Holiday houses 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, 240 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.

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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.
Guesthouse in Glenwood
4.95 out of 5 average rating, 209 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.

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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
4.85 out of 5 average rating, 48 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.

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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
4.8 out of 5 average rating, 142 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!

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Guest favourite
A spacious bedroom area features a king-size bed with neutral linens, accompanied by accent pillows and a throw. A modern sectional sofa is positioned nearby, and a wall-mounted flat-screen TV is visible. Soft lighting illuminates the room, creating a relaxed ambiance.
Guest suite in Silver Spring
4.92 out of 5 average rating, 310 reviews

Private guest suite in a newly remodeled home

We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

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Top Guest favourite
Condo in Potomac
5 out of 5 average rating, 42 reviews

Private 2-Bedroom Suite on Gated Potomac Estate

Quiet, secure & separate space with private outside entrance in our gated, smoke free home. Master queen bed and second full size bed for maximum of 4 people (no pets, no additional visitors). Living area with large sectional sofa, high speed internet, TV, desk, one bath, small refrigerator, microwave, Keurig coffee maker, water dispenser & breakfast table. Close to Bullis & Norwood schools, Congressional CC, and C&O Canal. Located just outside the DC Beltway for access to DC and Virginia.

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Guest favourite
Guesthouse 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.

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Top Guest favourite
A scenic view showcases a charming cottage nestled in a serene landscape, with gentle rolling hills and a white fence encircling the property. Soft golden light from the setting sun highlights the trees and adds warmth to the surroundings, creating a peaceful rural atmosphere.
Guesthouse in Mount Airy
5 out of 5 average rating, 27 reviews

Gillis Carriage House 1 BR entire place pond view

Take a break and unwind at this peaceful oasis. This charming guest cottage is tucked away from the hustle and bustle, offering a quiet retreat to relax and recharge. Yet it's conveniently located less than 10 minutes from shopping, restaurants, and a major highway. Enjoy a cozy interior, peaceful surroundings, and easy access to everything you need. Whether you're here for a weekend getaway or an extended stay, this tranquil spot is the perfect place to slow down and feel at home.

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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, 36 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.

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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 out of 5 average rating, 125 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.

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Guest favourite
Home in Rockville
4.96 out of 5 average rating, 28 reviews

Sunny 2BR Home Near Metro, Parking

Cozy single-story 2BR/1BA single-family home in a quiet Rockville neighborhood. Private driveway plus street parking in front of the house (permit provided). Walking distance to Metro station, and close to Rockville Town Center with many restaurants, cafés and supermarkets. About a 30-minute drive to Washington, DC—great for both sightseeing and business stays.

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Guest favourite
A charming brick house is set on a well-maintained lot, featuring a spacious driveway suitable for multiple vehicles. A grassy area and trees are visible, adding greenery to the front yard. Blue recycling bins are placed near the fence, which provides privacy.
Home in Wheaton
4.95 out of 5 average rating, 166 reviews

NEW| Cozy House near Metro & WashDC| Ample Parking

Beautiful and cozy house just 25 minutes from Washington DC and only 8 minutes walk from the Glenmond metro station, with large parking sufficient for 4 vehicles, it has 2 spacious bedrooms, a full bathroom, a fully equipped kitchen and a nice living room for entertainment and family enjoyment, all the comfort and convenience in one place.

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Popular amenities for Olney holiday rentals