Holiday houses in Gray Summit

4.96 out of 5 average rating, 260 reviews

Tiny home in Pacific

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!

4.92 out of 5 average rating, 144 reviews

Home in Pacific

Pacific Palace, super unique!

The Pacific Palace is unlike any other Airbnb! Located in the heart of downtown Pacific, Missouri - only 2 minutes from Highway 44 and 10 minutes from Purina. This house is an incredible one of a kind treasure with lots of unique features including: outdoor gazebo, fish pond, all original cedar interior design, two second story balconies, two large bat tubs (one located in the main bedroom) and so much more!!! Private parking and a gate for added privacy. Just minutes from Six Flags. Book today

4.99 out of 5 average rating, 251 reviews

Home in Augusta

Katy Trail Farmhouse - 3 bd/2.5 bath - Amazing!

DIRECTLY ON THE KATY TRAIL! Quaint 1943 farmhouse on 7 private acres in Missouri wine country - halfway between Klondike Park & the town of Augusta. Loads of farmhouse charm w/ the amenities & comforts of home. Spacious & well-appointed, 3 bedrms/2.5 baths. Walk-in/out or bike-in/out to KATY trail -- the location is perfect. Enjoy a sunset dinner & live music at one of the many wineries – or relax on one of the two screened-in porches & clear your mind. No other place like it in Augusta!

4.93 out of 5 average rating, 112 reviews

Serenity Valley (No Cleaning Fee)

Discover serenity in this Studio 675 sq ft Airbnb amidst nature. Cozy space with 1 queen bed, optional inflatable queen bed for up to 4 guests. Amenities include WIFI, washer/dryer, full kitchen, DirecTV with parental controls. Vintage clawfoot tub, panoramic woods view. Family-friendly with a pack and play. Owners next door for quick resolutions. Relax on the deck. Just 60 mins from downtown STL, 15 mins from Washington, and 20 mins from Missouri wine country. Your tranquil escape awaits!

4.96 out of 5 average rating, 494 reviews

Home in Dittmer

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!

4.78 out of 5 average rating, 255 reviews

Sunny Modern Farmhouse - Pet Friendly Purina Farms

Our Coleman Road farm may look like a quaint older house from the outside, but inside you'll find a stylishly-updated modern farmhouse you'll be excited to spend time in. The rooms are filled with afternoon sunlight, and have been tastefully decorated to provide a tranquil and comfortable retreat. With a spacious living room, two bedrooms, a full bath, and separate kitchen and dining area, the space offers everything you need in a cozy and modern setting.

4.9 out of 5 average rating, 626 reviews

Tiny home in Pacific

Route 66 Cozy Cottage

* Fast Wifi (Spectrum) * Keypad entry (no keys to keep track of) * Private driveway by the front door for easy access to carry luggage in and out * Huge yard for dogs, kids or even adults to play * Lovely outdoor patio with plenty of comfortable seating and beautiful landscaping * For the kiddos- toys, books, and games (puzzles and games for adults too) * Essentials for your furbabies as well - treats, leashes, food & water bowls, waste bags, towels

4.98 out of 5 average rating, 151 reviews

Home in Union

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.

4.96 out of 5 average rating, 414 reviews

Apartment in Washington

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.

5 out of 5 average rating, 122 reviews

Home in Augusta

Augusta Haus

This early 1850's Augusta home has been lovingly revitalized to help those who stay here capture the essence of Augusta. While we have highlighted the craftsmanship of the original builder, we have also incorporated our vision of a comfortable historic home in the very heart of Missouri wine country. Great for couples as well as those traveling with friends or children. Relax and enjoy our Augusta Haus!

4.89 out of 5 average rating, 170 reviews

Home in Gray Summit

Sunset Mountain Forest Privacy

3 bedrooms and 2 full bathrooms on the main floor with private entrance, living room, kitchen, and covered deck are all yours in this shared property. Host stays in the separated lower level and the only places shared are the laundry room & outside. Great for families and dog owners attending Purina Farms. Great for weekend getaways. The pool is available May 27th through mid September, 24 hours a day.

4.99 out of 5 average rating, 210 reviews

Apartment in Washington

2nd Street -Deck Suite (back entrance)

Entrance in rear of building up the deck stairs. We have rented out as monthly rental call for details. Completely renovated historic 1883 building offering rear 2nd floor 1 bedroom apartment. Interior is modern with kitchen, washer/dryer, and large deck in downtown Washington. Walk to bars, shops, restaurants, and the train station. Wineries are a short drive away.

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Other great holiday rentals in Gray Summit

4.9 out of 5 average rating, 29 reviews

Treehouse in Hillsboro

Cozy Riverside Tree House

EmilyRating, 5 stars3 days ago

You won’t be disappointed with this home! The host was very clear and responsive. The home is as described and the view of the river is so beautiful and serene! We came for a wedding nearby and couldn’t have been happier with the proximity to the venue and our relatives’ homes in Hillsboro! We will be back!

4.99 out of 5 average rating, 79 reviews

Home in Labadie

Pinehaven Place - Pet friendly home in Labadie, MO

KarenRating, 5 stars3 weeks ago

Exceeded our expectations! The photos did not do this spacious home justice. The layout is open and the kitchen is huge! The house is very comfortable, clean and plenty of open spaces for our dog and family of 5. We were there for a wedding nearby and was looking for a place that would accept dogs. Jeanette even set up a crate for our puppy and the doggy doors to the fenced in yard gave us a peace of mind! We would definitely recommend this lovely house to all!

4.95 out of 5 average rating, 40 reviews

Home in Labadie

Fenced yard-5 min from Purina & near Hidden Valley

Brooke LoganRating, 5 stars4 days ago

This property was absolutely amazing! Extremely clean and spacious enough for our large group. Sara was great too! My group originally had a different property booked but it got cancelled on us a week before. Sara was nice enough to let us still stay last minute despite us having more people than allowed on the property. Her extreme responsive and communicative skills were much appreciated. We had an amazing stay! Thank you so much!

Superhost

Guest suite in Washington

4.6 out of 5 average rating, 10 reviews

Hidden Rock Suite @Raven'sViewRetreat in WashMO

AngieRating, 5 stars1 month ago

Highly recommend. Tarah was wonderful.

4.86 out of 5 average rating, 22 reviews

The River House

BradRating, 5 stars2 weeks ago

What a cool little river house. The kids really enjoyed hiking down to the river and hanging out.

4.98 out of 5 average rating, 65 reviews

Cabin in Pacific

Catch The Dream:; An Immersive Equestrian Escape

MichelleRating, 5 stars1 week ago

Lynette’s place really deserved a few nights stay at least but we only stayed for a night. It was easy to find and very clean inside. The bathroom was very clean and renovated as well. We would definitely come back!

5 out of 5 average rating, 99 reviews

Cabin in Leasburg

Luxury Cabin on 9 acres/Sleeps 6 with Hot Tub

ShannonRating, 5 starstoday

We loved this beautiful cabin in the woods and couldn’t have asked for a better place to stay and enjoy spending time with our family! The amenities were great! Everything is well maintained and they have made sure you can relax with all of the “extra” touches that made staying here enjoyable. We would definitely come back next time we are floating the rivers!

Superhost