Vacation rentals in Maryland

4.78 out of 5 average rating, 23 reviews

A spacious deck is equipped with several white Adirondack chairs, arranged for relaxing views. Large glass doors open from the home, complementing the light and airy atmosphere. The well-maintained lawn stretches out, providing a welcoming outdoor space.

Home in Ocean City

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

4.97 out of 5 average rating, 29 reviews

A spacious bedroom is presented with large windows offering views of a tranquil waterfront. A comfortable bed is paired with a white sofa, creating an inviting area. Natural light streams in, enhancing the warm wood accents throughout the room.

Home in Deale

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

4.85 out of 5 average rating, 192 reviews

A spacious open-plan living area is highlighted by hardwood flooring and large windows that allow natural light. A dining table with wooden chairs is set near the balcony. The kitchen features a breakfast bar with turquoise stools, adding a pop of color to the neutral decor.

Townhouse in Ocean City

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion**

4.94 out of 5 average rating, 18 reviews

An outdoor hot tub is positioned under a covered deck, with water bubbling gently. Warm ambient lighting from overhead string lights adds a soft glow, while natural stone walls provide an organic touch. Expansive views of the surrounding landscape are visible in the background.

Home in Swanton

Renovated Home with Dock, HotTub, Golf DogFriendly

Recently renovated, this beautiful home sits on a hillside in the Waterfront Greens community. Stunning views, privacy, great location, and many amenities make it the perfect choice. The new deck has plenty of seating & some of the best views around. Waterfront Greens offers a par 3 golf course, mini golf, tennis, lake access and the dock area. One of the best locations in the area for safely walking & riding bikes. Please note that there is a pet fee (for up to 2 dogs) of $200.

4.88 out of 5 average rating, 124 reviews

A wooden dock extends over calm waters, featuring four Adirondack chairs arranged facing the serene view. A light casts a soft glow on the water's edge, and the distant shoreline is lined with trees and structures, hinting at nearby activity.

Cottage in Pasadena

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

4.91 out of 5 average rating, 128 reviews

Chalet in Oakland

Spectacular Chalet, Timroc II, close to lake, Wisp

ENJOY every season!! Short walk to the lake and dock! ! 15 minute drive to Ski Wisp! Fire pit, decks and screened in porch! Relax in the hot tub, enjoy family and/ or friends time and just get away from it all! 5 comfortable sized bdrms, each with large windows letting in natural daylight. First floor master, hardwood flooring throughout, many sliders for easy access. Finished bsmt with pool table, separate bdrm, full bath and laundry! DON'T SEE YOUR DATE, PLEASE CALL!

5 out of 5 average rating, 102 reviews

Two Adirondack chairs are positioned beside a wooden dock, shaded by a large umbrella. The view overlooks calm water surrounded by greenery, creating a serene environment. A small table is present between the chairs, enhancing the inviting outdoor seating area.

Cottage in Easton

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

4.98 out of 5 average rating, 126 reviews

Home in Cambridge

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!

4.91 out of 5 average rating, 79 reviews

The entrance of Dutch's Suite is highlighted by rustic wooden architecture and stonework, illuminated warmly by exterior lighting. The large wooden doors feature intricate carvings, and the signage is elegantly displayed above, creating an inviting first impression.

Condo in Oakland

Top Notch Lake Getaway - Cozy in a plush resort

Complete remodel and upgrades in Nov 2022. Unique space and a great getaway; 2 separate sleeping areas. Spacious +BR w/loft nestled on the shores of Deep Creek Lake, professionally furnished w/onsite mgmt, King bed in private bedroom w/closet, Queen bed in loft area, propane fireplace, kitchenette with microwave & full size fridge, keurig, full bath lower level, vaulted ceilings and much more. Community fitness center. Please, 25yo to rent.

4.83 out of 5 average rating, 126 reviews

A wooden deck leads down to a gravel path surrounded by lush greenery. Two red chairs are positioned on the gravel area, enjoying the serene view of the woods. Soft landscape lighting is present along the path, enhancing the natural surroundings.

Tiny home in Salisbury

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

4.91 out of 5 average rating, 87 reviews

A wooden dock extends over calm waters, leading into a scenic landscape of marsh grass and distant horizons. The structure features sturdy posts along the sides, providing a clear view of the serene surroundings and reflecting the peaceful nature of the area.

Townhouse in Berlin

Bayside Townhouse w/ amazing amenities

Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!

Guest suite in Piney Point

A beachfront property is showcased with multi-level balconies bordered by greenery. The structure features a red-roofed tower and white exterior. Reflections are visible in the calm water in the foreground, highlighting the serene coastal setting.

4.95 out of 5 average rating, 258 reviews

Spectacular beachfront walk-out in Piney Point MD

A beautiful 1000ft private beachfront walk-out to be enjoyed couples, families and even your pet. If you're interested in an incredible beach sanctuary, birds, turtles, kayaking or just reading a book listening to the waves - our sanctuary is your sanctuary. Please join us!

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Maryland vacation rentals

Laptop-friendly workspace

Home rentals in Maryland

4.79 out of 5 average rating, 131 reviews

A quaint two-story house is surrounded by lush greenery, featuring a well-maintained yard filled with blooming flowers. The exterior displays white siding with dark shutters, and steps lead up to a welcoming porch, enhancing the home's inviting character.

Home in Crisfield

BayTime

4.89 out of 5 average rating, 18 reviews

Home in Ocean City

New 5 Bdrm/Bayside Home/Prime Spot/Private Parking

4.98 out of 5 average rating, 196 reviews

A cozy living area features a light-colored sofa and a decorative ottoman on a patterned area rug. Large windows allow natural light to brighten the space, while a holiday-themed tree adds a touch of festivity. A dining area can be seen in the background.

