Holiday houses in Woodmore

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Beautiful Bsmt. Suite, Quiet, Upscale Neighborhood

A luxurious, beautiful, and spacious basement suite designed exclusively for guests with a private sliding door entrance. Features include a large living room, two bedrooms, bathroom, playroom, Kitchenette. Wi-Fi, Smart TV, patio, and standby generator. 30 minutes from BWI or Reagan National Airports and 5 miles to Metro & MARC station, this is a commuter's dream. Close to shopping and a short drive to FedExField – Washington Redskins Stadium, Six Flags, Washington DC & MGM National Harbor.

Relaxing Getaway w/ Huge Lounge

Enjoy a spacious private basement suite in Upper Marlboro separate entrance/ exit with a huge lounge/family room, 1 cozy bedroom, and modern bath. Relax with Two smart TVs 55 in the bedroom and 65 in living room high-speed WiFi with working stations with 31” Monitor , and comfy seating, or unwind after exploring DC, National Harbor, and FedEx Field minutes away. Free parking and private entry make this the perfect stay for couples, solo travelers, or business guests. Clean, quiet, and welcoming

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.

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.

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.

Modern Basement | Private Entry + Wi-Fi + Smart TV

Enjoy a cozy and private basement suite perfect for short or extended stays, featuring free Wi-Fi, a smart TV, dedicated workspace, microwave, fridge, coffee, modern shower, and free parking. Conveniently located near Target, CVS, restaurants, shopping centers, LA Fitness, UPS, and the post office, this peaceful and clean space offers comfort and convenience whether you’re visiting for work or leisure. A $35 fee applies to all same day bookings. Book with confidence and make yourself at home.

Cozy Off-street Cottage Maryland

Quiet & cozy cottage- 15 mins drive to Washington DC, w/plenty of off street parking. Only 7 mins from metro, FedEx field, and six Flags. A pet friendly location that has washable couches and rugs to ensure cleanliness after each stay . Dog sitting offered next door(separately) in case you need to be away, and would like your pup to have exercise and playmates. Close to DC w/out the traffic or busyness. 15 mins from Amtrak station. Great for visiting the nations capitol and lovely Maryland.

3BR Luxury Retreat, Pond, Gym, Near DC

Wake up to birdsong beside a waterfall and lotus pond, just 20 minutes from downtown DC in peaceful Takoma Park. Our spacious 3-BR, 2.5-BA luxury retreat combines nature with urban access— a sanctuary for guests seeking both relaxation and adventure. Parking, home gym, steam shower, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails. Recent whole-house renovation. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

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.

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.

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!