
Family-friendly vacation rentals in Hillcrest Heights
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillcrest Heights
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.

DC Urban Oasis Centrally Located to MD & VA
Experience the city without the buzz. Enjoy a light-filled, modern, recently-renovated in-law suite on a tree-lined street in metro DC. Includes: queen-sized Casper luxury mattress, free street parking, shared backyard with firepit and grill, spacious shower with spa bench, kitchenette with fridge, microwave, coffee/tea, complimentary towels and toiletries, smart TV with Netflix, Prime Video, live TV, and more, reach-in closet with iron, shelves, and space for luggage, and high-speed internet.

City Retreat-Navy Yd+ Capitol Hill 10 min, Parking
Come and unwind in this serene and chic retreat, where urban living meets tranquility seamlessly. Enjoy the peaceful ambiance of the neighborhood, just a 10-minute drive from Capitol Hill and Navy Yard neighborhoods, with shops and restaurants awaiting your exploration. Unwind after a long day in the backyard with the fire pit. Community center 10 minute walk from the from home with access to, indoor pool, hot tub, playground and basketball court for a visitor fee. Ask us how to get access!

Historic Apothecary | 2 Master Suites | Old Town
Majestic, pre-Civil War Italianate brick home in favored southeast Old Town. Steps away from King Street and 2 blocks to the waterfront, location is unbeatable! This 3-story home established in the 1800s served as a former apothecary. New renovations offer utmost luxury, distinctive architecture with genuine hospitality and true sense of history and charm. 2 Masters Suites 4K 65in TVs w/ Streaming Hi-Speed Internet Dedicated Workspace 24 hr Self Check-in Washer/Dryer Free parking upon request

Luna the Destination Camper
Just outside the buzz of D.C., Chesapeake Hideaway offers a peaceful, romantic retreat in the heart of Lanham. Surrounded by the natural beauty of Prince George’s County, this cozy RV features a queen+full bed, soft lighting, and panoramic windows for golden sunset views. Enjoy intimate meals in the charming kitchenette, then unwind on your private deck. Whether you're stargazing or exploring nearby Lake Artemisia and Greenbelt Park, this is the perfect spot to relax and make lasting memories.

Gorgeous Two-Story Guesthouse w/ Driveway & W/D
This spacious cottage is the perfect home base for families, couples, or professionals exploring DC. Start the day with breakfast made in a fully stocked chef's kitchen. Take a short walk to the Rhode Island Ave metro (Red Line), Catholic University, trendy Brookland restaurants, breweries, yoga studio, and grocery store. Rent a bike from Capital Bikeshare and hop on the nearby Metropolitan Bike Trail. At night, relax with a glass of wine around a cozy fire pit table on our cobblestone patio.

Sunny, Stylish Carriage House with a View
Welcome to my private carriage house retreat! This stylish and quiet guesthouse with a blend of old farmhouse and modern features is a block from the heart of the Del Ray neighborhood. Separate from the owner’s home, the sunny second-floor guesthouse combines privacy, style, and convenience to nearby shops and restaurants. Features a kitchenette, stylish sitting and bedroom with tons of light, heart pine floors, bathroom with radiant floor heating, high-speed internet, and ample storage.

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.

Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Modern Townhome + Free Parking
Come enjoy this 3-level townhome with 3 bedrooms, a loft and 2 ½ bathroom. It is the perfect place to come experience the excitement of the city, while enjoying the comforts of a quiet and spacious space with modern amenities, a fully equipped kitchen and high-speed Wi-Fi. This beautiful space is in close proximity to Bolling Air Force Base (JBAB), St. E Campus (DHS, USCG HQ), Mystics Athletic Center, National Harbor, MGM Casino, Nationals Park, Audi Field, Navy Yard, The Wharf.

Luxe Two Bed/Bath Townhome Near Metro Pet Friendly
Welcome to Maison du Voyageur Noir, a luxurious, culturally rich sanctuary designed for curious, open-minded travelers who want to experience Washington, DC at its most vibrant. Entertain in a chef-caliber kitchen, unwind on the serene private deck, and enjoy hotel-level details throughout. Featuring secure parking, plush queen beds, blazing-fast Wi-Fi, smart TV, washer/dryer, and Nest climate control. A 10-minute walk to Metro. Pets welcome. We look forward to hosting you.

5-BR Home near DC Metro -Free Parking/Full Kitchen
RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.
Popular amenities for Hillcrest Heights family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Historic DC Home + Hot Tub Retreat | Sleeps 12

DC Escape- Cozy and Stylish Stay + Private Hot Tub

Eclectic Retreat w/ *HOT TUB* | 10 Mins to DC!

Entire Home Convention Center parking & EV charger

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Beautiful 2BR/1BA Renovated Condo near DC

TheAzalea: Cozy, private basement suite w/ jacuzzi
Family- and pet-friendly home rentals

Union Market Garden Apartment

Sojourn at The Paden | 2 BR 2 BA

Capitol Hill studio apartment (Eastern Market)

Private Roof Deck! Heart of Old Town

Luxury apartment in the heart of Georgetown

Cozy Old Town Apartment

New Embassy Enclave in Woodley Park with Parking

Steps to GWU-Georgetown-Nat'l Mall | Free Parking
Family-friendly home rentals with a pool

Luxury Farmette -Private & Secluded-1hr to DC

DC View•Balcony•Gym•Garage Near DC/Metro/Mall

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport

Charming 3BR Rowhouse in Shaw/Bloomingdale

Dupont West 3: Charming Studio

5 BEDR, Inground Pool+Billiard Table, Close To D.C

Patuxent River View

Woodland Retreat
When is the best time to visit Hillcrest Heights?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ687 | ﺩ.ﺇ643 | ﺩ.ﺇ716 | ﺩ.ﺇ812 | ﺩ.ﺇ815 | ﺩ.ﺇ775 | ﺩ.ﺇ735 | ﺩ.ﺇ683 | ﺩ.ﺇ705 | ﺩ.ﺇ731 | ﺩ.ﺇ661 | ﺩ.ﺇ643 |
| Avg. temp | 3°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 10°C | 5°C |
Quick stats about vacation rentals that are family-friendly in Hillcrest Heights

Total vacation rentals
Explore 30 vacation rentals in Hillcrest Heights

Nightly prices starting at
Hillcrest Heights vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Hillcrest Heights vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillcrest Heights rentals

4.8 Average rating
Hillcrest Heights stays are highly rated by guests—averaging 4.8 out of 5!
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- The White House
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Capital One Arena
- Oriole Park at Camden Yards
- Stone Tower Winery
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Sandy Point State Park
- Washington Monument
- National Harbor
- Patterson Park
- Johns Hopkins University
- The Anthem
- Smithsonian American Art Museum
- CFG Bank Arena





