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Search results; 601 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 Masterton
Luxury Getaway
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
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
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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
Home in Masterton
Posh Paws Cottage
4.91 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
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
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
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 Waingawa
Let the countryside recharge your soul
4.96 out of 5 average rating, 218 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 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
16–21 Jul
Top guest favourite
Guest suite in Matahiwi
The Dollshouse Apartment, Masterton
4.84 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 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
20–25 Jul
Top guest favourite
Guest house in Masterton
Studio 8
4.92 out of 5 average rating, 761 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, 88 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Guest suite in Masterton
Victoria Lodgings self contained studio apartment
4.95 out of 5 average rating, 265 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Masterton
Self contained with spectacular views
4.98 out of 5 average rating, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Home in Masterton
​5 o'clock Somewhere: Premium Wairarapa Escape
4.97 out of 5 average rating, 271 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in Woodside
Greytown Cottage & Cabin | Outdoor bath | Dark Sky
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Masterton
Little Rose Lea
5.0 out of 5 average rating, 80 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug