Vacation rentals in Upper Marlboro

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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 favorite
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, 156 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.

Guest favorite
Guesthouse in Upper Marlboro
4.92 out of 5 average rating, 24 reviews

Cozy Private Suite w/ Patio, Easy Access to DC

Enjoy a peaceful stay in this cozy private guest suite and self check-in. Free WiFi—The suite includes a comfortable queen bed+TV.fully equipped kitchen, and private bathroom. Unwind in your private patio with umbrella, table, and two comfy chairs. Located in a quiet, safe neighborhood, just 20 minutes from Washington D.C. and National Harbor, 8 minutes from the Washington Commanders Stadium. free parking. Perfect for couples, solo travelers, or anyone seeking a relaxing, stress-free getaway.

Guest favorite
An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.
Guesthouse in Owings
4.92 out of 5 average rating, 131 reviews

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

Guest favorite
Home in Largo
4.96 out of 5 average rating, 52 reviews

Modern Chic Getaway near DC & Fedex field + Metro

Bright, modern, and thoughtfully designed, this home blends comfort with style. Sunlight fills every room, cozy furnishings invite you to unwind, and sleek finishes make it feel special. Whether you’re working, exploring DC, or simply relaxing, this retreat adapts to your stay. Prime location near Metro, shops, dining & UMD Medical Center. Walk to FedEx Field, drive 20 mins to DC’s monuments & nightlife—convenience and comfort without compromise. Relax, explore, and feel right at home!

Guest favorite
An elegant two-story home is set amidst lush greenery. The façade features a combination of stone and stucco with large windows, providing ample natural light. A welcoming front porch with rocking chairs invites relaxation, while flower beds add a touch of color to the landscape.
Guest suite in Upper Marlboro
4.9 out of 5 average rating, 29 reviews

The Parker House

Whether your taking a family vacation to the DC area or traveling for business. Avoid the crowds of the city and join us here in the peaceful suburbs of Upper Marlboro, MD. Easy access to the White House, Show Place Arena, National Museums, Smithsonian Zoo, The National Harbor and much more around the DMV area. Enjoy fun outdoors with 2 acres to run and play or with indoor games aplenty. Have a BBQ on the patio or relax by the firepit, let us help you relax and enjoy your stay!

Guest favorite
An open plan living area showcases a cozy seating arrangement with a gray sofa and a light-colored throw. A compact kitchenette, featuring a blue cabinet, offers essential appliances. Light wooden flooring transitions to a sleeping area with a spacious bed, while a clock and decorative items add subtle interest.
Tiny home in Bowie
4.84 out of 5 average rating, 114 reviews

Access to Private Guest House with Patio/Firepit

Centrally located to Washington DC, Annapolis, Baltimore and Northern Virginia, this tiny house is in a rural setting that is close to any amenity thinkable; minutes from the Bowie Town Center boasting restaurants, shopping and entertainment for your enjoyment. Major highways are less than 10 min away and will have you on your way to your commute or seeing any of the major landmarks and places of interest that make the DMV a top area for both tourists and working professionals alike.

Guest favorite
Apartment in Upper Marlboro
4.94 out of 5 average rating, 203 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 favorite
Townhouse in Upper Marlboro
4.97 out of 5 average rating, 38 reviews

Modern 4-Story Townhome Retreat Minutes From DC

Modern 4-level townhome in Parkside at Westphalia! This 3BR, 3.5BA retreat features a gourmet kitchen with double ovens, spacious living areas, and a private rooftop terrace. Enjoy a luxe primary suite, free parking, and request access to private resort-style amenities: pools, gym, clubhouse, game room, theater, and more. Minutes from DC, National Harbor, Joint Base Andrews, PG Equestrian Center, and Commanders stadium. Stylish, comfortable, and perfect for your next stay .

Top guest favorite
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, 116 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 favorite
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, 156 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 favorite
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 favorite
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, 109 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.

Popular amenities for Upper Marlboro places to stay

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 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 G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Wi-Fi availability

    10 of Upper Marlboro vacation rentals include wi-fi 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!