Vacation 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

Modern Apt by Lake Montebello

Peaceful, upscale comfort 20 minutes from Downtown Baltimore/Inner Harbor and less than a 2 mile stroll to Lake Montebello. A serene, stylish retreat in the heart of Hamilton — walkable, bikeable, and perfectly located. This humble abode is in a quiet, homeowner-filled neighborhood near shops, parks & restaurants. For added convenience, it is also directly located across the street from a mini mart. Celebrating something special? Flowers, wine, balloons & romantic extras available for a fee.

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.

Waterfront Romantic Studio

Unwind at our private studio getaway-featuring an updated kitchen & bathroom, and cozy sleeping area. Separate entrance for complete privacy. Step out onto the shared deck and take in stunning water views, perfect for your morning coffee or a relaxing evening drink enjoy the waterfront vibe. Make memories around the fire pit or explore nearby state parks with scenic hiking trails and beaches. Whether you’re here for a show, a convention, or just some sightseeing, only 20 minutes from Baltimore.

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home w/ a dedicated pier located on Sue Creek on the Chesapeake Bay! Includes 2 master bedrooms each with a queen size bed and dedicated bathroom with large shower stall. Kitchen & Great room are fully equipped with all amenities for a comfortable stay. Outside includes a large patio with furniture and charcoal grill, a pier w/ 2 Kayaks & private parking area. Convenient to many water & land establishments! No Pets or smokin

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!

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 :)

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.

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).

Artful Retreat + Your Home Away from Home

Curated 2BR urban retreat in Baltimore’s Hamilton-Lauraville. Artful home features dedicated workspace, furnished backyard with fire pit & private dining space—perfect for remote workers, traveling nurses/professors/military. Eclectic decor, 1930s craftsman charm w/modern amenities. Ideal for extended stays, weekend getaways, or intimate gatherings. Pet-friendly. Free parking. STR-0003281

Private 1st Floor Unit near Balt City/John Hopkin

Entire 1 bedroom 1st floor apartment in a split level multi family home in Rosedale/ near Baltimore City. Private driveway, no shared spaces. Private driveway and free street parking available. Fast Wi-Fi with space to work. Quick access to I-95, Maryland 695 and 895 Split level home. You get the downstairs(1st floor) Pack & play and high chair available upon request.

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!