Holiday rentals in Upper Falls

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Top-rated holiday rentals in Upper Falls

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious deck is furnished with a large dining table set for six, surrounded by comfortable chairs. A lounge chair is positioned for relaxation. Scenic views of the waterfront and trees create a serene atmosphere, enhanced by string lights in the background.
Home in Middle River
4.93 out of 5 average rating, 56 reviews

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.

Top guest favourite
A rustic outdoor scene features several alpacas grazing and exploring a spacious area. A weathered barn is visible in the background, surrounded by trees and open land. A black water trough is placed nearby, reflecting the clear blue sky with scattered white clouds.
Farm stay in Bel Air
4.98 out of 5 average rating, 200 reviews

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.

Top guest favourite
A spacious outdoor deck features a collection of wicker seating with several armchairs and a coffee table. The area overlooks a serene reflective body of water surrounded by trees and residential homes, providing a relaxing space for gatherings or enjoyment of the views.
Home in Joppatowne
4.97 out of 5 average rating, 39 reviews

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.

Guest favourite
The living room features a high, wooden ceiling with large windows allowing natural light to fill the space. A comfortable arrangement of sofas and chairs offers ample seating, complemented by a stylish area rug. A modern fireplace adds warmth to the inviting design.
Home in Perry Hall
4.98 out of 5 average rating, 150 reviews

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.

Top guest favourite
A stocked kitchenette is presented with modern appliances, including a microwave, coffee maker, and refrigerator. Counter space is utilized for meal preparation. A water cooler offers hot and cold water, while storage cabinets provide additional kitchen essentials. Natural light filters in through a nearby window.
Home in Abingdon
4.98 out of 5 average rating, 142 reviews

AbingdonBB

Enjoy easy access to everything from this perfectly located home base. Close to downtown Bel Air as well as 95! Fully appointed space that is dog friendly w a fenced yard! Stocked kitchenette, private bedroom and designated work space w wifi. Wifi & wifi speaker, smoke detectors, Co2 detectors, electric fireplace. Although the kitchenette doesn’t have a sink/water there is a Deer Park water cooler with hot & cold water, and supplies under bathroom sink to use for dish washing.

Top guest favourite
The back exterior of the vacation home features a spacious lawn with a stone path leading to a large patio area. An umbrella-shaded dining table sits alongside comfortable outdoor seating. A staircase provides access to the upper deck, revealing expansive views.
Home in Aberdeen
4.87 out of 5 average rating, 86 reviews

Waterfront Family Vacation Home

Relax and unwind in this completely remodeled waterfront vacation home, perfect for family and friends. It boasts four spacious bedrooms, three full bathrooms, a cozy den, a sunroom, a large patio, and an expansive outdoor space. It provides a stunning view of the Bush River and sunsets, with direct access to the water. Immerse yourself in nature’s beauty with kayaks, paddle boards, a fire pit, and outdoor grills/furniture. Perfect place to stay for sports tournaments, too!

Guest favourite
The living area features a light-colored sofa and a teal couch, arranged around a glass coffee table. A chair is positioned by the fireplace, which is adorned with a decorative screen. Natural light fills the room through the nearby windows, and a flat-screen TV is mounted above the fireplace.
Home in Towson
4.9 out of 5 average rating, 123 reviews

Spacious 4 Bd House close to Towson & Baltimore

Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.

Top guest favourite
Home in Edgewood
5.0 out of 5 average rating, 27 reviews

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!

Guest favourite
Home in Phoenix
4.93 out of 5 average rating, 104 reviews

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!

Guest favourite
A serene view from the balcony showcases the expansive Gunpowder River, framed by leafless trees along the shore. The water reflects a cloudy sky, offering a peaceful atmosphere that blends nature with the home's outdoor living spaces.
Home in Joppatowne
4.9 out of 5 average rating, 81 reviews

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.

Guest favourite
A spacious living area features a large gray sectional sofa, accented by decorative pillows and a soft throw blanket. Two comfortable chairs sit opposite the sofa, and natural light filters through a large window adorned with sheer curtains, illuminating the warm wood flooring.
Home in Perry Hall
4.88 out of 5 average rating, 52 reviews

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!

Top guest favourite
Home in Joppatowne
4.93 out of 5 average rating, 28 reviews

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.

Popular amenities for Upper Falls holiday rentals