Family-friendly holiday rentals in Fairland

Private Garden 1BR Oasis Near DC w/Parking & Patio

Tucked inside a quiet residential neighborhood minutes from the energy of Washington, DC, this spacious 1BR apartment offers the perfect balance of convenience, comfort, and tranquility. Surrounded by lush gardens and a peaceful koi pond, the space feels like a hidden oasis — yet only a short drive from downtown DC, University of Maryland, FDA, and major attractions. Whether you’re visiting for work or sightseeing, you’ll enjoy privacy, comfort, and easy access to everything the region offers.

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

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.

Remedy Cottage

Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

Private guest suite in a newly remodeled home

We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

Quiet, Modern Apartment - Metro Accessible.

Perfect for couples, solo adventurers, and business travelers. Short trips and longer stays. Unit is in the ground level with private entrance. Recently remodeled with open living room, ceramic floors, and granite kitchen countertop. Fully stocked with everything you need to live for a few days. Ideally located minutes from the Glenmont Metro Station (Red line), the Westfield Wheaton Mall and downtown Silver Spring. You could not ask for a better place to stay for work or pleasure

Bright & Cozy Private Suite close to DC

Welcome to your home away from home! This super clean and spacious one-bedroom basement apartment with one queen bed and a sofa bed offers all you need for a comfortable stay: Enjoy a separate entrance leading to a cozy living and dining area, a walk-in shower, a kitchenette, and a separate bedroom. Free parking is available, and easy access to public transportation. Groceries and restaurants are within a few minutes walk. We offer comfort, convenience, and a great location.

Private Suite - NIH, Metro

New, fully-equipped studio apartment with private entrance. Access our apartment with a keyless check-in and enjoy the queen-sized bed, futon, kitchen, workspace, and full bath with washer and drier included! Electric car charging is available, as well as parking on premises. 10-minute walk away from the red-line metro! Located across the street from NIH and less than a mile from downtown Bethesda, where you can find restaurants, bars, Trader Joes, CVS and Target.

Spacious, Private Basement Apartment

Private Pet-Friendly Basement Suite Relax in a clean, quiet retreat with a queen bed (+ folding twin) and private full bath. Kitchenette: Fridge, cooktop, Keurig, microwave & utensils. Entertainment: Living area with Netflix, cozy seating & fast WiFi. Workspace: Dedicated desk/swivel chair & dining table. Privacy: Separate walkout entrance. Note: The entrance path is sloped and may be difficult for guests with mobility limitations.

Guest suite in Hillandale

Welcome to our cozy guest suite in Adelphi, MD. Our fully equipped suite is perfect for solo travelers, couples, or small families. Enjoy modern furnishings, a kitchen, bathroom, and outdoor deck space. Conveniently located near restaurants, shops, parks, and public transportation, our suite is the ideal base for exploring the area. Whether you're here for business or leisure, we look forward to providing you with a comfortable and enjoyable stay.

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.