Holiday rentals in Upper Falls

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Comfortable Suite with Fun activities

Kick back and relax in this fun, stylish getaway! This beautiful private suite is located on a quiet cul de sac that offers easy access to local shopping- less than 1 min away, 15 mins away from Aberdeen and 30 mins away from Baltimore and BWI Airport. During your stay, you’ll enjoy free Wifi, mini-fridge, microwave, TV w/Netflix, Foosball table, mini pool table, boardgames, basketball and a massage chair. You’ll have private access to the lower-level suite. Other levels of home are occupied.

Watch Deer from a Farm Cottage

Requires ID at check-in. Maximum 6 guests on the property at any time. No early check-ins or late checkouts. Enjoy farm animals, wildlife, and peaceful country living just minutes from modern conveniences. Located 5 minutes from I-95 in Bel Air, MD, in an upscale neighborhood near Cedar Lane Sports Complex and a short drive to hospitals, restaurants, and theaters. Freshly cleaned interior with Comfort Grande beds, Egyptian cotton linens, and ultra-quiet HVAC on a very modest gentleman’s farm.

Waterfront Paradise on Seneca Creek w/Hot Tub

Welcome to this luxurious waterfront home on Seneca creek with breathtaking views and amazing sunsets! This home features 4 bedrooms and 4 full bathrooms with water views from just about every room in the house. Plenty of outdoor space for relaxing, sitting by the firepit, chilling out in the hammocks, soaking in the hot tub, frolicking in the water or fishing from the private pier. This home is convenient to many activities, but you may never want to leave as it’s a destination all on its own.

Rumsey Island!

This beautiful home has a fenced in backyard and views from the backyard that leads out to Chesapeake bay. Variety of fish to catch off the dock. Many local hiking trails and beautiful state parks. Many stores near by and within 2-15 mins you have a variety of stores in all directions. Bring the whole family or just a guys trip to fish or possibly a girls weekend to get some rest. This home has the views and the feels for a getaway. Look no further Chesapeake bay is a boat ride away.

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 3 bedroom, 3 bath home.

Bamboo Sands Beach Getaway

Where luxury meets coastal by the bay. A perfect spot to make memories, enjoy the views from the house or the hot tub.... Welcome to Bamboo Sands Villa & Captain’s Quarters, A peaceful retreat on a sandy area of the Chesapeake Bay where families can RELAX & reconnect. Here, serenity and fun flow as easily as the coastal breeze. Enjoy sandy beaches without the crowds, the sounds of waves on the bay without the oceanfront price tag, a coastal luxury getaway...

The Cozy Charm House

Newly renovated 3 bedroom house and centrally located with many places to enjoy around the city. The house is cozy and gives guests a nice place to relax. The garage has several games including arcade basketball, foosball, corn hole, and spike ball. Located 10 minutes from Cedar Lane Sports Complex, 17 minutes from Ripken Stadium, 25 minutes from Great Wolf Lodge, 30 minutes from Baltimore, and 37 minutes from BWI. We look forward to hosting you!

Cozy Farm Cottage

Come relax at our peaceful farm, nestled in the heart of horse country! We are close to Towson, Hunt Valley, the NCR trail, and 695. Our chickens, golden retriever, and cats are waiting to meet you! Come enjoy the fresh air, sunsets, and the outdoors! You can explore the farm grounds, including a pond full of bass you can fish (catch and release), streams, and woods to explore. We even have a large field we turned into an unofficial soccer field!

Mac's Waterfront Wonder

Your family will be wowed by this NEW waterfront 5 bedroom home with a home office, TWO balconies. Indulge in birdwatching (spot a bald eagle? ), boating and jet skiing! Visit Baltimore, DC, Philly, Golf and more! This new home is ideal for large families, long-term stays, or remote work. Three Queen beds; two twins and a bunk bed (full + twin). Sofa bed/queen and air mattresses for five more guests at an additional cost.

Hines on the Hill

Experience the best of Maryland with ease from this 4-bed, 2-bath vacation rental. Looking to explore? Top attractions like Loch Raven Reservoir Park, Cylburn Arboretum, and M&T Bank Stadium are within an easy drive. At home, cozy up for family movie night, enjoy an al fresco meal on the patio, or play lawn games in the backyard. This Parkville house offers an unforgettable retreat — book now!

Rumsey Island Waterfront Retreat

Bring the whole family to stay at our spacious home sleeping up to 8 with 3 bedrooms (2 queens, one with en-suite bath, and 2 twins), a full kitchen with coffee maker, and a finished basement featuring a pool table, wet bar, gym, and office with standing desk. Enjoy a covered patio, deck, fire table, water access to Gunpowder River, 2 kayaks, and complimentary EV charging.