Vacation rentals in Upper Marlboro

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Quick stats about vacation rentals in Upper Marlboro

  • Total vacation rentals

    Explore 10 vacation rentals in Upper Marlboro

  • Nightly prices starting at

    Upper Marlboro vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 30 verified reviews to help you choose

  • Wifi availability

    10 of Upper Marlboro vacation 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!

Top-rated vacation rentals in Upper Marlboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.97 out of 5 average rating, 463 reviews

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Top guest favourite
A modern living space is featured, showcasing a sleek clear bar counter with matching stools. A comfortable dark blue sofa is positioned in the background, complemented by a decorative piece on the wall. A floral arrangement sits prominently in the foreground, adding a touch of elegance.
Guest suite in Bowie
4.99 out of 5 average rating, 161 reviews

Luxury 1BR/1BA Private Suite Close to DC!

Whether you’re looking for a place to stay a couple of days, weeks, or months, this luxurious basement apartment offers a spacious environment with the perfect touch of style, comfort, and sophistication. Enjoy the electric fireplace, office, reading nook, and your own private spa bathroom. This suite has a private entrance and is located in a very peaceful cul de sac with plenty of restaurants and shopping nearby. The home is located just 20 mins outside of DC. Not suitable for small children.

Top guest favourite
A two-story home with a white exterior and brown brick accents is surrounded by greenery. The front yard features a well-kept garden, and the driveway leads to a covered garage. Windows are framed in black shutters, and the main entrance is highlighted by a simple front porch.
Home in Bowie
4.9 out of 5 average rating, 102 reviews

Beautiful Home Away From Home

Relax with the whole family at a quiet and peaceful place to stay. This newly furnished home is perfectly located in a safe Bowie neighborhood. Features include a newly furnished living room, outdoor patio, 5 bedrooms, 6 beds, speedy wifi, Tv’s located in every room, and much more! A commuters paradise. Located 30 minutes from both Washington D.C. and Annapolis MD. Only 7 minutes away from grocery stores, Bowie Town Center (shopping), and the Largo Town Metro which connects to all lines in D.C.

Guest favourite
Home in Upper Marlboro
4.83 out of 5 average rating, 23 reviews

Cozy Woodside Home Near DC & National Harbor

Welcome to our veteran-hosted, family-friendly retreat in Upper Marlboro. Surrounded by peaceful woods, this cozy home offers the perfect mix of comfort, privacy, and convenience—just minutes from Northwest Stadium, MGM National Harbor, Tanger Outlets, Watkins Regional Park, and Washington, D.C. Whether you're here for family, business, or a weekend escape, you’ll enjoy a relaxing stay and a quiet place to recharge. Military & Business Travelers Welcome | Remote Work Friendly | Washer/Dryer

Superhost
The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.
Guesthouse in National Harbor
4.92 out of 5 average rating, 773 reviews

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.

Guest favourite
Apartment in Upper Marlboro
4.94 out of 5 average rating, 208 reviews

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

Top guest favourite
An updated kitchen features modern appliances and sleek countertops. Bright pendant lights hang above the island bar, accompanied by two stools. A dining area is visible in the background, with a wooden table and four white chairs arranged neatly. Light walls create an airy ambiance.
Home in Upper Marlboro
4.97 out of 5 average rating, 118 reviews

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!

Guest favourite
Home in Waldorf
4.87 out of 5 average rating, 109 reviews

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

Superhost
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
4.97 out of 5 average rating, 159 reviews

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.

Guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. White cabinetry complements the wood-like floor, while a small island offers additional counter space. A welcome mat is positioned near the entrance, contributing to an organized and functional environment.
Home in District Heights
4.93 out of 5 average rating, 122 reviews

The Lemon Drop

Experience a newly renovated, enchanting 3-bedroom home nestled in a peaceful suburban neighborhood, moments away from the vibrant heart of D.C. This gem is tailor-made for small groups and families seeking both tranquility and convenience. 12 Mins to DC (5 Mi) 25 Mins to National Mall (13 Mi) 17 Mins to MGM Casino (12 Mi) 8 Mins to Northwest Stadium (4 Mi) 7 Mins to Dave and Busters (2 Mi) 6 Mins to dining/shopping options (2 Mi) Excited to host you!

Top guest favourite
A spacious living room features a large sectional sofa, adorned with decorative pillows in neutral tones. A dark coffee table sits in front, and the soft carpet adds warmth to the area. Two doorways lead to adjacent rooms, offering convenient access.
Guest suite in Prince George's County
4.97 out of 5 average rating, 110 reviews

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.

Guest favourite
Home in Bowie
4.85 out of 5 average rating, 172 reviews

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.

Popular amenities for Upper Marlboro vacation rentals

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.