Family-friendly holiday rentals in Glenn Dale

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.

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

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.

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)

Hummingbirds Hideaway Treehouse

Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

*PLEASE READ OUR LISTING AND HOUSE RULES IN, PRIOR TO BOOKING OUR HOME. SEASONAL POOL/ HOT TUB DATES* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

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.

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a private ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a deadbolt; no shared indoor spaces; separate entrances).

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

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*

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.