Book Holiday Homes in Windermere

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Featured Holiday Homes in Windermere

Welcome to the Woodland Home, only minutes from the Bay of Fundy.

Welcome to the Woodland Home, only minutes from the Bay of Fundy.

Grafton
Located in Grafton, this vacation home is within a 15-minute drive of Black Rock Lighthouse and Valley Drive-In.
Welcome to the Woodland Home, only minutes from the Bay of Fundy.
Private Coastal Waterfall Escape, for Couples- Tides, Sauna, 55'  Ocean Falls

Private Coastal Waterfall Escape, for Couples- Tides, Sauna, 55' Ocean Falls

Canning
When you stay at this vacation home in Baxters Harbour, you'll be on the beach and 7 minutes by car from Caroline Beach.
Private Coastal Waterfall Escape, for Couples- Tides, Sauna, 55' Ocean Falls
Upper Unit 1067 Rawding

Upper Unit 1067 Rawding

Port Williams
The price is AU$377 per night from 13 May to 14 May
AU$377
includes taxes & fees
13 May - 14 May
Located in Port Williams, this vacation home is within a 5-minute drive of Planters Ridge Winery and Hennigar's Farm Market.
Upper Unit 1067 Rawding
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Bespoke Lake Cottage

Bespoke Lake Cottage

Kings County
The price is AU$306 per night from 1 May to 2 May
AU$306
includes taxes & fees
1 May - 2 May
With a stay at this vacation home in Sunken Lake, you'll be on the waterfront, and 8.4 mi (13.4 km) from Gaspereau Vineyards and 8.4 mi (13.5 km) from Lockhart ...
Bespoke Lake Cottage
Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!

Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!

Halls Hrbour
The price is AU$853 per night from 1 May to 2 May
AU$853
includes taxes & fees
1 May - 2 May
Located in Hall's Harbour, this vacation home is by the ocean, within a 15-minute drive of Halls Harbour Sea Cave and Charles MacDonald Concrete House ...
Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!
CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS

Sunken Lake
The price is AU$428 per night from 26 May to 27 May
AU$428
includes taxes & fees
26 May - 27 May
With a stay at this vacation home in Sunken Lake, you'll be on the waterfront, and 8.2 mi (13.1 km) from Gaspereau Vineyards and 8.2 mi (13.2 km) from Lockhart ...
CAIA Lakeside Retreat- Sunken Lake, NS
Private, quiet Valley delight!

Private, quiet Valley delight!

Berwick
When you stay at this vacation home in Windermere, you'll be by the sea and 11 minutes by car from Valley Drive-In.
Private, quiet Valley delight!
Beautiful 2 bedroom residential home in Kentville

Beautiful 2 bedroom residential home in Kentville

Kentville
The price is AU$277 per night from 7 May to 8 May
AU$277
includes taxes & fees
7 May - 8 May
A stay at this vacation home places you in the heart of Kentville, within a 15-minute walk of Kings County Museum and CentreStage Theatre.
Beautiful 2 bedroom residential home in Kentville
Leland’s Lakehouse

Leland’s Lakehouse

Kings County
The price is AU$329 per night from 30 Apr to 1 May
AU$329
includes taxes & fees
30 Apr - 1 May
With a stay at this vacation home in Sunken Lake, you'll be 8.4 mi (13.6 km) from Gaspereau Vineyards and 8.5 mi (13.7 km) from Lockhart and Ryan Memorial ...
Leland’s Lakehouse
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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.

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

Holiday houses in Windermere 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 Windermere 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 Windermere adventures, obvs.

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

Windermere Holiday Homes essential information

Accommodation
27 Holiday Homes
Lowest Price
AU$193
Highest Price
AU$853
Popular accommodation
Welcome to the Woodland Home, only minutes from the Bay of Fundy. , Private Coastal Waterfall Escape, for Couples- Tides, Sauna, 55' Ocean Falls, Upper Unit 1067 Rawding , Bespoke Lake Cottage, Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!, CAIA Lakeside Retreat- Sunken Lake, NS, Private, quiet Valley delight!, Beautiful 2 bedroom residential home in Kentville, Leland’s Lakehouse

Top trending hotels in Windermere

Private, quiet Valley delight!

Private, quiet Valley delight!

Berwick
When you stay at this vacation home in Windermere, you'll be by the sea and 11 minutes by car from Valley Drive-In.
Private, quiet Valley delight!
Old Orchard Inn & Spa

Old Orchard Inn & Spa

4 out of 5
153 Greenwich Rd. South, Exit 11, Highway 101, Wolfville Ridge, NS
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 11 May to 12 May
AU$239
includes taxes & fees
11 May - 12 May
With a stay at Old Orchard Inn & Spa in Wolfville Ridge, you'll be within a 5-minute drive of Hennigar's Farm Market and Harriet Irving Botanical Gardens.
Old Orchard Inn & Spa
Slumber Inn

Slumber Inn

3.5 out of 5
5534 Prospect Road, New Minas, NS
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 4 May to 5 May
AU$223
includes taxes & fees
4 May - 5 May
With a stay at Slumber Inn in New Minas, you'll be within a 5-minute drive of Kentville Agricultural Centre and Blair House Museum and Kings County Museum.
Slumber Inn
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Aurora Inn

Aurora Inn

3.5 out of 5
831 Main Street, Kingston, NS
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 27 Apr to 28 Apr
AU$193
includes taxes & fees
27 Apr - 28 Apr
When you stay at Aurora Inn in Kingston, you'll be next to a golf course, within a 5-minute drive of Paragon Golf and Country Club and Clairmont Provincial ...
Aurora Inn
Don't see what you're looking for?
See all available properties in Windermere
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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.