Book Holiday Homes in Wellington

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Wellington

Luxury Hillside Farmhouse on The Bay of Quinte

Luxury Hillside Farmhouse on The Bay of Quinte

Belleville
Stay at this vacation home in Belleville. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Glanmore National Historic Site and Meyers Pier ...
Luxury Hillside Farmhouse on The Bay of Quinte
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Prince Edward
The price is NZ$567 per night from 27 Apr to 28 Apr
NZ$567
includes taxes & fees
27 Apr - 28 Apr
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and balconies. Popular attractions Sandbanks Provincial Park and Wellington Rotary Beach ...
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
Make The County Cottage your luxe home base to explore beautiful PEC!

Make The County Cottage your luxe home base to explore beautiful PEC!

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Kinsip House Of Fine Spirits and Oeno ...
Make The County Cottage your luxe home base to explore beautiful PEC!
Save an average of 15% on thousands of hotels when you're signed in
Westlake House | Westlake | 3 Bedrooms

Westlake House | Westlake | 3 Bedrooms

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Sandbanks Provincial Park and Caddy ...
Westlake House | Westlake | 3 Bedrooms
Cape Cod style home in the heart of the lakeside village of Wellington

Cape Cod style home in the heart of the lakeside village of Wellington

Wellington
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, a garden, and patios. Popular attractions Sandbanks Provincial Park and ...
Cape Cod style home in the heart of the lakeside village of Wellington
Narrows Nook - Prince Edward County Waterfront

Narrows Nook - Prince Edward County Waterfront

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Three Dog Winery and Deseronto Waterfront ...
Narrows Nook - Prince Edward County Waterfront
The Logan Garden Suite | Picton | 3 Bedrooms

The Logan Garden Suite | Picton | 3 Bedrooms

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Regent Theatre and Macaulay ...
The Logan Garden Suite | Picton | 3 Bedrooms
Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard

Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard

Picton
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, a garden, and patios. Popular attractions Regent Theatre and Macaulay Mountain ...
Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard
Stylish home with gym! Walk to downtown Picton

Stylish home with gym! Walk to downtown Picton

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a fitness center, a garden, and balconies. Popular attractions County Youth Park and Regent Theatre are located ...
Stylish home with gym! Walk to downtown Picton
Don't see what you're looking for?
See all available properties in Wellington
View all properties
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.

Wellington Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wellington vacation homes are the perfect way for you to wing it.

Holiday houses in Wellington let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wellington in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wellington adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wellington with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wellington vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wellington Holiday Homes essential information

Accommodation
341 Holiday Homes
Lowest Price
NZ$253
Highest Price
NZ$567
Popular accommodation
Luxury Hillside Farmhouse on The Bay of Quinte, Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass , Make The County Cottage your luxe home base to explore beautiful PEC!, Westlake House | Westlake | 3 Bedrooms, Cape Cod style home in the heart of the lakeside village of Wellington, Narrows Nook - Prince Edward County Waterfront, The Logan Garden Suite | Picton | 3 Bedrooms, Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard, Stylish home with gym! Walk to downtown Picton

Top trending hotels in Wellington

Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is NZ$503 per night from 27 Apr to 28 Apr
NZ$503
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3.5-star inn in Prince Edward. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Lakeside Motel
Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

3 out of 5
598 Swamp College Road, Prince Edward, ON
The price is NZ$253 per night from 28 Apr to 29 Apr
NZ$253
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3-star hotel in Prince Edward. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Karlo Estates Winery and Wellington on the ...
Villa di Casa - Boutique Hotel
Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St, Wellington, Prince Edward, ON
The price is NZ$444 per night from 27 Apr to 28 Apr
NZ$444
includes taxes & fees
27 Apr - 28 Apr
Stay at this 4-star luxury hotel in Prince Edward. Enjoy free WiFi, free parking, and free beach cabanas. Popular attractions Sandbanks Provincial Park and Wellington ...
Drake Devonshire and Motor Inn
Save an average of 15% on thousands of hotels when you're signed in
The Birch

The Birch

2 out of 5
137 Main St, Prince Edward, ON
The price is NZ$333 per night from 27 Apr to 28 Apr
NZ$333
includes taxes & fees
27 Apr - 28 Apr
Stay at this resort in Prince Edward. Enjoy free WiFi, free parking, and a garden. Popular attractions Sandbanks Provincial Park and Wellington Rotary Beach ...
The Birch
Don't see what you're looking for?
See all available properties in Wellington
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.