Kid-friendly holiday rentals in Maryland

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.

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Koi House

Relax with the whole family at this peaceful place to stay. Minutes away from Pocomoke River State Park. Close to Historical Snowhill. Only 26 mins to Assateague Island where you will see wild horses running free. From Assateague Island you can go to Historical Berlin where you can see the Atlantic Hotel where the movie Run away Bride was made. Enjoy a bite to eat at The Box Car restaurant. Then go have some homemade ice cream at the famous Island Creamery. So much more to do.

Lux 4 Bed Home w/ Parking Walk to Bethesda Metro!

Welcome to our exceptional property, ideally located in the heart of Bethesda, MD. A mere stroll away from the vibrant Bethesda Row, where you'll find an array of upscale shops, diverse dining options, a movie cinema, and convenient access to the metro! Our inviting home offers the perfect fusion of comfort, style, and convenience, accommodating 8-10 guests. It's the ideal choice for families, friends, or business travelers seeking an unforgettable stay in a prime location.

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Cozy Beach House ~Four Seasons Getaway

Beach Access~ a short walk or drive to the community private beach, boat ramp & Flag Harbor Marina. This vintage and cozy style house is well stocked with everything you need for a beach getaway. Enjoy two kayaks, deck with two grills, backyard fire pit and outdoor yard games while relaxing after a fun day at the beach. Come to Southern Maryland and discover fossils, cliffs and the Chesapeake Bay. Budget friendly getaway!

Beachfront Oasis with Amazing Views

Perfect getaway home to relax and enjoy peaceful beach views. This beachfront home is perfect for a romantic weekend getaway or a family vacation. Enjoy long walks on the beach, conversations at the fire pit in the evening, kayaking or hunting for fossil sharks teeth. The perfect escape from DC, the home is just over an hour from the city and located in the quiet, private beach community.

Quiet Waterfront

Waterfront guesthouse in gated community on a creek off of the Severn River with clubhouse, swimming beach, tennis court. Approximately five miles from downtown Annapolis. NO PETS, NO SMOKING, NO PARTIES. Parking for up to four cars only. Anne Arundel County License Number STR-120.