Family-friendly holiday rentals in Silver Hill

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.

City Retreat-Navy Yd+ Capitol Hill 10 min, Parking

Come and unwind in this serene and chic retreat, where urban living meets tranquility seamlessly. Enjoy the peaceful ambiance of the neighborhood, just a 10-minute drive from Capitol Hill and Navy Yard neighborhoods, with shops and restaurants awaiting your exploration. Unwind after a long day in the backyard with the fire pit. Community center 10 minute walk from the from home with access to, indoor pool, hot tub, playground and basketball court for a visitor fee. Ask us how to get access!

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

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.

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax at this stylish oasis! Near every amenity. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from DC & National Harbor

The Heart of Del Ray

Enjoy the best of old and new! Separate apartment in a fully renovated 1920 American Foursquare located in the eclectic Del Ray neighborhood of Alexandria, Virginia, where "Main Street Still Exists." A top-to-bottom renovation provides guests with luxury accommodations in a sparkling clean lower level suite with separate entrance. With free street parking, perfect for business or vacation, guests can easily walk to Mount Vernon Avenue's restaurants, shops, coffee houses, bars and galleries.

Sunny, Stylish Carriage House with a View

Welcome to my private carriage house retreat! This stylish and quiet guesthouse with a blend of old farmhouse and modern features is a block from the heart of the Del Ray neighborhood. Separate from the owner’s home, the sunny second-floor guesthouse combines privacy, style, and convenience to nearby shops and restaurants. Features a kitchenette, stylish sitting and bedroom with tons of light, heart pine floors, bathroom with radiant floor heating, high-speed internet, and ample storage.

The Lemon Drop

Experience a newly renovated, enchanting 3-bedroom home nestled in a peaceful suburban neighborhood, moments away from the vibrant heart of D.C. This gem is tailor-made for small groups and families seeking both tranquility and convenience. 12 Mins to DC (5 Mi) 25 Mins to National Mall (13 Mi) 17 Mins to MGM Casino (12 Mi) 8 Mins to Northwest Stadium (4 Mi) 14 Mins to Six Flags America (8 Mi) 7 Mins to Dave and Busters (2 Mi) 6 Mins to dining/shopping options (2 Mi) Excited to host you!

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.

Private guest suite near Metro, UMD, N.W. Stadium

A comfortable, private guest suite with its own entrance. Perfect for visiting Washington DC, the Cheverly area, and the National Arboretum. Museum and history buffs, performing arts lovers, and sports fans, rejoice - this is your convenient operations base! Walk to the Metro Station in 12 minutes; drive to the city in 15 minutes. UMD and NW Stadium are 3 miles away. Your host is a retired university professor & civil servant versed in the ways and culture of Washington, DC.

Home Sweet Home! 3 bds | Bath | Kitch | Laundry

Stay and Relax with the whole family in this brand new spacious basement apartment with lots of room for fun. Easy access to the White House, Six Flags, Chesapeake Beach, National Museums, Smithsonian Zoo, and a host of other beautiful sights in the D.C., Maryland, and Virginia (DMV) areas. The nightly rate includes up to two guests, and there is a $20 per night charge for each additional guest staying overnight in the unit.

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.