Vacation rentals in Maryland

Apartment in Upper Marlboro

A shaded cabana area features a comfortable seating arrangement with neutral cushions, positioned beside a swimming pool. Lush greenery surrounds the setting, providing a natural backdrop. A small table holds refreshments, enhancing the space for relaxation and enjoyment.

4.95 out of 5 average rating, 131 reviews

DC Oasis- hot tub, pool, theater/game rm, & more

Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

4.98 out of 5 average rating, 138 reviews

The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.

Cabin in Myersville

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

4.93 out of 5 average rating, 202 reviews

Cabin in Lusby

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Houseboat in Kent Narrows

An inviting living space features a comfortable sofa and a wall-mounted television. A modern kitchen area includes dark cabinetry and light furnishings, while large glass doors lead to a covered deck with scenic water views. Natural light enhances the airy atmosphere.

4.97 out of 5 average rating, 150 reviews

Cass-N-Reel Luxury Houseboat

Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

4.95 out of 5 average rating, 270 reviews

The charming cabin exterior is complemented by a well-maintained yard featuring a fire pit area with two wooden chairs. Soft string lights adorn the cabin, while a hot tub is positioned near the entrance, surrounded by greenery and seasonal flowers.

Tiny home in Accident

Romantic Getaway In The Pines. Hot Tub! King Bed!

Looking for a romantic stay for you and your significant other??Then this unique, romantic cabin is the perfect place for you! Nestled in the mountains near Deep Creek Lake, you can enjoy the fresh mountain air from the deck or hot tub with peaceful, scenic views. High End Espresso Machine, King Bed, Propane and wood fireplaces outside along with an outdoor tv that you can watch from the hot tub! Soak in the beauty of Garrett County and all Deep Creek Lake has to offer. Hope to see you soon!

4.96 out of 5 average rating, 189 reviews

A charming cottage sits at the water's edge, surrounded by lush greenery. A wooden staircase leads down from an elevated deck to the sandy beach. Two blue chairs are positioned on the deck, inviting relaxation as the sun sets in the background.

Cottage in Leonardtown

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Guest suite in Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 258 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

4.97 out of 5 average rating, 147 reviews

Two wooden chairs with cushions and a small table are situated indoors, facing large glass doors that provide a view onto the pool area outside. Natural light fills the space, highlighting the wooden walls and tranquil surroundings.

Guesthouse in Monrovia

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

4.96 out of 5 average rating, 446 reviews

An overhead view of the open living area reveals a cozy couch and a circular chair, complemented by a modern coffee table. Sliding glass doors offer unobstructed bay views, leading to a porch with outdoor seating. Natural light fills the room, creating a bright and airy feel.

Townhouse in Ocean City

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

5 out of 5 average rating, 116 reviews

The cottage's exterior features a spacious wooden deck with modern seating options, including a sofa and lounge chairs. Large glass doors provide an inviting view into the home, surrounded by greenery and trees. Natural light filters in, enhancing the outdoor setting.

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.99 out of 5 average rating, 602 reviews

A glass table holds a coffee cup and a paper bag from a local café, alongside a pastry and a muffin. Two white Adirondack chairs frame the scene, set against a backdrop of lush greenery and a garden statue.

Guesthouse in Easton

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

4.97 out of 5 average rating, 226 reviews

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Maryland vacation rentals

Home rentals in Maryland

4.89 out of 5 average rating, 236 reviews

A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.

Home in Timonium

* Beautiful Oasis w/ No Detail Spared

4.89 out of 5 average rating, 104 reviews

The exterior of the cottage is depicted, showcasing a beige wood-clad wall with a white door leading inside. A charcoal grill is positioned nearby on a concrete patio, surrounded by natural stone and greenery. The view includes trees and the landscape beyond.

Home in Clear Spring

Cozy Creek House W/Hot Tub by Whitetail

4.96 out of 5 average rating, 144 reviews

A spacious living area features large glass windows that frame a panoramic view of the Chesapeake Bay. Natural light illuminates the room, highlighting the wooden ceiling and modern decor. A seating arrangement overlooks an inviting outdoor patio with garden furniture, creating a seamless connection to the outdoors.

