
Holiday rentals in Upper Marlboro
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Top-rated holiday rentals in Upper Marlboro
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Haiku River House | 5BR Zen Retreat Near DC
Tranquil Japanese-style riverfront retreat 18min to Downtown DC. Watch boats glide by, relax with games, or explore National Harbor & MGM Casino. Serene 5BR/4BA home, peaceful retreat with open floor plan, 3 private wings, Peloton, and accessible baths. Enjoy smart TVs in every room, 50" HDTV, zen-like workspace, and fully stocked kitchen. Sleeps 10: K, Q x 4 Stunning sunsets on Potomac Chef's kitchen Designer mattresses Golden Tee arcade Workspace w/ FAST Wi-Fi Single-level home Park 4 cars

Just Like Home - Private Entrance Apt in DMV Area
288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sleeper sofa, roll-away single bed, full kitchen, bathroom with small shower stall, 65” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. 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)

Luna the Destination Camper
Just outside the buzz of D.C., Chesapeake Hideaway offers a peaceful, romantic retreat in the heart of Lanham. Surrounded by the natural beauty of Prince George’s County, this cozy RV features a queen+full bed, soft lighting, and panoramic windows for golden sunset views. Enjoy intimate meals in the charming kitchenette, then unwind on your private deck. Whether you're stargazing or exploring nearby Lake Artemisia and Greenbelt Park, this is the perfect spot to relax and make lasting memories.

Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, 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. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Modern Escape | Near DC, Dining & Entertainment!
Discover the perfect blend of comfort and convenience! This stylish home is perfect for group trips, family getaways, or a relaxing retreat. Just minutes from FedExField, home of the Washington Commanders, and a quick Metro ride to downtown D.C., National Harbor, and Nats Park. Shop and dine at Woodmore Towne Centre, catch a movie at AMC Theatres, explore Watkins Regional Park, or enjoy top equestrian events at Prince George’s Equestrian Center. Unbeatable location—book now!

SPACIOUS Single Home near DC & National Harbor
Welcome this spacious single-family home relaxing by the waterfront for your getaway. It is perfect for vacations, retreats, meetings, and BUSINESS travelers. Create memories , beautiful experiences while enjoying a STUNNING lovely 6 bedrooms & 5 full Bath home with landscape garden, LUXURY settings, large custom kitchen, and EXQUISITE main suite ,close to Washington, National Harbor, MGM casino, Alexandria, and Tanger outlets. Provide one roll paper towel per stay

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!

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.

Home Sweet Home! 3 bds | Bath | Kitch | Laundry
Stay and Relax with the whole family in this brand new spacious basement apartment with lots of room for fun. Easy access to the White House, Six Flags, Chesapeake Beach, National Museums, Smithsonian Zoo, and a host of other beautiful sights in the D.C., Maryland, and Virginia (DMV) areas. The nightly rate includes up to two guests, and there is a $20 per night charge for each additional guest staying overnight in the unit.

Modern 6BR • Close to DC & Annapolis
Bright and spacious 6 bedroom, 5.5 bathroom home with a gym and sauna in a quiet, safe Largo neighborhood. Perfect for families and relaxed groups. Woodmore Town Center is under 5 minutes for groceries, dining, and shopping. About 20 minutes to DC and Silver Spring, with the Largo Town Metro only 7 minutes away for easy access to all major lines. Fast Wi-Fi, comfy beds, friendly neighbors, and plenty of space to unwind.

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.
Popular amenities for Upper Marlboro holiday rentals
Stay near Upper Marlboro's top sights
Other great holiday rentals in Upper Marlboro

Spacious, modern & Guest suite Apt | Metro DC !

Modern 4-Story Townhome Retreat Minutes From DC

Cozy Private Suite w/ Patio, Easy Access to DC

Modern Retreat | 3mi to Stadium, Parking + Metro

Newly remodeled efficiency apartment.

Butchershill- Clean, Fireplace, King Bed, Parking!

