A river flowing through a town with a bridge and a large building with a sign.

Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Cumberland vacation rentals

Cabin D

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.4 out of 10, Good, (47 reviews)
"Did not stay no bath house just a porta john"
United States
Bill
$78 nightly
The price is $87
Aug 11 - Aug 12
Total with taxes and fees
Abrams Creek Center
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (6 reviews)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
$167 nightly
The price is $168
Jul 15 - Jul 16
Total with taxes and fees
Private cabin with two double beds (sleep 4)
Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (33 reviews)
"Everything was amazing. Fresh cookies and flowers decorated the house. Beautiful location. Nice spot to pack and turn around a big truck."
United States
Joshua E.
$186 nightly
The price is $197
Jul 15 - Jul 16
Total with taxes and fees
Oldtown Guesthouse
Interior

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (40 reviews)
"Everything was lovely! The loft was stocked with everything we needed, it was spotlessly clean, and very comfortable."
United States
Leanna B.
$194 nightly
The price is $205
Jul 15 - Jul 16
Total with taxes and fees
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Terrace/patio

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, (58 reviews)
"Place was clean and comfortable."
United States
Marc R.
$165 nightly
The price is $175
Jul 17 - Jul 18
Total with taxes and fees
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Interior

The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.6 out of 10, Exceptional, (4 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
$160 nightly
The price is $170
Jul 15 - Jul 16
Total with taxes and fees
The Suite On Smallwood
Property grounds

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, (40 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
$182 nightly
The price is $193
Jul 16 - Jul 17
Total with taxes and fees
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Dining

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

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
$209 nightly
The price is $222
Jul 15 - Jul 16
Total with taxes and fees
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Interior

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, (116 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
$284 nightly
The price is $321
Jul 20 - Jul 21
Total with taxes and fees
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Interior

Private Home in Garrett County, surrounded by trees, fields and farmland.

Private Home in Garrett County, surrounded by trees, fields and farmland.
Grantsville
10.0 out of 10, Exceptional, (51 reviews)
"Awesome house. And great location "
United States
Richard M.
$255 nightly
The price is $270
Jul 19 - Jul 20
Total with taxes and fees
Private Home in Garrett County, surrounded by trees, fields and farmland.
Exterior detail

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
9.4 out of 10, Exceptional, (31 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
$203 nightly
The price is $230
Jul 15 - Jul 16
Total with taxes and fees
5 minute walk to downtown. Cozy family sized home with everything you need.
Exterior

Charming 3BR Cabin - MOUNTAIN VIEW - McHenry

Charming 3BR Cabin - MOUNTAIN VIEW - McHenry
McHenry
9.6 out of 10, Exceptional, (44 reviews)
"House was extremely clean and the overall experience was very professionally managed. "
United States
James E.
$413 nightly
The price is $467
Jul 19 - Jul 20
Total with taxes and fees
Charming 3BR Cabin - MOUNTAIN VIEW - McHenry
Pool

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, (3 reviews)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
$107 nightly
The price is $114
Jul 15 - Jul 16
Total with taxes and fees
BIG D's POND & North Branch of the Potomac river Camping.
Property grounds

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"Great getaway"
United States
Holly M.
$215 nightly
The price is $243
Jul 15 - Jul 16
Total with taxes and fees
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Interior

All about the view

All about the view
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"The location is awesome."
United States
Dale S.
$344 nightly
The price is $391
Jul 15 - Jul 16
Total with taxes and fees
All about the view
Property grounds

Rustic 4BR Cabin - HOT TUB - McHenry

Rustic 4BR Cabin - HOT TUB - McHenry
McHenry
9.8 out of 10, Exceptional, (60 reviews)
"Great place and comfortable beds. We would definitely book again!"
United States
Ashley C.
$510 nightly
The price is $576
Aug 9 - Aug 10
Total with taxes and fees
Rustic 4BR Cabin - HOT TUB - McHenry
Exterior

Charming 3BR Cabin - POND VIEW - McHenry

Charming 3BR Cabin - POND VIEW - McHenry
McHenry
9.6 out of 10, Exceptional, (23 reviews)
"Nice property and quiet location close to attractions and necessities. Great family getaway with games and activities for all "
United States
Dervin D.
$475 nightly
The price is $537
Jul 26 - Jul 27
Total with taxes and fees
Charming 3BR Cabin - POND VIEW - McHenry
Terrace/patio

Mountainside Cabin 53-Hot Tub, Dog Friendly

Mountainside Cabin 53-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very nice clean private quite staff very helpfu near restaurants and shopping grounds are well kept "
United States
Thomas
$413 nightly
The price is $467
Jul 15 - Jul 16
Total with taxes and fees
Mountainside Cabin 53-Hot Tub, Dog Friendly
Fridge, microwave, oven, stovetop

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, (8 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
$177 nightly
The price is $201
Jul 15 - Jul 16
Total with taxes and fees
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Terrace/patio

Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very responsive to any questions we had."
United States
Jerron H.
$353 nightly
The price is $399
Jul 15 - Jul 16
Total with taxes and fees
Mountainside Cabin 51R-Dog Friendly
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 Cumberland Hotel Reviews

Comfort Inn & Suites LaVale - Cumberland

Comfort Inn & Suites LaVale - Cumberland

8/10 Good
"Doors slamming at night were loud."
James 1-night trip
Posted 12 hours ago
Comfort Inn & Suites LaVale - Cumberland

Find out more about Cumberland

Everything you need to know about Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Cumberland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland vacation 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 Cumberland 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 Cumberland vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Cumberland?

Yes, there are vacation rentals in Cumberland close to Western Maryland Scenic Railroad, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape and riverfront in Cumberland. Make sure you have time to check out the casinos and churches during your trip.

What's the top vacation rental in Cumberland?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: Visitors like this Cumberland vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other homes for rent in Cumberland include Awesome New Property/ CANAL RIVER RETREAT and Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap.

How many vacation rentals will I find in Cumberland?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Cumberland stay.

What’s there to see and do in Cumberland?

Enjoy the outdoors at Canal Place and Lake Habeeb Beaches, or simply take in cultural attractions like Windsor Hall and Allegany Museum. Downtown Cumberland Historic District and Western Maryland Scenic Railroad are other places to visit while you're in town.

What’s a vacation rental in Cumberland like?

Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for small groups.