Family-friendly holiday rentals in Greenbelt

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.

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.

Enchanting Garden-Level Suite

This apartment with its own private entrance sits below our brick Cape Cod-style home. The unit is totally refurbished with luxury amenities. It's a cozy bohemian cottage vibe with a touch of Miyazaki anime magic. Open floorplan includes a fully stocked kitchen with dishwasher (and new Nespresso!) plus a separate sleeping room with comfy king-sized bed and a private bathroom with a large walk-in shower. Off-street parking, fast internet, & sofa bed for extra guests. No smoking inside, please.

9114 College Park Guest House Comfort Suite

You have an exclusive privacy in our Comfort suite. It offers a clean, convenient, comforable, spacious, and quiet place for you to stay. Ideal for any family who visits Washington DC or UMD or National Archive. NARA and UMD is located nearby. It is located in a safe and beautiful College Park neighborhood. It has one bed room with a queen size bed and extra bed in the living room area. We have a private bathroom. We have a Cable TV. Added new aircon and heater and water fountain and bike.

3BR Luxury Retreat, Pond, Gym, Near DC

Wake up to birdsong beside a waterfall & tranquil lotus pond, just 20 min to downtown DC. Spacious 3-bed retreat offers on-site parking, super fast WIFI, home gym, steam shower, yoga space, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails in peaceful Takoma Park. Recently renovated from top to bottom. Plan your adventures by day/relax by the pond at night. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

Basement Apartment For One Guest Quiet and Restful

Sunny and quiet basement apartment that is approximately 500 square feet, and a private entrance. We live up stairs, but you will have privacy once you have checked in. The apartment is about 1.3 miles from the University of Maryland, seven miles from DC, a short walk to Metro and other public transportation. Shopping, restaurants, the Beltway and outdoor recreation are minutes away. Guest has use of patio with table and chairs and a large back yard to sit and enjoy in good weather.

Peaceful Idyll in Riverdale Park

Cozy basement unit minutes from Washington, D.C. or the University of Maryland. Within 10 minutes walk of restaurants, breweries, bike share, and rail station with direct access to Union Station. Five minute drive/ 20 minute walk to DC metro subway station. Excellent access to bike paths, plenty of on-street parking, quiet neighborhood. A big, fenced backyard with an outdoor table, a fire pit with wood supply, and hammock for good weather. Great base for visiting for D.C. or UMD.

Sunny, private apartment in historic neighborhood

Located in Historic Hyattsville, the apartment was a recent addition to our historic craftsman bungalow. Within minutes from University of MD, Catholic University and the Washington DC border, the apartment is quiet, cozy and very sunny with a private entrance as well as French doors leading out to a private patio. Located in a safe, family-friendly neighborhood with tree-lined streets, within walking distance to restaurants, yoga studios, coffee shops and an organic coop.

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).

Private, above-ground studio

This space was just renovated and now has its own private bathroom on the same level! The above-ground rental has a full bathroom, queen size bed and kitchenette (small fridge, microwave and coffee maker) making sure you have the basics needed for exploring the area. Keyless access makes for easy check in. Located on a quiet residential street, you’ll get the rest you need for your time working or exploring the area.

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.