Vacation rentals in Upper Marlboro

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, 133 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.

An exterior view showcases a private entrance framed by a wooden deck and a small seating area with two chairs. The red door stands out against the light grey siding of the building, with a pathway of stepping stones leading to it. Lush green grass surrounds the area.

4.93 out of 5 average rating, 128 reviews

Just Like Home - Private Entrance Apt in DMV Area

288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sofa, roll-away single bed, kitchen, bathroom with small shower stall & 55” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. Excellent location: Ft. Meade (14.4 miles), Annapolis (15 m), Andrews AFB (19 m), Washington DC (19 m), Baltimore (29 m) Nearby airports: DCA (23 m), BWI (27 m), IAD (48 m) Public Transportation: Metro Bus Stop (0.2 m), New Carrollton Station Metrorail, Amtrak, & Greyhound (9 m)

5 out of 5 average rating, 170 reviews

Home in Shady Side

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5 Star retreat for those who value tranquility over spectacle. Set along the Chesapeake, it offers front-row seats to breathtaking sunsets—where golden light dances across the water. Inside, Nordic-inspired design meets quiet luxury, featuring award-winning mattresses and bedding that promise restorative sleep. Here, time slows, and luxury isn’t just something you see—it’s something you feel. We invite you to read the reviews of so many happy guests.

4.9 out of 5 average rating, 290 reviews

A wooden sign displaying the name 'bean rush café' is mounted on a white fence. The café entrance is visible in the background, along with a flag displayed on the porch. Green foliage surrounds the sign, contributing to a welcoming neighborhood vibe.

Guesthouse in Annapolis

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

A welcoming entrance features a stone pathway leading to a covered door, adorned with decorative trim. Flanking the entrance are neatly arranged flower pots with vibrant blooms, and a small bench offers a resting spot beside lush greenery.

4.98 out of 5 average rating, 138 reviews

Couple's Retreat - Private Entrance Basement Apt

Gem! This open and airy basement apartment is great for a weekend getaway or a longer stay -- all the comforts of home. It contains a fully equipped kitchen, living room with large sectional, TV and electric fireplace, dining area, bedroom with queen bed, a nook with sleep sofa, full bath, and washer/dryer. Private entrance with patio and a zen koi pond garden! Couples, travel nurses, and other medical professionals love this private apartment close to hospitals and health facilities.

A white smart device rests on a granite countertop, displaying a scenic winter landscape. A pull cord is connected for power. A printed instruction sign is mounted on the wall nearby, offering guidance on how to use the device.

4.99 out of 5 average rating, 78 reviews

Luxury Basement Apartment 20 minutes outside of DC

Kick back and relax in this calm, stylish space. A cozy one-bedroom basement apartment with full amenities including a full kitchen, washer/dryer, 2 large TVs and a shuffleboard and dart set for entertainment. This unit is located only 5 minutes from Northwest Stadium. With a private entrance and plenty of parking, you will enjoy every minute of your stay. *Outdoor space not included in listing* *Listing is for 1 bedroom however an extra fold-out single bed is available upon request*

Guest suite in Upper Marlboro

The living room is furnished with a spacious grey sectional sofa, complemented by a warm brown wood floor. A mounted flat-screen TV is positioned above an electric fireplace. An open kitchenette is visible in the background, enhancing the inviting and functional layout.

4.92 out of 5 average rating, 37 reviews

Private Lower Level Suite

Spacious & serene private suite. Located 5.7mi from University of Maryland Capitol Region Medical Center and other medical centers. 1.3 miles from Six Flags,. 0.9 miles to Watkins Park. 5.9 miles FedEx Field. 19 miles from Washington, D.C. Accommodations are first class with free 1 GB high-speed Wi-Fi, 65"smart tv, 35" Roku TV in bedroom private bathroom, beautiful electric fireplace, kitchenette, washer, dryer, & full access to the backyard with a gazebo, and firepit.

4.98 out of 5 average rating, 124 reviews

The kitchen features white cabinetry and stainless steel appliances, including a dishwasher and stove. A spacious countertop offers ample workspace, illuminated by natural light from the nearby window. The adjacent dining area is visible, showcasing a table and chairs.

Home in West River

Cozy waterview home in West River!

