Family-friendly holiday rentals in Washington

4.9 out of 5 average rating, 192 reviews

Home in Sullivan

Comfy Miramiguoa Home

A great view of the woods awaits you from the countryside kitchen window and off the back deck. The 2 bedroom house has a warm cozy feel and can accommodate 6 people. It adjoins Meramec State Park boundary, which has hiking trails, river access, fishing and floating. Nearby is Meramec Caverns, Onondaga Cave, antiquing, restaurants, breweries, wineries and small zoos. Within 1 hours drive is St. Louis, the Katy trail for bicycling. Enjoy a relaxing comfy stay where deer are frequently seen.

4.98 out of 5 average rating, 342 reviews

Cabin in Saint Charles

Camp Mill Pond: Historic Cabin Near Main Street

*St. Louis Magazine A-List Winner!* ***PRESS: DESIGN STL, STL MAG, AND FOX2NEWS*** Camp Mill Pond is a throwback to the slow and easy rhythm of hot summer days. This circa 1835 cabin offers easy access to our historic area, including Main Street, Katy Trail for biking, and Frenchtown, without sacrificing modern comforts! This 180-year-old historic cabin sits on a beautiful lot, shared with our 1865 three-story home and a two-story carriage house. Ask about renting bikes and a golf cart!

4.92 out of 5 average rating, 286 reviews

Treehouse in Grubville

Real Treehouse, Cute Chickens, Cuddly Dogs

Adorable Treehouse for the family! Perfect getaway to relax and renew your soul in Mother Nature with all the conveniences. Hammocks and swinging chair inside and out! Cute chickens & 5 sweet dogs. Starlit memories, FREE s'mores by campfire, fun Old Time Tin Hot Tub. Return to alignment, hike trails, walk a creek, peaceful lake, swings, 70 private acres. Sleeps 9 in 7 comfy beds. Easy kitchen, cute living room, dinette, self check-in. Restroom, hot shower, a/c and heat. Swiss Family Retreat!

4.82 out of 5 average rating, 118 reviews

Home in Hermann

Hillside Cottage - Whole house in downtown Hermann

Hillside Cottage is a whole house rental in downtown Hermann. It is 1300 sq ft home with 4 bedrooms & 2 full baths. There is a full kitchen with all the appliances and dishes. The living room and open concept kitchen is a great space for gathering with friends and family. There is a lovely patio to enjoy a cup of coffee or glass of wine. It is located 1/2 block off Market St, so it is walking distance to shopping, wineries, restaurants, and bars. Note: Price includes 5% Hermann City Tax

4.97 out of 5 average rating, 99 reviews

Home in Hermann

Mozart House

Brand new rehab with a little something for everyone. With 2 queen beds and a king bed in the master, each bedroom has a bathroom ensuite. Amazing outdoor space both covered and uncovered. Huge open main living area perfect for hanging out when you're not busy winery hopping. Queen sleeper sofa to accommodate extra guests. Walking distance to downtown Hermann & on the trolley route. Roku TV for you to login to your favorite streaming service (no cable) Easy contactless check-in!

Guest house in Marthasville

4.97 out of 5 average rating, 259 reviews

Hazel's House by the Katy Trail

In the heart of Missouri Wine Country. Within walking distance of the Katy Trail and Lake Creek Winery. Many wineries within a 25-30 minute drive. Enjoy a weekend getaway in a 2 bed 1 bath home. Hazel's House is clean, comfortable and private overnight accommodations. We are not a bed and breakfast, no food included, but there is coffee. Please make sure the location is suitable. We are located out in the country and the internet can be spotty.

4.99 out of 5 average rating, 138 reviews

Home in Washington

*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.

4.85 out of 5 average rating, 114 reviews

Home in Hermann

Valley View on 5th

Can be rented sleeps (10 people) 1st Floor -1 hide-a-bed queen sofa in the living room -2 bed rooms w/ queen beds -high speed internet -washer & dryer -front porch swing -enclosed back porch -hot tub 2nd Floor -kitchen w/ a dining area -private bedroom w/ king bed & sitting area -1 queen sofa bed -high speed internet -deck off kitchen w/ grill, table & chairs We charge $50 extra a night for over 6 guest

4.92 out of 5 average rating, 227 reviews

Home in Lake Saint Louis

Updated Farmhouse 2 bdrm 2 bd 2 acres

Updated Farm House on 2 acres, 2 bedrooms with 2 queen beds, 1 full size bed, fully equipped kitchen, living room, smart TV , WIFI, a full bathroom with double sinks and laundry, this house is a duplex, with 2 separate units, there is the upstairs is for Airbnb guest, the lower unit has a full time tenant, which is at work or traveling most of the time, each unit has its own space and entrance.

4.82 out of 5 average rating, 367 reviews

Flat in Hermann

"B" Our Guest on Market

Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. Apartment "B" is located on the second floor. Its a great space for a your trip to Hermann. Fully private apartment, king size bed. The space has potential to adjoin for larger parties. For larger groups check out our other listings... 5th & Market Get Away The Hide Away on Market

4.87 out of 5 average rating, 637 reviews

Home in Saint Charles

The Benton House - With fenced yard!

Built in 1926 in the heart of Historic St. Charles, The Benton House was renovated with a modern, yet spunky, twist. It's conveniently located steps from Main Street shopping/restaurants/nightlife, and the St. Charles Convention Center! The Benton House is pet-friendly, also perfect for families with kids, couples, friends, business travel, bridal, bachelorette or bachelor's.