Vacation rentals in Gray Summit

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Top-rated vacation rentals in Gray Summit

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Tiny home in Pacific

4.96 out of 5 average rating, 161 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!

Nov 10 – 17

$95 per night

Guest favorite

Cottage in Eureka

4.92 out of 5 average rating, 236 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.

Aug 23 – 30

$140 per night

Guest favorite

Home in Augusta

4.99 out of 5 average rating, 218 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!

Oct 6 – 13

$152 per night

Guest favorite

Cabin in Bourbon

4.91 out of 5 average rating, 362 reviews

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

Jul 23 – 30

$68 per night

Superhost

Tiny home in Pacific

4.89 out of 5 average rating, 484 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

Sep 9 – 16

$95 per night

Superhost

Cabin in Steelville

4.8 out of 5 average rating, 145 reviews

Great Ozark Cabin by Meramec River!

River’s Up! Welcome to our cabin! Our hope is that you will be rejuvenated by your experience in the woods. Located a short walk from the upper Meremac River and not far from some amazing conservation areas, the scene here is perfect for exploring, resting, or just being still. Just a short drive to hiking trails, Onondaga Cave State Park, Huzzah Recreation Area, multiple canoe/kayak outfitters, wineries, and the Cuba Lakes Golf Course there is something for everyone at River’s Up Cabin!

Sep 15 – 22

$136 per night

Guest favorite

Home in Gray Summit

4.85 out of 5 average rating, 117 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. 420 friendly. 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

Oct 16 – 23

$157 per night

Guest favorite

Guest suite in Wildwood

4.84 out of 5 average rating, 140 reviews

Spacious suite,private patio,safe,horse property

Our private, lower level of our home, is just minutes from a beautiful park with easy, hiking trails and magnificent views. There are several other trails/parks nearby for challenging biking and hiking or picnicking. We’re a ten minute from Six Flags Theme Park & Hidden Valley Ski Resort. We are a twenty five minute drive to St. Louis for the tourist fun. Take an Uber or Lyft from our place. Drive thirty minutes west for a Cave tour or a float trip on a beautiful Missouri/Ozark stream.

Feb 18 – 25

$119 per night

Guest favorite

Farm stay in Lake Saint Louis

4.92 out of 5 average rating, 191 reviews

Updated Farmhouse 2 bd 2 acres

Updated Farm House on 2 acres,3 beds, 1 bth, this house has 2 bedroom with 3 beds, a fully equipped kitchen, living room, a full bathroom,double sinks,and laundry facilities, this house is a duplex, with 2 separate units, the upstairs is for Airbnb guest, the lower unit has a tenant, each unit has its own space and entrance. 25 minutes from the St. Louis Airport, close to the Missouri Wineries, Bush wild life area, and only 10 minutes to the Katie Trail along the Missouri River.

Feb 18 – 25

$106 per night

Guest favorite

Guesthouse in Marthasville

4.96 out of 5 average rating, 220 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.

Feb 16 – 23

$99 per night

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 356 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.

Sep 23 – 30

$135 per night

Guest favorite

Loft in Washington

4.99 out of 5 average rating, 295 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.

Dec 19 – 26

$87 per night