Holiday rentals in Leisure World

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Top-rated holiday rentals in Leisure World

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

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Guest favourite
Guest house in Glenwood
4.95 out of 5 average rating, 204 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
Guest house in Frederick
4.97 out of 5 average rating, 61 reviews

Private Woodland Retreat | Near Downtown Frederick

Escape to a beautiful one-bedroom retreat. The guesthouse has a queen bed, full kitchen, luxurious bathroom with two shower heads, including a rain head, and a queen pull-out sofa bed. Nestled in the woods with a covered porch for morning coffee, yet minutes to downtown Frederick, Civil War sites, Frederick Watershed with cycling trails, Mount St. Mary’s University, Cunningham Falls, Catoctin and Fort Detrick. Free WiFi, and Smart Roku TV’s. Parking for 2 cars is included. Pets are welcome.

Top guest favourite
The entrance features a well-kept pathway leading to the home, framed by lush green shrubs and flowering plants. Colorful blooms, including pink and yellow flowers, enhance the inviting landscape, complemented by a neatly arranged mix of foliage.
Flat in Bethesda
4.91 out of 5 average rating, 335 reviews

Lg 1bdr apt, walk/bus to NIH, metro, Walter Reed

Large, sunny one bedroom apartment, with private entrance, beautifully decorated, gas fireplace and 50" flat screen TV and WiFi. Large bedroom w/ king bed, walk-in closet. Full kitchen w/all amenities. Guests can walk(30 min) or take bus (2 min walk to bus stop) to NIH, Walter Reed and/or metro. Fresh coffee and teas provided for entire stay. Breakfast items for first morning : cold cereal, fresh bagels and cream cheese, small containers of milk and OJ. One block from Rock Creek Park.

Guest favourite
The two-story brick home is situated on a gently sloping lawn, surrounded by lush greenery and trees. White shutters adorn the windows, enhancing the classic facade. A well-defined pathway leads to the blue front door, inviting visitors into a warm and welcoming environment.
Home in Chevy Chase
4.96 out of 5 average rating, 109 reviews

Exclusive Home in Upscale Chevy Chase

You will love the secluded garden, near woods with deer and wildlife, the sunny kitchen with skylights, garden room, and large brick patio. Enjoy the 10-minute walk to Amazon Fresh, Starbucks and Einstein Bagels. One mile to Bethesda Metro; 1.5 miles to NIH, and Washington DC. Just1.8 miles to acclaimed restaurants in Bethesda and Kensington. 5G Wi-Fi, large workspaces. Centuries old trees. Self-check-in. Plentiful street parking. Only service dogs allowed / charged at $10 per day.

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
4.77 out of 5 average rating, 43 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!

Guest favourite
Guest house in Rockville
4.86 out of 5 average rating, 59 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.

Guest favourite
Flat in Great Falls
4.96 out of 5 average rating, 120 reviews

Wooded Retreat in Great Falls

Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

Guest favourite
Guest suite in North Bethesda
4.94 out of 5 average rating, 93 reviews

Upstairs Apartment - 5 min. from Metro, Pike&Rose

Newly remodeled, upstairs apartment in a spacious single-family home is the perfect place for families, or groups of friends, to relax and unwind during their stay in Rockville. Located in Rockville / North Bethesda. Freshly painted with a fully equipped kitchen featuring granite countertops and brand-new stainless-steel appliances. 3 bedrooms with a newly renovated hall bathroom. The primary suite has its own recently renovated private bathroom.

Top guest favourite
Home in Leesburg
4.93 out of 5 average rating, 88 reviews

Charming Cottage, Walk to Downtown, Porch Swings

Escape to Magnolia Cottage, a renovated 2-BR retreat in historic Leesburg, VA. Perfect for 4 guests exploring wine country, this home features a private patio with a fire pit, EV charger, and is just a short walk to downtown's vibrant shops and restaurants. Your charming getaway awaits! One of several homes in the Historic Leesburg Stays collection — locally hosted, thoughtfully restored rentals across historic Leesburg and Loudoun wine country.

Superhost
Holiday home in Rockville
4.95 out of 5 average rating, 111 reviews

One Bedroom Guest Studio Suite

Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.

Top guest favourite
Home in Silver Spring
4.97 out of 5 average rating, 119 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

Superhost
A spacious sleeping area features a large bed with a colorful quilt layered over soft bedding. Light from the window illuminates the room, while a piece of art hangs above the bed. A stack of towels is neatly placed at the foot of the bed.
Home in Rockville
4.78 out of 5 average rating, 23 reviews

Lovely home stay -30 min. to DC

Private lower level residence close 30-45mins to Washington DC metro. Available for short term or Long term needs of corporate managers, corporate interns, Hill staffers, international college students. Near shopping centers, grocery, and public transportation. Guests have private entrance and bathroom. Private kitchen with a microwave and refridgerator, no stove.

Popular amenities for Leisure World holiday rentals