Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

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

Guest favorite
Home in Chanute
Beautifully Modern Mayfield-Welch Cottage
The Mayfield-Welch is a beautiful well-appointed cottage that pays homage to the history of the land on which it is built. This comfortable cottage is tastefully decorated with items from the era of the National Champion Greyhounds trained on this property. Relax on our spacious front porch and experience the peaceful outdoors with geese flying overhead in the evenings or the occasional sightings of whitetail deer. Book your stay to experience all that The Mayfield Welch Cottage has to offer.
Sep 20 – 27
$96 per night
4.99 out of 5 average rating, 151 reviews
Guest favorite
Home in Bartlesville
Unique 1920s Oasis Near Pioneer Woman’s Mercantile
Experience the historical charm of Bartlesville from this unique 2BR 1Bath bungalow that will leave you in awe with its comfort and convenience levels. Its downtown location allows you to explore the entire city, visit excellent restaurants, shops, entertainment, and historical landmarks, and even venture into nearby Pawhuska to see the famous Pioneer Woman‘s Mercantile. ✔ 2 Comfy BRs ✔ Antique Decor ✔ Gourmet Kitchen ✔ Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!
Apr 30 – May 7
$133 per night
4.91 out of 5 average rating, 459 reviews
Guest favorite
Guesthouse in Bartlesville
Cabin in the Woods, 10 minutes to Bartlesville
Our guest cabin is set on 20 wooded acres in the Osage Hills at the end of a private gravel road. It feels completely isolated, but it's only 10 minutes to downtown Bartlesville, 20 minutes to Pioneer Woman's Merc, and an hour to Tulsa. There is a full kitchen, living area, and full bath on the ground floor, with a queen and twin bed on the 2nd floor. There is no TV to interfere with the quiet, although WiFi keeps you connected. We live in the main house and are always available if needed.
Aug 24 – 31
$60 per night
4.92 out of 5 average rating, 166 reviews

Popular amenities for Montgomery County vacation rentals

Other great vacation rentals in Montgomery County

Guest favorite
Farm stay in Cherryvale
Spacious Lodge on 40 Acres!
Jul 26 – Aug 2
$251 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Farm stay in Cherryvale
Barndo Farmhouse In The Country
Jan 22 – 29
$111 per night
4.98 out of 5 average rating, 96 reviews
Guest favorite
Cottage in Copan
Eagles Nest Cottage
Mar 7 – 14
$70 per night
5.0 out of 5 average rating, 45 reviews
Guest favorite
Cottage in Coffeyville
Onyst Aponatyme @ FlatRock
Apr 16 – 23
$76 per night
4.92 out of 5 average rating, 60 reviews
Guest favorite
Home in Neodesha
The Nest; no cleaning fee!
Mar 20 – 27
$99 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Cabin in Cherryvale
Donnie's Place, close to Big Hill Lake
Jul 29 – Aug 5
$83 per night
4.82 out of 5 average rating, 38 reviews
Guest favorite
Home in Coffeyville
Cheerful 2-BR Cape Cod-style home near hospital
Nov 19 – 26
$139 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Tiny home in Fredonia
Tiny Home at Harmony Hill Farmstead
Oct 16 – 23
$90 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Parsons
“Park Place” perfect for large groups. Sleeps 13
Jan 6 – 13
$269 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Cabin in Fall River
The spot
Jul 23 – 30
$105 per night
4.89 out of 5 average rating, 62 reviews
Guest favorite
Cottage in Parsons
Silver Fox Cottage
Jun 8 – 15
$110 per night
4.98 out of 5 average rating, 62 reviews
Guest favorite
Home in Fall River
Beautiful 3 bed cabin with 2 bed bungalow
Jan 3 – 10
$169 per night
4.96 out of 5 average rating, 23 reviews

Destinations to explore