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Maryland Pet Friendly Vacation Rentals

72 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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Listings 1 - 25 of 72
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2 bedroom Vacation Rental Cottage in Oxford
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: Darling Sears cottage in center of town--great for romantic getaways! This charming Sears Cottage is located next to Pope's Tavern in the heart of... Learn More
Rates
$181 - $263 night
$1125 - $1575 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in Oxford
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: New to the Market! Historic, Renovated, Darling, Love the Front Porch Resting underneath the protective Magnolia Canopy this aptly named 1890s con... Learn More
Rates
$305 - $402 night
$1510 - $1686 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in Oxford
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: If you are looking for a get away cottage in the heart of a beautiful water oriented pedestrian friendly town - Crickets Cottage in Oxford is your ... Learn More
Rates
$318 - $430 night
$1505 - $1605 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Royal Oak
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 5
Location: Royal Oak, Maryland, United States
Description: Twelve minutes from Easton and six minutes from St Michaels - Red White and View guests couldn't be more appropriately located to explore Eastern S... Learn More
Rates
$323 - $427 night
$1445 - $1795 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in Neavitt
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Neavitt, Maryland, United States
Description: This little gem sits at the end of Duck Cove Lane in heart of Neavitt Village and 10 miles from St. Michaels. If you'd like to relive the 1950s a... Learn More
Rates
$328 - $452 night
$1355 - $1874 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in Tilghman Island
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Tilghman Island, Maryland, United States
Description: Lovingly restored authentic 1920's waterman's cottage with wide bay views This fantastic 1920's Waterman's cottage has the charm and waterfront lo... Learn More
Rates
$333 - $474 night
$1515 - $2095 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Rates
$347 - $512 night
$1493 - $2073 week


Pet Friendly   Non Smoking


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Featured


4 bedroom Vacation Rental Home in St. Michaels
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: Closest 4 Br vacation home to St Mikes with big St. Michaels Harbor views. A sprawling one level home within blocks of the historic district of St... Learn More
Rates
$348 - $520 night
$1540 - $2115 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: At the end of this meandering lane lies this rural cottage, quiet and serene, overlooking Grace Creek and P T Hambelton's--a crabbing operation tha... Learn More
Rates
$358 - $501 night
$1290 - $1715 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Waterside bbq deck, firepit, deep water dock - perfect lazy spot! A deep water pier with picturesque views make this a truly special spot for a we... Learn More
Rates
$368 - $538 night
$1555 - $2165 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Oxford
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
Rates
$380 - $548 night
$1580 - $2255 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in St. Michaels
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Soothing getaway cottage with waterside hot tub for relaxation This sweet little cottage is a perfect getaway for a few people. Most rentals requ... Learn More
Rates
$395 - $540 night
$1610 - $2170 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Oxford
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Family friendly cottage near park and center of town. Adorable! Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terrific ... Learn More
Rates
$400 - $548 night
$1980 - $2205 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Cottage in Oxford
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Oxford, Maryland, United States
Description: Centrally located historic cottage with screened porch and patio garden We love this cottage for many reasons - the great location - you can walk ... Learn More
Rates
$408 - $548 night
$2005 - $2230 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Cottage in Oxford
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Oxford, Maryland, United States
Description: Steps from Oxford Beach... and Eastern Shore's Best Ice Cream! We call this 1900 circa cottage gem "Memory Lane" for the wonderful memories you wi... Learn More
Rates
$416 - $598 night
$2030 - $2255 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Royal Oak
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: Summer Closeout Sale! Save $500 on all remaining full summer weeks!! A traditional Eastern Shore farmhouse, Bushey Heath Farm is a rustic retreat ... Learn More
Rates
$418 - $735 night
$1905 - $3595 week


Pet Friendly   Non Smoking   Swimming Pool


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3 bedroom Vacation Rental Cottage in Easton
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: Just Reduced Rate! Easton bungalow w/pool, dock, convenient to attractions. Private dock, newly furnished, gourmet kitchen and just minutes to dow... Learn More
Rates
$433 - $779 night
$1890 - $3452 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Tilghman Island
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 cottage! A great little cottage with big amenities, Clearview is the answer to y... Learn More
Rates
$443 - $743 night
$1905 - $3515 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Michaels
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: Conveniently located between the charming towns of St Michaels and Easton, Osprey Point is just a stones throw away from numerous shops, boutiques,... Learn More
Rates
$443 - $762 night
$1985 - $3770 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in St. Michaels
Cottage: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Private cottage just one mile to St. Michaels. Great for kayaking and biking! Comfortably furnished, spruced up and ready for your visit, this co... Learn More
Rates
$455 - $647 night
$2105 - $2890 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Wittman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Wittman, Maryland, United States
Description: Prime Weeks Available!! Family cottage w/pool, kayaks, play gym & dock This charming property located just outside of St. Michaels has all you nee... Learn More
Rates
$458 - $713 night
$1760 - $3090 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Quaint renovated 1910 hideaway - Guests Love Waterfront Screened Porch This quaint cottage packs a punch with amenities. Renovated with a nod to ... Learn More
Rates
$465 - $778 night
$2000 - $3690 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Cottage in Mcdaniel
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Mcdaniel, Maryland, United States
Description: Tucked Away - Guests Love Waterfront Screen Porch & Sunning on Dock We love this cottage for what it is not - it isn't busy, cluttered or noisy. M... Learn More
Rates
$468 - $626 night
$1880 - $2515 week


Pet Friendly   Non Smoking   High-Speed Internet


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Featured


7 bedroom Vacation Rental Cottage in Madison
Cottage: 7 Bedroom, 5 Bathroom, Sleeps 14
Location: Madison, Maryland, United States
Description: Sneaky Big, Awesome Views, Sandy Beach, Perfect Family Retreat Sunset Beach Cottage is the full package. Tons of sleeping for multiple families y... Learn More
Rates
$476 - $730 night
$1977 - $2877 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Easton
Cottage: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: Perfectly located between Oxford and Easton - Gladimere is nestled on 3 1/2 acres of private waterfront but minutes to the best that each historic... Learn More
Rates
$478 - $778 night
$2025 - $3690 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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