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Pet-friendly vacation rentals in Maryland

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Top-rated pet-friendly home rentals in Maryland

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Myersville
Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.
Apr 27 – May 4
$82 per night
Guest favorite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!
Jul 25 – Aug 1
$145 per night
Guest favorite
Guesthouse in Smithsburg
Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.
Apr 12 – 19
$84 per night

Popular amenities for Maryland pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Shady Side
Luxe Modern Chesapeake Waterfront Oasis
Oct 18 – 25
$355 per night
Guest favorite
Home in Lusby
Coastal Oasis On The Chesapeake, King Bd sleeps 12
Aug 13 – 20
$460 per night
Guest favorite
Home in Grasonville
River Front, Private Single Family Home
Nov 22 – 29
$384 per night
Guest favorite
Home in Tracys Landing
The Little Gypsy BoHome
Aug 3 – 10
$700 per night
Guest favorite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
May 31 – Jun 7
$192 per night
Guest favorite
Home in Saint Michaels
Grace Cottage, Saint Michaels Walk to everything!
Oct 19 – 26
$575 per night
Guest favorite
Home in Annapolis
New Hotel Chic
Jan 7 – 14
$170 per night
Guest favorite
Home in Lusby
Cove Point Beach Home 1 &1/2 blocks to Beach
Oct 13 – 20
$191 per night
Guest favorite
Home in North East
cooper/mitchell house
Jan 27 – Feb 3
$132 per night
Superhost
Home in Thurmont
Cabin in the Woods - Weekday Specials!
May 24 – 31
$262 per night
Guest favorite
Home in Lutherville-Timonium
* Beautiful Oasis w/ No Detail Spared
Apr 2 – 9
$87 per night
Guest favorite
Home in Glen Burnie
Secluded acre near BWI and Baltimore
Apr 29 – May 6
$118 per night

Pet-friendly home rentals with a pool

Guest favorite
Guesthouse in Highland
Woodland Retreat
Mar 22 – 29
$102 per night
Guest favorite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
Mar 27 – Apr 3
$432 per night
Guest favorite
Guest suite in Myersville
Harmony Lodge nestled in wooded tranquility.
Apr 28 – May 5
$162 per night
Guest favorite
Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
Sep 20 – 27
$245 per night
Guest favorite
Cottage in Berlin
Bayfront Cottage w/ Amazing Views
Dec 2 – 9
$143 per night
Guest favorite
Guesthouse in Owings Mills
Shamrock cabin with hot tub, large yard
Apr 2 – 9
$80 per night
Superhost
Home in Ocean Pines
Tortuga Cottage: Your All- Season Getaway
Apr 13 – 20
$200 per night
Guest favorite
Home in Oakland
Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub
Apr 23 – 30
$234 per night
Guest favorite
Guest suite in Arnold
Pet Friendly Captains Quarters, Near Annapolis, EV
May 16 – 23
$264 per night
Superhost
Condo in Ocean City
DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Jul 6 – 13
$508 per night
Guest favorite
Home in Edgewater
House in Edgewater Maryland
Jan 20 – 27
$271 per night
Guest favorite
Home in Ocean City
Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Jan 5 – 12
$590 per night

Private, pet-friendly home rentals

Guest favorite
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
Mar 1 – 8
$279 per night
Guest favorite
Farm stay in Accokeek
Frolic Fields: A Mystical Retreat On A Woodsy Farm
Mar 7 – 14
$234 per night
Guest favorite
Tiny home in Saint Inigoes
Historic St.Mary's City at the Lazy Bear Cottage
Aug 1 – 8
$72 per night
Guest favorite
Cottage in Glen Burnie
Home away from home
Mar 30 – Apr 6
$69 per night
Guest favorite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
Jul 22 – 29
$151 per night
Guest favorite
Guest suite in Lusby
Riverfront Chalet Kayak/Canoe, pier, breakfast!
Feb 3 – 10
$109 per night
Guest favorite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Apr 7 – 14
$207 per night
Guest favorite
Cabin in Middletown
Charming vintage cabin in the ❤️ of Middletown.
Jun 22 – 29
$131 per night
Guest favorite
Cottage in Westover
Heaven on the Bay - A Peaceful Waterfront Retreat
May 9 – 16
$234 per night
Guest favorite
Guest suite in Silver Spring
Private guest suite in a newly remodeled home
Jun 8 – 15
$86 per night
Guest favorite
Cabin in Lusby
Peaceful Waterfront Retreat on The Bay
Jul 15 – 22
$147 per night
Guest favorite
Apartment in Glen Burnie
Quiet One Bdr Apt at BWI Airport
Sep 9 – 16
$66 per night

Destinations to explore