
Maryland Rentals
- From $1615 per night (USD)
VRBO
Elegant Escape Steps from Lake & Fun
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 25
Name: Avalon | Bedrooms: 8 | Bathrooms: 7.5 | Sleeps: 25 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS ...
From $1615 per night (USD)VRBO
- From $799 per night (USD)
Expedia
Luxury Lake Escape in Quiet Cove w/ Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Sunset Dream | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ Y ...
From $799 per night (USD)Expedia
- From $843 per night (USD)
VRBO
Hot Tub Hideaway Near Deep Creek Fun
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Summerside | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS ...
From $843 per night (USD)VRBO
- From $572 per night (USD)
Expedia
Dog Friendly Stone Cottage w/ Lake Views & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Name: Willow Point | Bedrooms: 2 | Bathrooms: 2 | Sleeps: 6 | Access: Lake Front | Dogs Welcome Max. 2 | MUST BE 24+ YEA ...
From $572 per night (USD)Expedia
- From $1337 per night (USD)
VRBO
Spacious Lakefront Escape Near Wisp w/ Dock
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Arcadia | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front, Ski Area | Pets Not Permitted | MUST BE 24 ...
From $1337 per night (USD)VRBO
- From $1482 per night (USD)
Expedia
Rustic Luxury Lake Escape w/ Indoor Pool & Dock
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 26
Name: American Eagle Lodge | Bedrooms: 8 | Bathrooms: 7.5 | Sleeps: 26 | Access: Lake Front, Ski Area | Pets Not Permitt ...
From $1482 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Shaded Retreat w/ Fire Pit & Games
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Name: Imagine That! | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 9 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ Y ...
From $567 per night (USD)VRBO
- From $979 per night (USD)
Expedia
Updated Lakefront Retreat w/ Pool Table & Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Name: A Cut Above | Bedrooms: 6 | Bathrooms: 6.5 | Sleeps: 16 | Access: Lake Front, Golf Area | Dogs Welcome (Max. 2) | ...
From $979 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Serene Lakefront Escape w/ Hot Tub & Dock Slip
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: Glistening Waters | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 12 | Access: Lake Front | Pets Not Permitted | MUST BE ...
From $561 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Stylish Lake Retreat w/ Hot Tub, Dock & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Summer Song | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEAR ...
From $768 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Peaceful Dog Friendly Escape w/ Dock & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Name: Sunlit Serenity | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Access | Dogs Welcome: Max: 2 | MUST BE 2 ...
From $701 per night (USD)VRBO
- From $834 per night (USD)
Expedia
Sleek & Spacious Retreat w/ Hot Tub & Fireplace
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Altitude Adjustment | Bedrooms: 5 | Bathrooms: 5.5 | Sleeps: 14 | Access: Lake Area | Pets Not Permitted | MUST BE ...
From $834 per night (USD)Expedia
- From $693 per night (USD)
VRBO
Stylish Cabin Retreat w/ Lake Access & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: District Creek | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 12 | Access: lake Access | Pets Not Permitted | MUST BE 24 ...
From $693 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Cozy Lakefront Charm w/ Dock & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Name: Peaceful Easy Feelin' | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 8 | Access: Lake Front | Pets Not Permitted | MUST ...
From $768 per night (USD)Expedia
- From $544 per night (USD)
VRBO
Cozy Dog Friendly Cabin w/ Hot Tub & Lake Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Name: Tolson Cabin | Bedrooms: 2 | Bathrooms: 1 | Sleeps: 6 | Access: Lake Front | Dogs Welcome Max. 2 | MUST BE 24+ YEA ...
From $544 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Cozy Dog Friendly Mountain Getaway w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: Dreamer's Overlook | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Access, Ski Area | Dogs Welcome Max. 2 ...
From $710 per night (USD)Expedia
- From $803 per night (USD)
VRBO
Dog Friendly Deep Creek Gem w/ Dock & Pool Table
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Winslow Lodge | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 14 | Access: Lake Front | Dogs Welcome Max. 2 | MUST BE 24+ ...
From $803 per night (USD)VRBO
- From $770 per night (USD)
Expedia
Luxe Dog Friendly Wisp Mt. Ski-In Cabin Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: Wisper | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Ski In/Ski Out | Dogs Welcome Max. 2 | MUST BE 24+ YEAR ...
