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 suite in North Bethesda
4.92 out of 5 average rating, 210 reviews

Spacious Private Lower Level Suite w/ Fast WiFi

✨ Private, bright lower-level suite (basement-level) with separate entrance in a single-family home near DC. Ideal for families or business trips 🛏️ Queen bed + large sofa bed (up to 3 guests) 🚿 Private full bathroom ☕ Coffee bar, dining area, smart TVs 📶 Fast Wi-Fi for work & streaming 🌿 Access to a nice backyard 🚗 Free driveway parking 🔑 Private entrance 🚶 ~20-min walk to Metro Quiet Rockville location near shops, dining & parks. Easy access to DC. Great value, comfort & convenience

Top guest favourite
A modern basement apartment is highlighted by a dining area featuring a rectangular table with four chairs, complemented by a colorful area rug. A vibrant kitchenette with red cabinetry is visible in the background, while bright lighting enhances the spacious layout.
Guest suite in North Bethesda
4.89 out of 5 average rating, 81 reviews

Modern Apartment, Metro, NIH, Restaurants

Your own private, quiet space in a prime location a short walk from North Bethesda Metro, with convenient access to the best of Washington, DC. An independent basement unit, blocks from exceptional restaurants, the Pike & Rose District, Marriott Conference Center, and NIH offices at Executive Blv...shopping, dining, or take the trail all the way to DC. A short drive to NIH (National Institutes of Health), USDA, Walter Reed Hospital, 24-hour grocery & pharmacy, libraries, or museums.

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
4.87 out of 5 average rating, 60 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
A modern kitchen features grey cabinetry and stainless-steel appliances, including a refrigerator and microwave. A contrasting dark backsplash complements light countertops. A kitchen island with bar seating provides space for casual dining, while natural light enters through a nearby window.
Guest suite in North Bethesda
4.95 out of 5 average rating, 37 reviews

2 Bedroom Apt - 5 min. from Metro, Pike & Rose

A fully equipped, newly remodeled, downstairs 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 quartz countertops and brand-new stainless-steel appliances. 2 bedrooms with brand new bathrooms. Access to a beautiful backyard. This is the perfect home for all your family to relax and unwind.

Top guest favourite
The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.
Home in Myersville
4.98 out of 5 average rating, 302 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Superhost
A private backyard area is surrounded by green foliage and features a stone pathway leading to a flower bed. Comfortable seating is arranged nearby, accentuated by potted plants and a table. Natural light filters through the greenery, creating a serene outdoor retreat.
Home in Wheaton
4.87 out of 5 average rating, 69 reviews

Cozy Studio Apt/With a Fireplace & backyard oasis

This modern studio offers everything you need with a private entrance and no shared spaces for complete privacy. Conveniently located near Washington, D.C., 8 min from Silver Spring, 5 min from the highway, 3 min from the Metro & mall, and sits near a bus stop. Enjoy a full kitchen, cozy fireplace, full bathroom, and private backyard oasis with string lights for perfect relaxation. Plus, a beautiful park and flower garden are within walking distance- your perfect stay starts here!

Guest favourite
A modern kitchen features white cabinetry and a dark granite countertop. Stainless steel appliances, including a refrigerator and microwave, are visible. A small dining area is situated nearby with two high stools. Various kitchen utensils and glasses are neatly arranged on the shelves.
Home in Silver Spring
4.86 out of 5 average rating, 232 reviews

Quiet, Modern Apartment - Metro Accessible.

Perfect for couples, solo adventurers, and business travelers. Short trips and longer stays. Unit is in the ground level with private entrance. Recently remodeled with open living room, ceramic floors, and granite kitchen countertop. Fully stocked with everything you need to live for a few days. Ideally located minutes from the Glenmont Metro Station (Red line), the Westfield Wheaton Mall and downtown Silver Spring. You could not ask for a better place to stay for work or pleasure

Top guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guest house in Woodbine
4.95 out of 5 average rating, 148 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!

Top guest favourite
A cozy living area features a spacious sectional sofa adorned with patterned cushions. A round table is accompanied by wooden chairs, while a minimalist coffee table sits on a plush area rug. Natural light enters through multiple windows, highlighting the room's inviting design.
Apartment in Leesburg
4.94 out of 5 average rating, 272 reviews

Downtown 1 BR Condo Steps to Everything

Large private hideaway, tucked one block from the bustle of King Street. This renovated 2nd floor condo with vaulted ceilings is accessed by a separate secure entrance. Full kitchen includes a 2 top table, toaster, pots & pans, dinnerware, basic cooks tools & coffee maker. Queen size bed with luxury linens & private balcony. 1 full bath. W/D in unit. High Speed Internet. 1 Reserved off street parking space.

Top guest favourite
The living area features a sleek black sofa facing an orange accent wall. Two blue chairs are positioned nearby, complemented by a coffee table with a decorative tray. A large artwork adorns the wall above the seating, and natural light enters through a window, enhancing the space.
Guest house in Rockville
4.93 out of 5 average rating, 355 reviews

Historic Carriage House with 1BR Loft

Historic 1-1/5 story carriage house in the heart of Rockville, MD. Located at the back of our property (detached from our main residence)- guest parking, private entrance, and covered outdoor patio with furniture available upon request. Modern but cozy decor. Comfortably sleeps 2 in king size bed, room for an additional guest on living room futon. Short 0.7 mile walk to Rockville Metro and Town Center.

Top guest favourite
Cottage in Annapolis
4.99 out of 5 average rating, 151 reviews

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

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