Holiday rentals in Olney

Cozy, Private Garden Apt in Derwood-La Belle Vie

Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Freshly landscaped slate patio with garden and pond. The sound of running water provides a relaxing environment. Secluded back yard backs up to beautiful woods. 5 min away from bike trails. Large, open living space with sectional couch, and attached eating area with a table that can double as a work station. Centrally located in Montgomery County-approx 40 minutes from DC/Baltimore/Frederick.

Family · Location · Long stay

"The Whole First Floor is Yours" near Columbia, MD

Welcome to the American Dream! Our home is set in a picturesque suburban neighborhood of the nation's capital. On our first floor (2000 square feet), we have two separate rooms with three beds, two bathrooms, a private access, and a full complement of amenities just for you! we can have 6 quests in total! Our 1.6-acre yard is perfect for anything from a peaceful lounge to a pickup soccer game. If you have a family, or a group of friends, welcome! My home is also close to Merriweather concert!

Location · Family · Cleanliness

Modern Family Home With Spacious Backyard Oasis

Just 15mi to Downtown D.C. Convenient to Annapolis, Baltimore, and Northern Virginia. Hiking trails such as Great Falls and scenic walking paths in Rock Creek Park. Playgrounds nearby. Main level 3 bedrooms + 2 bath (one step) Fenced backyard Two decks for outdoor dining/entertaining w/ fire pit and grill Stream on 65 and 50" Roku TVs Gas fireplace Workspace w/ fast Wi-Fi Two living rooms Pack 'n Play Fully-stocked kitchen Washer/dryer One driveway parking space and plenty of street parking.

Location · Family · Decor

Serene House on the Cul de Sac - Lic # STR23-00110

House is located on a quiet cul de sac with friendly neighbors. The house is cozy, clean, very comfortable,great to relax in after a long day of site seeing. The White House is only 15 miles. Also conveniently located to Annapolis, Baltimore, and Northern Virginia. There is plenty of shopping and restaurants nearby. Beautiful hiking trails (Great Falls), walking trails (Rock Creek Park), public parks, skateboarding park, indoor swim pool, tennis courts, volleyball court, racketball (Olney)

Value · Family · Pool

Spacious 5 Bedroom Entire Home Near Washington DC

This is our family home, and it holds a very special place in our hearts. Our kid grew up in this house, and it’s a home we truly treasure. We’re excited to open our doors and share this meaningful space with our guests, hoping you’ll feel the same warmth, comfort, and care that our family has experienced over the years. We offer amenities so families feel truly welcome, while the home is also set up to be comfortable for business travelers and visitors seeking a peaceful stay. STR24-00079

Family · Location · Indoor spaces

Beautiful Family Getaway 5bds/3ba

Welcome to our bright 5bd 3full ba single family house in the heart of Collesville, MD, perfect for families or groups seeking comfort and convenience. The fully equipped kitchen and dining area are ready for cooking and sharing meals. It's located minutes from shopping centers, restaurants, Public transport Parking: on driveway up to 4cars QUITE TIME: 10pm to 7am NOT ALLOWED: Pets, Smoking, Gatherings, Parties, Guest Furniture, and no Mailing service PS: Listing not included car Garage.

Family · Location · Quiet

DMV 4BR Luxury LakeHouse - GameRoom Firepit

Welcome home to a modern, luxurious, unique, extra RARE, and serene 4BR lakeside retreat with a lake in the backyard. Your relaxing haven in nature's embrace, yet near city buzz. Minutes to DC, NoVA, Baltimore, dining, and shopping. Enjoy the entire house, including 4 bedrooms, 4 full baths, 3 living/family rooms, a Game Room with an Arcade and pool & foosball tables, gym equipment, and, to top it off, a rooftop deck with lake views. Amenities abound. Have a great time with family.

Family · Location · Hospitality

This house close to DC,and 270,370,200Highway

This is a fully private, entire home (not shared, not basement-only) with modern updates and plenty of space for your stay . Welcome to our newly renovated 2023 single-family home in Rockville! Just a 15-minute walk to Shady Grove Metro (Red Line) with direct 30-minute access to downtown Washington DC, this spacious home is perfect for families, business travelers, and groups. Enjoy 3 bedrooms, 2 bathrooms, a private basement suite, and 7 parking spots – rare in this area!

Value · Family · Parking

"Tiny house" surrounded by nature, near metro

Fully independent "tiny house", with approximately 400 sq ft of tastefully designed space. Equipped with kitchenette, full bathroom, living area, and shared laundry facilities with private access. Perfect for your stay in the DC area with metro access less than a mile away. Smart TV swivels and has various streaming apps. High-speed WiFi and a work station. Significant savings with weekly discounts. We welcome house-trained pets that get along with other pets :)

Family · Value · Accuracy

5BD Family Retreat | Backyard·Arcade·Near DC

🏡 5BR | 4 Full Baths | Sleeps large groups & families 🍳 2 fully stocked kitchens | Parking for 4 vehicles 💼 Dedicated workspace | High-speed WiFi 🎮 Game room: air hockey & arcade | Kids' playroom w/ books & toys 🔥 Private ½-acre backyard w/ fire pit (firewood included) | BBQ 🚇 8 min to Metro | 20 min to DC 🎓 15 min to Howard | 20 min to UMD & GWU | 30 min to Georgetown ✈️ 30 min to Reagan (DCA) | 25 min to BWI

Value · Location · Access

Luxury 5BR Getaway, Hot Tub, Game Room & Fire Pit

Rare 5BR/5BA 4200 sq ft estate just minutes from DC! Enjoy a chef’s kitchen, full game room, gym, 6-person hot tub, 2 fire pits, kids’ playground, EV charger, heated floors, and more. Parking for 8, private backyard, indoor/outdoor dining, and concierge grocery service. Perfect for families, long stays, and business trips. Walk to schools and top dining. Custom fridge, high-end essentials, and unmatched comfort await!

Family · Location · Kitchen

Farmstay in a Historic Home

Enjoy relaxing in a peaceful historic home on a working 500 acre farm steeped in history. Hosted by farmers but central to Baltimore, Washington and Frederick. Across from Patuxent State Park. Enjoy hiking on the farm or in the park, fishing in the pond, fresh veggies from the garden, farm animals that amuse or read a book with your feet in the creek. Individual fun but well suited to small events of any ilk.

Value · Family · Comfort