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Ski Cottages - Ontario

FEATURED COTTAGE
 
Lakefront Cottage right on beautiful sandy beach.
Wainfleet
FEATURED COTTAGE
 
Shoreview Cottage Waterfront Lakehouse on Lake Couchiching
Orillia
FEATURED COTTAGE
 
Your own Sandy beach Overlooking Lake Erie and a canal! 3 beds 2 bath newly renovated beach house!
Leamington
FEATURED COTTAGE
 
Stunning Bob's lake cottage-your adventure awaits!
Sharbot Lake
FEATURED COTTAGE
 
Blue's Cottage-Peculiarly Captivating with Picture Perfect View of the Lake and Sunset
Gilmour
  • Booking
    Special offers
    Credit cards accepted
    Reviews
    Calendar updated less than 14 days ago
  • Rates
    Per Week
    $0/week
    $8000+/week
  • Sleeps
    Guests
    Any
  • Size
    BedroomsBathrooms
    Any
    Any
  • Features
    Waterfront
    Hot Tub
    Sauna
    Pool
    Fireplace / Stove
    Internet
    Pets allowed
    Smoking allowed
    Wheelchair accessible
    Air conditioning
    EV Charging station
  • Ski
    Ski-in/Ski-out
    Shuttle service
  • Summer activities
    Motorboat
    Canoeing
    Golf
    Private beach
    Water skiing
    Bicycle path
  • Winter activities
    Snowmobiling
    Snowshoeing
    Ice skating
    Ice fishing
    Dog sledding
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783 results
DISTANCE SKI RESORT
 
4Bed/1.5 Bath Lakefront Cottage with Sandy Beach - The Getaway on Greens Lake

4BED/1.5 BATH LAKEFRONT COTTAGE WITH SANDY BEACH - THE GETAWAY ON GREENS LAKE

 

Kawarthas, Buckhorn

DI-13306
4.9(10)
 11
 4
 2
Waterfront
Pets not allowed
Smoking not allowed
Internet
Hot Tub
Add to Wishlist 
$300 - $400 / night
$600 - $800 / weekend
$900 - $3500 / week
$2500 - $3000 / month
DETAILS
 
*9 Bedrooms *8,400 sqft Farm House *28 Acres *1 Hr from Toronto

*9 BEDROOMS *8,400 SQFT FARM HOUSE *28 ACRES *1 HR FROM TORONTO

 

Toronto Area, Alliston

DI-24457
5.0(38)
 24
 9
 5
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$1200 / night
$3000 / weekend
DETAILS
 
Sandcastle Cottage... a playground for the extended family

SANDCASTLE COTTAGE... A PLAYGROUND FOR THE EXTENDED FAMILY

 

Muskoka / Georgian Bay, Mckellar

DI-31349
5.0(7)
 18
 6
 4
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$660 / night
$3700 - $9200 / week
DETAILS
 
EAGLEWINGS COTTAGE SLEEPS 16! Six King Beds $8650 +HST+cleaning

EAGLEWINGS COTTAGE SLEEPS 16! SIX KING BEDS $8650 +HST+CLEANING

 

Kawarthas, Lakefield

DI-31562
 
 16
 6
 4
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$6450 - $8950 / week
$24000 - $37000 / month
DETAILS
 
Mason's Dunlookin'

MASON'S DUNLOOKIN'

 

Muskoka / Georgian Bay, Bracebridge

DI-32028
5.0(27)
 18
 8
 5
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$2000 - $3000 / night
$3500 - $4000 / weekend
$6500 - $14000 / week
$32500 - $50500 / month
DETAILS
 
FALL SPECIAL - BOOK NOW & SAVE $250
Escape to the lake this fall! Cozy retreat, private beach, and space for family. Thanksgiving weekend (Oct 10–13) is still available!
Island View Retreat: 5BD/2BA, Waterfront, Private Beach, Fishing, Canoes, BBQ, WiFi, Sleeps 16

ISLAND VIEW RETREAT: 5BD/2BA, WATERFRONT, PRIVATE BEACH, FISHING, CANOES, BBQ, WIFI, SLEEPS 16

 

