
Vacation rentals in Brookeville
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Top-rated vacation rentals in Brookeville
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
ValueLocationCheckout
4.98 out of 5 average rating, 244 reviews
Lovely guest house with gourmet kitchen & King bed
If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area
FamilyLocationIndoor spaces
4.98 out of 5 average rating, 144 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.
ValueLocationNearby
4.95 out of 5 average rating, 212 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!
LocationValueWalkability
4.79 out of 5 average rating, 152 reviews
Rancher by Wash/Balt/Annap w/pool table, Kit, Deck
My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion
FamilyLocationPool
4.94 out of 5 average rating, 120 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.
ValueLocationHospitality
4.98 out of 5 average rating, 313 reviews
DMV 4BR Luxury LakeHouse - GameRoom Firepit
Welcome home to a modern, luxurious, unique, extra RARE, and serene 4BR lakeside retreat with a lake in the backyard. Your relaxing haven in nature's embrace, yet near city buzz. Minutes to DC, NoVA, Baltimore, dining, and shopping. Enjoy the entire house, including 4 bedrooms, 4 full baths, 3 living/family rooms, a Game Room with an Arcade and pool & foosball tables, gym equipment, and, to top it off, a rooftop deck with lake views. Amenities abound. Have a great time with family.
LocationValueWalkability
4.91 out of 5 average rating, 79 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.
ValueFamilyQuiet
4.87 out of 5 average rating, 62 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!
ValueLocationGetting around
4.99 out of 5 average rating, 289 reviews
This house close to DC,and 270,370,200Highway
This is a fully private, entire home (not shared, not basement-only) with modern updates and plenty of space for your stay . Welcome to our newly renovated 2023 single-family home in Rockville! Just a 15-minute walk to Shady Grove Metro (Red Line) with direct 30-minute access to downtown Washington DC, this spacious home is perfect for families, business travelers, and groups. Enjoy 3 bedrooms, 2 bathrooms, a private basement suite, and 7 parking spots – rare in this area!
FamilyLocationCondition
4.91 out of 5 average rating, 58 reviews
Maryland DC 4BR/3.5b Townhome + Gameroom & Grill
Escape to our serene 3-story lakeside townhouse in Gaithersburg, MD, ideal for families and groups of up to 11. This spacious 4BR/3BA home features a game room, cozy fireplace, fully equipped kitchen, and two private decks with peaceful nature views. Enjoy a lower patio lounge with direct access to walking trails and the lake. Quiet, family-friendly location near DC, Baltimore, and local attractions—your perfect home away from home.
FamilyLocationQuiet
4.68 out of 5 average rating, 121 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
LocationValueBiking
4.97 out of 5 average rating, 125 reviewsPopular amenities for Brookeville vacation rentals
Other great vacation rentals in Brookeville

Pleasant 1 BR Suite near DC & Recreational Parks
LocationValueCondition
4.9 out of 5 average rating, 94 reviews
Beautiful Family Getaway 5bds/3ba
LocationFamilyComfort
4.87 out of 5 average rating, 31 reviews
Charming & Cozy home - Near DC
LocationFamilyWifi
5.0 out of 5 average rating, 11 reviews
Gate House
FamilyValueCheck-in
4.89 out of 5 average rating, 203 reviews
Nature Getaway w/ On-Site Trails, 17 Mi to DC!
ValueLocationCheck-in
4.76 out of 5 average rating, 51 reviews
The Nest
LocationFamilySleep quality
4.82 out of 5 average rating, 11 reviews
Quiet Brookeville Oasis
LocationFamilyNearby
4.86 out of 5 average rating, 22 reviews
Olney Escape | Free Parking | Near shops & Dinning
LocationFamilyIndoor spaces
4.92 out of 5 average rating, 13 reviewsDestinations to explore
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