From $770 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Forest Hideaway w/ Fireplaces & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Lost Bearadise | Bedrooms: 3 | Bathrooms: 3 | Sleeps: 8 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEA ...
From $580 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Spacious Cedar Chalet w/ Hot Tub & Pool Table
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Name: Pinnacle Perch | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ ...
From $520 per night (USD)Expedia
- From $969 per night (USD)
VRBO
Dog Friendly Mountaintop Retreat w/ Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Chubby Bunny Lodge | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 14 | Access: Lake Access | Dogs Welcome Max. 2 | MUST ...
From $969 per night (USD)VRBO
- From $773 per night (USD)
Expedia
Enjoy Adventure & Relaxation w/ Hot Tub & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Adventure Bound | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Front, Ski Area | Pets Not Permitted | MU ...
From $773 per night (USD)Expedia
- From $860 per night (USD)
VRBO
Year-Round Gem w/Dock, Hot Tub & Pool Table
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Name: Always in Season | Bedrooms: 6 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ ...
From $860 per night (USD)VRBO
- From $779 per night (USD)
Expedia
Mountain Escape w/ Fire Pit, Pool Table & Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Name: Montana East | Bedrooms: 5 | Bathrooms: 3.5 | Sleeps: 10 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ ...
From $779 per night (USD)Expedia
- From $966 per night (USD)
VRBO
Elegant Lakefront Retreat w/ Hot Tub & Fireplaces
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Name: Lake Shore Lodge | Bedrooms: 5 | Bathrooms: 5.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 2 ...
From $966 per night (USD)VRBO
- From $941 per night (USD)
Expedia
Dog Friendly Getaway Just Steps to Wisp & Fun
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: A Stone's Throw | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lakefront, Ski Area | Dogs Welcome (Max. 2) | ...
From $941 per night (USD)Expedia
- From $730 per night (USD)
VRBO
Luxury Mountain Escape w/ Hot Tub & Fireplaces
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: Mountain High | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 12 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ ...
From $730 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Lakefront Gem Near Deep Creek State Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Name: Pebble Beach | Bedrooms: 4 | Bathrooms: 2.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ Y ...
From $563 per night (USD)Expedia
- From $913 per night (USD)
VRBO
Charming Dog Friendly Cabin w/ Hot Tub & Fire Pit
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Name: Abbot's Bliss | Bedrooms: 6 | Bathrooms: 4 | Sleeps: 16 | Access: Lake Front | Dogs Welcome Max. 2 | MUST BE 24+ Y ...
From $913 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Tranquil Dog Friendly Escape w/ Dock Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Linwood | Bedrooms: 3 | Bathrooms: 2 | Sleeps: 8 | Access: Lake Access | Dogs Welcome Max. 2 | MUST BE 24+ YEARS T ...
From $484 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Lakefront Townhome by Wisp Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Ski Harbor #21 | Bedrooms: 3 | Bathrooms: 2.5 | Sleeps: 8 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ ...
From $425 per night (USD)VRBO
- From $1046 per night (USD)
Expedia
Modern Lakehouse w/ Dock, Fire Pit, Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Name: Telstar.gon | Bedrooms: 6 | Bathrooms: 5 | Sleeps: 15 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEAR ...
From $1046 per night (USD)Expedia
- From $1215 per night (USD)
VRBO
Signature Lakefront Home w/ Pool & Views
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Name: Waterfront Retreat | Bedrooms: 6 | Bathrooms: 5.5 | Sleeps: 16 | Access: Lake Front | Pets Not Permitted | MUST BE ...
From $1215 per night (USD)VRBO
- From $672 per night (USD)
Expedia
Charming Lodge w/ Pool Table, Bar & Fireplaces
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Name: Red Moose Lodge | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 10 | Access: Lake Access | Pets Not Permitted | MUST BE 2 ...
From $672 per night (USD)Expedia
- From $780 per night (USD)
VRBO
New! Amazing Lake Views w/ Hot Tub & Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Name: Angel's Landing | Bedrooms: 4 | Bathrooms: 4 | Sleeps: 11 | Access: Lake Access | Dogs Welcome (Max. 2) | MUST BE ...
From $780 per night (USD)VRBO
- From $753 per night (USD)
Expedia
Swiss-Style Dog Friendly Chalet w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Name: A Scandinavian Retreat | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Front | Dogs Welcome Max. 2 | MUST ...
