Woodside Vacation Rentals

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Woodside vacation rentals

Longbourne Lodge

Longbourne Lodge
4.0 star property
Mosgiel
9.6 out of 10, Exceptional, (275 reviews)
"Rooms were well stocked, clean and super quiet. We had a great stay. "
Canada
Tammy
The price is CA $114
CA $133 total
includes taxes & fees
Jun 4 - Jun 5
Longbourne Lodge

Baldwin Street BNB

Baldwin Street BNB
3.5 star property
North East Valley
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful area and comfortable place!"
United States
Hudson
The price is CA $72
CA $92 total
includes taxes & fees
Jun 4 - Jun 5
Baldwin Street BNB

Limesprings Cottage - Milton Holiday Home

Limesprings Cottage - Milton Holiday Home
Milton
The price is CA $335
CA $335 total
includes taxes & fees
Jun 13 - Jun 14
Limesprings Cottage - Milton Holiday Home

Harbour Studio (Dunedin)

Harbour Studio (Dunedin)
Vauxhall
9.0 out of 10, Wonderful, (143 reviews)
"The view was great - we even watched a firework show across the water in Dunedin "
United States
Jessica W.
The price is CA $123
CA $206 total
includes taxes & fees
Jun 2 - Jun 3
Harbour Studio (Dunedin)

315 Euro Motel & Serviced Apartments

315 Euro Motel & Serviced Apartments
3.5 star property
Dunedin City Centre
9.2 out of 10, Wonderful, (846 reviews)
"Always a great place to stay in Dunedin."
Australia
Christopher
The price is CA $105
CA $121 total
includes taxes & fees
Jun 19 - Jun 20
315 Euro Motel & Serviced Apartments

Esplanade Apartments

Esplanade Apartments
3.5 star property
St. Clair
9.6 out of 10, Exceptional, (57 reviews)
"Fantastic property with a great location "
Australia
sarah
The price is CA $187
CA $215 total
includes taxes & fees
Jun 15 - Jun 16
Esplanade Apartments

The Thomas Gregg Apartments

The Thomas Gregg Apartments
4.0 star property
Dunedin City Centre
9.2 out of 10, Wonderful, (55 reviews)
"Excellent property, very friendly and super location."
Australia
Sam
The price is CA $178
CA $204 total
includes taxes & fees
Jun 23 - Jun 24
The Thomas Gregg Apartments

Tui2 - Studio

Tui2 - Studio
Macandrew Bay
9.8 out of 10, Exceptional, (23 reviews)
"Everything clean, well maintained, as described and well provisioned. Great short stay studio."
New Zealand
Ken F.
The price is CA $165
CA $207 total
includes taxes & fees
Jun 3 - Jun 4
Tui2 - Studio

755 Regal Court

755 Regal Court
3.5 star property
North Dunedin
8.4 out of 10, Very good, (224 reviews)
"The room was clean today warm and comfortable to stay in will definitely be back again 🙂😄"
Australia
Karen
The price is CA $104
CA $120 total
includes taxes & fees
Jun 3 - Jun 4
755 Regal Court

Fantail Hide on Larnach Rd

Fantail Hide on Larnach Rd
Waverley
8.8 out of 10, Excellent, (12 reviews)
"We had to get in touch with the host as directions and entry details did not come through . There was a large crack in the bathroom sink and the carpet by the bathroom door was very wet . Barring these comments a good apartment."
United Kingdom
Richard P.
Fantail Hide on Larnach Rd

Spacious, Affordable, Peaceful Family Home

Spacious, Affordable, Peaceful Family Home
Balaclava
9.8 out of 10, Exceptional, (7 reviews)
"It was a lovely place to stay and woke up to some unreal views."
New Zealand
Charlotte P.
The price is CA $125
CA $239 total
includes taxes & fees
Jun 2 - Jun 3
Spacious, Affordable, Peaceful Family Home

Woodlands Motels and Apartments

Woodlands Motels and Apartments
3.5 star property
North Dunedin
8.2 out of 10, Very good, (540 reviews)
"Excellent stay 10/10"
Australia
Jasmine
The price is CA $100
CA $115 total
includes taxes & fees
Jun 15 - Jun 16
Woodlands Motels and Apartments

Nature on your door step

Nature on your door step
Waitati
9.6 out of 10, Exceptional, (12 reviews)
"Nice clean, tidy and comfortable bed. "
New Zealand
Peter W.
The price is CA $140
CA $216 total
includes taxes & fees
Jun 12 - Jun 13
Nature on your door step

Bird Life, Sea Views

Bird Life, Sea Views
Saint Leonards
The price is CA $153
CA $305 total
includes taxes & fees
Jun 2 - Jun 3
Bird Life, Sea Views

Seaside Studio

Seaside Studio
Ocean View
10.0 out of 10, Exceptional, (1 review)
"Great place, wonderful hostes,so great I proposed to my future wife "
New Zealand
Simon K.
The price is CA $93
CA $162 total
includes taxes & fees
Jun 3 - Jun 4
Seaside Studio

Orchard Leigh on the Quarry

Orchard Leigh on the Quarry
Green Island
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location, lovely house. Nice and toasty and great communication with hosts. Perfect!"
New Zealand
Orlando S.
The price is CA $164
CA $369 total
includes taxes & fees
Jun 5 - Jun 6
Orchard Leigh on the Quarry

Melmarie Cosy Retreat X by Tiny Away

Melmarie Cosy Retreat X by Tiny Away
Waitati
8.8 out of 10, Excellent, (3 reviews)
"Nice beautiful room overlooking the ocean. "
Australia
Yashrin
The price is CA $97
CA $138 total
includes taxes & fees
Jun 4 - Jun 5
Melmarie Cosy Retreat X by Tiny Away

Beechwood Boutique Accommodation

Beechwood Boutique Accommodation
3.5 star property
North Dunedin
9.6 out of 10, Exceptional, (188 reviews)
"Great bed for the night for a flying visit to Dunedin. Room had everything you needed and was immaculately presented"
Australia
Amy
The price is CA $149
CA $173 total
includes taxes & fees
Jun 20 - Jun 21
Beechwood Boutique Accommodation

City cottage

City cottage
Dunedin City Centre
9.8 out of 10, Exceptional, (370 reviews)
"The cottage is beautiful, nice quiet spot away from street. Great view of the city. All amenities we needed, beds very comfortable."
Canada
Joanne G.
The price is CA $149
CA $197 total
includes taxes & fees
Jun 8 - Jun 9
City cottage

Cumberland Motel

Cumberland Motel
3.5 star property
North Dunedin
7.6 out of 10, Good, (20 reviews)
"Clean, big room and friendly staff"
Australia
Rima
The price is CA $112
CA $129 total
includes taxes & fees
Jun 2 - Jun 3
Cumberland Motel
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 Woodside Hotel Reviews

Find out more about Woodside

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Woodside?

Yes, there are vacation rentals close to well known local attractions in Woodside, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Woodside has to offer?

Baldwin Street BNB: This vacation home rental outside of Woodside is located in the historical district and has a furnished balcony, a private yard, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Woodside?

Explore the area and family-friendly sights such as New Zealand Sports Hall of Fame, or get out into nature at a spot like Tunnel Beach. In the larger area, you’ll find Speight's Brewery and Grand Casino.

What are vacation rentals like in Woodside?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Woodside. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.