Western Maryland Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Western Maryland

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

10.0 out of 10, Exceptional, (350)
"Great place, lots of activities on site and the caretakers even provided a nice welcome package."
LAKEFRONT,HOT TUB,KAYAKS,Cozy CABIN, Private Dock,Gardens, OWLS NEST, Deep Creek

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

9.8 out of 10, Exceptional, (64)
"Loved our stay here! Beautiful view and loved the hot tub!"
The price is HK$1,201
HK$2,323 total
includes taxes & fees
29 Jul - 30 Jul
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

The Pea Pod - Deep Creek Lake

10.0 out of 10, Exceptional, (33)
"Property is just as listed. Have atayed here multiple times and as always its a great place to stay. "
The Pea Pod - Deep Creek Lake

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

10.0 out of 10, Exceptional, (98)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is HK$1,454
HK$2,464 total
includes taxes & fees
30 Jul - 31 Jul
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (27)
"Very nice rest time…"
The price is HK$1,279
HK$2,359 total
includes taxes & fees
27 Jul - 28 Jul
Charming Cabin in the Woods with River Access

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (123)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (41)
"We had a great time with her family. Everything was meticulous neat and clean, and the Property is right on the lakefront which made it beautiful would definitely consider coming back."
FletchersCove-DeepCreekLake-PrivateDock-HotTub

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

10.0 out of 10, Exceptional, (38)
"Beautiful vacation home situated on a picturesque landscape. Peaceful and quiet, it's everything you would hope for as a get-away. The owners are so very kind and helpful with anything you may need. Would definitely stay here again, and give my highest recommendation to other fellow travelers."
Private, light filled retreat space... with your own pickleball court!

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

10.0 out of 10, Exceptional, (11)
"This was perfect for our family’s ski weekend at Wisp with our teens. We loved the hot tub, fireplace, and close proximity to restaurants. We’ll come back again!"
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Modern Cabin w Hot Tub, Wifi & Huge Deck!

10.0 out of 10, Exceptional, (7)
"Tiny house, just adorable! Clean and bright. Wrap around porch & hot tub were wonderful. We will definitely look ti book again!"
The price is HK$1,156
HK$1,967 total
includes taxes & fees
23 Jul - 24 Jul
Modern Cabin w Hot Tub, Wifi & Huge Deck!

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

9.0 out of 10, Wonderful, (8)
"We had a great time in West Virginia and the Chalet. The properry was well maintained and the host was very proactive with checking in to see if we arrived and got inside without incident, and to see if we needed anythjng. "
The price is HK$1,156
HK$2,072 total
includes taxes & fees
23 Jul - 24 Jul
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

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!

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (78)
"Beautiful location and great little cabin "
Hidden Gem in the woods with hot tub

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is HK$2,355
HK$3,802 total
includes taxes & fees
29 Jul - 30 Jul
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

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

9.8 out of 10, Exceptional, (181)
"It was such a treat to stay in this unique old house. The basement is built right into the rock hill! The house is comfortable and convenient even though it has seen so many years. The hosts did a great job decorating and taking care of it. We would love to come back on a warmer weekend and enjoy the yard. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (46)
"Exceeded expectations, highly recommend!"
Hollow Hideaway is perfect for your holiday stay!

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (57)
"We truly loved this location and definitely will be back!"
The price is HK$523
HK$1,060 total
includes taxes & fees
4 Aug - 5 Aug
❤️ Secluded 1940s Romantic Tiny House on the River

Dog-friendly house on the lake, central AC, & EV charger

8.4 out of 10, Very good, (56)
"This was my first time staying with VRBO. It was a million dollar view. There were just a few minor things that were mentioned before on other reviews that were not taken care of such as the hole in the master bedroom door, the smell of sewage in the kitchen the garbage disposal area, and also the stairs down to the dock area didn't seem too stable. I would have liked to have seen the fountain on but I do realize it's earlier in the year. The owners may want to change the curtains because not...
Dog-friendly house on the lake, central AC, & EV charger

Charming Dog Friendly Cottage w/ Dock & Fire Pit

9.6 out of 10, Exceptional, (18)
"My family and I had a great time at the Red Cottage. We would definitely stay here again."
Charming Dog Friendly Cottage w/ Dock & Fire Pit

Deep Creek Dog Friendly Getaway w/ Hot Tub

9.4 out of 10, Exceptional, (8)
"Townhouse was very nice, clean and well furnished. Lovely view of the lake from the balcony"
Deep Creek Dog Friendly Getaway w/ Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Maryland Hotel Reviews