Family-friendly holiday rentals in Oakton

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.

Lodge on the Lake

A quiet 17 acre, ONE room cabin set on a private small lake, fishing, swimming, and kayaking. Equipped with a full kitchen, a grill, 4 OUT DOOR showers, no showers in cabin. Sleeps 4, 1 QUEEN SIZE BED AND 1 PULL OUT HIDE-ABED. There is a $25/PP per day for extra guests , with prior approval by host. Pet friendly. Cameras are on site. 1 at the parking lot, 1 on the side deck, back deck, covered porch, up stairs open covered card/chest room, 2 on the main dock & water, 1 outside stone patio

Log Out

Our project to make use of leftover logs turned into a tiny house! Cozy Log Cabin looking out on almost an acre of nature but just minutes from all the DC sites. Perfect for a single escape, a romantic getaway, a small family/group gathering, or a serene remote work location. 1/4 mile to bus and 1.5 miles to DC metro, plenty of free parking. We live in a log home next door - so happy to provide advice on sites/restaurants and directions. No-SMOKING of any kind and NO pets and parties allowed.

N. Virginia convenience to DC and Old town Vienna

This is a finished lower level of a townhouse in a quiet Oakton, Virginia suburb of Washington DC. The private entrance side is above ground. The large French doors allow lots of light in. We are located half way between Regan National and Dulles airports with public transportation to both. The bus stop is 50 yards from the door and the bus trip is less than 2 miles to the Vienna/George Mason University Orange line metro station. You will have key to the private entrance and laundry room.

The Den @ Glen - 1B1B w/ kitchen and private door

The house is in a quiet and safe neighborhood. You will have your own bedroom, bath room, spacious living, working, dining area, as well as a kitchenette with a refrigerator, a coffee maker, a microwave, a small portable electric stove, plates, bowls, cups and utensils for simple cooking. You have your own entrance to the space. The kitchenette is the only shared space so the host can access the laundry room. Locks are installed in all other area of the ground floor to ensure your privacy.

Pristine 1BR, king bed, hot tub, close to IAD

Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Hope Flower Farm Winery Cottage

Welcome to Hope Flower Farm & Winery! This charming 3-bedroom, 1-bath cottage is the perfect retreat for those seeking a peaceful getaway in the heart of Loudoun County wine country. The cottage features a kitchen, cozy living room, and a screened-in porch perfect for enjoying your morning coffee or an evening glass of wine. The cowboy cauldron is the perfect spot for roasting marshmallows or enjoying a cozy fire. Come experience the beauty and tranquility of Hope Flower Farm & Winery.

Private Luxury Retreat Close to everything!

Our new guest house features private garage and private entrance, upscale kitchenette, full bath, his and hers luxury bath robes, king size bed with luxury linens, living room with pull out queen bed, washer, dryer, deck, grill, fire pit. 30 miles to Washington DC, Close to Shopping and Restaurants (Clifton, Old Town Manassas, Occoquan, Potomac Mills), Manassas Battlefield, Close to several Wineries, 30 miles to Gold. Close to everything yet you feel like you are away from it all!

Cozy, Modern, One-bedroom Apt, 10 miles to DC!

Enjoy a modern, sleek, fully furnished, centrally-located 750 sq/ft apt with your own private entrance. This one-bedroom has a full-sized stackable washer/dryer, full sized refrigerator, stove, dishwasher and pull-out sofa. Completely remodeled and designed to meet the needs of today's living. Only a five minute walk to city park with endless wooded nature trails along a running stream. In Falls Church off Annandale Rd, inside the beltway and only 15-20 minutes from Washington, DC

Fairfax/GMU 2BR Retreat | Fire Pit | Wooded Views

* 4 Floor Mattresses & 1 Air Mattress * Located in the Lower Level * Extra Pillows, Bed Sheets & Blankets * Professionally Cleaned * No Extra Work at Checkout Luxury and serenity in an amazing location! At nearly 2,100 sq. ft. this spacious two bedroom/one bath apartment located in the lower level of an amazing single family home will afford you all the comforts of home. Serene, peaceful, wooded and private, yet still close to all the attractions and amenities of the DC area.

Basement Apartment/ Private Entrance

This cozy, comfortable space is nestled in a quiet residential neighborhood within walking distance of a 600-acre park with hiking and biking trails. It is a short drive to Dulles Airport, DC Metro, and two minutes from I-66. Nearby attractions include the National Air and Space Museum, Manassas Battlefield Park, Jiffy Lube Live Arena, and Dulles Expo Center. Venture down to DC or out to the Shenandoah Valley. An eclectic mix of ethnic cuisines is nearby.

Great Location w/ Cozy Atmosphere

Our quaint apt is perfectly located minutes from Dulles Airport, Metro, DC, restaurants, shopping centers & entertainment options. A finely decorated apartment providing all the essentials you'll need for your stay. We hope you like what you see! ... Looking to take a trip to Shenandoah National Park but still close to the city, then we got the spot for you. You don't have to sacrifice one for the other and enjoy both environments.