Cresaptown-Bel Air Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cresaptown-Bel Air holiday rentals

A modern kitchen with white cabinets, a granite countertop, a built-in microwave, and a coffee maker.

1. The Suite On Smallwood

The Suite On Smallwood
Cumberland
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place at a great price within walking distance of downtown."
United States
Joseph S.
The price is NZ$344
includes taxes & fees
17 Nov - 18 Nov
The Suite On Smallwood
A sunroom with large windows, a ceiling fan, and a table with chairs.

2. Mid-Century Ranch & Fire Pit, Cumberland

Mid-Century Ranch & Fire Pit, Cumberland
Cresaptown, MD
The price is NZ$532
includes taxes & fees
1 Dec - 2 Dec
Mid-Century Ranch & Fire Pit, Cumberland
A covered patio with a table and chairs, a hanging basket, and a satellite dish.

3. Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Cumberland
10.0 out of 10, Exceptional, (67 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is NZ$297
includes taxes & fees
13 Nov - 14 Nov
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
A blue door with the number 137, a wreath, and a mailbox.

4. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Cumberland
10.0 out of 10, Exceptional, (11 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is NZ$338
includes taxes & fees
13 Nov - 14 Nov
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
A garden with a variety of flowers and plants, a wooden structure, and a white fence.

5. Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (57 reviews)
"comfortable cottage. In between most activity areas."
United States
WILSON
The price is NZ$314
includes taxes & fees
16 Nov - 17 Nov
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
A living room with a brown leather sofa, a blue couch with patterned pillows, a coffee table, and a wooden floor.

6. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Cumberland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely place! "
United States
Courtney N.
The price is NZ$335
includes taxes & fees
13 Nov - 14 Nov
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
A covered outdoor seating area with stone flooring and a pergola with climbing plants.

7. 5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.
Frostburg
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay when visiting Frostburg"
United States
Sofia
The price is NZ$401
includes taxes & fees
13 Nov - 14 Nov
5 minute walk to downtown. Cozy family sized home with everything you need.
A blue door with a small window above it, a street sign on the left, and a black metal railing in front.

8. Newly renovated 1905 house, within walking distance to all downtown attractions!

Newly renovated 1905 house, within walking distance to all downtown attractions!
Cumberland
10.0 out of 10, Exceptional, (2 reviews)
"The property, the price, the location, the host...all were perfect for or GAP bike trip!!!"
United States
Mark M.
The price is NZ$453
includes taxes & fees
7 Dec - 8 Dec
Newly renovated 1905 house, within walking distance to all downtown attractions!
A two-story residential building with a red door and a garage.

9. Mountain-View Condo w/ Patio & Free Parking

Mountain-View Condo w/ Patio & Free Parking
Cumberland
The price is NZ$386
includes taxes & fees
16 Nov - 17 Nov
Mountain-View Condo w/ Patio & Free Parking
A wooden deck with a hot tub, a table, and benches.

10. Peaceful and relaxing three bedroom home with hot tub, right beside I-68

Peaceful and relaxing three bedroom home with hot tub, right beside I-68
La Vale
The price is NZ$423
includes taxes & fees
17 Nov - 18 Nov
Peaceful and relaxing three bedroom home with hot tub, right beside I-68
A wooden deck with two lounge chairs and a metal railing, surrounded by lush greenery.

11. Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
10.0 out of 10, Exceptional, (127 reviews)
"Awesome home! Cabin was clean, comfortable, relaxing, everything we wanted. Add in a beautiful private deck with huge hot tub and an incredible bath tub with amazing shower, we could not have asked for more."
United States
John V.
The price is NZ$526
includes taxes & fees
16 Nov - 17 Nov
Secluded, romantic cabin with hot tub on 12 acres of woodland.
A bedroom with a large bed, wooden headboard, two bedside tables with lamps, a floral-patterned rug, and a window with curtains.

12. Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, Exceptional, (128 reviews)
"Plenty of space (4 standalone bedrooms), plus a full kitchen and handy laundry machine & dryer!! As the title says a short 300 ft directly off the GAP. House was cosy warm too!!"
United States
Sholto
The price is NZ$231
includes taxes & fees
14 Nov - 15 Nov
Right off the bike trail.
A deck with a white railing, a table, and a view of a forested landscape.

13. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
La Vale
9.0 out of 10, Wonderful, (11 reviews)
"The host was very responsive and accessible. The house is freshly updated and uncluttered. The beds and pillows are comfortable. The view is lovely. The showers are small but manageable and there is no washing machine or dryer at this property. Overall it is a nice place and met our need for sleeping and making breakfast. We will very likely stay here again when we are in the area visiting family."
United States
TRINA P.
The price is NZ$355
includes taxes & fees
16 Nov - 17 Nov
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
A spacious room with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and a countertop.

14. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful property, comfy and perfect for a getaway. Definitely need to come back."
United States
Stephanie R.
The price is NZ$373
includes taxes & fees
23 Nov - 24 Nov
Oldtown Guesthouse
A serene pond with a wooden dock and chairs, surrounded by lush greenery and trees.

15. BIG D's POND & North Branch of the Potomac river Camping.

BIG D's POND & North Branch of the Potomac river Camping.
Cumberland
10.0 out of 10, Exceptional, (4 reviews)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
The price is NZ$221
includes taxes & fees
13 Nov - 14 Nov
BIG D's POND & North Branch of the Potomac river Camping.
A grassy field with a wooden fence and trees in the background.

16. Charming Cottage on 15 Acre Farm near Romney, WV

Charming Cottage on 15 Acre Farm near Romney, WV
Romney
10.0 out of 10, Exceptional, (20 reviews)
"The cottage was perfect. It had everything to make our stay enjoyable. The location was amazing. We enjoyed sitting on the porch in the rocking chairs, and watching the wild bunnies play. Breakfast was a nice touch, and very much appreciated. We would love to stay again!"
United States
Hileri G.
The price is NZ$318
includes taxes & fees
30 Nov - 1 Dec
Charming Cottage on 15 Acre Farm near Romney, WV
A blue door with the number 137, a wreath, and a mailbox.

17. Rustic Oasis for the Family - 6 min walk to Downtown

Rustic Oasis for the Family - 6 min walk to Downtown
Cumberland
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean, reasonable and we could walk everywhere!"
United States
Sharon D.
The price is NZ$684
includes taxes & fees
15 Nov - 16 Nov
Rustic Oasis for the Family - 6 min walk to Downtown
A modern kitchen with a white island, black chairs, and a view of the outdoors.

18. Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is NZ$416
includes taxes & fees
15 Nov - 16 Nov
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
A bedroom with a skylight, a bed, two windows, and a radiator.

19. Mountain View Condo - Steps to C&O Trail

Mountain View Condo - Steps to C&O Trail
Cumberland
The price is NZ$509
includes taxes & fees
15 Nov - 16 Nov
Mountain View Condo - Steps to C&O Trail
A residential area with a house partially obscured by trees, a winding driveway, and a grassy lawn.

20. Private, clean mountain home near Rocky Gap!

Private, clean mountain home near Rocky Gap!
Cumberland
9.4 out of 10, Exceptional, (19 reviews)
"Clean and comfy cabin. Great wi-fi and everything we needed in the kitchen and bathrooms!"
United States
Alisa S.
The price is NZ$630
includes taxes & fees
15 Nov - 16 Nov
Private, clean mountain home near Rocky Gap!
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.
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Top Cresaptown-Bel Air Hotel Reviews

A modern lobby with a sofa, chairs, a bar area, and a fireplace.
Fairfield Inn & Suites by Marriott Cumberland

Fairfield Inn & Suites by Marriott Cumberland

Fairfield Inn & Suites by Marriott Cumberland
Cumberland

8/10 Good

Location next to C&O and GAP trails with bike facilities for the riders.
Australia
Geoffrey
Reviewed March 14, 2026
Fairfield Inn & Suites by Marriott Cumberland

Find out more about Cresaptown-Bel Air

Everything you need to know about Cresaptown-Bel Air holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cresaptown-Bel Air holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cresaptown-Bel Air holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cresaptown-Bel Air holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cresaptown-Bel Air. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cresaptown-Bel Air holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cresaptown-Bel Air holiday rentals we have selected for you start as low as NZ$221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cresaptown-Bel Air rentals

At Expedia, we put the best Cresaptown-Bel Air holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cresaptown-Bel Air rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cresaptown-Bel Air holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cresaptown-Bel Air. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Cresaptown-Bel Air?

Yes, there are holiday rentals close to the most popular sights in Cresaptown-Bel Air, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cresaptown-Bel Air has to offer?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This holiday home rental outside of Cresaptown-Bel Air is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Cresaptown-Bel Air?

While you're exploring the area, Lake Habeeb Beaches and Lake Habeeb are a couple of picturesque spots to get outside and enjoy nature. Allegany County Fairgrounds and Western Maryland Scenic Railroad are a couple of places you'll find in the wider area.

What’s a holiday rental in Cresaptown-Bel Air like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cresaptown-Bel Air. Holiday rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip.