Pleasant Point Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Pleasant Point holiday rentals

Aparthotel in Fairlie

Pinewood Motels
3.0 star property
8.6 out of 10, Excellent, (455)
"Easy check-in, clean room, cafes and shops nearby."
Australia
eva
The price is NZ$186
includes taxes & fees
9 Jan - 10 Jan 2026
Pinewood Motels

Aparthotel in Kensington

Coastal Ridge Apartments
3.5 star property
9.6 out of 10, Exceptional, (102)
"Good location for holiday in timaru, close to places we were visiting."
Australia
Michael
The price is NZ$219
includes taxes & fees
9 Jan - 10 Jan 2026
Coastal Ridge Apartments

Aparthotel in Temuka

Phoenix Motel
4.0 star property
9.2 out of 10, Wonderful, (113)
"The place to stay in temuka"
Australia
Steve
The price is NZ$167
includes taxes & fees
4 Jan - 5 Jan 2026
Phoenix Motel
10.0 out of 10, Exceptional, (1)
"This was the exact getaway I was looking for. The sleepout was brand new and very tidy. Shower was amzing and the bed very comfy. The owner was so welcoming and friendly. Cannot express how great this stay was! Thank you Gerard and wife (sorry I can't remember your name)"
New Zealand
Daina C.
The price is NZ$187
includes taxes & fees
2 Jan - 3 Jan 2026
Country Getaway - Studio room with Ensuite in seven-acre landscaped gardens.

Holiday Home in Levels Valley

The Huntaway by Tiny Away
The price is NZ$199
includes taxes & fees
11 Jan - 12 Jan 2026
The Huntaway by Tiny Away

Apartment in Maori Hill

Blue Dolphin Motel
3.5 star property
8.0 out of 10, Very good, (158)
"Great place, good bang for your buck. We had a 2 story family room that was really comfortable. It's a bit on the older side, but in good shape! We really enjoyed our stay!"
Canada
Marie
The price is NZ$161
includes taxes & fees
7 Jan - 8 Jan 2026
Blue Dolphin Motel

Holiday Home in Maungati

River Road Retreat 4 by Tiny Away
The price is NZ$233
includes taxes & fees
11 Jan - 12 Jan 2026
River Road Retreat 4 by Tiny Away

Holiday Home in Fairlie

Fairlie Family Home
9.8 out of 10, Exceptional, (55)
"Easy to locate, key was easy to find, clean and comfortable and a short walk to town."
Australia
Natalie P.
The price is NZ$291
includes taxes & fees
20 Jan - 21 Jan 2026
Fairlie Family Home
10.0 out of 10, Exceptional, (3)
"Everything was great. A very peaceful spot with a lovely morning chorus from the birds."
New Zealand
Judith L.
The price is NZ$233
includes taxes & fees
8 Jan - 9 Jan 2026
Entire Self-Contained Unit in Pleasant Valley, Geraldine. Peaceful and private.
8.8 out of 10, Excellent, (5)
"We enjoyed our stay."
Australia
Michael W.
The price is NZ$182
includes taxes & fees
8 Jan - 9 Jan 2026
Barnes Street BNB - Enjoy your stay in lovely private unit.
9.8 out of 10, Exceptional, (24)
"Views and friendly hosts"
Australia
debra
Delightful 1-bed barn with stunning mountain views...
9.4 out of 10, Exceptional, (65)
"Really nice property and was bigger then we anticipated. "
Australia
Shandeep
The price is NZ$356
includes taxes & fees
24 Jan - 25 Jan 2026
Spacious 3 Bedroom house. 2 minute walk to Fairlie town & famous pies!
10.0 out of 10, Exceptional, (1)
"Good"
New Zealand
Chaman L.
The price is NZ$110
includes taxes & fees
31 Dec - 1 Jan 2026
Green Hayes Estate Rentals - R4 Magnolia House in a quiet country setting

Holiday Home in Maungati

River Road Retreat 1 by Tiny Away
The price is NZ$209
includes taxes & fees
4 Jan - 5 Jan 2026
River Road Retreat 1 by Tiny Away

Holiday Home in Levels Valley

Field and Fleece Farm Stay by Tiny Away
2.0 star property
The price is NZ$199
includes taxes & fees
11 Jan - 12 Jan 2026
Field and Fleece Farm Stay by Tiny Away

Holiday Home in Maungati

River Road Retreat 3 by Tiny Away
The price is NZ$233
includes taxes & fees
4 Jan - 5 Jan 2026
River Road Retreat 3 by Tiny Away

Holiday Home in Maungati

River Road Retreat 2 by Tiny Away
The price is NZ$233
includes taxes & fees
4 Jan - 5 Jan 2026
River Road Retreat 2 by Tiny Away
8.0 out of 10, Very good, (1)
"Did work well for the numbers we had. Nine of us fitted into the cottage. I think the eclectic surroundings were a bit surprising, but on reflection not negative… just… surprising. Lots of little farm animals which was fun. Price for stay very good. I’d call this casual country. Owners/hosts very friendly. "
New Zealand
Peta D.
The price is NZ$291
includes taxes & fees
12 Jan - 13 Jan 2026
Green Hayes Cottage..In the country,quiet and peaceful.
The price is NZ$125
includes taxes & fees
6 Jan - 7 Jan 2026
Green Hayes Estate Rentals- Magnolia House Room 3
The price is NZ$125
includes taxes & fees
30 Dec - 31 Dec
Green Hayes Estate Rentals - R5 Magnolia House in quiet peaceful country setting
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasant Point Hotel Reviews

Find out more about Pleasant Point

Everything you need to know about Pleasant Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Point. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Point holiday rentals we have selected for you start as low as NZ$110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Point rentals

At Expedia, we put the best Pleasant Point holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pleasant Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Point holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Pleasant Point?

Yes, there are holiday rentals in Pleasant Point close to Pleasant Point Museum and Railway, or you can select a more secluded option if you're looking for a relaxing stay. Pleasant Point is known for its monuments and museums.

What are some of the best holiday rentals that Pleasant Point has to offer?

Fairlie Family Home: This holiday home rental outside of Pleasant Point is located near skiing, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Pleasant Point?

Explore the area and family-friendly sights such as Geraldine Observatory, or get out into nature at a spot like Ashbury Park. Pleasant Point Museum and Railway and Timaru Lighthouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Pleasant Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Point. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip.