Maryland Pet Friendly Vacation Rentals
73 Maryland Pet Friendly Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Maryland, United States.
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Cabin:
3 Bedroom, 2 Bathroom, Sleeps 11
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain State... Learn More
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain State... Learn More
Rates
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Home:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Rates
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Home:
5 Bedroom, 3 Bathroom, Sleeps 12
Location: Swanton, Maryland, United States
Description: 5BR chalet - lake access, Centrally located. Relax in the great room with vaulted ceilings while taking in the Lake Views Convenient to Deep Cree... Learn More
Location: Swanton, Maryland, United States
Description: 5BR chalet - lake access, Centrally located. Relax in the great room with vaulted ceilings while taking in the Lake Views Convenient to Deep Cree... Learn More
Rates
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Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Rates
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Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Private cottage with proximity to historic St. Michaels, great for biking or kayaking. (Formerly Crabbiest Cottage) Under new ownership!! Comfor... Learn More
Location: St. Michaels, Maryland, United States
Description: Private cottage with proximity to historic St. Michaels, great for biking or kayaking. (Formerly Crabbiest Cottage) Under new ownership!! Comfor... Learn More
Rates
$490 - $610 night
$1970 - $2840 week
$490 - $610 night
$1970 - $2840 week
Home:
7 Bedroom, 8 Bathroom, Sleeps 22
Location: Church Creek, Maryland, United States
Description: Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court,7+ BRs on over 7 acres. Shaded yard with adiro... Learn More
Location: Church Creek, Maryland, United States
Description: Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court,7+ BRs on over 7 acres. Shaded yard with adiro... Learn More
Rates
$1038 - $1318 night
$4109 - $8135 week
$1038 - $1318 night
$4109 - $8135 week
Cottage:
3 Bedroom, 3 Bathroom, Sleeps 7
Location: Tilghman Island, Maryland, United States
Description: Pool, hot tub, big water views--what more could you ask for in a little cottage? A great little cottage with big amenities, Clearview is the answe... Learn More
Location: Tilghman Island, Maryland, United States
Description: Pool, hot tub, big water views--what more could you ask for in a little cottage? A great little cottage with big amenities, Clearview is the answe... Learn More
Rates
$583 - $713 night
$2207 - $3803 week
$583 - $713 night
$2207 - $3803 week
Cabin:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Rates
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Home:
3 Bedroom, 2 Bathroom, Sleeps 5
Location: Mchenry, Maryland, United States
Description: Internet, Hot Tub, Firepit, 5 minutes to lake. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Gas fireplace for ... Learn More
Location: Mchenry, Maryland, United States
Description: Internet, Hot Tub, Firepit, 5 minutes to lake. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Gas fireplace for ... Learn More
Rates
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Contact Owner
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Home:
5 Bedroom, 5 Bathroom, Sleeps 8
Location: Bozman, Maryland, United States
Description: Splendid 1940s Country Garden Estate. Enormous Views, Pool, Boathouse and Deep Water. What we love about this home is the immediate feeling of st... Learn More
Location: Bozman, Maryland, United States
Description: Splendid 1940s Country Garden Estate. Enormous Views, Pool, Boathouse and Deep Water. What we love about this home is the immediate feeling of st... Learn More
Rates
$561 - $703 night
$3895 - $4885 week
$561 - $703 night
$3895 - $4885 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Rates
Contact Owner
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Contact Owner
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Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: When first entering this darling cottage the current owners promptly grinned and said "This will do" and thus was born "Thistle Dew". This cotta... Learn More
Location: Royal Oak, Maryland, United States
Description: When first entering this darling cottage the current owners promptly grinned and said "This will do" and thus was born "Thistle Dew". This cotta... Learn More
Rates
$535 - $753 night
$2287 - $4548 week
$535 - $753 night
$2287 - $4548 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Oxford, Maryland, United States
Description: We call this 1900 circa cottage gem "Memory Lane" as its in town location offers access to Oxford's best amenities. Updated design comfortably min... Learn More
