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Grey County Holiday Rentals

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298 rentals in Grey County.
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Shale Beach House,  Blue Mountain Collingwood Ont., holiday rental in Grey County
Shale Beach House,  Blue Mountain Collingwood Ont., holiday rental in Grey County
Shale Beach House,  Blue Mountain Collingwood Ont., holiday rental in Grey County

Shale Beach House, Blue Mountain Collingwood Ont.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Slope Side Chalet Inspired Large Condo (fully renovated), holiday rental in Grey County
Slope Side Chalet Inspired Large Condo (fully renovated), holiday rental in Grey County
Slope Side Chalet Inspired Large Condo (fully renovated), holiday rental in Grey County

Slope Side Chalet Inspired Large Condo (fully renovated)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large, modern, ground floor condo, steps to the Village ..., holiday rental in Grey County
Large, modern, ground floor condo, steps to the Village ..., holiday rental in Grey County
Large, modern, ground floor condo, steps to the Village ..., holiday rental in Grey County

Large, modern, ground floor condo, steps to the Village ...

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relive Hilltop Chalet, holiday rental in Grey County
Relive Hilltop Chalet, holiday rental in Grey County
Relive Hilltop Chalet, holiday rental in Grey County

Relive Hilltop Chalet

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 100 ⭐⭐⭐⭐⭐ Reviews!, holiday rental in Grey County
Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 100 ⭐⭐⭐⭐⭐ Reviews!, holiday rental in Grey County
Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 100 ⭐⭐⭐⭐⭐ Reviews!, holiday rental in Grey County

Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 100 ⭐⭐⭐⭐⭐ Reviews!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three bedroom chalet in Snowbridge, holiday rental in Grey County
Three bedroom chalet in Snowbridge, holiday rental in Grey County
Three bedroom chalet in Snowbridge, holiday rental in Grey County

Three bedroom chalet in Snowbridge

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Loons at Christie Beach - Wonderful Sunrises and Sunsets on Georgian Bay, holiday rental in Grey County
The Loons at Christie Beach - Wonderful Sunrises and Sunsets on Georgian Bay, holiday rental in Grey County
The Loons at Christie Beach - Wonderful Sunrises and Sunsets on Georgian Bay, holiday rental in Grey County

The Loons at Christie Beach - Wonderful Sunrises and Sunsets on Georgian Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Northview Chalet, holiday rental in Grey County
Northview Chalet, holiday rental in Grey County
Northview Chalet, holiday rental in Grey County

Northview Chalet

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Blue Mountain Resort / Village /Chalet, holiday rental in Grey County
Blue Mountain Resort / Village /Chalet, holiday rental in Grey County
Blue Mountain Resort / Village /Chalet, holiday rental in Grey County

Blue Mountain Resort / Village /Chalet

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ski the Blue Mountains, Bruce Trail or Georgian Trail!! , holiday rental in Grey County
Ski the Blue Mountains, Bruce Trail or Georgian Trail!! , holiday rental in Grey County
Ski the Blue Mountains, Bruce Trail or Georgian Trail!! , holiday rental in Grey County

Ski the Blue Mountains, Bruce Trail or Georgian Trail!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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IN THE VILLAGE * BLUE - Backing onto Golf Course, holiday rental in Grey County
IN THE VILLAGE * BLUE - Backing onto Golf Course, holiday rental in Grey County
IN THE VILLAGE * BLUE - Backing onto Golf Course, holiday rental in Grey County

IN THE VILLAGE * BLUE - Backing onto Golf Course

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rustic Log and Timber Frame Chalet Family Getaway , holiday rental in Grey County
Rustic Log and Timber Frame Chalet Family Getaway , holiday rental in Grey County
Rustic Log and Timber Frame Chalet Family Getaway , holiday rental in Grey County

Rustic Log and Timber Frame Chalet Family Getaway

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Blue Mountain's MOST Luxurious, holiday rental in Grey County
Blue Mountain's MOST Luxurious, holiday rental in Grey County
Blue Mountain's MOST Luxurious, holiday rental in Grey County

Blue Mountain's MOST Luxurious

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Waterfront Cottage-Sleeps 10 Guests-Large Dock-6 Boats-Summer weeks available, holiday rental in Grey County
Waterfront Cottage-Sleeps 10 Guests-Large Dock-6 Boats-Summer weeks available, holiday rental in Grey County
Waterfront Cottage-Sleeps 10 Guests-Large Dock-6 Boats-Summer weeks available, holiday rental in Grey County

Waterfront Cottage-Sleeps 10 Guests-Large Dock-6 Boats-Summer weeks available

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Blue Mountain 3Bed\2Bath with Two King Beds across the road from the Village, holiday rental in Grey County
Blue Mountain 3Bed\2Bath with Two King Beds across the road from the Village, holiday rental in Grey County
Blue Mountain 3Bed\2Bath with Two King Beds across the road from the Village, holiday rental in Grey County

