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Woodside Vacation Rentals

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Our top choices for Woodside vacation rentals

1. Longbourne Lodge

Longbourne Lodge
4.0 star property
Mosgiel
9.6 out of 10, Exceptional, (279 reviews)
"What a charming spot! Sparkling clean, well organized and had everything we needed. Friendly staff too. Just wish we had more time there 😊"
Canada
Tiffany
The price is CA $113
CA $131 total
includes taxes & fees
Oct 15 - Oct 16
Longbourne Lodge

2. March Apartments

March Apartments
3.5 star property
Wakari
9.2 out of 10, Wonderful, (278 reviews)
"Excellent place to stay."
Australia
Siva
The price is CA $141
CA $164 total
includes taxes & fees
Nov 1 - Nov 2
March Apartments

3. Esplanade Apartments

Esplanade Apartments
3.5 star property
St. Clair
9.6 out of 10, Exceptional, (59 reviews)
"Fantastic property with a great location "
Australia
sarah
The price is CA $160
CA $184 total
includes taxes & fees
Oct 14 - Oct 15
Esplanade Apartments

4. 315 Euro Motel & Serviced Apartments

315 Euro Motel & Serviced Apartments
3.5 star property
Dunedin City Centre
9.2 out of 10, Wonderful, (869 reviews)
"We booked the premium deluxe 1 bedroom for 4 of us. It was huge, clean, 2 tvs, washing machine & dryer in the apartment which was so handy, and such a great location for dinner. Great parking that's off the street, easy check in"
Australia
melissa
The price is CA $111
CA $129 total
includes taxes & fees
Oct 21 - Oct 22
315 Euro Motel & Serviced Apartments

5. Beechwood Boutique Accommodation

Beechwood Boutique Accommodation
3.5 star property
North Dunedin
9.6 out of 10, Exceptional, (192 reviews)
"Nice stay and friendly staff member on check in. Room was clean and the amenities were great. Awesome location and easy to get into town"
New Zealand
Grant
The price is CA $149
CA $174 total
includes taxes & fees
Nov 6 - Nov 7
Beechwood Boutique Accommodation

6. 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 $65
CA $84 total
includes taxes & fees
Oct 17 - Oct 18
Baldwin Street BNB

7. The Thomas Gregg Apartments

The Thomas Gregg Apartments
4.0 star property
Dunedin City Centre
9.2 out of 10, Wonderful, (72 reviews)
"Was an awesome stay amazing room and awesome location will stay again"
Australia
Designer
The price is CA $173
CA $199 total
includes taxes & fees
Oct 26 - Oct 27
The Thomas Gregg Apartments

8. Woodlands Motels and Apartments

Woodlands Motels and Apartments
3.5 star property
North Dunedin
8.2 out of 10, Very good, (556 reviews)
"Prefect for our family, staff was friendly and helpful."
Australia
Leticia
The price is CA $103
CA $118 total
includes taxes & fees
Oct 28 - Oct 29
Woodlands Motels and Apartments

9. Villa on Rattray

Villa on Rattray
3.5 star property
Dunedin City Centre
10.0 out of 10, Exceptional, (3 reviews)
"Lovely, stylish and homely - perfect."
Australia
Bridgit
The price is CA $198
CA $229 total
includes taxes & fees
Oct 28 - Oct 29
Villa on Rattray

10. Harbour Views

Harbour Views
3.0 star property
The Cove
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful stay with great views of the bay. The house had plenty of room for the 5 of us. Great kitchen for cooking dinner, with nice table with room for all of us. The living room had nice large TV screen, but also great views overlooking the bay and Dunedin. Spent two nights, but could have easily spent more."
United States
Frederick
The price is CA $188
CA $355 total
includes taxes & fees
Oct 19 - Oct 20
Harbour Views

11. Cumberland Motel

Cumberland Motel
3.5 star property
North Dunedin
7.8 out of 10, Good, (25 reviews)
"Great place, friendly staff"
Australia
Oliver
The price is CA $102
CA $119 total
includes taxes & fees
Oct 15 - Oct 16
Cumberland Motel

12. Luxury Apartment on Stuart Street

Luxury Apartment on Stuart Street
3.0 star property
Dunedin City Centre
10.0 out of 10, Exceptional, (1 review)
"Highly recommend this place due to.its location, cleanliness and amenities. It really helps that it has a washer and dryer. The only downer is there's no free parking in front before 6p but other than that, i really enjoyed staying there. "
Australia
olita
The price is CA $224
CA $331 total
includes taxes & fees
Nov 7 - Nov 8
Luxury Apartment on Stuart Street

13. Bell Hill Apartments

Bell Hill Apartments
5.0 star property
Dunedin City Centre
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful apartment - unbelievably thoughtful design, beautifully furnished. Very spacious and great location - easily walkable to restaurants, shopping, sites. Would absolutely stay again. "
United States
Ann
The price is CA $316
CA $483 total
includes taxes & fees
Oct 28 - Oct 29
Bell Hill Apartments

14. Chapel On Moray

Chapel On Moray
4.0 star property
Dunedin City Centre
10.0 out of 10, Exceptional, (1 review)
The price is CA $251
CA $290 total
includes taxes & fees
Oct 27 - Oct 28
Chapel On Moray

15. Deluxe Inner-city Apartment on Moray

Deluxe Inner-city Apartment on Moray
3.0 star property
Dunedin City Centre
The price is CA $160
CA $304 total
includes taxes & fees
Oct 26 - Oct 27
Deluxe Inner-city Apartment on Moray
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.
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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 Otago Museum, or get out into nature at a spot like St. Clair Beach. In the larger area, you’ll find Speight's Brewery and St. Paul's Cathedral.

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.