Western Maryland Holiday Rentals

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Holiday Rentals in Western Maryland

Our top choices for Western Maryland holiday rentals

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

9.8 out of 10, Exceptional, (169)
"House was wonderful for a weekend getaway. Kathleen was very prompt with responding to questions and the house was very clean! "
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

Private, light filled retreat space... with your own pickleball court!

10.0 out of 10, Exceptional, (44)
"Everything about this day was great. Everything was explained as far as remotes and use of technology. It was comfy, cozy and beautiful."
Private, light filled retreat space... with your own pickleball court!

Modern Cabin w Hot Tub, Wifi & Huge Deck!

10.0 out of 10, Exceptional, (8)
"Tiny house, just adorable! Clean and bright. Wrap around porch & hot tub were wonderful. We will definitely look ti book again!"
The price is AU$391
includes taxes & fees
18 Sept - 19 Sept
Modern Cabin w Hot Tub, Wifi & Huge Deck!

Brand NEW Build! Five Master Suites~Bunk Room~INDOOR POOL, Game ROOM & Hot Tub!

9.2 out of 10, Wonderful, (9)
"Great location filled with amenities galore."
Brand NEW Build! Five Master Suites~Bunk Room~INDOOR POOL, Game ROOM & Hot Tub!

Birch Cabin at Hunting Creek Hideaway

9.6 out of 10, Exceptional, (10)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is AU$231
includes taxes & fees
24 Sept - 25 Sept
Birch Cabin at Hunting Creek Hideaway

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (126)
"My 2 grandsons & I had a wonderful visit at the Riverkeeper Inn. The Riverfront is beautiful & lots of nature to enjoy. They also liked riding around on the golf cart in the neighborhood checking out the deer & birds. Very peaceful. It was a nice getaway for them being from Texas. "
RIVERKEEPER INN, Waterfront Property on the Potomac River

LAKEFRONT,HOT TUB,KAYAKS,Cozy CABIN, Private Dock,Gardens, OWLS NEST, Deep Creek

10.0 out of 10, Exceptional, (352)
"The property managers were very helpful and communicative, the space was super cute both inside and in the adorable decorated gardens, and we loved sitting on the dock and spending time in the hot tub. We will definitely be back for a longer stay!"
LAKEFRONT,HOT TUB,KAYAKS,Cozy CABIN, Private Dock,Gardens, OWLS NEST, Deep Creek

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (186)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (116)
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10.0 out of 10, Exceptional, (28)
"Enjoyed our stay at this big-tiny house."
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Amazing Central Location! Lakefront! Hot tub/dock!

9.6 out of 10, Exceptional, (51)
"Our group of friends rented this property for a fun and relaxing weekend in Deep Creek. The house was clean, spacious, and accommodating, with something for everyone! Anyone interested in stay in this area should book this property!"
Amazing Central Location! Lakefront! Hot tub/dock!

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"very private rustic cabin. bordered be Antietam creek (creek access not so easy though). great acoustics! used to look forward to visiting Dan's Tavern in Boonsboro, which is nearby, but it was closed down by some bigots. "
The price is AU$498
includes taxes & fees
14 Sept - 15 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (129)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is AU$383
includes taxes & fees
7 Sept - 8 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming 4-bedroom 1870 row house in Downtown Frederick Near Carroll Creek

Charming 4-bedroom 1870 row house in Downtown Frederick Near Carroll Creek

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

9.8 out of 10, Exceptional, (19)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is AU$383
includes taxes & fees
11 Sept - 12 Sept
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

9.8 out of 10, Exceptional, (68)
"Loved our stay here! Beautiful view and loved the hot tub!"
The price is AU$427
includes taxes & fees
16 Sept - 17 Sept
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

6BR Lake Access Home, Dock, HotTub, Pet-Friendly–30% Weekly Discount Exc. Summer

9.4 out of 10, Exceptional, (83)
"The house was great, a nice cozy cabin vibe but with lots of space, a hot tub and firepit. Only a few minutes from the bridge to the road up the lake and from the state park, which the owners include a pass for. Property owners were great to rent with, recommended!"
6BR Lake Access Home, Dock, HotTub, Pet-Friendly–30% Weekly Discount Exc. Summer

Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

10.0 out of 10, Exceptional, (15)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
The price is AU$249
includes taxes & fees
4 Sept - 5 Sept
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

❤️ Secluded 1940s Romantic Tiny House on the River

9.8 out of 10, Exceptional, (60)
"We truly loved this location and definitely will be back!"
The price is AU$173
includes taxes & fees
1 Oct - 2 Oct
❤️ Secluded 1940s Romantic Tiny House on the River

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (31)
"Very nice rest time…"
The price is AU$455
includes taxes & fees
28 Sept - 29 Sept
Charming Cabin in the Woods with River Access
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 Western Maryland Hotel Reviews

Find out more about Western Maryland

Find out more about Western Maryland

Everything you need to know about Western Maryland 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 Western Maryland 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 Western Maryland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Western Maryland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Western Maryland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Western Maryland 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 Western Maryland holiday rentals we have selected for you start as low as AU$173 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Western Maryland rentals

At Expedia, we put the best Western Maryland 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 Western Maryland 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 Western Maryland 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 Western Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.