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Guest favorite
Cabin in Pioneer
Storybook Cabin in Pioneer. Near Kirkwood!
6 guests3 bedrooms3 beds2 baths
May 25 – 30
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May 25 – 30
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R24,351 ZAR for 5 nights
for 5 nights

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Top guest favorite
Guest suite in Pioneer
Whispering Pines Apartment
3 beds
May 19 – 24
R10,084 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 236 reviews
Top guest favorite
Shipping container in Pioneer
Tranquil Container Oasis & Wellness Space
Free cancellation
Jun 22 – 27
R34,864 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 67 reviews
Top guest favorite
Home in Pioneer
The Cozy Cabin in Pioneer
1 bed
May 25 – 30
R12,659 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 36 reviews
Guest favorite
Cabin in Pioneer
Peaceful Pioneer Cabin
Free cancellation
Jun 1 – 6
R13,946 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 20 reviews
Top guest favorite
Guest suite in Pioneer
Sugar Pine Retreat!
2 beds
May 19 – 24
R10,792 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 29 reviews
Guest favorite
Apartment in Pioneer
Sanctuary in the Pines
Free cancellation
May 26 – 31
R8,771 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 55 reviews
Guest favorite
Cabin in Pioneer
Peaceful 3BR lodge between Kirkwood/Jackson
Free cancellation
Jun 2 – 7
R17,722 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 86 reviews
Guest favorite
Cabin in Pioneer
A-Frame Lodge w/ Wood Burning Fireplace
4 beds
May 24 – 29
R17,255 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Pioneer
Modern 4BR Retreat Near Snow, Lake, Wine + Casino
Free cancellation
May 27 – Jun 1
R18,774 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 14 reviews
Home in Pioneer
Quaint Cottage in the woods
2 beds
Jun 2 – 7
R11,802 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 119 reviews
Guest favorite
Cabin in Pioneer
Perfect Escape: HotTub, Firepit, BBQ,Wineries,K9OK
Free cancellation
May 27 – Jun 1
R28,796 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 27 reviews
Top guest favorite
Home in Pioneer
NEW Amador Pines/Kirkwood Cabin
5 beds
Jun 2 – 7
R24,566 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Superhost
Cottage in Pioneer
Kirkwood and Amador Wine Country Cabin
Free cancellation
May 27 – Jun 1
R13,410 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 157 reviews
Guest favorite
Home in Pioneer
Rustic Retreat: Trails, Vineyards & Lake Views
4 beds
May 19 – 24
R19,675 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 23 reviews
Top guest favorite
Room in Pioneer
Stay with HenryHosting for 4 years,
Kirkwood Crash Pad
May 26 – 31
R5,364 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 22 reviews
Guest favorite
Cabin in Pioneer
Secluded Chalet in Forest, Hot Tub/Fire Table/Pets
6 beds
May 21 – 26
R34,525 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 30 reviews
Guest favorite
Cabin in Pioneer
Spacious Mountain Get-Away 8 beds - 5 bedrooms
Free cancellation
Jun 3 – 8
R37,009 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 33 reviews
Superhost
Dome in Pioneer
Magical Dome
4 beds
May 27 – Jun 1
R16,199 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 201 reviews