Holiday rentals in Maryland City

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Top-rated holiday rentals in Maryland City

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Guest favourite
A two-story apartment building is depicted with a light gray exterior and dark shutters. Outdoor steps lead to the upper entrance. A spacious driveway is visible in front of the garage doors, surrounded by green grass and trees in the background.
Guest house in Laurel
4.92 out of 5 average rating, 60 reviews

Cozy & Quiet 2 Bed Rm ADU Apart near DC&Baltimore

Get away for a relaxing weekend or short-term stay and Long term rental also available in this peaceful unique Garage Loft Apartment with parking and amenities all to yourself and whoever comes along with you! With a small patio to relax on and a vast backyard to roll around in, you can experience an unbothered stay only minutes away from a McDonalds, a Weis's grocery store, gas stations, various other stores just down the street. You'll want for little else but more time in this amazing Unit!

Top guest favourite
Tiny home in Crownsville
4.97 out of 5 average rating, 30 reviews

The Perch at Heron’s Nest

Welcome to The Perch at Heron’s Nest, a peaceful waterfront escape nestled along the banks of Valentine Creek. This cozy 1-bedroom, 1-bath guest cottage sits tucked into a quiet, wooded hillside — perfect for solo travelers or couples seeking rest, and reflection. Wake to bird songs and gentle ripples on the water. Sip your morning coffee on the private deck overlooking the creek, and end your day with sunset views filtered through the trees. 20 min to USNA, 25/35 to BWI/baltimore , 45 to DC

Top guest favourite
The bedroom features a spacious bed adorned with a patterned blanket and decorative pillows. A circular area rug adds warmth to the space. Surrounding wall art complements the vintage aesthetic, while table lamps provide soft lighting. A rocking chair and another seating option are positioned nearby.
Guest house in Ellicott City
4.93 out of 5 average rating, 107 reviews

Cozy Historic Guest House

Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps & stoned in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Top guest favourite
An inviting family room features a pool table at its center, surrounded by comfortable seating and dining areas. Natural light illuminates the space through large doors leading to the deck. Ceiling fans and a warm color palette contribute to the open, relaxed atmosphere.
Home in Columbia
4.94 out of 5 average rating, 113 reviews

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

Guest favourite
A green front door is adorned with a circular welcome sign, featuring a warm greeting on a decorative banner. The door's glass accents provide an inviting glimpse of the entryway.
Home in Laurel
4.89 out of 5 average rating, 145 reviews

Remedy Cottage

Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

Top guest favourite
Home in Columbia
4.97 out of 5 average rating, 39 reviews

Lakefront Couples Retreat | Fire Pit & Sunset

Private lower-level lakefront studio with a separate entrance on beautiful Wilde Lake, minutes from Merriweather Post Pavilion. Watch the morning mist rise off the water from bed, enjoy coffee on the private dock or patio at sunrise, paddle the lake by kayak, and unwind by the fire pit as waterfowl settle in at dusk. A peaceful boutique retreat combining waterfront serenity and luxury comfort, with stunning sunset views and access to Columbia's best dining, trails, and entertainment.

Guest favourite
A spacious living area is highlighted by large angled windows, allowing natural light to fill the space. A comfortable sectional sofa is complemented by a coffee table, while a kitchenette is visible in the background. An attached image shows a private outdoor deck with seating.
Flat in Northeast Washington
4.98 out of 5 average rating, 294 reviews

Luxury escape in DC now with a private Deck!

History and luxury meet in your rental which is a meticulously renovated luxury floor which includes top of the line amenities, private rooftop deck with Pergola, dual sided gas fireplace, luxurious and spacious bathroom including washer dryer, solar powered black-out blinds and leading gourmet coffee machine! We are close to Capital Hill, Brookland, Ivy City, Union Market, & H street corridor and a 10 minute Uber ride from Union Station. Free parking is provided onsite!

Guest favourite
A welcoming living area features a dark sectional couch adorned with colorful cushions. A low coffee table occupies the center, complemented by a cozy accent chair. Natural light enters through two windows with red curtains, creating a comfortable space for relaxation.
Flat in Fulton
4.96 out of 5 average rating, 100 reviews

Family Vacation Home Base

Your entire family will truly enjoy the convenient access to a wealth of attractions from our centrally located home! This prime spot makes it easy to plan exciting day trips to vibrant cities such as Washington, DC, Baltimore, and Annapolis, as well as historical sites like Gettysburg. If you love the outdoors, you'll also find numerous beautiful parks and scenic hiking trails nearby, perfect for exploring nature and creating lasting memories.

Top guest favourite
Cottage in Annapolis
4.99 out of 5 average rating, 153 reviews

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Top guest favourite
A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.
Home in Glen Burnie
4.97 out of 5 average rating, 175 reviews

12 M to Naval Academy | Waterfront Paradise

Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.

Top guest favourite
A striking wall art piece features a vibrant red rose contrasted against a muted black-and-white background of a wooden surface. The artwork is displayed in a multi-panel arrangement, adding a modern touch to the décor.
Guest suite in Jessup
4.94 out of 5 average rating, 90 reviews

In-Law/Guest Suite ~~ Red Rose Inn

Red Rose Inn Perfect for business travelers, students, or in between housing. Count on reliable internet and a quiet workspace. Minutes to Columbia, Ft. Meade, Merriweather Post Pavilion, Gateway Drive, NSA, Annapolis Junction, Baltimore, JHU APL, University of Maryland, NASA Goddard and DC. Forget your worries in this spacious and serene space.

Guest favourite
Guest suite in Laurel
4.95 out of 5 average rating, 216 reviews

Private 1BR Saloon w/ Kitchen & Patio near DC/BWI

Rustic saloon vibes, modern comforts, and two great cities on your doorstep—welcome to the Charming Saloon! In just 25 minutes you can be on the National Mall; in 20 minutes you can be cheering on the Orioles in Baltimore. When you return, your very own western-inspired hideout—with a full kitchen, private bath, and laundry—will be waiting.

Popular amenities for Maryland City holiday rentals