Vacation Rentals in Windsor, Southland: Compare 10+ Sites & Save

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  3.  New Zealand

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  5.  Windsor

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72 Best Vacation Rentals in Windsor (Starting from $51)

Heart of Windsor
Heart of Windsor
House
Invercargill, New Zealand
0.8k from Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms9 Guests
8.7

Fabulous

43 reviews

$163
Average price / night
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Cosy and Warm.  Centrally located to all Invercargill has to offer.
Cosy and Warm. Centrally located to all Invercargill has to offer.
House
Invercargill, 9810, New Zealand
0.2k from Windsor center

Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
9.0

Fabulous

12 reviews

$114
Average price / night
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Peaceful by the Park
Peaceful by the Park
House
Invercargill, New Zealand
0.9k from Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
9.5

Superb

21 reviews

$163
Average price / night
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Windsor Haven - A cosy Home away from Home
Windsor Haven - A cosy Home away from Home
Apartment
Invercargill, 9810, New Zealand
0.4k from Windsor center

AC, Dryer, Free Parking, Heater, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$168
Average price / night
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Comfort & Warmth at Stag Lodge Near Queens Park
Comfort & Warmth at Stag Lodge Near Queens Park
House
Invercargill, New Zealand
0.9k from Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cabins, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
9.7

Exceptional

4 reviews

$112
Average price / night
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Comfort at Stag Lodge Just Mins Walk to Queens Park & Down Town Invercargill
Comfort at Stag Lodge Just Mins Walk to Queens Park & Down Town Invercargill
House
Invercargill, 9810, New Zealand
0.6k from Windsor center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$132
Average price / night
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Richmond Villa
Richmond Villa
House
Invercargill, New Zealand
0.9k from Windsor center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay

3 Bedrooms5 Guests
9.4

Superb

15 reviews

$51
Average price / night
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Colonial Motel Invercargill
Colonial Motel Invercargill
Apartment
143 Mary Street, Invercargill, 9810, New Zealand
0.6k from Windsor center

AC, Barbecue, Free Parking, Housekeeping, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
8.8

Fabulous

403 reviews

$98
Average price / night
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Golden Leaf Apartments
Golden Leaf Apartments
Apartment
Windsor, Southland, New Zealand
1.0k from Windsor center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

10 Bedrooms27 Guests
9.1

Superb

1469 reviews

$93
Average price / night
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Windsor Garden Escape\nOpposite the beautiful Queens Park
Windsor Garden Escape\nOpposite the beautiful Queens Park
House
Invercargill, 9810, New Zealand
0.6k from Windsor center

AC, Crib, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$130
Average price / night
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City central apartment – modern, private & quiet
City central apartment – modern, private & quiet
House
Windsor, Southland, New Zealand
1.0k from Windsor center

Balcony/Terrace, Internet, Smoking

1 Bedroom2 Guests
9.0

Fabulous

148 reviews

$78
Average price / night
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andquot;VILLA LANEandquot;  -  Boutique Accommodation
andquot;VILLA LANEandquot; - Boutique Accommodation
Cottage
Invercargill City, 9810, New Zealand
0.6k from Windsor center

Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

41 reviews

$100
Average price / night
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The Crawford's
The Crawford's
House
Invercargill, New Zealand
1.1k from Windsor center

View, Security/Safety, Parking, Entertainment, Sports/Activities, Bar, Internet

4 Bedrooms12 Guests
6.7

Good

23 reviews

$155
Average price / night
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Park View - Spacious inner City Home - 4 bedrooms
Park View - Spacious inner City Home - 4 bedrooms
House
Invercargill, 9810, New Zealand
0.7k from Windsor center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
New to Booking
$217
Average price / night
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Historic Inner City Apartment
Historic Inner City Apartment
Apartment
Invercargill, New Zealand
1.2k from Windsor center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
8.7

Fabulous

11 reviews

$157
Average price / night
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388 Tay Motel
388 Tay Motel
Apartment
Invercargill, New Zealand
1.2k from Windsor center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Lodgings, Places to stay, Family, Self-catering

13 Bedrooms17 Guests
9.1

Superb

17 reviews

$93
Average price / night
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Perfect city living 700m to the centre  and  50m to  the beautiful Queens Park .
Perfect city living 700m to the centre and 50m to the beautiful Queens Park .
House
Avenal, 9810, New Zealand
0.9k from Windsor center

AC, Arcade, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
9.8

Exceptional

140 reviews

$115
Average price / night
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A Haven in the Heart of the City
A Haven in the Heart of the City
House
Invercargill, New Zealand
1.2k from Windsor center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
8.0

Good

7 reviews

$154
Average price / night
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One Bedroom Cottage, Central to CBD, Park, Airport
One Bedroom Cottage, Central to CBD, Park, Airport
Cottage
Invercargill, 9810, New Zealand
0.9k from Windsor center

AC, Dryer, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$111
Average price / night
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Camden Court Apartment
Camden Court Apartment
House
Invercargill, New Zealand
1.2k from Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
8.8

Fabulous

4 reviews

$135
Average price / night
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Camden Court Studio
Camden Court Studio
House
Invercargill, New Zealand
1.2k from Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom2 Guests
8.9

Fabulous

11 reviews

$95
Average price / night
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64Lewis
64Lewis
Apartment
Invercargill, New Zealand
1.3k from Windsor center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
9.4

Superb

185 reviews

$93
Average price / night
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The Red Gate
The Red Gate
House
Invercargill, New Zealand
1.5k from Windsor center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$72
Average price / night
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Invercargill Camden Court Studio
Invercargill Camden Court Studio
Apartment
Invercargill, 9810, New Zealand
1.2k from Windsor center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, TV

New to Booking
$130
Average price / night
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Hide away from the world, apartment style, on Dee!
Hide away from the world, apartment style, on Dee!
Apartment
Invercargill, 9810, New Zealand
1.2k from Windsor center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$125
Average price / night
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ASURE Surrey Court
ASURE Surrey Court
Apartment
400 Tay Street, Invercargill, 9810, New Zealand
1.3k from Windsor center

AC, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, TV

1 Bedroom3 Guests
9.4

Superb

62 reviews

$108
Average price / night
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Cozy City Cottage
Cozy City Cottage
House
Invercargill, 9810, New Zealand
1.4k from Windsor center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$164
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Windsor.

Stay Near Windsor's Top Attractions

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Windsor Vacation Rentals on the Map

Frequently Asked Questions

You can explore 72 verified vacation rentals in Windsor. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Windsor vary depending on the season, property size, and location. Rates typically start from around $51 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Windsor include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Windsor welcome pets. Currently, 9 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Windsor often include amenities such as Internet, Fireplace/Heating, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.