Location: Oxford, Maryland, United States
Description: We call this 1900 circa cottage gem "Memory Lane" as its in town location offers access to Oxford's best amenities. Updated design comfortably min... Learn More
Rates
$440 - $535 night
$1795 - $2175 week
$440 - $535 night
$1795 - $2175 week
Cabin:
3 Bedroom, 3 Bathroom, Sleeps 12
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Rates
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Contact Owner
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Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... Learn More
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... Learn More
Rates
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Contact Owner
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Home:
7 Bedroom, 6 Bathroom, Sleeps 22
Location: Cambridge, Maryland, United States
Description: Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated ... Learn More
Location: Cambridge, Maryland, United States
Description: Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated ... Learn More
Rates
$1123 - $1353 night
$4410 - $8810 week
$1123 - $1353 night
$4410 - $8810 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Rates
Contact Owner
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Contact Owner
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Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: The owners have thought of everything you could need for a memorable vacation! Three Kayaks, Sandbox,Pool Toys,Crib, even a practice golfing range... Learn More
Location: Easton, Maryland, United States
Description: The owners have thought of everything you could need for a memorable vacation! Three Kayaks, Sandbox,Pool Toys,Crib, even a practice golfing range... Learn More
Rates
$692 - $1047 night
$3327 - $6550 week
$692 - $1047 night
$3327 - $6550 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Sherwood, Maryland, United States
Description: Plenty of room to spread out in this 5 bedroom home close to St. Michaels and Tilghman Island. Pool, sandy beach, private shallow pier, and kayak ... Learn More
Location: Sherwood, Maryland, United States
Description: Plenty of room to spread out in this 5 bedroom home close to St. Michaels and Tilghman Island. Pool, sandy beach, private shallow pier, and kayak ... Learn More
Rates
$502 - $790 night
$2455 - $4342 week
$502 - $790 night
$2455 - $4342 week
Cabin:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Mchenry, Maryland, United States
Description: Hilltop Hideaway is just the place! . Hilltop Hideaway is just the place! Enjoy the secluded beauty, quiet and private setting of this m... Learn More
Location: Mchenry, Maryland, United States
Description: Hilltop Hideaway is just the place! . Hilltop Hideaway is just the place! Enjoy the secluded beauty, quiet and private setting of this m... Learn More
Rates
Contact Owner
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Contact Owner
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Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels ... Learn More
Location: Easton, Maryland, United States
Description: Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels ... Learn More
Rates
$650 - $717 night
$2700 - $4312 week
$650 - $717 night
$2700 - $4312 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Manor State Parks. Relax on the screened porch in... Learn More
Location: Oakland, Maryland, United States
Description: 350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Manor State Parks. Relax on the screened porch in... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Cottage:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Rates
$392 - $500 night
$1590 - $2150 week
$392 - $500 night
$1590 - $2150 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Claiborne, Maryland, United States
Description: Nestled in Claiborne MD, Old Oak Cottage is a 1920s step back in time to Claiborne - an unincorporated community on the eastern shore of the Chesap... Learn More
Location: Claiborne, Maryland, United States
Description: Nestled in Claiborne MD, Old Oak Cottage is a 1920s step back in time to Claiborne - an unincorporated community on the eastern shore of the Chesap... Learn More
Rates
$305 - $433 night
$1265 - $1565 week
$305 - $433 night
$1265 - $1565 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Charming cottage with wonderful outdoor spaces for taking in all the Eastern Shore has to offer--waterside barbecue deck, outdoor firepit, dock for... Learn More
Location: Bozman, Maryland, United States
Description: Charming cottage with wonderful outdoor spaces for taking in all the Eastern Shore has to offer--waterside barbecue deck, outdoor firepit, dock for... Learn More
Rates
$467 - $575 night
$1900 - $2254 week
$467 - $575 night
$1900 - $2254 week
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