House vacation rentals in Maryland Beach

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!

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.

Right behind Alley Oops & Crab Bag. Walk to beach

Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

Cozy & cute two bedroom beach cottage.

Take it easy at this super quaint and cozy cottage, featuring an enclosed front porch with beautiful landscaping just five min from the beach. This pet/family friendly home features a full kitchen with two bedrooms (one king and one queen), two full baths, and a huge outdoor shower. There are two beach chairs, an umbrella, boogie boards, and four bikes for your use. Free parking and a charcoal bbq pit. Bring the family and your fur babies to enjoy this peaceful getaway at the beach.

Steinenbronn by the sea. Bay view.

Ideal for a family getaway, this beautiful home in Montego Bay is waiting for you! Experience the quiet friendly neighborhood while comfortably staying close to the beach, restaurants, bars and more. Backyard w/ covered pergola, umbrella and 2 tables. Between Memorial Day and Labor Day enjoy access to community pools, tennis courts, mini golf, fishing pier, walking/jogging/biking. 15% Discount on weekly bookings! Due to our insurance policy, we do not rent to guests under the age of 25.

2BR Bungalow -patio space-dog friendly- sleeps 4

Escape to this remodeled yet classic Key West-inspired bungalow on 142nd St. in bayside Ocean City, MD! Blending modern updates with Old Ocean City vintage charm, this pet-friendly 2-bedroom, 1-bath retreat offers 1,000 sq. ft. of cozy coastal living. Enjoy beautiful outdoor seating surrounded by lush tropical foliage, private parking, perfect for families and friends. Just minutes from the beach, dining, and attractions, this unique getaway is ideal for relaxation and adventure.

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.

One-Of-A-Kind, single family home at the beach!

This one-of-a-kind beach home is just what you’ve been looking for! Located in a peaceful community, it’s just blocks from the beach, bay, shopping, dining, and entertainment. Featuring 4 bedrooms, 3 bathrooms, a private main suite with a king bed and fireplace, and sleeping space for 10, it’s perfect for family or guests. Enjoy a covered porch, sunroom, unique indoor balcony, 2-car garage, and parking for 8. Don’t miss this rare opportunity to own your dream coastal retreat!

Lighthouse Bay Luxury Townhome | Arcade Loft

Welcome to Lighthouse Bay Luxe, a brand-new, coastal-chic townhome in North Ocean City where refined design meets elevated beach living. This 3-bedroom plus loft retreat features a private den, two-car garage, and a show-stopping chef’s kitchen with quartz island, double ovens, and premium finishes. Unwind in the spa-inspired king primary suite with balcony, or enjoy the upscale arcade loft and second king suite. Just steps to the beach, dining, and family attractions.

Madison Ave #6

This luxury town home is exactly what you need for your next trip to OCMD. It features 6 beds, with the ability to sleep 2 large families, with a shared pier, free parking (2 spots), large deck with ample seating, fully stocked kitchen to cook those large family meals, and recently updated bathrooms to clean up after a day on the beach. We would love to be your host for your next trip to the beach, so come stay with us at Madison Ave, Unit 6.

Secluded Waterfront · Kayaks, Firepit, Beach 15mi

Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

~The Owl's Nest~ Between Beach & Bay on 142nd St!

~Can be occupied by a maximum 8 adults with a total occupancy of 10 including children. ~Nestled in the woods of 142nd st. between the bay and the ocean, this is the perfect location to host your peaceful beachy getaway~very private home surrounded by large trees. ~Enjoy the shaded yard & fire pit after a hot day at the beach(only 4 blocks away)! ~Don't forget to bring your dogs! The Caine Woods neighborhood is as dog friendly as we are!