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Search results; 606 homes in Upper Plain

Guest favourite
Cottage in Upper Plain
Autumn is here, winter is coming
3 bedrooms, 6 beds, 1 private bathroom
21–26 Jul
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4.92 out of 5 average rating, 349 reviews
Top guest favourite
Home in Waingawa
Carterton 'Thyme Out' semi rural, new home
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Guest house in Masterton
Tui Cottage (Love Shack)
4.96 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Home in Masterton
Luxury Getaway
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Guest house in Waingawa
Let the countryside recharge your soul
4.96 out of 5 average rating, 217 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Top guest favourite
Cottage in Carterton
Provence French Cottage - a Wairarapa retreat.
4.94 out of 5 average rating, 470 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Masterton
Cottage nestled in estate
4.96 out of 5 average rating, 115 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Guest house in West Taratahi
Sunrise Vista
4.98 out of 5 average rating, 87 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Cabin in Masterton
Peaceful Getaway Cabin in a Garden Setting
4.91 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Jul
Guest favourite
Home in Masterton
Posh Paws Cottage
4.91 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Guest favourite
Flat in Masterton
Private Self contained sleepout with aircon& wi-fi
4.85 out of 5 average rating, 280 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Place to stay in Masterton
Kingfisher Cottage
4.95 out of 5 average rating, 87 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Masterton
Self contained with spectacular views
4.99 out of 5 average rating, 168 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Flat in Masterton
Fresh oasis near the heart of Masterton
4.96 out of 5 average rating, 219 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Masterton
Little Bluey
4.97 out of 5 average rating, 37 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Jul
Farm stay in Carrington
Peaceful lifestyle farm
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Guest suite in Mount Holdsworth
Quiet Getaway
4.96 out of 5 average rating, 194 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Masterton
​5 o'clock Somewhere: Premium Wairarapa Escape
4.97 out of 5 average rating, 270 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Treehouse in Carterton
Surrounded by Nature
4.99 out of 5 average rating, 334 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul