Vacation rentals in Olney

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Top-rated vacation rentals in Olney

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

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Top guest favorite
The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.
Apartment in Germantown
4.94 out of 5 average rating, 113 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

Top guest favorite
An outdoor patio area features several seating arrangements surrounded by lush greenery. A circular fire pit is situated at the center, while colorful plants in pots add vibrancy to the space. The sky is bright with scattered clouds, enhancing the inviting atmosphere.
Guest suite in Derwood
4.98 out of 5 average rating, 228 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 favorite
Guesthouse 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 favorite
A serene swimming pool is illuminated by soft lighting, surrounded by trees. Lounge chairs are positioned beside the pool, offering a tranquil space for relaxation in the evening ambiance. The mid-century modern guesthouse is partially visible among the foliage, enhancing the secluded atmosphere.
Guesthouse 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 favorite
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, 51 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 favorite
The outdoor garden area is illuminated by string lights, creating a serene ambiance at dusk. A table and chairs are arranged under a canopy, alongside lounge seating and a fire pit. Lush plants and trees complement the landscape, enhancing the space's natural charm.
Apartment in Gaithersburg
5 out of 5 average rating, 47 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!

Superhost
A spacious studio features a queen bed in the foreground, with a wooden dining table and chairs visible in the background. A modern kitchen with dark cabinetry and stainless-steel appliances is also present, along with sliding glass doors that provide access to outdoor light.
Guesthouse in Glenmont
4.89 out of 5 average rating, 9 reviews

Spacious light-field studio with workstation

This bright, spacious private studio has a walk-in closet, full kitchen, and access to a shared (with the owner) laundry room. The room has a queen bed and a desk workstation, and I can provide a twin air mattress upon request. Happy booking & welcome! PS 1. I ONLY provide guests with a virtual key (via the August app, which requires a smartphone with working Bluetooth/Wi-Fi). PS 2. The owner lives upstairs, and you can reach us for anything you need.

Superhost
A spacious living area showcases light wood cabinetry and ample counter space in the kitchen. Two comfortable chairs and a couch are positioned on a decorative rug. A dining table for four is visible, with windows offering views to the backyard through sliding glass doors.
Guest suite in Rockville
5 out of 5 average rating, 22 reviews

1BR, Kitchen/LR/Porch on Golf Course by Metro/270

Just Bring a suitcase! everything included in this 1BR Apartment Style In-law suite. Located in a quiet single-family neighborhood, this separate unit has 2 entrances, an amazing nature view and daily visits from local wildlife. Completely stocked with linens and everything needed in the kitchen. Located within walking distance of Metro in a quiet residential neighborhood adjacent to parkland. Great Wi-Fi, ideal for work at home & entertainment.

Guest favorite
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, 178 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!

Guest favorite
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, 131 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 a spacious suite with two beds, two bathrooms, a private access, and a full complement of amenities just for you! we can have 4 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!

Top guest favorite
Guesthouse in Woodbine
4.96 out of 5 average rating, 129 reviews

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Popular amenities for Olney vacation 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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