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Guesthouse vacation rentals in Masterton District

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Top-rated guesthouse rentals in Masterton District

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

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Guesthouse in Greytown

4.8 out of 5 average rating, 167 reviews

The Brambles

Greytown has become a Mecca for boutique shopping and has some great restaurants & cafes. We are a 15min drive from Martinborough full of wineries & olive groves The Brambles is a lovingly restored 1800's outbuilding converted into a small cottage in a rural and peaceful setting. Great indoor outdoor flow to a private BBQ area, in the cottage kitchen there is a microwave, a Nespresso machine with some coffee pods & milk supplied, a 2 element electric hob and all the pots & pans you need to cook

Feb 24 – Mar 3

€ 108 per night

Guesthouse in Masterton

4.98 out of 5 average rating, 41 reviews

Cottage nestled in estate

A fully self contained, 2 bedroom newly renovated cottage set amongst the grounds of an original 1900’s homestead with established gardens and equestrian facilities. For comfort, the cottage has air-conditioning & heating with master bedroom fitted with a ceiling fan. Underfloor heating in the bathroom and a washing machine and dishwasher in the kitchen, Weber BBQ, Nespresso coffee machine and Starlink wifi making your stay easy and comfortable. Equine facilities are available $20/day/horse.

Aug 19 – 26

€ 111 per night

Guesthouse in Masterton

4.92 out of 5 average rating, 605 reviews

Studio 8

My place is close to restaurants and dining, family-friendly activities, public transport, shopping. You’ll love my place because of Its proximity to town, the studio is a short 2 min walk from the Queen St shopping precinct, great cafes and restaurants and only a casual 5 min stroll to QEll Park. The two storied Studio is tucked in behind the 1879 cottage with its own private deck, comfortably appointed for couples seeking a Wairarapa getaway or business travellers needing a central location.

Sep 3 – 10

€ 84 per night

Guesthouse in Carterton

4.91 out of 5 average rating, 211 reviews

Kererū Rest Take time amongst nature

Kererū Rest is in a semi rural position, enjoy relaxing on the deck or in the private outside beautiful bath. There is a bar fridge/freezer, toaster and kettle. Breakfast selection provided eg: muesli, bread, butter, spreads, orange juice,milk, teas and fresh plunger coffee. This may work for travellers who don't plan on spending vacation time cooking although a gas barbeque is available (see photo) Greytown is five minutes away providing boutique shopping and a variety of dining.

Jan 7 – 14

€ 82 per night

Guesthouse in Carterton

4.99 out of 5 average rating, 154 reviews

White shed, modern rustic

Our rural shed is a spacious self-contained getaway with sun and views of the surrounding countryside. It is best suited for 2 guests, but can accomodate 3, with a queen size bed upstairs and a fold-out sofa in the living room. A fold out bed is available for children. We stock the kitchenette with free range eggs, locally made bread, homemade jam, butter, milk, tea and coffee. There’s a BBQ available. We’re 5 minutes walk to the Carterton shops and near the railway station.

Jan 18 – 25

€ 144 per night

Guesthouse in Opaki

4.98 out of 5 average rating, 143 reviews

Twin Elms - Semi Rural Yet Close to Town

Welcome to Twin Elms. This apartment is situated on our property but separate from the main house. We are positioned in a lovely rural location about a 7 minute drive to the centre of Masterton. You are more likely to wake to the sound of sheep and birds than traffic. Our popular beaches, Castlepoint and Riversdale, are only an hour drive away. Martinborough, famous for it's wines, is approximately 30 minutes drive. Tea & Coffee provided along with free internet and Netflix.

Mar 21 – 28

€ 63 per night

Guesthouse in Woodside

5.0 out of 5 average rating, 104 reviews

Historic Cottage getaway in Greytown

Escape to Pine Grove Cottage, a peaceful country retreat just 1.6km from Greytown village. Built-in 1865, this historic cottage offers a queen-sized bed, ensuite, living area, private patio, heat pump/air con, wifi, and a kitchenette (no cooking facilities). Enjoy cruiser bikes and a heated pool (Nov - April). Attached to the main house but with private access. Discover Greytown's charm and the beauty of Wairarapa. Book now for a serene getaway!

Jan 22 – 29

€ 129 per night

Guesthouse in Waingawa

4.89 out of 5 average rating, 57 reviews

Let the countryside recharge your soul

A little slice of country just 5 minutes from Masterton. A cute and cosy cottage with rural views. Sit on the sheltered patio and enjoy the changing faces of the Tararua ranges. Perfect weekend escape to enjoy all that the Wairarapa has to offer. A short drive to Mount Holdsworth, Carterton, Greytown and half an hour to Martinborough's wineries. If you are travelling for work, we are only a few minutes off the main highway.

