Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Windsor

Banquet hall
Teschemakers Resort

Aparthotel in Teschemakers

3.0 star property
9.2 out of 10, Wonderful, (7)
"Very nice and quiet!"
Australia
Jawid
The price is ￥12,470
￥14,398 total
includes taxes & fees
Nov 20 - Nov 21
Teschemakers Resort
On the beach, sun loungers
Watch the weather roll in along the coast with sea views from every room.

Vacation Home in Kakanui

9.2 out of 10, Wonderful, (76)
"Excellent proximity to beach, wonderful views, plenty space for all generations, liked the open plan kitchen to living, we had a wondererful family xmas stay."
New Zealand
Jo-Anne S.
The price is ￥19,013
￥35,597 total
includes taxes & fees
Nov 20 - Nov 21
Watch the weather roll in along the coast with sea views from every room.
On the beach
Beautiful ocean view from this lovely holiday home

Vacation Home in Kakanui

9.6 out of 10, Exceptional, (257)
"Great place to stay. Easy checkin"
New Zealand
Helen J.
Beautiful ocean view from this lovely holiday home
Fridge, microwave, oven, stovetop
Little Sweetie in the Heart of Old Oamaru

Cottage in South Hill

10.0 out of 10, Exceptional, (46)
"We really enjoyed our stay at Little Sweetie. This is a very well appointed and comfortable place in an ideal location to enjoy the town. "
New Zealand
Eileen G.
The price is ￥22,006
￥28,124 total
includes taxes & fees
Dec 10 - Dec 11
Little Sweetie in the Heart of Old Oamaru
Property grounds
Peaceful cottage in private garden setting.

Cottage in Enfield

10.0 out of 10, Exceptional, (5)
"Very clean , warm and quiet . "
Australia
Don
The price is ￥18,221
￥23,772 total
includes taxes & fees
Nov 26 - Nov 27
Peaceful cottage in private garden setting.
Property grounds
Herbert Forest Retreat 15 min from Oamaru, H/tub and MTB tracks

Vacation Home in Herbert

9.4 out of 10, Exceptional, (3)
"Great stay. Warm,clean house with everything you need for a get away."
New Zealand
Jarna M.
Herbert Forest Retreat 15 min from Oamaru, H/tub and MTB tracks
Exterior
Historic School in rural Oamaru with farm animals and outdoor baths

Vacation Home in Oamaru

10.0 out of 10, Exceptional, (23)
"This place is amazing we loved our stay and didn’t want to leave"
United Kingdom
Anonymous traveler
The price is ￥22,886
￥22,886 total
includes taxes & fees
Nov 20 - Nov 21
Historic School in rural Oamaru with farm animals and outdoor baths
Property grounds
The Sun set Cottage 5min from Oamaru or Kakanui

Cottage in Oamaru

10.0 out of 10, Exceptional, (52)
"The property was clean and well presented, with friendly hosts, thanks "
Australia
Sara
The Sun set Cottage 5min from Oamaru or Kakanui
Exterior
Cosy Dell by Tiny Away

Vacation Home in Herbert

10.0 out of 10, Exceptional, (3)
"Very peaceful, well appointed with excellent hosts."
Australia
David
The price is ￥15,186
￥19,581 total
includes taxes & fees
Nov 23 - Nov 24
Cosy Dell by Tiny Away
Property grounds
Comfortable family home with beautiful wild gardens to enjoy.

Vacation Home in South Hill

8.0 out of 10, Very Good, (1)
"Internet reception very poor/no instruction for tv combined with poor internet reception we were unable to view any programs "
Australia
Wendy
Comfortable family home with beautiful wild gardens to enjoy.
Outdoor dining
Forest Hill Farm by Tiny Away

Vacation Home in Herbert

6.0 out of 10, (1)
"The tiny home was perfectly fine, amenities were good, and the bunny watching from the window was very cute. However the email that arrived just prior to check-in that advised the use of earplugs to block the sound of traffic and trains…well it was good advice, but arrived a little too late. The perpetual falling of objects from the trees overhead onto the metal roof of the house all together with the train rumbling through and trucks thundering by, lead to a less than decent sleep. For the...
Canada
Stephen
The price is ￥15,186
￥20,459 total
includes taxes & fees
Nov 23 - Nov 24
Forest Hill Farm by Tiny Away
Beach
Sea Breeze Apartment - Kakanui

Apartment in Kakanui

9.6 out of 10, Exceptional, (7)
"We had a really nice stay here - beautiful outlook of the water, lovely apartment, and friendly hosts."
New Zealand
Celia M.
The price is ￥16,284
￥28,123 total
includes taxes & fees
Nov 20 - Nov 21
Sea Breeze Apartment - Kakanui
Interior
Breathtaking sea view house

Villa in Oamaru North

9.8 out of 10, Exceptional, (63)
"Great place to stay"
New Zealand
Yvonne R.
The price is ￥24,647
￥42,780 total
includes taxes & fees
Dec 12 - Dec 13
Breathtaking sea view house
Fridge, microwave, oven, stovetop
Life by the sea! Enjoy tranquil views and all-day sun.

Vacation Home in Kakanui

10.0 out of 10, Exceptional, (1)
"We had a wonderful but busy time with a family wedding, and would have appreciated more time to enjoy your wonderful place. A wonderful place to stay, really recommended to all. "
United States
Shona A.
Life by the sea! Enjoy tranquil views and all-day sun.
Property grounds
Highlands on Homestead -Tranquil rural property only minutes from town

Cabin in Weston

10.0 out of 10, Exceptional, (68)
"Had a wonderful visit. Will definitely stay here again."
United States
Pat
The price is ￥15,404
￥20,532 total
includes taxes & fees
Nov 27 - Nov 28
Highlands on Homestead -Tranquil rural property only minutes from town
Outdoor dining
Exquisite Luxury Property with Stunning Views

Vacation Home in South Hill

10.0 out of 10, Exceptional, (4)
"Good location well stylish living"
Australia
Jay
The price is ￥104,749
￥135,337 total
includes taxes & fees
Nov 20 - Nov 21
Exquisite Luxury Property with Stunning Views
Smart TV, fireplace
Kakanui Coastal Retreat

Vacation Home in Kakanui

10.0 out of 10, Exceptional, (1)
"The hosts were welcome and the amenities in fine condition. This is a terrific house on a great site - thoughtfully designed, very new, and also well planted. We had a fine stay! And could not recommend it too highly. The beaches north and south along the gently rolling downs of North Otago are very beautiful."
New Zealand
Jonathan S.
The price is ￥22,006
￥41,591 total
includes taxes & fees
Nov 21 - Nov 22
Kakanui Coastal Retreat
Exterior
Oamaru Accommodation - Cozy On Till

Vacation Home in South Hill

8.8 out of 10, Excellent, (15)
"This is the cutest little house in exactly the part of town you want to be in. Perfect for my two-night stay- and they had great recommendations that made the stay even better"
United States
Meghan F.
Oamaru Accommodation - Cozy On Till
On the beach
Kakanui Cube

Vacation Home in Kakanui

9.8 out of 10, Exceptional, (33)
"Great place , had a great time tks"
Australia
Michael
The price is ￥28,168
￥41,592 total
includes taxes & fees
Nov 20 - Nov 21
Kakanui Cube
Property grounds
Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!

Vacation Home in South Hill

10.0 out of 10, Exceptional, (3)
"It was right in the town centre , with free parking , so close to everything. Great place. "
United Kingdom
Rosemary
Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!
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 Windsor Hotel Reviews

Bella Vista Motel Oamaru

Bella Vista Motel Oamaru

10/10 Excellent
"The room was very clean, staff very helpful and friendly. Location close to beach and other amenities."
Arline 1-night trip
Posted 4 days ago
Bella Vista Motel Oamaru

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, there are vacation rentals near well known sights in Windsor, or you can choose a more remote option if you'd like a relaxing place to stay.

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

Watch the weather roll in along the coast with sea views from every room. : This vacation home rental near Windsor is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Whitestone Cheese Factory, or get out into nature at a spot like Oamaru Harbour. In the larger area, you’ll find Alps 2 Ocean Cycle Trail and Steampunk HQ.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Windsor. Vacation rentals offer 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 a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.