Pet-friendly holiday rentals in Glenn Dale

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.

Walkability · Pets · Indoor spaces

Charming Home Nestled in Maryland close to DC & VA

Relax with the whole family at our 4-bedroom, 3 full-bathroom house in the DC area. In a few distances, you have the gem of Glenarden, i.e., Wegmans, Costco, Nordstrom’s Rack, Best Buy, Petco, Copper Canyon. Close to Rt 495, Rt 50, Metro, Restaurants. A few minutes' drive to Washington DC, Baltimore, Silver Spring, Columbia, Anne Arundel & Howard counties, Annapolis, and more.  4 Comfy Bedrooms  Open Design Living  Fully Equipped Kitchen  Workspaces  Smart TVs  High-Speed Wi-Fi  Many more

Pets · Outdoor spaces · Condition

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Pets · Walkability · Hot tub

Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Outdoor spaces · Walkability · Family

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.

Pets · Outdoor spaces · Decor

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!

Outdoor spaces · Long stay · Barbecue

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 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 locked door; separate entrances).

Walkability · Pets · Kitchen

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Outdoor spaces · Walkability · Kitchen

Train Tracks Getaway (Whole house)

All aboard for comfort and charm at Train Track Getaway! This cozy Odenton home is perfect for families and friends, with easy MARC train access to D.C. and Baltimore. Enjoy pancakes on the back porch and marshmallows by the firepit—yes, we’ve got the s’mores kit ready! Inside offers comfy beds, a full kitchen, and space to relax or play. Whether you're visiting Fort Meade or just unwinding, this is your laid-back home base for fun, family, and firepit vibes.

Outdoor spaces · Walkability · Accuracy

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.

Pets · Walkability · Laundry

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Outdoor spaces · Walkability · Hospitality

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.

Pets · Walkability · Value