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Search results; 603 homes in Upper Plain

Guest favourite
Farm stay in Upper Plain
Romantic hidden abode above Upper Plain Road
1 bedroom, 2 beds, 1 private bathroom
21–26 Aug
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4.92 out of 5 average rating, 114 reviews
Top guest favourite
Cottage in Carterton
Provence French Cottage - a Wairarapa retreat.
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 472 reviews
Top guest favourite
Guest house in Waingawa
Let the countryside recharge your soul
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 223 reviews
Top guest favourite
Tiny home in Masterton
Little lifestyle Legend
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Guest house in West Taratahi
Sunrise Vista
1 bedroom, 3 beds, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Guest house in Masterton
Cottage nestled in estate
2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.95 out of 5 average rating, 121 reviews
Top guest favourite
Guest house in Masterton
Tui Cottage (Love Shack)
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Home in Masterton
​5 o'clock Somewhere: Premium Wairarapa Escape
3 bedrooms, 3 queen beds, 2.5 bathrooms
5–10 Sept
4.97 out of 5 average rating, 274 reviews
Guest favourite
Cottage in Upper Plain
Winter is almost over
3 bedrooms, 6 beds, 1 bathroom
25–30 Aug
4.92 out of 5 average rating, 350 reviews
Guest favourite
Home in Masterton
Posh Paws Cottage
1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
4.89 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in Masterton
Studio 8
1 bedroom, 1 double bed, 1 bathroom
28 Aug – 2 Sept
4.92 out of 5 average rating, 766 reviews
Top guest favourite
Place to stay in Masterton
Kingfisher Cottage
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 92 reviews
Top guest favourite
Cottage in Masterton
Walnut Cottage, a rural idyll
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 348 reviews
Guest favourite
Guest house in Masterton
Tui Lane
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Guest house in Carterton
White shed, modern rustic
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
4.99 out of 5 average rating, 204 reviews
Guest favourite
Cabin in South Wairarapa District
Galtimore
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.84 out of 5 average rating, 675 reviews
Guest favourite
Room in Masterton
*Autumn Special* Separate Guest Suite w Ensuite
2 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 441 reviews
Top guest favourite
Home in Masterton
Peaceful, Spacious Two Bedroom Home in Masterton
2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Waingawa
Carterton 'Thyme Out' semi rural, new home
4 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 19 reviews