfast in Courtenay with Pool, Grill & Patio

5.0
Outstanding (4 ratings)
Cumberland, Strathcona, Canada
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House Cumberland
Jun 29 - Jul 6
$89 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Courtenay

Cumberland, Strathcona, Canada
Free cancellation
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Top-Rated Rentals and Accommodations in Cumberland

Book Vacation Rental Offers with the Highest User Rating

Apartment Cumberland
$159 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Cumberland with Free Parking

5.0
Outstanding (11 ratings)
Cumberland, Strathcona, Canada
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House Cumberland
Apr 15 - Apr 22
$112 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Courtenay with Grill, Patio & Yard

4.6
Excellent (19 ratings)
Cumberland, Strathcona, Canada
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Apartment Cumberland
Apr 15 - Apr 22
$130 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in Royston with Yard, Grill & Patio + Ocean View

5.0
Outstanding (62 ratings)
Cumberland, Strathcona, Canada
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Popular Rental Amenities in Cumberland

  • Pet-friendly (3)
  • Pool (1)
  • Air conditioning (4)
  • TV (10)
  • Kitchen (11)
  • Fishing (2)
  • WiFi (19)
  • Washing machine (14)
  • Balcony/patio (14)
  • Microwave (13)
  • Dishwasher (5)
  • No pets (18)

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 "Pool" prove to be the most commonly offered features in Cumberland. You can even look for properties if you need wheelchair access (6 rentals include "Wheelchair accessible" in Cumberland) or if you are a grill master (16 rentals in Cumberland include "Grill").

7-Day Weather Forecast in Cumberland

Fri, 29 Mar
46°
42°

35%

3 h

3 mi/h

Sat, 30 Mar
53°
50°

0%

5 h

7 mi/h

Sun, 31 Mar
55°
50°

0%

4 h

6 mi/h

Mon, 1 Apr
53°
51°

0%

2 h

9 mi/h

Tue, 2 Apr
53°
51°

0%

2 h

11 mi/h

Wed, 3 Apr
50°
48°

0%

3 h

10 mi/h

Thu, 4 Apr
50°
48°

0%

3 h

12 mi/h

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

💳 Possible discounts up to 59%
🌙 Nightly prices starting at $50
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 3 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 $50. If you would like to stay in a apartment rental, the average price is $178 per night. A house rental Cumberland will cost on average $350 per night.

How many vacation rentals are available to book in Cumberland?

Currently there are 21 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, Pool, and Air conditioning.

Are pets allowed in vacation rentals in Cumberland?

Sure, there are 3 rentals in Cumberland that allow pets , with an average price of $211 per night.

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