Welcome to Heron House! Annapolis Waterfront Oasis

Capital Courts End Unit My Luxe.
Frequently Asked Questions
What are the best places to stay in Upper Marlboro?
Accommodations around central Upper Marlboro place you near historic districts and local dining. Rural stays just outside town are frequently suggested for those seeking a quieter setting near parks and nature.
What are the best things to do in Upper Marlboro with kids?
Watkins Regional Park is often recommended for its carousel, playground, and nature center. Family-friendly farms and seasonal fairs provide interactive activities for all ages.
What are some of the best things to do in Upper Marlboro?
Explore Watkins Regional Park’s gardens and nature trails, or attend events at the Show Place Arena. Historic estates around town offer guided tours with context on the area’s social and cultural history.
How is the weather in Upper Marlboro?
Upper Marlboro has cool winters around 30–45°F (-1–7°C) and warm, humid summers peaking near 90°F (32°C). Rain is common year-round, so bringing a light rain jacket is often practical.
When is the best time to visit Upper Marlboro?
Late spring and early fall are frequently suggested for mild weather and community events, with temperatures around 60–75°F (16–24°C). Summer attracts visitors for outdoor festivals, while winter is quieter but can be wet and cool.
What are the best places to visit in Upper Marlboro?
Watkins Regional Park draws families with its gardens and nature features, while the Show Place Arena hosts diverse cultural and community events. The area also has historic estates interpreting regional and social history.
What are some hiking trails in Upper Marlboro?
The trails in Watkins Regional Park and Patuxent River Park are frequently suggested for walking, jogging, and nature observation. Both parks provide a mix of forest, wetland, and open space experiences.
What are some family activities we can do in Upper Marlboro?
Families often explore Watkins Regional Park for its playgrounds, nature center, and seasonal attractions. Local farms and community festivals provide hands-on activities and learning experiences throughout the year.
What are some of the best day trip ideas from Upper Marlboro?
Explore local vineyards, state parks, and nearby city museums for a change of pace. Local wildlife centers, gardens, and regional art spaces around the area are also frequently suggested.
Are there any pet friendly accommodations available in Upper Marlboro?
Several stays in and around Upper Marlboro are pet friendly, particularly those near green spaces and parks. It is often helpful to check listing details and communicate your needs to hosts in advance.
What are some local tips for visiting Upper Marlboro?
Exploring early in the day is frequently suggested for a more relaxed experience at outdoor parks and historic sites. Engage with local markets for fresh produce, and check community calendars for ongoing events or seasonal activities.
What is Upper Marlboro known for?
Upper Marlboro is known for historic estates interpreting various aspects of regional history, agricultural fairs, and its proximity to nature reserves. The area also has a tradition of community gatherings at local event venues.
What are the best hidden gems to explore in Upper Marlboro?
Patuxent River Park is often recommended for quiet hikes, birdwatching, and river views. Smaller heritage sites or local art spaces around town can offer a different look at community history and creativity.
What are the best foods to try in Upper Marlboro?
Local cuisine includes Chesapeake-style seafood, pit barbecue, and dishes inspired by the diverse cultures of the region. Fresh produce from local farms is often featured in area markets and eateries.
What should I bring for a trip to Upper Marlboro?
Pack layers for variable temperatures, especially between late fall and early spring, and a light rain jacket for frequent showers. Comfortable walking shoes are useful for outdoor sites and parks, while sunscreen is helpful during warmer months.
What is the nightlife in Upper Marlboro like?
Upper Marlboro’s nightlife has a quieter atmosphere, with local bars, family owned restaurants, and occasional live music venues. For more vibrant nightlife, surrounding communities and nearby cities are frequently suggested.
What are the most popular events or festivals in Upper Marlboro?
The Prince George's County Fair is often recommended for its agricultural displays, food, and local traditions. Seasonal events at the Show Place Arena bring together regional sports, markets, and cultural showcases.
Are there family friendly vacation rentals in Upper Marlboro?
You will find family friendly rentals near Upper Marlboro’s parks, with options for extra bedrooms, kitchens, and outdoor play areas. Central neighborhoods and rural areas around town provide accessible stays for families.
Quick stats about holiday rentals in Upper Marlboro

Total holiday rentals
Explore 10 holiday rentals in Upper Marlboro

Nightly prices starting at
Upper Marlboro holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Wifi availability
10 of Upper Marlboro holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Upper Marlboro rentals

4.9 Average rating
Upper Marlboro stays are highly rated by guests – averaging 4.9 out of 5!
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Oriole Park at Camden Yards
- Federal Hill Park
- FedExField
- Johns Hopkins University
- Sandy Point State Park
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Georgetown Waterfront Park
- Washington Monument
- Howard University
- CFG Bank Arena
- National Harbor
- Smithsonian National Zoological Park