Your family will be close to everything when you stay at this centrally-located place. This home is located just 15 miles to Annapolis, 18 miles to the Naval Academy, and 30 miles to the heart of Washington, DC. Less then 8 miles to Rt 214, providing direct access to beltway, and other major highways. This charming home has as spacious fenced in yard, High Speed Internet, TV (Netflix & Hulu), outdoor seating and a fire pit. Want to get away? Bring the whole family!

4.98 out of 5 average rating, 121 reviews

A spacious living area features a brown leather sectional sofa, a large wall-mounted television, and soft natural light coming through the windows. An outdoor hot tub offers a relaxing retreat with calming blue water and integrated controls, while a cozy bedroom includes a modern dresser and an electric fireplace.

Guest suite in Clinton

The Guest of Honor: Fenced Smart Home w/Hot Tub

This stylish ground-level only private space (Not a basement) is only 23 min from DC (30-35 min to downtown DC) 5 min from Andrew's Airforce Base, 15 min from the National Harbor & walking distance to Cosca Park. Cosca Park Amenities Include Baseball Fields, Outdoor Tennis Courts, Tennis Bubble, Walking Trail/Nature Trail, RestRooms, Playground, Skateboard Park, Paddle Boats on the Lake, Picnic Tables & Shelters, Nature Center, RV/Campground & parking lots.

4.95 out of 5 average rating, 38 reviews

A well-lit hallway leads into a spacious living area with wooden flooring. The space includes a kitchenette and dining area, visible in the background. Both a door and a closet can be seen on the left, indicating additional storage options.

Home in Upper Marlboro

Spacious Cozy Basement Oasis with Private Entrance

Travel nurses/professionals, enjoy this 1500 sq. ft. private 1br/1bath basement suite w/private gym; just a 15min drive/$18 uber to Univ. of MD Capital Region Medical Center (Largo, MD). Also just 20 mins from Nationals Baseball Stadium, Washington, DC, and some of the Nations Capitals great attractions: MGM Casino, National Monuments, Andrews AFB, Smithsonian Museums and Tanger outlets in addition to various shopping and dining (Target, Costco, etc.).

4.89 out of 5 average rating, 130 reviews

Home in Waldorf

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here!

4.92 out of 5 average rating, 156 reviews

A billiard table with green felt is centered in the entertainment room. A sofa is positioned against the wall, while a fireplace and flat-screen TV are mounted above a stylish brick accent wall. Natural light is visible through sliding glass doors leading to the backyard.

Home in Fort Washington

5 BEDR, Inground Pool+Billiard Table, Close To D.C

Enjoy the comfort of this fully remodeled, beautifully decorated single family home. This home is located within minutes of National Harbor Waterfront, MGM, Tanger outlets, many restaurants and shops, and only 20 minutes from Washington DC and 20 minutes away from DCA - Ronald Reagan Washington National Airport. The home is built on half an acre of land, with a brand new in-ground pool in the backyard for enjoyment in the summer months.

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Popular amenities for Upper Marlboro vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Upper Marlboro

4.94 out of 5 average rating, 31 reviews

A cozy living room features soft seating arrangements, including two plush armchairs and a couch, arranged around a central area rug. A fireplace with a mounted television above serves as a focal point, while natural light filters through the large window adorned with blue curtains.

Cottage in Bowie

Cozy Off-street Cottage Maryland

ShawnRating, 5 stars2 weeks ago

Easy communication, accommodating, overall good experience. Very nice and quiet area.

Apartment in Davidsonville

An exterior view of the apartment highlights a walkway leading to the entrance, framed by gardens and soft landscaping. String lights adorn the side of the building, providing a gentle glow. A chair is positioned nearby, inviting relaxation amidst the surrounding trees.

5 out of 5 average rating, 53 reviews

Aspen Woods

Gina MichelleRating, 5 stars2 weeks ago

I have nothing but good things to say about Donna and Ken. When we arrived, it was pouring rain. We had a long trailer with us and we needed to park it. Ken already had the doors open for us and helped my husband get the trailer parked in the rain. Then the next morning, he helped my husband get it backed out. The garage apartment was perfect. It was clean and felt like home. I absolutely love their place. It has everything that you need while you are there. It definitely is home away from home. The area that it is in is very nice. They have several nice restaurants. We plan on coming back in the future but without the trailer. Donna and Ken are wonderful host. Thank you so much for loaning your place out for others to enjoy.

