
Family-friendly holiday rentals in Cloverly
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Top-rated family-friendly rentals in Cloverly
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

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.

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.

Basement Apartment For One Guest Quiet and Restful
Sunny and quiet basement apartment that is approximately 500 square feet, and a private entrance. We live up stairs, but you will have privacy once you have checked in. The apartment is about 1.3 miles from the University of Maryland, seven miles from DC, a short walk to Metro and other public transportation. Shopping, restaurants, the Beltway and outdoor recreation are minutes away. Guest has use of patio with table and chairs and a large back yard to sit and enjoy in good weather.

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.

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

Historic Peace and Plenty Farm: Pool House
Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

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.

Cozy Retreat: Immaculate Clean, private place
Welcome to your squeaky-clean stay! Enjoy a cozy, private space with a fully equipped kitchen and a clean bathroom with shower, all for your exclusive use. You only share one wall with the main house, offering comfort and privacy. This corner house allows easy parking and smooth coming in and out, in a peaceful neighborhood with plenty of restaurants, parks, and nearby metro/train stations. Note: The jacuzzi shown in photos is a shower only and is not a working jacuzzi.

New - Super Host/Silver Spring/Full Kitchen-Cute
Recently renovated & very private 5-star condition, luxurious, cozy & comfortable Fully equipped new kitchen, w/stainless steel appliances Whole Foods/Trader Joe’s nearby Ideal for working professionals Close to WR Hospital, NIH, metro, bus, park, and ride Private washer & dryer Luxurious Tempur memory foam mattress, linen, and towels Powerful WIFI ideal for webinars Private entrance Free parking Very quiet and bright basement apartment License BCA-102702/STR

Sauna, hot tub, great outdoor space!
Escape to our serene suburban retreat in Silver Spring, Maryland, where this 3-bedroom, 2-bathroom home awaits you on a fenced half-acre lot. Immerse yourself in comfort and luxury with amenities such as a private hot tub, sauna, gas fire pit and the expansive outdoor space. Pet friendly w/non-refundable pet deposit. No more than 6 guests at any time, no parties. Please include a list of all guests, per Montgomery county regulation, when you book. Thanks!

Guest suite in Hillandale
Welcome to our cozy guest suite in Adelphi, MD. Our fully equipped suite is perfect for solo travelers, couples, or small families. Enjoy modern furnishings, a kitchen, bathroom, and outdoor deck space. Conveniently located near restaurants, shops, parks, and public transportation, our suite is the ideal base for exploring the area. Whether you're here for business or leisure, we look forward to providing you with a comfortable and enjoyable stay.
Popular amenities for Cloverly family-friendly rentals
Family-friendly home rentals with a hot tub

Kone Oasis- hot tub, pool, theater/game rm.

Walkersville Cabin

Pet Friendly Bright In Law suite w Outdoor HangOut

Beautiful 2BR/1BA Renovated Condo near DC

Fall foliage, Alpaca Views + Hot Tub Getaway

Gunpowder Retreat

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

Beach Access, Hot Tub, Pet Friendly, Fully Fenced
Family- and pet-friendly home rentals

April sale: ground floor apartment 10 mi from DC!

Ultra Modern Ground Floor Apartment

Relaxing Water Views - Mill Creek Cottage

Family-Friendly, Arcade, Sleeps 8, Prime Location

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Historic Hillside Cottage

4BR Near UMD & DC | Yard + Fire Pit + Parking

Canary Pointe-A popular getaway for 2!
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

Sophisticated Studio Apartment, Metro DC

Rollingside: Two-Room Guest Suite

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Chesapeake Bay View 3BR/2BA Duplex*HOT TUB*

Annapolis Garden Suite

A home away from home
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Johns Hopkins University




