
Family-friendly holiday 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!

"The NEST" Studio Apartment in Arlington
Welcome to The Nest – a cozy and bright studio above the garage with a private entrance. It features a queen bed, full kitchen, bath, living area, in-unit washer/dryer, and clever hidden storage. Enjoy ample street parking, with a private driveway available on request. Whether you’re visiting for a weekend getaway or an extended retreat, The Nest offers a warm and inviting escape. Modern, clean, and full of thoughtful touches, it’s the perfect place to relax, recharge, and feel right at home.

Enchanting Garden-Level Suite
This apartment with its own private entrance sits below our brick Cape Cod-style home. The unit is totally refurbished with luxury amenities. It's a cozy bohemian cottage vibe with a touch of Miyazaki anime magic. Open floorplan includes a fully stocked kitchen with dishwasher (and new Nespresso!) plus a separate sleeping room with comfy king-sized bed and a private bathroom with a large walk-in shower. Off-street parking, fast internet, & sofa bed for extra guests. No smoking inside, please.

Alexandria Old Town Charm
Location. Location. Location. Immerse yourself in all that historic Old Town Alexandria Virginia has to offer. This beautifully furnished town home is wonderfully located on a quiet, picturesque, tree lined street. Take a short walk through the city's storied neighborhoods to its great restaurants, music venues and historic sites. Take the free Old Town Trolley to the King Street Metro and then on to Washington DC or a short Uber ride to National Harbor and it bustling convention centers.

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown
1 bed 1 bath bright artsy basement unit with private rear (alley) entrance in colorful urban Anacostia neighborhood. Short term rental created to be your home away from home for however long you stay. Conveniently located 2 blocks to multiple bus stops, 1 mile from Anacostia Metro station, and a 10-minute ride to Downtown DC. Sleeps up to 5 but most optimal for 2 people. (Starting July 13, the space will only be available for up to 4 people as the yellow futon sofa will be removed.)

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed
Unwind at this family-friendly getaway a few subway stops away from all the sights! This is a rare part of DC where you'll find plenty of parking. Our beautiful, urban-chic apartment is new and lovingly designed with 2 bedrooms and bathroom, along with kitchen and living area. You'll find trails nearby to walk your dog. The apartment is a 7 minute walk from the orange line Minnesota Ave metro & very close to Capitol Hill, museums, Eastern Market, and the beautiful Aquatic Gardens!

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.

2BR/2BA, Close to Metro, Smithsonian, Pet Friendly
Step into our thoughtfully designed 2BR/2BA retreat in historic Anacostia, where hand-selected African art meets refined comfort. Entertain in a chef-caliber kitchen, unwind on the serene private deck, and enjoy hotel-level details throughout. Featuring a private entrance, secure parking, plush queen beds, blazing-fast Wi-Fi, smart TV, washer/dryer, and climate control. A 10-minute walk to Metro, museums, and Capital One Arena. 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

Sauna, hot tub, great outdoor space!

DC Escape- Cozy and Stylish Stay + Private Hot Tub

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

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Beautiful 2BR/1BA Renovated Condo near DC

Modern Retreat| Hot Tub| EV Charger| 15 Mins to DC

Large Home with Private Pool, Gym, Sauna, 7 Bedroo
Family- and pet-friendly home rentals

Spacious Capitol Hill Apartment

King Beds <|> A Dashingly Bodacious Old Town Xcape

Private Basement Unit - Free Parking, Pet Friendly

Modern 2,000 sq ft: Entire Lower level

Cozy Retreat National Harbor and DC Pet|Backyard

Cozy Old Town Apartment

Quiet Luxury Home - Modern - King - 20 Min from DC

Comfortable Studio Apartment
Family-friendly home rentals with a pool

Private full basement in a single family home

#3 Foggy Bottom/Georgetown Apartment

Sophisticated Studio Apartment, Metro DC

Modern 4-Story Townhome Retreat Minutes From DC

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

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

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

Patuxent River View
When is the best time to visit Hillcrest Heights?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £168 | £137 | £153 | £167 | £168 | £159 | £151 | £140 | £145 | £150 | £136 | £132 |
| 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 holiday rentals that are family-friendly in Hillcrest Heights

Total holiday rentals
Explore 30 holiday rentals in Hillcrest Heights

Nightly prices starting at
Hillcrest Heights holiday rentals start at £76 per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Hillcrest Heights holiday rentals include wifi access

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

4.7 Average rating
Hillcrest Heights stays receive an average rating of 4.7 out of 5 from guests
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- Georgetown University
- National Mall
- Walter E Washington Convention Center
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Capital One Arena
- 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
- Smithsonian American Art Museum
- Great Falls Park
- Johns Hopkins University
- Six Flags America




