Holiday rentals in Glenn Dale

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

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.

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.

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.

Spacious Luxury Townhome available close to DC

This stylish townhouse is perfect for small groups or family of four. The second floor features a bright, open-concept layout with a spacious living room, dining area, and kitchen—ideal for relaxing or spending time together. Guests have access to the second and third floors, offering privacy and a comfortable multi-level stay. The home includes two well-appointed bedrooms: a primary bedroom with a king-size bed and a second bedroom with a queen-size bed. Each bedroom has its own smart tv.

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).

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.

Luxury escape in DC now with a private Deck!

History and luxury meet in your rental which is a meticulously renovated luxury floor which includes top of the line amenities, private rooftop deck with Pergola, dual sided gas fireplace, luxurious and spacious bathroom including washer dryer, solar powered black-out blinds and leading gourmet coffee machine! We are close to Capital Hill, Brookland, Ivy City, Union Market, & H street corridor and a 10 minute Uber ride from Union Station. Free parking is provided onsite!

Clean & Cozy Private Basement Apt - 15mins from DC

Our private basement apartment is located in a central part of MD with easy access to DC & Annapolis and other hubs in the area. The apartment has a private back entrance with a large and spacious living room, two private bedrooms, a full bathroom, and kitchen. The space also has a kitchen, complete with a stove, oven, microwave, fridge and kettle. We have plates, utensils, pots, pans, cooking utensils, and spices available in the space for you as well!

4BR Near UMD & DC | Yard + Fire Pit + Parking

Close to UMD and DC. Rest in a clean and comfortable home with a peaceful garden with patio dining. Save time and money with 300M wifi and a cook's kitchen/charcoal grill. Have fun with our turntable and vintage vinyl. Hop on the Metro or highway, but you won't know they are there. We've planted hundreds of native plants around the backyard waterfall and fire pit. Pets must be on leash to protect the garden. Pricing varies with # of guests (8 max).

A Luxury getaway near metro.

Bring your family & friends to this great place. A luxury spacious home in Glenn dale, MD featuring 4 bedrooms & 2.5 baths, offering an exceptional living experience. conveniently located near Washington, D.C., making it a desirable location for commuters.this luxurious home combines comfort & accessibility, making it an ideal choice for anyone looking to be close to the nation's capital while enjoying a spacious & elegant living environment.

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.