From $753 per night (USD)Expedia
- From $975 per night (USD)
VRBO
Signature Lakefront w/ Dock & Outdoor Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Kathleen's Crossing | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE ...
From $975 per night (USD)VRBO
- From $835 per night (USD)
Expedia
Lakefront Charm w/ Enchanted Kitchen & Deck
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Name: Rother's Cove | Bedrooms: 5 | Bathrooms: 6 | Sleeps: 16 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YE ...
From $835 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Ski-Side Retreat w/ Hot Tub & Lake Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Villages of Wisp #01 Winding Way | Bedrooms: 2 | Bathrooms: 3 | Sleeps: 8 | Access: Ski In/Ski Out | Pets Not Perm ...
From $437 per night (USD)VRBO
- From $576 per night (USD)
Expedia
Dog Friendly Retreat w/ Skylights & Soaking Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Name: Hemlock Chalet | Bedrooms: 3 | Bathrooms: 2 | Sleeps: 10 | Access: Lake Access | Dogs Welcome Max. 2 | MUST BE 24+ ...
From $576 per night (USD)Expedia
- From $542 per night (USD)
VRBO
Dog Friendly Stay by Wisp & Lake w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Name: Deep Creek Village #34 | Bedrooms: 3 | Bathrooms: 3.5 | Sleeps: 10 | Access: Lake Front | Dogs Welcome (Max. 2) | ...
From $542 per night (USD)VRBO
- From $802 per night (USD)
Expedia
Spacious Lakefront w/ Games & Sunroom
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Paradise Point | Bedrooms: 5 | Bathrooms: 3.5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ ...
From $802 per night (USD)Expedia
- From $1052 per night (USD)
VRBO
Luxury Lakefront Gem w/ Hot Tub & Serenity
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Magnificent View Point | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST ...
From $1052 per night (USD)VRBO
- From $751 per night (USD)
Expedia
Luxury Lodge by Wisp w/ Balcony & Fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Name: Wispering Timbers | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 12 | Access: Ski In/Ski Out | Pets Not Permitted | MUST B ...
From $751 per night (USD)Expedia
- From $653 per night (USD)
VRBO
Walkable to Main Street at Seashell in the City with 2 parking spots
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the Difference: Professionally Managed by iTrip Annapolis Welcome to this gorgeous fully-renovated home, res ...
From $653 per night (USD)VRBO
- From $1059 per night (USD)
Expedia
Elegant Lakefront Escape w/ Lake Views & Fireplace
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Name: Napa Valley | Bedrooms: 5 | Bathrooms: 6.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YE ...
From $1059 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Suites at Silver Tree: A306 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable ...
From $364 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Suites at Silver Tree: A312 One Bedroom & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft Standard View offers the comforts of home and accommodates six with plenty of privacy ...
From $311 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Suites at Silver Tree: A311 One Bedroom & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $349 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Suites at Silver Tree: A314 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable ...
From $319 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Suites at Silver Tree: A309 Studio & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $340 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Suites at Silver Tree: A315 Studio & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Lake View Suite accommodates up to six and offers the comforts of home at an affordable pri ...
From $343 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Suites at Silver Tree: A308 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $325 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Suites at Silver Tree: A218 One Bedroom Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This One Bedroom Standard View Suite accommodates four with more privacy offering a King bed in a separate bedroom from ...
From $289 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Suites at Silver Tree: B206 One Bedroom & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $349 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Suites at Silver Tree: B104 One Bedroom Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The One Bedroom Lakefront Suite accommodates four with more privacy offering a King in a separate bedroom from the livin ...
From $320 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Suites at Silver Tree: B205 One Bedroom Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The One Bedroom Lakefront Suite accommodates four with more privacy offering a King in a separate bedroom from the livin ...
From $320 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Suites at Silver Tree: A304 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable ...
From $306 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Suites at Silver Tree: A307 One Bedroom & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $342 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Suites at Silver Tree: B203 One Bedroom & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft Lakefront Suite offers the comforts of home with a great view of the lake and accommod ...
From $348 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Suites at Silver Tree: A313 Studio & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Lake View Suite accommodates up to six and offers the comforts of home at an affordable pri ...
From $340 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Suites at Silver Tree: B302 One Bedroom & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home with a great view of the lake and accommodates six with pl ...
From $347 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Suites at Silver Tree: A305 Studio & Loft Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Lake View Suite accommodates up to six and offers the comforts of home at an affordable pri ...
From $353 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Suites at Silver Tree: B105 One Bedroom Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The One Bedroom Lakefront Suite accommodates four with more privacy offering a King in a separate bedroom from the livin ...
From $320 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Suites at Silver Tree: A216 Studio Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This luxury Studio Standard View suite accommodates four and offers the comforts of home at an affordable price. This su ...
From $273 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Suites at Silver Tree: B204 One Bedroom Lake View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The One Bedroom Lakefront Suite accommodates four with more privacy offering a King in a separate bedroom from the livin ...
From $318 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Suites at Silver Tree: A310 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable ...
From $338 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Suites at Silver Tree: A316 Studio & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable ...
From $306 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Suites at Silver Tree: A318 One Bedroom & Loft Standard View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This luxury One Bedroom with Loft offers the comforts of home and accommodates six with plenty of privacy with a separat ...
From $311 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Bali 303-Ocean Block fully updated 1BR Condo, Short walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this completely renovated 1 bedroom, 1 bath apartment that comfortably accommodates up to 4 guests, offering ...
From $203 per night (USD)Expedia
- Click For Pricing
VRBO
South Beach 3 br /3 ba indoor/outdoor pools on boardwalk oceanfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Watch the water sparkle, the sun rise, and boardwalk activity from this spacious oceanfront condo. There is a large balc ...
Click For PricingVRBO
- From $667 per night (USD)
VRBO
5BR OceanView O/D Space/Movies, Pool, Bikes, Gear
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Our professionally designed coastal home maximizes indoor/outdoor living with luxurious accommodations giving your famil ...
From $667 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Hidden Harbor - canal front 1st floor condo with balcony, shared pool, next to Northside Park.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
** NEWLY UPDATED IN 2026 ** This charming and peaceful 1-bedroom, 1-bath first-floor canal-front condo is nestled in the ...
From $285 per night (USD)VRBO
- From $419 per night (USD)
Expedia
3 br / 2 bath for 10, direct beach/ocean and boardwalk views~
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
2007 Boardwalk (also known as Six on the Boardwalk Central) is a 3-bedroom, 2-bath oceanfront unit located directly on O ...
From $419 per night (USD)Expedia
- Click For Pricing
VRBO
Darling, airy and bright! 2 br/ 2 bath oblock North OC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This darling 2 br / 2 ba condo is airy and bright, thanks to being an end unit with an extra side window. Located in Nor ...
Click For PricingVRBO
- From $512 per night (USD)
Expedia
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Views that cant be beat! Enjoy the sunrise over the ocean every morning on your balcony, endless ocean views during the ...
From $512 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Ritz -2 Bedroom 1st Floor Condo with Great Bay View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unique. Secluded. Views. Three words that together make for a one of a kind stay. The Ritz building is located at the en ...
From $283 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Spacious condo with a bay view, One block from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Newley renovated condo located on the 2nd floor with a view of the bay and coastal Highway from the private balcony. Whe ...
From $292 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Family Friendly Condo with Outdoor Pool and Bayfront Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bright and beautiful, this spacious bayfront condo offers all the comforts of home — plus a huge private balcony overloo ...
From $354 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Adorable luxury 3 bedroom townhouse with free WiFi located oceanfront and directly on the famous Ocean City Boardwalk!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Flipper's Seacret is a beautiful, oceanfront luxury townhouse. This three-bedroom, two-bathroom townhouse has a furnishe ...
From $432 per night (USD)Expedia
- From $1229 per night (USD)
VRBO
Indoor pool and spa in contemporary French home secluded in surrounding woods
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Contemporary all-brick French manor nestled within 16-acres of secluded woodlands. Indoor pool/spa with waterfall inside ...
From $1229 per night (USD)VRBO
- From $757 per night (USD)
Expedia
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Waterfront vacation home with breathtaking views. Sleeps 10, family suite + 3 bedrooms and two full baths. Open ro ...
From $757 per night (USD)Expedia
- From $523 per night (USD)
VRBO
Classy 2 bedroom oceanfront luxury condo with free WiFi located uptown and only steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Versailles 303 is a luxury oceanfront condominium. This beautiful two-bedroom, two-bathroom condo has a furnished balcon ...
