Book Holiday Homes in Milford

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Featured Holiday Homes in Milford

Harbour Main playful century home w/ private patio

Harbour Main playful century home w/ private patio

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute walk of Lake Ontario and Regent Theatre.
Harbour Main playful century home w/ private patio
Modern 4BR Harbourfront Century Home

Modern 4BR Harbourfront Century Home

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute walk of Lake Ontario and Regent Theatre.
Modern 4BR Harbourfront Century Home
Peaceful waterfront cottage in Prince Edward County

Peaceful waterfront cottage in Prince Edward County

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be on the waterfront, within a 10-minute drive of Lake Ontario and Rose House Museum.
Peaceful waterfront cottage in Prince Edward County
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 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
With a stay at this vacation home, you'll be centrally located in Prince Edward, within a 5-minute drive of Lake Ontario and Waupoos Winery.
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC

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

Prince Edward
Located in Prince Edward, this vacation home is in a rural location, within a 10-minute drive of PRZ Paintball and Macaulay Mountain Conservation Area.
Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC
Field of Dreams - Secluded w Sauna

Field of Dreams - Secluded w Sauna

Prince Edward
Located in Prince Edward, this vacation home is in a rural location, within a 5-minute drive of Lake Ontario and Bloomfield Visitor's Centre.
Field of Dreams - Secluded w Sauna
Charming Cottage in Wellington’s Heart near Beach!

Charming Cottage in Wellington’s Heart near Beach!

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be within a 5-minute walk of Lake Ontario and Wellington Main Street Park.
Charming Cottage in Wellington’s Heart near Beach!
Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be within a 5-minute drive of Lake Ontario and Regent Theatre.
Downtown Picton, 3 bedroom.
Marina and Main - In Ground Pool and Games Room

Marina and Main - In Ground Pool and Games Room

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute walk of Lake Ontario and Wellington Rotary Beach.
Marina and Main - In Ground Pool and Games Room
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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.

Milford 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 Milford vacation homes are the perfect way for you to wing it.

Holiday houses in Milford 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 Milford 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 Milford adventures, obvs.

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

Milford Holiday Homes essential information

Accommodation
316 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Harbour Main playful century home w/ private patio, Modern 4BR Harbourfront Century Home, Peaceful waterfront cottage in Prince Edward County, The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay., Luxurious Vacation Retreat - Pool, basketball court, pizza oven, central in PEC, Field of Dreams - Secluded w Sauna, Charming Cottage in Wellington’s Heart near Beach!, Downtown Picton, 3 bedroom., Marina and Main - In Ground Pool and Games Room

Top trending hotels in Milford

Jackson's Falls Country Inn

Jackson's Falls Country Inn

3 out of 5
1768 Prince Edward County Rd 17, Prince Edward, ON
Fully refundableReserve now, pay when you stay
Located in Prince Edward, Jackson's Falls Country Inn is within a 15-minute drive of Lake Ontario and Regent Theatre.
Jackson's Falls Country Inn
Royal Road Retreat ~ Cheesemaker’s Loft
(sleeps 6 max)

Royal Road Retreat ~ Cheesemaker’s Loft (sleeps 6 max)

Milford
Located in Prince Edward, this vacation home is in a rural location, within a 10-minute drive of Mariners Park Museum and Lighthall Vineyards.
Royal Road Retreat ~ Cheesemaker’s Loft (sleeps 6 max)
Demilune Lodge - Serene cabin with hot tub

Demilune Lodge - Serene cabin with hot tub

Milford
When you stay at this cabin in Prince Edward, you'll be on the waterfront, just steps from Lake Ontario and 7 minutes by foot from Mariners Park Museum.
Demilune Lodge - Serene cabin with hot tub
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The Waring House

The Waring House

3 out of 5
395 Sandy Hook Road, Picton, Prince Edward, ON
When you stay at The Waring House in Prince Edward, you'll be in the historical district, within a 5-minute drive of Mustang Picton Drive-In Theatre and Regent ...
The Waring House
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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.