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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, 243 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
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, 152 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
4.87 out of 5 average rating, 54 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.

Guest favourite
A welcoming exterior view of the house features a well-maintained lawn and garden. The facade is highlighted by a large bay window and flower boxes beneath, complemented by decorative shutters. A pathway leads to the front door, framed by neatly landscaped greenery.
Home in Rockville
4.93 out of 5 average rating, 69 reviews

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)

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
4.81 out of 5 average rating, 377 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
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
Guest house in Rockville
4.87 out of 5 average rating, 62 reviews

Modern Studio Apt-Minutes from RockvilleTown Sq!

Welcome to your cozy modern studio, tucked away in the backyard of a beautiful single-family home! Enjoy your own private entrance and bathroom in a quiet, safe, and relaxing neighborhood; Your perfect home away from home. Just a 10 minute drive to Downtown Rockville and the Rockville Train Station. Public transportation is super convenient, the 52 Rockville and 52 MedStar bus stops are only a short 4 minute walk away, and you’ll have easy access to I-200 for quick travel anywhere.

Top guest favourite
An outdoor patio area features a hot tub, a dining set, and a grill. A shaded seating area is furnished with cozy couches, while a colorful game board adds a playful element. Lush grass covers the ground, creating a welcoming space for relaxation and enjoyment.
Home in Silver Spring
4.99 out of 5 average rating, 288 reviews

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

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!

Guest favourite
Home in Wheaton
4.86 out of 5 average rating, 22 reviews

Luxury Modern Home Surrounded by Lush Greenery

Luxury modern Spanish-inspired entire home in a quiet, relaxing neighborhood surrounded by lush greenery. Three bedrooms, 2.5 bathrooms, fully updated and stocked kitchen. Enjoy a 96” TV, high-speed internet, and a private porch. Walk to a park, restaurants, coffee shops, and the bus stop. 4 min to metro & mall, 5 min to highway, 10 min to NW DC. Perfect location to unwind while being minutes away from the heart of Washington DC.

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.

Top guest favourite
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus
5.0 out of 5 average rating, 127 reviews

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

Popular amenities for Olney holiday rentals