Dec 9 – 16

€ 67 per night

Guesthouse in Masterton

5.0 out of 5 average rating, 38 reviews

Oaklee Sleepout - one bedroom get away

This is a self-contained, one bedroom unit. Ideally suited for 2, with the option of a pull out sofa bed for an extra if needed. It has a small kitchenette with microwave oven, toaster, fridge freezer and kettle. Please note that the unit is close to the family home and we have a small dog who will, no doubt, be the first to welcome you. 10 minutes from town, 7 minutes from the hospital, with a beautiful rural outlook.

May 2 – 9

€ 81 per night

Guesthouse in Greytown

4.95 out of 5 average rating, 100 reviews

Boutique Greytown cottage

Nestled in the back garden of a century-old house, is a sunny, self-contained, private cottage. Two sets of french doors open into a private garden. The cottage is 3 minutes walk to the vibrant centre of Greytown with cafes and boutique shops. A continental breakfast is provided. Discounts are provided for longer stays. A small foldaway bed is available at an additional fee for a child under 12.

Jun 10 – 17

€ 89 per night

Guesthouse in Carrington

4.92 out of 5 average rating, 144 reviews

The Rural Studio

A private studio with stylish bathroom and kitchenette in a quiet rural setting. 5 minutes from SH2 and Carterton town and train station (to Wellington). Located in the heart of the Wairarapa, convenient for events and attractions, Greytown and Martinborough. Horse grazing and yards also available on request for $20/night. A great stop-off to recharge en route to Horse of the Year Show.

Feb 10 – 17

€ 90 per night

Guesthouse in Greytown

4.72 out of 5 average rating, 133 reviews

Ivy's Garden Cottage | SkyTV | Wifi | Dog Friendly

Quiet stand alone cottage in private garden surrounded by mature trees. Just a short walk from Greytown's boutique shops, restaurants and cafes. A great base to explore the regions vineyards, forest parks and festivals or to simply unwind. Newly added features include free Sky TV, Wi-fi, Microwave oven and couch. Larger fridge for longer stays and black-out curtains. Dogs welcome.

Oct 29 – Nov 5

€ 79 per night

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Popular amenities for Masterton District guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Greytown

4.94 out of 5 average rating, 87 reviews

Westwood Pool House (can sleep 4 Adults)

Jul 26 – Aug 2

€ 131 per night

Guesthouse in Greytown

4.92 out of 5 average rating, 26 reviews

Westwood Country House

Jun 13 – 20

€ 739 per night

Guesthouse in Carterton

4.85 out of 5 average rating, 212 reviews

The Buzzy Garden B&B

Mar 13 – 20

€ 74 per night

Guesthouse in Masterton

4.92 out of 5 average rating, 605 reviews

Studio 8

Sep 3 – 10

€ 84 per night

Guest house rentals with a patio

Guesthouse in Greytown

4.71 out of 5 average rating, 17 reviews

Green Door Cottage - Cosy, Stylish, Serene

Jul 13 – 20

€ 106 per night

Guesthouse in East Taratahi

4.93 out of 5 average rating, 28 reviews

Memory Grove pod is set in-between Olive trees

Nov 19 – 26

€ 93 per night

Guesthouse in Carterton

4.84 out of 5 average rating, 50 reviews

Stylish hideaway on High Street - Carterton

Aug 29 – Sep 5

€ 107 per night

Guesthouse in Greytown

4.98 out of 5 average rating, 42 reviews

The Castle - Greytown

Sep 10 – 17

€ 109 per night

Guesthouse in Carterton

4.97 out of 5 average rating, 87 reviews

The Alchemist Retreat, Private Studio in Carterton

Aug 14 – 21

€ 123 per night

Guesthouse in Woodside

5.0 out of 5 average rating, 13 reviews

Beautiful one bedroom guesthouse in Greytown

Jul 25 – 30

€ 161 per night

Guesthouse in Longbush

5.0 out of 5 average rating, 7 reviews

Starlight Cottage

Dec 18 – 25

€ 122 per night

Guesthouse in Masterton

5.0 out of 5 average rating, 5 reviews

Te Awa Lake View Cottage

Sep 4 – 11

€ 137 per night

Guest house rentals with a washer and dryer

Guesthouse in Greytown

4.94 out of 5 average rating, 17 reviews

Orchard Road Guest Suite

Jun 7 – 14

€ 119 per night

Guesthouse in Parkvale

5.0 out of 5 average rating, 11 reviews

Fallen Oaks Cottage, Carterton

Aug 1 – 8

€ 215 per night

Guesthouse in Greytown

4.58 out of 5 average rating, 83 reviews

Elmwood Studio

Sep 26 – Oct 3

€ 55 per night

Guesthouse in Morison Bush

5.0 out of 5 average rating, 21 reviews

A cosy, country, romantic getaway!

Jan 4 – 11

€ 122 per night

Guesthouse in Opaki

4.92 out of 5 average rating, 50 reviews

Loop Line Chalet

May 3 – 10

€ 129 per night

Destinations to explore