Blue Mountain 3Bed\2Bath with Two King Beds across the road from the Village

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Creekside Cottage - Your Vacation Home Winter And Summer, For Beach Or Skiing, holiday rental in Grey County
Creekside Cottage - Your Vacation Home Winter And Summer, For Beach Or Skiing, holiday rental in Grey County
Creekside Cottage - Your Vacation Home Winter And Summer, For Beach Or Skiing, holiday rental in Grey County

Creekside Cottage - Your Vacation Home Winter And Summer, For Beach Or Skiing

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub, holiday rental in Grey County
Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub, holiday rental in Grey County
Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub, holiday rental in Grey County

Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Blue Mountain Executive Home (Collingwood), holiday rental in Grey County
Blue Mountain Executive Home (Collingwood), holiday rental in Grey County
Blue Mountain Executive Home (Collingwood), holiday rental in Grey County

Blue Mountain Executive Home (Collingwood)

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Large, luxurious, upper floor condo, steps to Blue Mountain Village..., holiday rental in Grey County
Large, luxurious, upper floor condo, steps to Blue Mountain Village..., holiday rental in Grey County
Large, luxurious, upper floor condo, steps to Blue Mountain Village..., holiday rental in Grey County

Large, luxurious, upper floor condo, steps to Blue Mountain Village...

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Chalet with Deluxe Hot Tub and Sauna, holiday rental in Grey County
Beautiful Chalet with Deluxe Hot Tub and Sauna, holiday rental in Grey County
Beautiful Chalet with Deluxe Hot Tub and Sauna, holiday rental in Grey County

Beautiful Chalet with Deluxe Hot Tub and Sauna

Holiday Rental House
7 bedrooms
2 bathrooms
Sleeps 18
Match: Sleeps
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Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer, holiday rental in Grey County
Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer, holiday rental in Grey County
Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer, holiday rental in Grey County

Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 bdrm, Cozy Spacious Chalet, 10min Walk to Village, holiday rental in Grey County
5 bdrm, Cozy Spacious Chalet, 10min Walk to Village, holiday rental in Grey County
5 bdrm, Cozy Spacious Chalet, 10min Walk to Village, holiday rental in Grey County

5 bdrm, Cozy Spacious Chalet, 10min Walk to Village

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Home w/ Free WiFi, Fireplace, Private Washer/Dryer, and Shared Pool!, holiday rental in Grey County
Beautiful Home w/ Free WiFi, Fireplace, Private Washer/Dryer, and Shared Pool!, holiday rental in Grey County
Beautiful Home w/ Free WiFi, Fireplace, Private Washer/Dryer, and Shared Pool!, holiday rental in Grey County

Beautiful Home w/ Free WiFi, Fireplace, Private Washer/Dryer, and Shared Pool!

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle, holiday rental in Grey County
Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle, holiday rental in Grey County
Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle, holiday rental in Grey County

Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!, holiday rental in Grey County
Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!, holiday rental in Grey County
Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!, holiday rental in Grey County

Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Vacation Home at Blue Mountain Village - Rivergrass, holiday rental in Grey County
Luxury Vacation Home at Blue Mountain Village - Rivergrass, holiday rental in Grey County
Luxury Vacation Home at Blue Mountain Village - Rivergrass, holiday rental in Grey County

Luxury Vacation Home at Blue Mountain Village - Rivergrass

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Blue Mountain/Collingwood Year Round Accommodations, holiday rental in Grey County
Blue Mountain/Collingwood Year Round Accommodations, holiday rental in Grey County
Blue Mountain/Collingwood Year Round Accommodations, holiday rental in Grey County

Blue Mountain/Collingwood Year Round Accommodations

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace, holiday rental in Grey County
Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace, holiday rental in Grey County
Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace, holiday rental in Grey County

Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private country suite with luxurious hot tub! Open concept, king bed in Master!, holiday rental in Grey County
Private country suite with luxurious hot tub! Open concept, king bed in Master!, holiday rental in Grey County
Private country suite with luxurious hot tub! Open concept, king bed in Master!, holiday rental in Grey County

Private country suite with luxurious hot tub! Open concept, king bed in Master!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Delightful ski-cation retreat w/balcony & golf course views!, holiday rental in Grey County
Delightful ski-cation retreat w/balcony & golf course views!, holiday rental in Grey County
Delightful ski-cation retreat w/balcony & golf course views!, holiday rental in Grey County

Delightful ski-cation retreat w/balcony & golf course views!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious and newly renovated condo w/shared pool and ski hills views!, holiday rental in Grey County
Spacious and newly renovated condo w/shared pool and ski hills views!, holiday rental in Grey County
Spacious and newly renovated condo w/shared pool and ski hills views!, holiday rental in Grey County

Spacious and newly renovated condo w/shared pool and ski hills views!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dog-friendly home at the base of Blue Mountain, holiday rental in Grey County
Dog-friendly home at the base of Blue Mountain, holiday rental in Grey County
Dog-friendly home at the base of Blue Mountain, holiday rental in Grey County

Dog-friendly home at the base of Blue Mountain

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Rivergrass - Walk to Village, Skiing or Golf, holiday rental in Grey County
Rivergrass - Walk to Village, Skiing or Golf, holiday rental in Grey County
Rivergrass - Walk to Village, Skiing or Golf, holiday rental in Grey County

Rivergrass - Walk to Village, Skiing or Golf

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Mountain Executive 3 Bedroom Town Home Sleeps 10 Located in Resort Zone, holiday rental in Grey County
Blue Mountain Executive 3 Bedroom Town Home Sleeps 10 Located in Resort Zone, holiday rental in Grey County
Blue Mountain Executive 3 Bedroom Town Home Sleeps 10 Located in Resort Zone, holiday rental in Grey County

Blue Mountain Executive 3 Bedroom Town Home Sleeps 10 Located in Resort Zone

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Aquavista Waterfront - Georgian Bay Cottage

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ideal family & dog-friendly condo w/ high-speed WiFi & shared pool!, holiday rental in Grey County
Ideal family & dog-friendly condo w/ high-speed WiFi & shared pool!, holiday rental in Grey County
Ideal family & dog-friendly condo w/ high-speed WiFi & shared pool!, holiday rental in Grey County

Ideal family & dog-friendly condo w/ high-speed WiFi & shared pool!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely mountain retreat w/shared pool & private gas grill, holiday rental in Grey County
Lovely mountain retreat w/shared pool & private gas grill, holiday rental in Grey County
Lovely mountain retreat w/shared pool & private gas grill, holiday rental in Grey County

Lovely mountain retreat w/shared pool & private gas grill

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Hillside One Bedroom Condo with Full Kitchen, 2 Creekside Decks, Wifi, Parking, holiday rental in Grey County
Hillside One Bedroom Condo with Full Kitchen, 2 Creekside Decks, Wifi, Parking, holiday rental in Grey County
Hillside One Bedroom Condo with Full Kitchen, 2 Creekside Decks, Wifi, Parking, holiday rental in Grey County

Hillside One Bedroom Condo with Full Kitchen, 2 Creekside Decks, Wifi, Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D, holiday rental in Grey County
Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D, holiday rental in Grey County
Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D, holiday rental in Grey County

Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant retreat w/high vaulted ceilings, elegant decor & shared pool/kiddie pool, holiday rental in Grey County
Elegant retreat w/high vaulted ceilings, elegant decor & shared pool/kiddie pool, holiday rental in Grey County
Elegant retreat w/high vaulted ceilings, elegant decor & shared pool/kiddie pool, holiday rental in Grey County

Elegant retreat w/high vaulted ceilings, elegant decor & shared pool/kiddie pool

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Meaford Country Home, holiday rental in Grey County
Meaford Country Home, holiday rental in Grey County
Meaford Country Home, holiday rental in Grey County

Meaford Country Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Greystone Annex - Kemble, Ontario, Canada, holiday rental in Grey County
Greystone Annex - Kemble, Ontario, Canada, holiday rental in Grey County
Greystone Annex - Kemble, Ontario, Canada, holiday rental in Grey County

Greystone Annex - Kemble, Ontario, Canada

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage  Sleeps 16, holiday rental in Grey County
Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage  Sleeps 16, holiday rental in Grey County
Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage  Sleeps 16, holiday rental in Grey County

Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage Sleeps 16

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Fabulous and inviting condo near Monterra Golf Course w/private sauna, holiday rental in Grey County
Fabulous and inviting condo near Monterra Golf Course w/private sauna, holiday rental in Grey County
Fabulous and inviting condo near Monterra Golf Course w/private sauna, holiday rental in Grey County

Fabulous and inviting condo near Monterra Golf Course w/private sauna

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location, holiday rental in Grey County
Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location, holiday rental in Grey County
Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location, holiday rental in Grey County

Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Spacious, family-friendly two-story condo w/private patio, gas grill & fireplace, holiday rental in Grey County
Spacious, family-friendly two-story condo w/private patio, gas grill & fireplace, holiday rental in Grey County
Spacious, family-friendly two-story condo w/private patio, gas grill & fireplace, holiday rental in Grey County

Spacious, family-friendly two-story condo w/private patio, gas grill & fireplace

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3 Bedroom Steps to Village, holiday rental in Grey County
3 Bedroom Steps to Village, holiday rental in Grey County
3 Bedroom Steps to Village, holiday rental in Grey County

3 Bedroom Steps to Village

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous & unique Blue Mountain condo - private ski storage!, holiday rental in Grey County
Gorgeous & unique Blue Mountain condo - private ski storage!, holiday rental in Grey County
Gorgeous & unique Blue Mountain condo - private ski storage!, holiday rental in Grey County

Gorgeous & unique Blue Mountain condo - private ski storage!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!, holiday rental in Grey County
Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!, holiday rental in Grey County
Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!, holiday rental in Grey County

Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer, holiday rental in Grey County
Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer, holiday rental in Grey County
Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer, holiday rental in Grey County

Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Frequently Asked Questions about Grey County