Holiday rentals in Olney

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Top-rated holiday rentals in Olney

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious sleeping area features a king-sized bed with a light-colored, textured duvet and decorative pillows. Two stylish lamps provide warm illumination beside the bed. A decorative bench sits at the foot of the bed, with neatly folded linens displayed on top. Natural light enters through a window with wooden blinds.
Guest suite in Derwood
4.98 out of 5 average rating, 242 reviews

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.

Guest favourite
Guest suite in North Bethesda
4.92 out of 5 average rating, 230 reviews

Spacious Private Basement Suite with Living Room

✨ Private, bright lower-level suite (basement-level) with separate entrance in a single-family home near DC. Ideal for families or business trips 🛏️ Queen bed + large sofa bed (up to 3 guests) 🚿 Private full bathroom ☕ Coffee bar, dining area, smart TVs 📶 Fast Wi-Fi for work & streaming 🌿 Access to a nice backyard 🚗 Free driveway parking 🔑 Private entrance 🚶 ~20-min walk to Metro Quiet Rockville location near shops, dining & parks. Easy access to DC. Great value, comfort & convenience

Guest favourite
A spacious kitchen area is highlighted by dark wood cabinetry and a black countertop. Pendant lights hang above the counter, and light wood flooring leads towards an open living space. Decorative wall art featuring floral motifs is displayed on the yellow walls.
Guest suite in Highland
4.79 out of 5 average rating, 149 reviews

"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!

Guest favourite
The living and dining area features a spacious sectional sofa accompanied by accent pillows, a round coffee table, and a dining table set for six. Natural light fills the room through large windows adorned with bamboo shades, enhancing the welcoming atmosphere.
Home in Rockville
4.86 out of 5 average rating, 50 reviews

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.

Superhost
The spacious living area features a comfortable gray sofa across from a mounted television and a foosball table. Multiple pieces of colorful artwork adorn the walls. Natural light filters through the front door and windows, illuminating the inviting space.
Home in Rockville
4.82 out of 5 average rating, 376 reviews

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

Guest favourite
Home in Silver Spring
4.87 out of 5 average rating, 30 reviews

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.

Guest favourite
The modern lakeside home is framed by lush trees, featuring multiple levels and large windows that allow natural light to fill the interiors. A gravel area with seating and a fire pit sits in the grassy yard, providing a cozy outdoor space for gatherings.
Home in Gaithersburg
4.91 out of 5 average rating, 79 reviews

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.

Guest favourite
The image showcases a bright and airy living space with a cozy white sofa accented by decorative pillows. A dining area features a black table set for six with blue napkins and flowers. Two bedrooms are visible, each with a bed, a nightstand, and windows allowing natural light.
Home in Derwood
4.91 out of 5 average rating, 58 reviews

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!

Superhost
Townhouse in Gaithersburg
4.69 out of 5 average rating, 118 reviews

Maryland DC 4BR/3.5b Townhome + Gameroom & Grill

Escape to our serene 3-story lakeside townhouse in Gaithersburg, MD, ideal for families and groups of up to 11. This spacious 4BR/3BA home features a game room, cozy fireplace, fully equipped kitchen, and two private decks with peaceful nature views. Enjoy a lower patio lounge with direct access to walking trails and the lake. Quiet, family-friendly location near DC, Baltimore, and local attractions—your perfect home away from home.

Top guest favourite
Home in Silver Spring
4.97 out of 5 average rating, 123 reviews

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

Guest favourite
A historic home constructed from stone is situated amidst lush greenery. The house features a wraparound porch with white railings and several tall windows. A smaller stone building is visible in the foreground, surrounded by expansive lawns and trees.
Farm stay in Brookeville
4.89 out of 5 average rating, 38 reviews

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.

Superhost
A comfortable living area features a stylish sofa and a wooden coffee table. A large TV is mounted on the wall, displaying various applications. Potted plants add a touch of greenery, while a reading chair in the corner is complemented by cozy throw pillows.
Townhouse in Gaithersburg
4.94 out of 5 average rating, 177 reviews

Contemporary 3BR: Patio, TV in each Room+Game Room

Welcome to our modern retreat in the quiet neighborhood of Montgomery County! This stylish home offers 3 bedrooms, 2.5 baths, captivating decor, and a TV with all your essentials in every room. Unwind on the spacious deck with a tranquil forest view! Perfect for business, vacation, or exploring the local scene. Book now for a prime location and a charming stay! STR25-00255

Popular amenities for Olney holiday rentals