
Holiday houses in Pilot Grove
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Top-rated holiday rentals in Pilot Grove
Guests agree: these stays are highly rated for location, cleanliness and more.

Roomy Boonville Bungalow Escape 2.5bed/2bath
Spacious family home perfect for reunions or a peaceful retreat. Listed as a 2 bed, however there are 2 family rooms with a pullout sofa. Enjoy the historical scenery and the sound of church bells as you peruse the uniqueness Boonville has to offer. Short walk to Main St. and the river. Right next door is an additional Airbnb that we offer for reservations, perfect for larger gatherings or family trips. 10-14 guest availability. Contact us for booking both properties, or for any further details!
ValueFamilyPets
4.63 out of 5 average rating, 30 reviews
Relax Enjoy Mid-Missouri with Fenced in Back Yard
Your family will be close to everything when you stay at this centrally-located place. Large fenced in backyard for your energetic children or fur babies. Take a ride on the Katy Trail or take in a beautiful walk across the Missouri River Bridge. Only minutes from Columbia to take in a MIZZOU game or take in a musical at the Lyceum Theater in Arrow Rock! Take a long nice stroll through Historical Boonville. Boonville has many local restaurants to enjoy and along with the Isle of Capri Casino.
FamilyLocationAccuracy
4.97 out of 5 average rating, 92 reviews
Charming downtown Bungalow.
Forget your worries in this spacious & serene space that provides complete privacy. Great room features kitchen with amenities, table for 10, leather couch & TV. Main bedroom features king-sized bed & movie-style TV that adjoin a spa-inspired bathroom with walkaround shower & antique bathtub. 2nd bedroom includes full-size bed & TV. 2nd full bathroom with custom tile shower. Bonus room with pool table & bunkbeds! Inflatable queen mattress + linens available. Washer & dryer. Breakfast included!
LocationFamilyCondition
5.0 out of 5 average rating, 32 reviews
Quaint Farmhouse near Boonville
Breathe in the country air and listen to the quail as you relax on the back deck. Whether you are passing through or looking for an escape, this remodeled, dog friendly, farmhouse is calling your name. Perfect for families or friends; you can gather around the dining table, play games, or explore the area. Conveniently located 6 mile south of I 70, you are a short drive to many great attractions including Warm Springs Ranch, University of Missouri, the Katy Trail, Arrow Rock, and much more.
ValueLocationNearby
5.0 out of 5 average rating, 14 reviews
Grateful Acres Hideaway
PLEASE NOTE: PROPERTY IS LOCATED ON A DEAD END GVL RD. APX 2 Miles S OF I-70. Spacious laundry room leads to s. bdr/bath and kitchen. Fireplace with wood burning insert for extra heat in winter. PLEASE KNOW THAT 2 BEDROOMS (5 BEDS) ARE UPSTAIRS. The beds upstairs include 1 queen size, 2 sets of bunk beds. The bed in master bdr: King. S. bdr: Queen. The 2 full kitchens are fully stocked. Kitchen1 has a gas stove and oven, the one in the S Kitchen has an electric stove Microwaves in both
ValueFamilyAmenities
5.0 out of 5 average rating, 24 reviews
Katy Retreat: Private Getaway in Mid Missouri
Just steps from the Katy Trail, Missouri River, Farmer's Market and Depot District, casino and downtown! Enjoy the beauty and peace of this historic river town. Visit the world-famous Anheuser-Busch Clydesdales at the Warm Springs Ranch, bike or hike the Katy Trail, visit a local winery or spend a day or two exploring the rich history of the area - it's a getaway that won't break the bank! For our guests safety, we do have an exterior security camera monitoring driveway and front porch
ValueFamilyCheckout
4.94 out of 5 average rating, 609 reviews
Ms. Ada’s House
*BREAKFAST INCLUDED* Stay in a cozy log cabin located in an historic town. Ms. Ada’s House was completely restored in 2023. Built in the early 1830’s, you’ll feel like you’re stepping back in time while enjoying its modern amenities. Sleep in the original log cabin room, relax on the daybed swing on the front porch, and enjoy meals under the light of a lantern. Then at the end of the day, the bright and sunny living room transforms into a cozy den as you relax by the fireplace.
