Pet-friendly holiday rentals in Maryland Beach

Cozy Country Beach Home

Private 3 bedroom 1 1/2 bath raised ranch home on 4 acres surrounded by woods. Dog friendly with fenced backyard. Walking trail through woods. Near Lewes, Milton, Cape Henelopen and Long Neck. Short drive to Indian River Bay, Broadkill River, Rehobeth Beach and Tanger Outlets. Three miles from bike path. Enjoy local establishments including Dogfish Head Craft Brewery, Dewey Beer Co., Brimming Horn Meadery, Beachtime Distillery, YellowFins, Brickworks Brewing, and Irish Eyes. Come enjoy!

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.

Home Away from Home , Pet friendly retreat

Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

Sleeps 14 - Enjoy Golf, Shuttle to beach and pools

The best mix of beach, golf, fun and relaxation. Just 3 miles away from Bethany beach. Resort shuttle (in season) is available to take you just steps from the beach. For the golfers, a beautiful 27 holes. Steps from the front door, the Pavilion includes gyms, an indoor olympic pool, hot tub and sauna. An outdoor pool, clay tennis and pickleball courts are all located just steps from the home. Pet friendly with many families and dogs always walking! Wonderful restaurant in resort.

Central Haven with Great Fenced Yard

You will be close to everything when you stay in this centrally-located home. The rear deck and grill are great for enjoying time outside. There's a fenced rear yard, making this home a perfect choice for man's best friend. We welcome dogs of any breed, size, and weight. We do offer size-specific pet amenities, so please share a photo of your dog when booking, or provide a basic description so we can set out appropriate amenities. For those traveling with cats, please inquire before booking.

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

Relaxing Bethany Beach Retreat, Pools, Dogs OK

Welcome to your new happy place. Just steps from the bay and minutes from Bethany Beach, the home has everything you need to unwind and relax. Community has amazing amenities including indoor/outdoor pool, game room, hot tub, and fitness center. This retreat is the perfect getaway for adults (close to beaches, great restaurants, and shopping), children (board games and game room), and your furry little friends (dog-friendly beaches and trails). Perfect for families small and large!

*Catch Me By The Sea*

Come relax & recharge at this recently renovated and updated 3 bed/2 bath home located in the amenities rich community of Ocean Pines, Maryland. Our home is close to the beach, pools, restaurants, marina, yacht club, golf course, casino, and outlets. Your stay will include exclusive access to FREE beach parking at the Ocean Pines Beach Club in Ocean City (49th street). A fully fenced large backyard is the perfect place to let your dog (or kids) play and enjoy s'mores by the firepit.

Cozy Beach Cottage — Dog friendly

Bethany Beach Cottage located in Bahamas Beach Cottages - a lovely getaway with family & friends. Approximately 1 mile to the beach. 10 minute bike ride - bring your own or borrow one of our old beloveds. Beach chairs for use in downstairs shed- just BYO beach towels! Quiet cottage with accomodation for 8 - 3 bedrooms, 2 bath, outdoor shower, grill, patio, and screened in porch. Hardwood floors throughout. Parking for 3 cars, overflow parking at front of neighborhood. Dog friendly.