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Search results; 603 homes in Upper Plain

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Guest favourite
Cottage in Upper Plain
Spring is here
3 bedrooms, 6 beds, 1 private bathroom
27 Oct – 1 Nov
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4.92 out of 5 average rating, 352 reviews
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Guest favourite
Cottage in Carterton
Provence French Cottage - a Wairarapa retreat.
2 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 477 reviews
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Top guest favourite
Home in Waingawa
Carterton 'Thyme Out' semi rural, new home
4 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Guest house in Masterton
Cottage nestled in estate
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
4.95 out of 5 average rating, 124 reviews
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Top guest favourite
Home in Masterton
Luxury Getaway
1 bedroom, 1 bed, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Tiny home in Masterton
Little lifestyle Legend
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Place to stay in Masterton
Kingfisher Cottage
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.95 out of 5 average rating, 95 reviews
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Top guest favourite
Guest house in Waingawa
Let the countryside recharge your soul
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 228 reviews
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Top guest favourite
Guest house in West Taratahi
Sunrise Vista
1 bedroom, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 93 reviews
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Top guest favourite
Guest house in Masterton
Tui Cottage (Love Shack)
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 56 reviews
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Guest favourite
Home in Masterton
Posh Paws Cottage
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.89 out of 5 average rating, 37 reviews
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Top guest favourite
Cottage in Masterton
Walnut Cottage, a rural idyll
3 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 352 reviews
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Guest favourite
Farm stay in Upper Plain
Romantic hidden abode above Upper Plain Road
1 bedroom, 2 king beds, 1 bathroom
22–27 Sept
4.92 out of 5 average rating, 114 reviews
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Guest favourite
Farm stay in Waingawa
Oden Estate -Self sufficient flat, minutes to town
1 queen bed, 1 bathroom
22–27 Sept
4.89 out of 5 average rating, 200 reviews
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Guest favourite
Cabin in Masterton
Peaceful Getaway Cabin in a Garden Setting
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.86 out of 5 average rating, 14 reviews
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Top guest favourite
Treehouse in Carterton
Surrounded by Nature
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 339 reviews
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Top guest favourite
Home in Masterton
​5 o'clock Somewhere: Premium Wairarapa Escape
3 bedrooms, 3 queen beds, 2.5 bathrooms
15–20 Oct
4.97 out of 5 average rating, 276 reviews
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Guest favourite
Home in Longbush
Tranquil Hilltop Escape - 5 bed
5 bedrooms, 6 beds, 1.5 bathrooms
16–21 Nov
4.91 out of 5 average rating, 23 reviews
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Guest favourite
Guest suite in Masterton
360° Views
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 237 reviews