Home in Lusby

Coastal Oasis On The Chesapeake, King Bd sleeps 12

5 out of 5 average rating, 140 reviews

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

Waterfront, Dog-friendly, Hot Tub, Peleton

4.9 out of 5 average rating, 203 reviews

A wooden pathway leads to a relaxing outdoor space adorned with lush green grasses and a large umbrella. The Chesapeake Bay is visible in the distance, providing a serene backdrop. A flagpole with an American flag is positioned nearby, adding to the coastal ambiance.

Home in Annapolis

Country House on the Bay

4.99 out of 5 average rating, 121 reviews

A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.

Home in Perryville

Upper Chesapeake Getaway

4.99 out of 5 average rating, 171 reviews

A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.

Home in Cambridge

Sunset Breezes - quiet waterfront retreat

4.97 out of 5 average rating, 145 reviews

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

12 M to Naval Acadmey | Waterfront

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Cabin rentals in Maryland

4.96 out of 5 average rating, 171 reviews

A spacious stone patio features a rectangular dining table surrounded by six wooden chairs, set amidst lush greenery. The cabin's exterior displays a combination of wood shingles and large windows, providing a light-filled atmosphere. A hot tub and Adirondack chairs are visible on the deck.

Cabin in North East

Waterfront Cabin on the Chesapeake

4.98 out of 5 average rating, 125 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

4.85 out of 5 average rating, 146 reviews

A charming log home with a stone chimney is framed by lush greenery. The spacious front porch invites relaxation, and wooden railings enhance the rustic appeal. Natural elements are evident in the surrounding landscape, adding to the serene atmosphere of the lodge.

Cabin in Goldsboro

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

5 out of 5 average rating, 120 reviews

The exterior of a two-story cabin is presented, featuring a rustic wooden facade and a green garage door. Gravel surrounds the entrance, adorned with vibrant flowers and a tall tree nearby. Natural greenery provides a serene backdrop, enhancing the secluded atmosphere.

Cabin in Friendsville

Bear Creek Get-A-Way

4.93 out of 5 average rating, 124 reviews

A spacious bedroom features a large wooden sleigh bed dressed in a checked pattern. A chandelier hangs from the ceiling, illuminating the rustic wooden beams. A window with light curtains allows natural light to enter, while a round mirror rests against the wall near a side table.

Cabin in Upperco

The Guesthouse at Downey Family Farm

4.86 out of 5 average rating, 393 reviews

Cabin in Oakland

Incredible Cozy Cabin Immersed in Nature

4.83 out of 5 average rating, 172 reviews

A single-story wooden home is surrounded by lush greenery and well-maintained landscaping. The front path features a spacious driveway, and large windows invite natural light into the interior. The entrance showcases a welcoming wooden door, set back from the road for privacy.

Cabin in Lusby

2-bedroom lake-house with a magnificent view

4.89 out of 5 average rating, 137 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

4.87 out of 5 average rating, 137 reviews

The exterior of the River House is captured from a lower angle, showcasing its wooden structure and accommodating deck. The deck is furnished with seating and features a staircase leading to the ground level. Leafless trees are visible in the background against a cloudy sky.

Apartment in Frederick

Villa with majestic views of the Monocacy River!

Apartment in Silver Spring

A welcoming living space features a modern sectional sofa adorned with patterned pillows and a sleek coffee table. Nearby, a dining area with a round table and chairs is complemented by natural light from a window. A stainless steel refrigerator and decorative artwork enhance the ambiance.

4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

4.96 out of 5 average rating, 191 reviews

The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.

Apartment in Sykesville

Hickory Haven •1B King •Bsmt Apt •Clean •LG

4.9 out of 5 average rating, 167 reviews

An exterior view of the studio apartment showcases a white siding entrance with a glass door. Nearby, a small garden area features neatly trimmed plants and a brick planter, complemented by a clear blue sky.

Apartment in Frederick

Your own "Tiny House"

4.98 out of 5 average rating, 240 reviews

A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.

Apartment in Ocean City

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

4.97 out of 5 average rating, 269 reviews

A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.

Apartment in Essex

A unique place on sue creek

Apartment in Reisterstown

An open living area showcases high wooden beams and natural light from large windows. The space includes a rustic kitchen with a stove, a cozy seating area, and a staircase leading to a library above. A warm color palette and antique furnishings create a welcoming environment.

4.98 out of 5 average rating, 114 reviews

Barn Apt on Tranquil Historic Farm--Amazing Views