From $523 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Stunning 3BR 2BA Oceanfront Unit, Featured on HGTV's Beachfront Bargain Hunt!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
From the large balcony, you'll love having your coffee as the sun rises and paints the ocean full of color. During the d ...
From $472 per night (USD)Expedia
- From $275 per night (USD)
VRBO
BEACH WITHOUT THE BUSTLE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo is situated in the quiet town of Betterton and located just steps away from the largest and most beautiful be ...
From $275 per night (USD)VRBO
- Click For Pricing
Expedia
Anchor's Away in the Heart of Eastport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Downtown in the heart of Eastport Annapolis, this first floor studio condo boasts high ceilings with lots of natural lig ...
Click For PricingExpedia
- From $633 per night (USD)
VRBO
Cozy Lakefront Retreat w/ Game Room & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Name: WISPer Lake | Bedrooms: 3 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Front, Ski Area | Pets Not Permitted | MUST ...
From $633 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Belmont Towers, Stylish, luxury oceanfront condo with free WiFi, an outdoor pool, and gorgeous views of the ocean located on the Boardwalk!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Belmont Towers 602 is an elegant, luxurious condominium located right on the Boardwalk. This three-bedroom, three-bathro ...
From $514 per night (USD)Expedia
- From $818 per night (USD)
VRBO
Wooded Dog Friendly Escape w/ Hot Tub & Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Name: Fernwood Peak | Bedrooms: 5 | Bathrooms: 3.5 | Sleeps: 12 | Access: Lake Area, Ski Area | Dogs Welcome Max. 2 | M ...
From $818 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Lucky 12 | Centrally Located, Lake Access, Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Centrally located in the popular Mountainside Community, Lucky 12 is ready to give your family a warm welcome! Recently ...
From $502 per night (USD)VRBO
- From $467 per night (USD)
VRBO
Carmel Sunday | Lake Access, Dock Slip, Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Carmel Sunday is a charming vacation retreat in Deep Creek, offering convenient access to the lake and local attractions ...
From $467 per night (USD)VRBO
- Click For Pricing
Expedia
Pool Access, Deck & Grill: Ocean Pines Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Go on a beach retreat to Ocean Pines and stay at this 3-bedroom, 2-bath vacation rental. This LGBTQ-friendly home boasts ...
Click For PricingExpedia
- From $12168 per night (USD)
VRBO
Tiffanie by the Sea 319D-Oceanside 55th St, W/D, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Your search is over! Check out these very attractive two bedroom, two bath walk-up units. The building features an outdo ...
From $12168 per night (USD)VRBO
- From $825 per night (USD)
Expedia
Log-Style Villa w/ Lake Views & Theater
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Cedar Shores Villa #02 | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 14 | Access: Lake Front | Dogs Welcome Max. 2 | MUST ...
From $825 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Will O' The Wisp: 710H Studio Loft/One Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently Updated in January 2026! Top Condo view with a panoramic view of Deep Creek Lake, a breathtaking view of the be ...
From $289 per night (USD)VRBO
- From $510 per night (USD)
Expedia
Will O' The Wisp: 504F Three Bedroom/Two Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This three-level unit is the perfect place to get away together! With space to come together and space to escape, this u ...
From $510 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Will O' The Wisp: 714H Studio Loft/One Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Top Condo view with a panoramic view of Deep Creek Lake, a breath-taking view of the beautiful countryside. This unit ha ...
From $243 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Will O' The Wisp: 206A Efficiency/One Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Serenity is assured in this cozy condo! Hot drink in hand, you can easily amble from the warm tangle of bed directly int ...
From $288 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Will O' The Wisp: 512G Two Bedroom/One Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
A two-level unit that has a full kitchen, living, dining area, fireplace, and balcony on the main level. Upstairs offers ...
From $364 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Will O' The Wisp: 202B One Bedroom/One Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
These units have a full kitchen, living and dining areas, and bath all on one level. You can gather around the fireplace ...
From $260 per night (USD)Expedia




































































