LocationValueGetting around
4.99 out of 5 average rating, 99 reviews
Katy Chalet
Relax with the whole family in this cozy home located in a quiet neighborhood. This home is situated two blocks from Harley Park which includes lookout point with a beautiful view of the Missouri River. One block away is the Katy Trail which includes the historic Katy Trail Bridge, as well as Isle of Capri Casino. Boonville is known for it’s history and charm. Attractions include museums, aquatic center, golf course, and Warm Springs Ranch home of the Budweiser Clydesdales.
ValueLocationCondition
5.0 out of 5 average rating, 193 reviews
The Cottage @ MRF Inn
Missouri River Farmers Inn (MRF Inn) was purchased by the current owner in Nov. 2020. Previously run as the Down Over Bed and Breakfast, The MRF Inn will feature contact free stays and check-in. The Inn has undergone a big remodel, you will find everything fresh and updated. Complete with an onsite gym, small kitchenette area equipped with a microwave, small refrigerator, toaster, dishes, serving ware and Keurig. The Cottage at MRF Inn sit adjacent to the Inn.
LocationFamilyAmenities
4.94 out of 5 average rating, 32 reviews
Wheels Trails and Tails Inn - Fully Fenced!
Wheels Trails and Tails Inn Centrally located and close to everything, 1.75 miles to the Katy Trail, 1.5 miles to great restaurants, and just 0.7 miles to Lion’s Park with a pool, pickleball, and tennis. Enjoy a peaceful neighborhood only 7 minutes from I-70. Features include a fully stocked kitchen, relaxing patio, garage access, TVs in every bedroom, ADA-friendly ramp, fenced yard, pet crates, plus board games, books, movies, and more for your stay.
FamilyLocationBackyard
4.95 out of 5 average rating, 64 reviews
The Shouse
The Shouse is a rustic living quarters built directly under the same roof as our horse stable. Bring your horses along and they can stay here too. The home has been fully renovated from an Amish tack shop. It is located in the heart of an Amish community. Spend your evenings relaxing on the front porch and watch the horse and buggies go by. Ask about booking your own buggy ride while you stay to get the most out of your visit!
ValueFamilyLong stay
4.89 out of 5 average rating, 337 reviews
Haven House Retreat (booking fee now paid by host)
The Haven House is great for small families, smaller wedding parties, a visit to the state fair, or couples just looking to getaway for the weekend. Also, you will be conveniently close to many popular places. Fairgrounds < 2 miles depending on gate access Downtown area 2 miles Katy Trail 1 mile or less depending on access point Heritage Ranch Event Venue 5.4 miles Hwy access Bothwell Hospital 2 miles
ValueLocationWalkability
5.0 out of 5 average rating, 248 reviewsPopular amenities for Pilot Grove holiday rentals
Other great holiday rentals in Pilot Grove

Studio J
LocationAccuracyAccess
5.0 out of 5 average rating, 27 reviews
The Upside Down Cabin (in the Heart of Arrow Rock)
FamilyLocationKitchen
4.9 out of 5 average rating, 50 reviews
Trailside Suites
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4.96 out of 5 average rating, 73 reviews
Bricktorian Downtown
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Luxury Downtown Loft- Walk to Katy Trail & Casino
LocationValueKitchen
4.99 out of 5 average rating, 142 reviews
Bright 5BR home Walk to Katy trail Casino Big Yard
ValueFamilyAmenities
4.79 out of 5 average rating, 140 reviews
Santa Fe Hideaway
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4.86 out of 5 average rating, 318 reviews
Rustic Modern Cabin Escape near New Franklin, MO
LocationFamilyWi-Fi
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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