4.95 out of 5 average rating, 87 reviews

A modern coffee maker is positioned on a dark wooden surface, accompanied by four glass cups. A potted plant adds a touch of greenery. The reflection in a large mirror enhances the room's spaciousness.

Home in Largo

New LUX home close to DC+metro

LolaRating, 5 stars3 weeks ago

This place was exactly what we needed for our weekend as a family! We were in town for my little sister’s graduation so the space and location was ideal for us. Ezekiel’s space is as described and very clean. Because everything was so seamless we didn’t interact much but when we did he was polite and accommodating. All in all 10/10 experience. It’s right next to grocery stores and a shopping complex if you need to grab something quickly during you stay. Bonuses: the grill on the deck, the garage for easy offloading and the TVs in every room if you want to have some private/alone downtime. Highly recommend and would stay again!

A bright kitchen area features a large table with seating for four, complemented by an adjacent wall adorned with a scenic lighthouse mural. Natural light filters through the door leading to an outdoor space, highlighted by polished hardwood flooring throughout.

5 out of 5 average rating, 31 reviews

Lighthouse Lodge

BeverlyRating, 5 stars1 week ago

Had the absolute best experience at this Airbnb! Galen was an absolute wonderful host, very welcoming, & showed us such wonderful hospitality. The house was easy to find, a breeze to check-in, & in a great neighborhood. Not only did we feel safe, but it was not far from some shopping centers & restaurants we visited frequently. We loved how clean the house was, it was very spacious, organized, had great amenities. My dad was hesitant to stay in someone's house, as hes used to staying in hotels, but he raved about how great of a stay it was, & my parents loved that there was a full kitchen, laundry room, & that the house was sooo clean & taken care of! Unfortunately while we were visiting MD my parents were involved in a hit & run car accident. When they returned back to the Airbnb Galen could not have been nicer, though not the duties of a host, he still helped my parents, offered to call for a rental, & helped find an auto parts store. Such an amazing host. Definitely recommend 10/10!

5 out of 5 average rating, 82 reviews

Hand towels are arranged in creative shapes, adding a playful touch to the bathroom decor. A small, elegant sink is visible in the background, complemented by a wall-mounted mirror and personal care products nearby.

Home in Waldorf

Spacious Studio Apartment with private entrance

StephenRating, 5 stars2 weeks ago

This is a wonderful airbnb for a stay in Maryland or if you want a more comfortable place to stay while traveling to Washington D.C. like we did. The Airbnb is super clean and makes you feel just like home. Stacey is a wonderful and helpful host and we couldn’t recommend this airbnb more!

4.94 out of 5 average rating, 79 reviews

The kitchen features dark wood cabinetry and stainless steel appliances, including a refrigerator and oven. A spacious countertop provides ample workspace, along with a modern backsplash. Under-cabinet lighting enhances visibility, contributing to a practical and inviting cooking area.

Guest suite in Bowie

Modern studio near UMD hospital

ShayleyRating, 5 stars1 month ago

Crystal’s airbnb is just what we were looking for for our Washington DC trip! DC is conveniently located 30 from Bowie, and is close to other surrounding towns with lots to do. The Airbnb was just as described, and very clean. All the amenities are included, and the bed is very comfortable! Crystal was very helpful, and communicative, and made sure we had the best stay possible. We would this Airbnb, and Crystal, to anyone!

Guest suite in Cheltenham

A spacious outdoor pool area is surrounded by a fence for safety. A lounge area with a table and chairs is visible under a shaded umbrella. A colorful inflatable unicorn floats on the clear blue water, and greenery lines the perimeter of the space.

4.86 out of 5 average rating, 58 reviews

Modern Retreat: MD near DC & VA! | Pool/KingBed!

EmilyRating, 5 stars2 months ago

I had a fantastic stay at this Airbnb! The listing was exactly as described—clean, comfortable, and well-maintained. Everything was in great condition and the place was clean. The neighborhood was safe, and I felt comfortable walking around at any time of day. Overall, this was a great experience, and I would definitely stay here again.