Vacation rentals in Gray Summit

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Top-rated vacation rentals in Gray Summit

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Guest favorite

Tiny home in Pacific

4.95 out of 5 average rating, 171 reviews

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!

Guest favorite

Home in Augusta

4.99 out of 5 average rating, 222 reviews

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!

Guest favorite

Cottage in Eureka

4.92 out of 5 average rating, 241 reviews

Beautiful Cottage on Large Private Lot

This lovely rural cottage is nestled back in the woods on its very own private acre of land. It offers guests a beautiful getaway experience while walking the property or hanging out on the large covered front porch; while at the same time being just a 7 minute drive from downtown Eureka with its many delicious restaurants and adorable boutiques. If Six Flags is your goal you can enjoy the hustle bustle of the amusement park during the day and relax after a 15 minute drive back to the cottage.

Guest favorite

Chalet in Innsbrook

5.0 out of 5 average rating, 101 reviews

Modern Lakefront Chalet at Innsbrook

Updated modern 2 bed 2 bath lakefront chalet located within the Innsbrook Resort. Enjoy private access and of the small Lake Powderhorn. This stylish chalet has 2 bedrooms each with a queen size bed. The open living room has a large sectional and a separate full size couch. The updated kitchen includes a stove, dishwasher, and a laundry unit. As part of the Innsbrook resort, you'll also have access to the many amenities, including golf course, swimming complex, various lakes, trails, etc.

Superhost

Tiny home in Pacific

4.9 out of 5 average rating, 496 reviews

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- fun, colorful plastic dinnerware, toys, books, puzzles, and games (puzzles and games for adults too) * Essentials for your furbabies as well - treats, leashes, food & water bowls, waste bags, towels

Guest favorite

Home in Gray Summit

4.86 out of 5 average rating, 118 reviews

Sunset Mountain Privacy

You’ll be amazed at how private your 10 rooms are in this main level space within a shared property. Gorgeous countryside views, gardens & walking trails. Covered deck, full kitchen, & Laundry. You can’t beat this value at any hotel! I stay in my private lover level with my 9 yr old son & fiancé. A newly built, fully insulated wall divides us. The only spaces we share are outside & the laundry room. $20/per extra person/per day. $30 pet fee-all dogs welcome. 420 friendly

Guest favorite

Guesthouse in Marthasville

4.96 out of 5 average rating, 227 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.

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 362 reviews

Honeymoon Suite Camp Skullbone In The Woods

Romantic quiet cozy chalet for two! Vintage décor with all the modern amenities of home. Relax inside to unwind, kick back and watch a movie, surf the web via free wi-fi, curl up with a good book, open up a board game for a friendly challenge or share a drink with that special someone. Want some fresh country air? Lace-up those hiking boots and take like Camp Skullbones. . Enjoy the stars on the intimate deck with the glow from the gas fire pit.

Guest favorite

Loft in Washington

4.99 out of 5 average rating, 304 reviews

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.

Guest favorite

Guesthouse in Union

4.97 out of 5 average rating, 96 reviews

Route 66 Retreat - Bring your pets!

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.

Guest favorite

Guest suite in Dardenne Prairie

4.89 out of 5 average rating, 198 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

Guest favorite

Apartment in Washington

4.97 out of 5 average rating, 309 reviews

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.