
Pet-friendly holiday rentals in Maryland Beach
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Top-rated pet-friendly home rentals in Maryland Beach
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!
4.93 out of 5 average rating, 290 reviews
Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!
5.0 out of 5 average rating, 123 reviews
3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.
4.93 out of 5 average rating, 152 reviews
Direct Oceanfront Newly Renovated W/ Pool 2 Bd
A slice of paradise on the 18th floor! This fully renovated beachfront condo boasts breathtaking views of the glistening ocean. With two bedrooms and two modern baths, this haven offers the perfect blend of luxury and comfort. Imagine waking up to the sound of waves crashing and sipping your morning coffee overlooking the endless horizon. Whether you're lounging by the shimmering pool or strolling along the pristine shoreline, every moment here is infused with the tranquility of coastal living.
4.99 out of 5 average rating, 107 reviews
Dolores by the Sea- Family Groups ONLY
This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old
4.97 out of 5 average rating, 109 reviews
Stunning private waterfront suite
Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!
4.95 out of 5 average rating, 423 reviews
Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.
4.97 out of 5 average rating, 162 reviews
DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.
4.78 out of 5 average rating, 243 reviews
Walk to the Beach! PingPong-Fenced Yard-N64-Bikes!
Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST
4.99 out of 5 average rating, 101 reviews
Closest condo to the beach in OC! Dog Friendly!
Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.
4.89 out of 5 average rating, 157 reviews
Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.
4.83 out of 5 average rating, 136 reviews
Stunning Bayview Home with Own Private Pool
This home can be occupied by a max of 12 adults with a total of 15 including children. Come relax in this gorgeous bay view single-family home in the lovely Caine's Woods neighborhood of Ocean City, adjacent to Fenwick Island. Imagine lazy days spent on the beach followed by a dip in the pool outside the kitchen door! GUESTS USE POOL AT THEIR OWN RISK! The pool is open from May 1- September 30. Obviously we can’t have it open during cold temperatures!
4.98 out of 5 average rating, 162 reviewsPopular amenities for Maryland Beach pet-friendly home rentals
Pet-friendly house rentals

Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 140 reviews
Bethany Beach 116 5th St Oceanblock
4.94 out of 5 average rating, 126 reviews
The Big Chill at Bethany Beach
4.98 out of 5 average rating, 105 reviews
Tall Pines Beach Cottage in Bethany Beach
4.95 out of 5 average rating, 113 reviews
Waterfront Beach Home in the Ocean City, MD Area
4.92 out of 5 average rating, 213 reviews
Sweet Retreat
4.97 out of 5 average rating, 118 reviews
Spacious Bayside 3BR w/ Yard, Grill & Firepit
4.81 out of 5 average rating, 113 reviews
Pet Friendly - EV Charger - New 100’ Fence!
4.86 out of 5 average rating, 133 reviewsPet-friendly home rentals with a pool

Lovely Condo Steps 2Beach+Pool Unlimited Parking
4.88 out of 5 average rating, 114 reviews
Bayfront Cottage w/ Amazing Views
4.98 out of 5 average rating, 222 reviews
Cozy Bayside Retreat 3BR/2BA
4.89 out of 5 average rating, 105 reviews
OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
4.87 out of 5 average rating, 110 reviews
Bethany Bay. Sleeps 4. AC, Pool, Ground Floor
4.98 out of 5 average rating, 134 reviews
Tortuga Cottage: Your All- Season Getaway
4.88 out of 5 average rating, 170 reviews
Sleeps 14 - Enjoy Golf, Shuttle to beach and pools
4.92 out of 5 average rating, 121 reviews
Steinenbronn by the sea. Bay view.
4.96 out of 5 average rating, 83 reviewsPrivate, pet-friendly home rentals

Hobbs & Rose | A Peaceful Cottage Escape
5.0 out of 5 average rating, 258 reviews
Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.
4.93 out of 5 average rating, 217 reviews
Studio Charm w/ Deck: Walk to Beach & Dining!
4.94 out of 5 average rating, 117 reviews
Lux Oceanview*King bed*Full Kit*Pets*1 blk 2 beach
4.9 out of 5 average rating, 60 reviews
OCEANFRONT walkout in desirable North OC!
4.96 out of 5 average rating, 55 reviews
Ocean Block Condo Pet Friendly
5.0 out of 5 average rating, 45 reviews
New waterfront home on bay, quick walk to beach
5.0 out of 5 average rating, 65 reviews
Luxurious Bay Front Condo
4.99 out of 5 average rating, 72 reviewsDestinations to explore
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Ocean City Boardwalk
- Funland
- Bear Trap Dunes





