Pet-friendly vacation rentals in Warren County

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

Squirrel Run at Innsbrook Resort

WINTER ---> NOV-MAR: 4 -wheel drive car is recommended. In heavy snow, the cabin is deep in the woods & services would not be able to plow you out immediately. NO PARTIES. We have a 8 person occupancy. This includes holidays. Squirrel Run is nestled on 3 acres in a secluded wooded setting within the Innsbrook Resort Community. This 2-bedroom, 1-bathroom home sleeps 8 and offers everything from hiking, canoeing, swimming, or lounging around the firepit. More details on IG @squirrel_run_ibk

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!!

Relaxing Lakefront Chalet in Innsbrook Resort

Nestled in the woods overlooking Foxfire Lake, this A-frame offers the perfect four-season escape. When the snow falls, it transforms into the quintessential winter retreat. Cozy up beside the stone fireplace, where views of the lake are framed by frosted trees. As the weather warms, the lake calls! Enjoy direct access to Foxfire Lake from our private dock. Spend your days fishing, swimming, or simply basking in the sun. This chalet will help you find joy and relaxation, whatever the season.

Lakefront w/ Canoes, Fire pit, Ping Pong, Fishing

Come stay at "Redbird Cabin" our lakefront 3 bedroom A-frame home right on the water with beautiful lake views from the family room. We have plenty of space for families and friends with everything you need to enjoy your retreat. Our massive outdoor area makes for a great space to BBQ, relax, and sit by the fire pit. Located in a gated community within Innsbrook resort (an hour from STL), you'll love the community seasonal pool, restaurant, golf course, gym, playground, and hiking trails!

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!

Private 77 Acre Farm Hermann MO - Sleeps 8+

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. This 3 Bedroom - 2 Full Bath sleeps 7 comfortably, but feel free to bring air mattresses. We will accommodate up to 10 without additional charges. From the moment you step foot on the property you can feel the relaxation. Fully stocked kitchen & gas grill to cook up whatever your heart desires. Relax by the fire pit. It’s just the perfect weekend get-a-way from the city.

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

*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.

Fenced Yard-near riverfront, wineries, PurinaFarms

Soak in the charm of this cozy brick charmer in downtown WashMO! The home is updated and ready for you to unwind and relax. It's just a few minutes from the riverfront, walking distance to all downtown shops & restaurants, and a short drive to Augusta wine country or Purina Farms. Bring your family & friends and enjoy beautiful Washington at the Rand house!

Charming 1930s 2BR | Quiet Street | Warrenton MO

Step into a charming 1930s home with modern updates on a quiet residential street in South St. Louis. 3BR/2BA sleeping 7 with King, Queen, and Full beds. Private cherry blossom backyard, full kitchen, off-street parking. Tower Grove Park nearby. South Grand dining 10 minutes. A peaceful retreat with authentic St. Louis character.

Katy Haus: Hot tub, Wineries, Fenced yard, Dog-fri

A cute little house almost on the Katy Trail. Bring your bikes, bring your dog, bring your friends. After a long day of riding the Katy Trail and enjoying the local wineries and breweries, or maybe you are in the area celebrating a wedding, the Katy Haus is your place to kick back and relax.