Home in Salisbury

Beautiful Renovated Home, Perfect Getaway!

4.95 out of 5 average rating, 231 reviews

Home in Cambridge

Great Historic Cambridge Home With Parking!

4.85 out of 5 average rating, 130 reviews

The exterior of a brick house is displayed, featuring green shutters and a chimney. The well-maintained yard includes blooming flowers and manicured bushes. A clear blue sky enhances the scene, providing a welcoming and relaxed atmosphere.

Home in Rock Hall

Pirates Perch

4.88 out of 5 average rating, 58 reviews

The exterior of a single-story home is shown, featuring a screened front porch with ample seating space. Lush green grass surrounds the house, framed by large trees. The entrance is marked by a set of white steps leading to a door, showcasing a welcoming appearance.

Home in Ocean Pines

Sunny Days

4.81 out of 5 average rating, 248 reviews

The brick exterior of the house is showcased, featuring a well-maintained front yard with green grass and a pathway leading to the entrance. Two large windows are visible on either side of the front door, framed by neatly trimmed bushes and trees providing shade.

Home in Silver Spring

4BR 3Bath House on bus line 4 Blks to DC line!

5 out of 5 average rating, 85 reviews

The single-story ranch home is set on a spacious lot adorned with a mix of grass and fallen leaves. Blue shutters frame the windows, and a welcoming front porch is furnished with several chairs. A two-car garage is visible to the left.

Home in Rock Hall

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

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Cabin rentals in Maryland

4.95 out of 5 average rating, 306 reviews

Cabin in Myersville

Cabin on Middle Creek - Myersville MD - Middletown

4.98 out of 5 average rating, 110 reviews

A rustic cabin exterior is visible, featuring a wooden facade with a unique door design. Two adirondack chairs are positioned on a concrete patio, framed by a pathway lined with decorative stones and surrounded by greenery.

Cabin in McHenry

Romantic cabin getaway with hot tub

4.98 out of 5 average rating, 123 reviews

The cabin, featuring a warm yellow exterior, is nestled among lush green trees and ferns. A gravel driveway leads to the structure, surrounded by a tranquil woodland setting that offers privacy and a connection to nature.

Cabin in Deep Creek

Boulder Ridge Cabin, close to Deep Creek, Maryland

4.87 out of 5 average rating, 119 reviews

Cabin in McHenry

Hot Tub Fire Pit Gas Grill Wood Stove Roku

4.96 out of 5 average rating, 213 reviews

The cabin exterior features a handcrafted log design with a peaked roof. A welcoming porch encircles the front, supported by sturdy wooden posts. Surrounded by lush greenery, the structure blends harmoniously with the natural setting of the wooded area.

Cabin in Oakland

Dancing Bears

4.98 out of 5 average rating, 128 reviews

A rustic cabin with a wooden exterior nestled among trees is illuminated by warm outdoor lighting. A welcoming entrance features a green door, surrounded by flower pots and small pumpkins. A rocking chair sits on the front porch, inviting relaxation in the tranquil setting.

Cabin in Myersville

Sleepy Hollow Log Cabin

4.86 out of 5 average rating, 387 reviews

Cabin in Oakland

Incredible Cozy Cabin Immersed in Nature

4.89 out of 5 average rating, 136 reviews

A charming mountaintop cabin is nestled among vibrant green trees. Its large deck features wooden railings and is accessed from the main structure, which showcases a sloped roof and expansive windows. The surrounding woodland creates a serene, secluded atmosphere.

Cabin in Keedysville

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

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Apartment rentals in Maryland

4.91 out of 5 average rating, 106 reviews

A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.

Apartment in Berlin

Downtown Main Street Berlin Apartment

4.7 out of 5 average rating, 47 reviews

An open-concept living space is showcased, featuring a cozy seating area, a contemporary kitchen island, and a television mounted on the wall. Light wood flooring complements modern cabinetry, while multiple doors lead to additional rooms, providing easy access to the bedroom and walk-in closet.

Apartment in Columbia

Premium 1 Bed Apt + Balcony | Placemakr Columbia

4.88 out of 5 average rating, 186 reviews

A cozy seating area features a black futon adorned with several decorative pillows. A small black ottoman is positioned nearby, and a television sits on a light-colored stand. The walls display framed artwork, and natural light filters through window coverings.

Apartment in Baltimore

Studio Apt. close to Hopkins Univ & Union Memorial

4.92 out of 5 average rating, 130 reviews

A cozy sleeping area features a black metal bed frame with a gray quilt and decorative pillows in shades of blue. A bedside lamp stands beside the bed, and a square mirror is mounted on the wall. Light gray walls create a calm atmosphere.

Apartment in Lusby

Morning Light Apartment

4.99 out of 5 average rating, 387 reviews

Apartment in Baltimore

Butchershill, Private, Cozy, Fireplace, Parking!

4.93 out of 5 average rating, 74 reviews

A cozy living area is showcased with comfortable seating, including a blue sofa and a chair adorned with decorative pillows. Natural light floods through a skylight, illuminating the wood floors. A wall mirror reflects the ambiance, while a small coffee table sits at the center.

Apartment in Ocean City

2 Bedroom Apt. Portnstarboardapts

4.76 out of 5 average rating, 255 reviews

Aerial view of a marina surrounded by a cluster of homes and colorful trees, with numerous boats docked along the waterfront. The scenic landscape features water and docks, with the horizon showcasing more boats and buildings in the distance.

Apartment in Annapolis

Charming Eastport