Family-friendly holiday rentals in Washington

Route 66 Railroad Shanty, a cozy artsy small space

This 536 s.f. house, believed to have once been a sleeping shanty for railroad crews switching shifts for the night. Fully renovated and updated in 2021 by a local artist, you will find custom metal art throughout, granite countertops and a very warm cabin feel featuring a kitchen and bathroom finished with locally sourced Missouri dark red cedar, 10 minutes from six flags, Purina farms 15 min from hidden valley and 45 min from downtown this place is in a great location and will not disappoint!

Family · Indoor spaces · Cleanliness

Knott House-short walk to downtown/riverfront

This house built in 1906 has classic old world charm with wood floors, tall ceilings, and original mill work. A short walk to restaurants, boutiques, trollies, and the riverfront. Enjoy the wineries, brew houses, and all WashMO has to offer. Home has 3 bedrooms and 1 1/2 baths. There are 2 king beds and a queen along with a queen pullout sofa. The kitchen is newly remodeled and is stocked with everything you need to cook meals. Complimentary bottle of wine awaits you! Wi-Fi /tv w/firestick

Indoor spaces · Kitchen · Value

The Roettger Inn Loft on the Riverfront

Luxury - Starting with the 100% Organic Cotton sheets from Boll & Branch down to granite countertops and quality bakeware, we have created a relaxing retreat. Lovely - The view of the riverfront is just breathtaking. As the Loft occupies the entire floor of the building, both balconies are exclusive for your enjoyment. Loaded - The kitchen is fully stocked with both a french press and a Keurig for your morning coffee plus all the equipment you need to host a dinner (minus the food, of course)

Family · Indoor spaces · Access

Vitality Retreat 1 block from DT/Riverfront/Shops

Gather & make memories at the Vitality Retreat! Located a block from historic downtown Washington restaurants/shops/bars, you will have ample amenities for a fun and rejuvenating stay. Pet friendly/fenced yard! Enjoy coffee in the gazebo, yard games, or 1-block walk to the riverfront! 15 minutes to wineries, 45 minutes from STL. Location perfect for memory making. 4 BRs, 4 Bathrooms ensure ample space! Pet friendly, please note any pets beyond 2 will be an additional $100 per pet. Thank you!!

Indoor spaces · Family · Condition

Verein Heritage Loft

Verein Heritage Loft, located in the heart of historic downtown Washington's arts and entertainment district, serves as a stylish retreat from everyday life. The recent restoration of this iconic 1855 building, rich with German heritage, offers unmatched comfort and convenience. Enjoy riverfront views, scenic walking trails (Katy Trail), quaint boutique shopping, bar hopping, all within a lively family entertainment district. Visit by Amtrak while enjoying our beautiful wine country!

Indoor spaces · Family · Access

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

Indoor spaces · Family · Long stay

*Historical* Aletha-Marie Krog Guest House

Built in 1895, this charming two story historic brick home is located in beautiful downtown Washington, Missouri. Just blocks away from bars, restaurants, art galleries and shopping. Guests will feel right at home with our 3 cozy bedrooms and 2 full bathrooms, a full eat-in kitchen, living room, and four season room. It's been said, many times, that there is a pleasant vibe or feeling to this beautiful old place. It's been around a long time. ** OUR BACKYARD IS FULLY FENCED NOW!!*

Indoor spaces · Family · TV

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Kitchen · Family · Pool

Urban Comfort located in downtown Washington

Gorgeous 2nd floor apartment with set of stairs. Washington is the place to be. This apartment is located in the heart of downtown Washington. Lots of restaurants, walking trails, coffee shops, ice cream parlors, mile high pies and some great bars with music. Downtown offers some awesome shopping, antiques, painted furniture, local artist, clothing, very unique shopping experience . Off street parking in a quite neighborhood! You will love your stay

Family · Kitchen · Wi-Fi

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.

Family · Kitchen · Long stay

Route 66 Retreat - Pets Welcome - No cleaning fee

Our pet-friendly, peaceful pit stop is perfect for those traveling the Mother Road, heading to Missouri wine country, or exploring St. Louis area attractions like Purina Farms, Meramec Caverns and much more. This newly remodeled, rural retreat has all the amenities you need for a good night’s rest during a road trip or to spend a few days and relax. There is both indoor and outdoor space to enjoy, including a fenced in yard for pets.

Family · Kitchen · Parking

Elbert haus

The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.

Indoor spaces · Family · Parks