Holiday rentals in Overlea

Hotel perks suite near Baltimore and top hospitals

Whether you're a medical professional, remote worker, or traveler, this private garden-level suite is a blend of hotel perks and home comfort — conveniently near the highway, plazas, a bus stop, and much more. ✔ Work & unwind –sit-stand desk, fast WiFi + smart TV ✔ Fully stocked – Coffee, snacks, fridge & microwave ✔ Comfy rest – Queen bed & blackout curtains ✔ Ample storage – Drawers & walk-in closet ✔ Self-care ready – Fitness gear, robe & beauty products ✔ Private entrance -No shared spaces

Location · Value · Indoor spaces

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Family · Value · Accuracy

Waterfront home with dock and kayaks

Welcome to your serene escape on the water. This peaceful waterfront home is tucked away in a quiet, friendly neighborhood- perfect for relaxing mornings, sunset views, and unwinding by the shore. Step outside and enjoy direct access to the water, ideal for kayaking, fishing, or simply soaking in the view with your morning coffee. Just a short walk away you will find a local gem of a restaurant offering daily live music, best crushes in town, and delicious food without getting in the car.

Family · Value · Kitchen

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

Value · Family · Amenities

Avondale Adventures

Backed to a wooded area, this modern & cozy home offers the ultimate balance of nature & convenience. Enjoy evenings by the outdoor fire pit or host - perfect for friends, family, and a little karaoke fun!     •    Centrally located near shops, restaurants, & local entertainment     •    Steps away from hiking trails & nature walks     •    Quick access to major highways, universities, schools, & hospitals     •    Kid-friendly w/ plenty of space to play and explore :)

Family · Location · Condition

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.

Value · Family · Decor

Tree house resort spa with sauna

Escape to a Secluded Sanctuary in the Woods. Located just 6 minutes from Baltimore City, this home is part of a unique collection of 3 villas, each nestled on 3.5 acres of lush, wooded land, complete with private driveways. Relax in your own private guest suite with its own entrance, surrounded by nature’s serenity. This peaceful retreat is designed to make you feel like you’re far away from the everyday, offering the perfect couples’ escape.

Family · Value · TV

Homely

A charming, stylish guesthouse in the heart of Towson. Just a few blocks away from great restaurants, cafes, bars, grocery stores (Whole Foods, Giant, Weiss, Aldi, etc.) and much more. Ideal for a weekend getaway, business trip, work-from-home, or a cozy home base while experiencing everything that Towson has to offer. Unbeatable location with Towson Downtown, Towson Mall, and other shopping centers. easy access to Beltway I-695 to I-95.

Location · Value · Quiet

Bright and Cozy 2nd floor apt

My place is within walking distance of restaurants and family-friendly activities, within minutes of White Marsh Mall, easy freeway access for going to an Orioles/Ravens game, and the Inner Harbor or just hike a neighborhood trail. You’ll love my place because of Connivence to everything, in a quiet friendly neighborhood and private entrance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Value · Location · Wifi

Walk to Stadiums | 2 Rooftop Decks | Parking

Walk to Ravens' M&T Bank Stadium, Camden Yards and CFG Bank Arena from this modern luxury home! Enjoy 2 covered rooftop decks with 360° city views, free parking, 3.5 baths and 4K TVs in every room. Minutes to Inner Harbor, I-95, Federal Hill, Johns Hopkins, Fells Point, the Convention Center, National Aquarium, Topgolf, Horseshoe Casino and BWI, it’s perfect for Ravens and Orioles games, concerts, family vacations, and city getaways.

Location · Family · Checkout

The Belevdere Lodge of Evesham Park

The Belevdere Lodge of Evesham Park is not as pretentious as it sounds. As you walk in, the first floor is filled with cheery colors to greet your party. The living room is comfortable and cozy. The dinning room is great for family dinners or having a meal on the road that's not in a restaurant. The modern kitchen is fully stocked with all the utensils to use to cook a great homemade meal.

Value · Location · View

Creative + Cozy Guesthouse / Newly Updated!

Welcome to our Creative Cozy, basement efficiency apartment. This guesthouse is newly renovated with a fresh coat of paint, new furniture and new linens. It is well lit and has it's own private entrance. There is a small patio area right outside the door where you can enjoy a morning cup of coffee or tea. We hope you enjoy your stay!

Family · Location · Walkability