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, 227 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.

Top guest favourite
A modern kitchen features wooden cabinetry and a spacious granite island at its center. Stainless steel appliances, including a refrigerator and oven, are present. Pendant lights hang above the island, and a decorative rug lies on the floor, adding warmth to the space.
Flat in Clarksville
4.88 out of 5 average rating, 142 reviews

1k+ sf Charm in Upscale SFH Suburban NH of DC Balt

Read our reviews! this clean, 1k+ sf & above-grade (thus having plenty of natural light) ground floor 2BR Apt w own entrance in safe & highly sought-after upscale SFH community. Super Fast Internet & Google TV! In-unit full-size LG washer & dryer. Full-size modern kitchen with granite countertops. 7 minutes walk 2 shopping plaza & modern Columbia Gym, 22min to DC Metro & 25min to Baltimore. Home away from home with amenities such as king-size bed for MBR, big vintage desks, breakfast station.

Guest favourite
The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.
Guest house in Glenwood
4.94 out of 5 average rating, 197 reviews

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.

Top guest favourite
An inviting living space featuring a spacious L-shaped couch adorned with vibrant throw pillows. A glass dining table is positioned in the foreground, complemented by a bottle of rosé and two glasses. A modern kitchen with stainless steel appliances and bar seating can be seen in the background.
Guest house in Rockville
4.94 out of 5 average rating, 211 reviews

Modern Farmhouse Apartment. Close to Metro

Welcome to this beautiful and private 2 bed and 2 bath fully equipped apartment in a gorgeous modern farmhouse. Perfectly located in the City of Rockville. The apartment is in the basement of a newly constructed (2020) home. Completely separate with a private entrance and outdoor space. When you enter the home you will notice full natural light and high ceilings. No detail has been spared in the cozy 1000 sq ft apartment. From the full size laundry room to the soft close toilet seats.

Top guest favourite
A cozy bedroom space is presented, featuring a spacious bed with a sleek black frame and dark bedding. Two bedside tables with lamps flank the bed. Natural light is filtered through a partially opened blackout curtain, and grey walls give a modern feel to the room.
Home in Wheaton
4.98 out of 5 average rating, 53 reviews

Cozy Secluded Private Entrance, Private Bathroom!

I'm pleased to share my latest design after a two year renovation project! This finished basement has been totally renovated and designed with lots of great amenities! It features secure parking, a private entrance, brand new kitchenette area and private bathroom, dedicated workspace, LOTS of windows for natural lighting, a blackout curtain in the bedroom, and the entire ceiling has been soundproofed! Extra soundproofing has been used in the bedroom for added comfort and enjoyment!

Top guest favourite
A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.
Guest house in Highland
4.98 out of 5 average rating, 302 reviews

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Top guest favourite
A bright living area is presented, featuring two armchairs and a sofa, arranged around a circular coffee table. Natural light floods in through four windows, accentuating the hardwood floors and a patterned rug adorned with starfish. Decorative plants add a touch of greenery to the space.
Home in Gaithersburg
4.96 out of 5 average rating, 48 reviews

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

Superhost
A flat-screen TV is mounted on a light-colored wall, displaying a Netflix movie. Below, a wooden console holds plants and books. A small coffee table with decorative items is centered in the living area, enhancing the functional space.
Home in Silver Spring
4.79 out of 5 average rating, 38 reviews

Cozy Home Away from Home

Welcome to our cozy and bright basement suite, the perfect retreat for a comfortable and peaceful stay! This private space features a separate entrance for your convenience and privacy. It’s designed to accommodate up to 4 guests. It offers a cozy living area with TV and high-speed Wi-Fi, A private bedroom, a fully equipped kitchen ideal for family meals. Enjoy your favorite movies on Netflix, and start your day with a fresh brew from the coffee bar. Perfect for a fun family getaway!

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, 278 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!

Superhost
A cozy room features a spacious bed dressed in navy bedding, complemented by a neatly placed towel. A light gray armchair sits in the corner, adding a touch of comfort. Natural light brightens the space through the window, enhancing the warm wooden flooring.
Home in Wheaton
4.88 out of 5 average rating, 134 reviews

Cozy Retreat: Immaculate Clean, private place

Welcome to your squeaky-clean stay! Enjoy a cozy, private space with a fully equipped kitchen and a clean bathroom with shower, all for your exclusive use. You only share one wall with the main house, offering comfort and privacy. This corner house allows easy parking and smooth coming in and out, in a peaceful neighborhood with plenty of restaurants, parks, and nearby metro/train stations. Note: The jacuzzi shown in photos is a shower only and is not a working jacuzzi.

Guest favourite
A charming exterior view of a house surrounded by lush greenery. A red swing hangs from a tree in the front yard, adding a playful touch to the serene setting. The house features a combination of brick and white siding, complemented by window shutters and vibrant landscaping.
Flat in Gaithersburg
5 out of 5 average rating, 46 reviews

Convenient & Spacious Garden Studio

Comfort, convenience, and privacy await you with DC a quick metro ride away. This spacious lower-level, garden studio apartment in historic Olde Towne Gaithersburg offers a private entrance off a shared patio and easy access to public transportation. Explore nearby DC or embrace the charm of the neighborhood with diverse eateries, microbreweries, and coffee shops within easy walking distance. Perfect for commuters or a quiet retreat. Book now for a great stay!

Guest favourite
A welcoming entrance is framed by vibrant greenery and colorful flowers. A decorative gate opens to a lush grassy area, with a deck visible in the background that features inviting outdoor seating.
Home in Rockville
4.93 out of 5 average rating, 177 reviews

Spacious Family-Friendly Basement w/ Coffee Bar

Cozy, private basement ideal for families, business trips, or quiet getaways. Includes queen bed, 68" sofa bed, private bath, family room with dining area, coffee bar, and smart TV in both the family room and bedroom. Enjoy fast Wi-Fi, shared washer/dryer, private side entrance, and driveway parking. 20-min walk to Metro, near shops, dining, and parks. Quiet Rockville neighborhood with easy DC access. Guests love the space, comfort, and convenience!

Popular amenities for Olney holiday rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Olney?

    Experience the best of Olney with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Olney have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Olney. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Olney?

    Yes! Work meets play with ease at over 10 vacation rentals in Olney featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Olney?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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