Vacation rentals in Woodside

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Top-rated vacation rentals in Woodside

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Loft in Tauherenikau

4.98 out of 5 average rating, 101 reviews

The Cook's Loft

The Cook’s Loft is a premium, peaceful, self-contained two bedroom apartment which offers genuine country hospitality. The Cook’s Loft is 50 minutes from Wellington by train or car, three minutes from the township of Featherston and is strategically placed for you to enjoy the South Wairarapa - wedding venues, vineyards, forest walks, cycle tracks and shopping. Generous breakfast provisions, comfortable beds, antiques, and overlooking an established vegetable garden; you will love your stay!

Dec 5 – 12

R1,692 ZAR per night
Guest favorite

Cottage in Woodside

4.99 out of 5 average rating, 242 reviews

Longforde Cottage

Welcome to Longforde, a very special, charming and beautifully furnished cottage attached to our main home but completely independent with your own access and landscaped to ensure your absolute privacy. Set on 4 acres of stunning gardens, each room has private rural views of the countryside and Tararua ranges. We are located at the end of one of Greytowns most beautiful streets, a walkable 2km into the shops and cafes. As well, we are on a popular walking and biking route to the Waiohine river.

May 16 – 23

R3,512 ZAR per night
Guest favorite

Cottage in Carterton RD1

4.94 out of 5 average rating, 335 reviews

Provence French Cottage - a Wairarapa retreat.

Wonderful eco-sustainable French style cottage built of stone and native timber with picturesque views of the river valley and mountains. Near to Carterton, Greytown and Masterton. Drink pure artesian spring water while listening to abundant birds and sitting on your veranda. Go for a bush walk in the National Park across the river, go biking, play golf - or visit the vineyards and restaurants for a vibrant time. This is an adventure escape that is close to the vibrant Wairarapa 'good life'!

Sep 14 – 21

R1,593 ZAR per night

Popular amenities for Woodside vacation rentals

Stay near Woodside's top sights

The White Swan Country Hotel23 locals recommend
The Offering4 locals recommend
FreshChoice Greytown15 locals recommend
Main Street Deli Café9 locals recommend
The French Baker14 locals recommend
Greytown Hotel - The Top Pub8 locals recommend

Other great vacation rentals in Woodside

Guest favorite

Barn in Waihakeke

5.0 out of 5 average rating, 204 reviews

The Good End of the Shed.

Nov 12 – 19

R1,993 ZAR per night
Superhost

Home in Dalefield

4.85 out of 5 average rating, 181 reviews

Rose End Escape

Dec 30 – Jan 6

R2,602 ZAR per night
Guest favorite

Home in Greytown

4.94 out of 5 average rating, 100 reviews

Greytown Cottage: Fast Fibre, Sky TV, Linen inc.

Nov 15 – 22

R2,872 ZAR per night
Guest favorite

Chalet in Featherston

4.96 out of 5 average rating, 221 reviews

Unbelievable Peace at Underhill Cottage B+B

Aug 19 – 26

R1,608 ZAR per night
Guest favorite

Guesthouse in Featherston

4.97 out of 5 average rating, 482 reviews

Cosy Cabin ~outdoor bath~stars~donkeys

Aug 5 – 12

R1,118 ZAR per night
Guest favorite

Guesthouse in Carterton

4.91 out of 5 average rating, 206 reviews

Kererū Rest Take time amongst nature

Feb 12 – 19

R1,417 ZAR per night
Guest favorite

Treehouse in Carterton

4.98 out of 5 average rating, 254 reviews

Surrounded by Nature

Jun 12 – 19

R2,343 ZAR per night
Superhost

Home in Carterton

4.93 out of 5 average rating, 87 reviews

Rejuvenate in tranquility with family/friends!

Jul 22 – 29

R6,132 ZAR per night
Guest favorite

Guesthouse in Greytown

4.95 out of 5 average rating, 93 reviews

Boutique Greytown cottage

May 28 – Jun 4

R1,523 ZAR per night
Guest favorite

Guest suite in Greytown

4.91 out of 5 average rating, 66 reviews

"Cosy Studio on Prendiville Lane"

Jun 24 – Jul 1

R1,556 ZAR per night
Guest favorite

Guest suite in Greytown

5.0 out of 5 average rating, 73 reviews

Potager B&B - Woodside - Greytown

Jun 28 – Jul 5

R2,103 ZAR per night
Guest favorite

Guesthouse in Greytown

4.97 out of 5 average rating, 39 reviews

The Castle - Greytown

Sep 27 – Oct 4

R2,149 ZAR per night

Destinations to explore