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

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
Beautiful bungalow by the water

Beautiful bungalow by the water

Quinte West
The price is NZ$1,027 per night from 8 Mar to 9 Mar
NZ$1,027
includes taxes & fees
8 Mar - 9 Mar
Stay at this vacation home in Quinte West. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Roundel Glen Golf Course and National Air Force ...
Beautiful bungalow by the water
The Lakeview In  PEC

The Lakeview In PEC

Prince Edward
The price is NZ$1,420 per night from 24 Feb to 25 Feb
NZ$1,420
includes taxes & fees
24 Feb - 25 Feb
Stay at this vacation home in Prince Edward. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Harwood Estate Vineyards and Redtail ...
The Lakeview In PEC
Save an average of 15% on thousands of hotels when you're signed in
Mileva Retreats - Picton, PEC

Mileva Retreats - Picton, PEC

Prince Edward
The price is NZ$410 per night from 24 Feb to 25 Feb
NZ$410
includes taxes & fees
24 Feb - 25 Feb
Stay at this vacation home in Prince Edward. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Prince Eddy's Brewing ...
Mileva Retreats - Picton, PEC
Delightful 2bdrm Church w/Incredible Water View!

Delightful 2bdrm Church w/Incredible Water View!

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions H. J. McFarland Conservation ...
Delightful 2bdrm Church w/Incredible Water View!
Private Retreat Home in Picton Bay - Lake Ontario

Private Retreat Home in Picton Bay - Lake Ontario

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions H. J. McFarland Conservation Area and Picton ...
Private Retreat Home in Picton Bay - Lake Ontario
Large Waterfront Home w/ 5 Ensuite Bathrooms

Large Waterfront Home w/ 5 Ensuite Bathrooms

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Glanmore National Historic Site and Meyers ...
Large Waterfront Home w/ 5 Ensuite Bathrooms
All Season Beautiful Luxury Country Home

All Season Beautiful Luxury Country Home

Carrying Place
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and patios. Popular attractions Barcovan Golf Club and Brighton Speedway Park are located ...
All Season Beautiful Luxury Country Home
Gorgeous All Season Water Front Cabin

Gorgeous All Season Water Front Cabin

Belleville
Stay at this vacation home in Belleville. Enjoy free WiFi, a garden, and patios. Popular attractions Black Bear Ridge Golf Club and Trillium Wood Golf Club are ...
Gorgeous All Season Water Front Cabin
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
231 Holiday Homes
Lowest Price
NZ$198
Highest Price
NZ$1,420
Popular accommodation
Cape Cod style home in the heart of the lakeside village of Wellington, Beautiful bungalow by the water, The Lakeview In PEC, Mileva Retreats - Picton, PEC, Delightful 2bdrm Church w/Incredible Water View! , Private Retreat Home in Picton Bay - Lake Ontario, Large Waterfront Home w/ 5 Ensuite Bathrooms, All Season Beautiful Luxury Country Home , Gorgeous All Season Water Front Cabin

Top trending hotels in Wellington

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$198 per night from 24 Feb to 25 Feb
NZ$198
includes taxes & fees
24 Feb - 25 Feb
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$373 per night from 3 Mar to 4 Mar
NZ$373
includes taxes & fees
3 Mar - 4 Mar
Stay at this 4-star 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
The Birch

The Birch

2 out of 5
137 Main St, Prince Edward, ON
The price is NZ$325 per night from 24 Feb to 25 Feb
NZ$325
includes taxes & fees
24 Feb - 25 Feb
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
Save an average of 15% on thousands of hotels when you're signed in
Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is NZ$496 per night from 24 Feb to 25 Feb
NZ$496
includes taxes & fees
24 Feb - 25 Feb
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
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.