Kawarthas, Arden

DI-32361
5.0(32)
 16
 5
 2
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$500 - $600 / night
$2750 - $7450 / week
DETAILS
 
Very Large, Private Lakefront Retreat - No Neighbours, Breathtaking Views, Games, Fishing, Canoes

VERY LARGE, PRIVATE LAKEFRONT RETREAT - NO NEIGHBOURS, BREATHTAKING VIEWS, GAMES, FISHING, CANOES

 

Northern Ontario, Lavigne

DI-33253
4.9(30)
 22
 6
 4
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$798 - $1000 / night
$1550 - $1596 / weekend
$7875 / week
DETAILS
 
A Luxury Waterfront Paradise On Georgian Bay!

A LUXURY WATERFRONT PARADISE ON GEORGIAN BAY!

 

Bruce Peninsula / Lake Huron, Kemble

DI-35676
5.0(5)
 18
 7
 5
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$1750 - $2450 / night
$6000 / weekend
$11000 / week
DETAILS
 
WELCOME TO BURNT RIVER ESTATE

WELCOME TO BURNT RIVER ESTATE

 

Kawarthas, Fenelon Falls

DI-36572
 
 18
 7
 4
Waterfront
Pets allowed
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$625 / night
$1250 / weekend
DETAILS
 
The Lake House - Waterfront * Free Play Arcade * Hot tub * PAR 3 GOLF HOLE & 9 HOLE MINI PUTT COURSE

THE LAKE HOUSE - WATERFRONT * FREE PLAY ARCADE * HOT TUB * PAR 3 GOLF HOLE & 9 HOLE MINI PUTT COURSE

 

Prince Edward County, Madoc

DI-36837
5.0(3)
 22
 6
 3
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$1150 - $2500 / night
DETAILS
 
The North Shore-Waterfront-Free Play Arcade Onsite- Prestine Waterfront- 20 Ft Deep off the Dock!!!

THE NORTH SHORE-WATERFRONT-FREE PLAY ARCADE ONSITE- PRESTINE WATERFRONT- 20 FT DEEP OFF THE DOCK!!!

 

Prince Edward County, Madoc

DI-36911
5.0(2)
 20
 5
 4
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$850 - $2000 / night
DETAILS
 
Luxury 6 Bedroom Muskoka Chalet/Cottage Private Beach w/ Crystal Clear Water!

LUXURY 6 BEDROOM MUSKOKA CHALET/COTTAGE PRIVATE BEACH W/ CRYSTAL CLEAR WATER!

 

Muskoka / Georgian Bay, Bracebridge

DI-37727
 
 16
 6
 5
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$6999 / week
DETAILS
 
Lake Simcoe Waterfront Retreat | Free Canoes, BBQ, Firepit | Family & Group Friendly

LAKE SIMCOE WATERFRONT RETREAT | FREE CANOES, BBQ, FIREPIT | FAMILY & GROUP FRIENDLY

 

Muskoka / Georgian Bay, Innisfil

DI-40324
5.0(3)
 16
 3
 9
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$1280 / night
DETAILS
 
Grand 10BR 9BA Waterfront Retreat Near Muskoka | 7 Acres | Sleeps 30 | Perfect for Events & Gatherin

GRAND 10BR 9BA WATERFRONT RETREAT NEAR MUSKOKA | 7 ACRES | SLEEPS 30 | PERFECT FOR EVENTS & GATHERIN

 

Muskoka / Georgian Bay, Washago

DI-41939
5.0(2)
 30
 9
 9
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$2500 / night
DETAILS
 
Casa Del Capo- Luxury Serene Lakefront Retreat

CASA DEL CAPO- LUXURY SERENE LAKEFRONT RETREAT

 

Muskoka / Georgian Bay, Washago

DI-42722
 
 11
 3
 2
Waterfront
Pets allowed
Smoking not allowed
Internet
Add to Wishlist 
$409 / night
DETAILS
 
