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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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 - $685 night
$2287 - $4185 week
$535 - $685 night
$2287 - $4185 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Charming waterfont cottage on outskirts of St. Michaels, hot tub, very private. This sweet little cottage is a perfect getaway for a few people. ... Learn More
Location: St. Michaels, Maryland, United States
Description: Charming waterfont cottage on outskirts of St. Michaels, hot tub, very private. This sweet little cottage is a perfect getaway for a few people. ... Learn More
Rates
$400 - $550 night
$1550 - $1850 week
$400 - $550 night
$1550 - $1850 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 10
Location: Cambridge, Maryland, United States
Description: Situated on over 25 acres, we love this home's privacy. The waterside pool surrounded by land is beautiful but what we really love is the old fash... Learn More
Location: Cambridge, Maryland, United States
Description: Situated on over 25 acres, we love this home's privacy. The waterside pool surrounded by land is beautiful but what we really love is the old fash... Learn More
Rates
$743 - $768 night
$2785 - $4435 week
$743 - $768 night
$2785 - $4435 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 - $1515 week
$305 - $433 night
$1265 - $1515 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: A rare to find waterfront vacation home within the town limits of St. Michaels. A sprawling one level home within blocks of the historic district ... Learn More
Location: St. Michaels, Maryland, United States
Description: A rare to find waterfront vacation home within the town limits of St. Michaels. A sprawling one level home within blocks of the historic district ... Learn More
Rates
$467 - $625 night
$2150 - $2398 week
$467 - $625 night
$2150 - $2398 week
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 - $6000 week
$692 - $1047 night
$3327 - $6000 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Looking for a beach? You got it with the Oxford Beach Cottage. This darling basic cottage has it all, great value, westerly sunset views, beach, ... Learn More
Location: Oxford, Maryland, United States
Description: Looking for a beach? You got it with the Oxford Beach Cottage. This darling basic cottage has it all, great value, westerly sunset views, beach, ... Learn More
Rates
$398 - $473 night
$1685 - $1935 week
$398 - $473 night
$1685 - $1935 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Fabulous and Private - 29 acres with over 2,000' of living shoreline wraps around Sailors Cottage - yet you are still within a short bike ride of ... Learn More
Location: Oxford, Maryland, United States
Description: Fabulous and Private - 29 acres with over 2,000' of living shoreline wraps around Sailors Cottage - yet you are still within a short bike ride of ... Learn More
Rates
$365 - $423 night
$1745 - $2505 week
$365 - $423 night
$1745 - $2505 week
Home:
5 Bedroom, 5 Bathroom, Sleeps 13
Location: Cambridge, Maryland, United States
Description: Bring your gear - on over 25 acres and 500' of south east shoreline Indian Fields is set up for an active vacation. Fishing, crabbing, boating, ka... Learn More
Location: Cambridge, Maryland, United States
Description: Bring your gear - on over 25 acres and 500' of south east shoreline Indian Fields is set up for an active vacation. Fishing, crabbing, boating, ka... Learn More
Rates
$743 - $830 night
$2710 - $4525 week
$743 - $830 night
$2710 - $4525 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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
3 Bedroom, 2 Bathroom, Sleeps 10
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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
5 Bedroom, 3 Bathroom, Sleeps 10
Location: Oxford, Maryland, United States
Description: Estate property just minutes into historic Oxford. Pool, basketball court, private grounds with mature trees, dock and protected water. Just on t... Learn More
Location: Oxford, Maryland, United States
Description: Estate property just minutes into historic Oxford. Pool, basketball court, private grounds with mature trees, dock and protected water. Just on t... Learn More
Rates
$595 - $865 night
$3035 - $5235 week
$595 - $865 night
$3035 - $5235 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: Conveniently located between St Michaels and Eastern, Osprey Point is just a stones throw away from numerous shopping facilities, and dining experi... Learn More
Location: St. Michaels, Maryland, United States
Description: Conveniently located between St Michaels and Eastern, Osprey Point is just a stones throw away from numerous shopping facilities, and dining experi... Learn More
Rates
$642 - $775 night
$2535 - $3965 week
$642 - $775 night
$2535 - $3965 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
Directly For Rates
Contact Owner
Directly For Rates
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
Location: Oakland, Maryland, United States
Description: Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Crabber's Delight! Small cottage with private dock, outdoor deck, great for fishing and crabbing. At the end of this meandering lane lies this ru... Learn More
Location: Bozman, Maryland, United States
Description: Crabber's Delight! Small cottage with private dock, outdoor deck, great for fishing and crabbing. At the end of this meandering lane lies this ru... Learn More
Rates
$330 - $390 night
$1420 - $1570 week
$330 - $390 night
$1420 - $1570 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 - $2150 week
$467 - $575 night
$1900 - $2150 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
$508 - $713 night
$2207 - $3500 week
$508 - $713 night
$2207 - $3500 week
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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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 - $450 night
$1590 - $2150 week
$392 - $450 night
$1590 - $2150 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Walk to ski slopes, Lake out back. Deep Creek Lake Rental: 4-Level Townhouse directly across from Wisp Resort with Lake Access. Sleeps 8-10. Sepa... Learn More
Location: Mchenry, Maryland, United States
Description: Walk to ski slopes, Lake out back. Deep Creek Lake Rental: 4-Level Townhouse directly across from Wisp Resort with Lake Access. Sleeps 8-10. Sepa... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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 - $1282 night
$4109 - $7475 week
$1038 - $1282 night
$4109 - $7475 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: The Swans Rest vacation home is the "easy button". Everything upgraded! The Swans Rest vacation home is the "easy button". No surprises, everyth... Learn More
Location: Easton, Maryland, United States
Description: The Swans Rest vacation home is the "easy button". Everything upgraded! The Swans Rest vacation home is the "easy button". No surprises, everyth... Learn More
Rates
$508 - $638 night
$1760 - $3440 week
$508 - $638 night
$1760 - $3440 week
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