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Featured Holiday Homes in Wellington

Peaceful Luxury in Prince Edward County – Hot Tub, EV Charger

Peaceful Luxury in Prince Edward County – Hot Tub, EV Charger

Carrying Place
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Barcovan Golf Club and Brighton Speedway ...
Peaceful Luxury in Prince Edward County – Hot Tub, EV Charger
 The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

Prince Edward
Book a stay at this golf vacation home in Prince Edward. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Waupoos Winery and County Cider ...
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
Old Milford - Modern Home 5 Minutes from Picton

Old Milford - Modern Home 5 Minutes from Picton

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions PRZ Paintball and Birdhouse City ...
Old Milford - Modern Home 5 Minutes from Picton
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Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Prince Edward
The price is NZ$562 per night from 1 Sept to 2 Sept
NZ$562
1 Sept - 2 Sept
includes taxes & fees
Stay at this vacation home in Prince Edward. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sandbanks Provincial Park and Prince ...
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC

Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC

Prince Edward
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, private pools, and a water park. Popular attractions PRZ Paintball and Birdhouse ...
Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC
Entire water front house in beautiful Carrying Place.

Entire water front house in beautiful Carrying Place.

carry place
Stay at this vacation home in Quinte West. Enjoy free WiFi, a water park, and a garden. Popular attractions Trent Port Museum and Barcovan Golf Club are located ...
Entire water front house in beautiful Carrying Place.
Grays Lane - Minutes to Sandbanks

Grays Lane - Minutes to Sandbanks

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and patios. Popular attractions Sandbanks Provincial Park and Caddy Shack Mini ...
Grays Lane - Minutes to Sandbanks
Charming Cottage in Wellington’s Heart near Beach!

Charming Cottage in Wellington’s Heart near Beach!

Prince Edward
The price is NZ$849 per night from 14 Aug to 15 Aug
NZ$849
14 Aug - 15 Aug
includes taxes & fees
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Sandbanks Provincial Park ...
Charming Cottage in Wellington’s Heart near Beach!
Field of Dreams - Secluded w Sauna

Field of Dreams - Secluded w Sauna

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Sandbanks Provincial Park and ...
Field of Dreams - Secluded w Sauna
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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
375 Holiday Homes
Lowest Price
NZ$386
Highest Price
NZ$849
Popular accommodation
Peaceful Luxury in Prince Edward County – Hot Tub, EV Charger, The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay., Old Milford - Modern Home 5 Minutes from Picton, Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!, Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC, Entire water front house in beautiful Carrying Place., Grays Lane - Minutes to Sandbanks, Charming Cottage in Wellington’s Heart near Beach!, Field of Dreams - Secluded w Sauna

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$729 per night from 19 Aug to 20 Aug
NZ$729
19 Aug - 20 Aug
includes taxes & fees
Stay at this 3.5-star beach inn in Prince Edward. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Lakeside Motel
LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington

LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington

Prince Edward
The price is NZ$386 per night from 10 Aug to 11 Aug
NZ$386
10 Aug - 11 Aug
includes taxes & fees
Stay at this cottage in Prince Edward. Enjoy laundry facilities. Popular attractions Harwood Estate Vineyards and Stanners Vineyard are located nearby.
LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington
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$491 per night from 10 Aug to 11 Aug
NZ$491
10 Aug - 11 Aug
includes taxes & fees
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 Prince ...
Drake Devonshire and Motor Inn
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Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

3 out of 5
598 Swamp College Road, Prince Edward, ON
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
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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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^Subject to availability and chosen travel dates.