Luxury 8 Bedroom Lakefront Cottage + Hot tub, Sauna, Gym, Pool table, 2 Firepits, Playground

LUXURY 8 BEDROOM LAKEFRONT COTTAGE + HOT TUB, SAUNA, GYM, POOL TABLE, 2 FIREPITS, PLAYGROUND

 

Muskoka / Georgian Bay, Burks Falls

DI-42824
 
 18
 8
 6
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$1480 - $2880 / night
$2880 - $6880 / weekend
$7000 - $14880 / week
$21500 - $40000 / month
DETAILS
 
Gorgeous-Modern 4 Season-Severn River Retreat

GORGEOUS-MODERN 4 SEASON-SEVERN RIVER RETREAT

 

Muskoka / Georgian Bay, Gravenhurst

DI-43041
 
 10
 3
 3
Waterfront
Pets allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$450 - $598 / night
$1100 / weekend
$3100 / week
$10000 / month
DETAILS
 
Escape on Little K

ESCAPE ON LITTLE K

 

Algonquin / Haliburton Highlands, Haliburton

PL-43018
 
 10
 5
 2
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$725 - $900 / night
$1725 / weekend
$5425 / week
$21995 / month
DETAILS
 
Multnomah- Multi-family estate on the Rideau

MULTNOMAH- MULTI-FAMILY ESTATE ON THE RIDEAU

 

Eastern Ontario, Elgin

PL-42659
5.0(5)
 18
 8
 3
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$667 - $1125 / night
$2500 - $5950 / week
DETAILS
 
Casa Manana cottage located on prestigious Sandy Lake

CASA MANANA COTTAGE LOCATED ON PRESTIGIOUS SANDY LAKE

 

Kawarthas, Buckhorn

PL-39046
 
 16
 7
 4
Waterfront
Pets not allowed
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$1495 / weekend
$3495 - $6395 / week
DETAILS
 
Luxury Waterfront Muskoka BIG Cottage w/5 Bedrooms- Sauna,Great Fishing,Trails,Snowmobiles,Sunset

LUXURY WATERFRONT MUSKOKA BIG COTTAGE W/5 BEDROOMS- SAUNA,GREAT FISHING,TRAILS,SNOWMOBILES,SUNSET

 

Muskoka / Georgian Bay, Magnetawan

PL-39120
5.0(2)
 10
 5
 4
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$800 - $1300 / night
$2500 / weekend
$5500 / week
DETAILS
 
Large 5bed 4bath Lakefront home in Bancroft!

LARGE 5BED 4BATH LAKEFRONT HOME IN BANCROFT!

 

Kawarthas, Bancroft

PL-37128
5.0(2)
 20
 5
 4
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Add to Wishlist 
$610 - $835 / night
DETAILS
 
Cozy Modern Beach House w/ Pool, Hot Tub, Game Room & Lake Erie Views!!

COZY MODERN BEACH HOUSE W/ POOL, HOT TUB, GAME ROOM & LAKE ERIE VIEWS!!

 

Southwestern Ontario, Wheatley

PL-35578
5.0(2)
 18
 5
 3
Waterfront
Pets not allowed
Smoking not allowed
Internet
Hot Tub
Add to Wishlist 
$750 - $2500 / night
$1500 - $5500 / weekend
$12000 / week
DETAILS
 
White lake -Resort Style Cottage- Absolutely Stunning

WHITE LAKE -RESORT STYLE COTTAGE- ABSOLUTELY STUNNING

 

Eastern Ontario, White Lake

PL-24529
4.9(12)
 20
 5
 2
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Internet
Hot Tub
Add to Wishlist 
$375 / night
$1100 / weekend
$2000 / week
$6000 / month
DETAILS
 
Lake Manitouwabing Retreat

LAKE MANITOUWABING RETREAT

 

Muskoka / Georgian Bay, Parry Sound

PL-20158
5.0(4)
 12
 6
 1
Waterfront
Pets allowed with restrictions
Smoking not allowed
Fireplace / Stove
Add to Wishlist 
$3500 / weekend
$6000 / week
DETAILS
 
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