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Windsor Vacation Rentals

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Bedrooms

Bathrooms

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5 mi
112 rentals in Windsor.
LUX House 2 Bedrooms + 2 Bathroom, vacation rental in Windsor
LUX House 2 Bedrooms + 2 Bathroom, vacation rental in Windsor
LUX House 2 Bedrooms + 2 Bathroom, vacation rental in Windsor

LUX House 2 Bedrooms + 2 Bathroom

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxurious and Fashionable Home | Sleeps 8, vacation rental in Windsor
Luxurious and Fashionable Home | Sleeps 8, vacation rental in Windsor
Luxurious and Fashionable Home | Sleeps 8, vacation rental in Windsor

Luxurious and Fashionable Home | Sleeps 8

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Rivard Beauty - 5bed/2bath - SpaceRental, vacation rental in Windsor
Rivard Beauty - 5bed/2bath - SpaceRental, vacation rental in Windsor
Rivard Beauty - 5bed/2bath - SpaceRental, vacation rental in Windsor

Rivard Beauty - 5bed/2bath - SpaceRental

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen, vacation rental in Windsor
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen, vacation rental in Windsor
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen, vacation rental in Windsor

Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Rental Home in University
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor

LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA

Rental Home in Walkerville
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Paradise Home - Your Home Away From Home, vacation rental in Windsor
Paradise Home - Your Home Away From Home, vacation rental in Windsor
Paradise Home - Your Home Away From Home, vacation rental in Windsor

Paradise Home - Your Home Away From Home

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor
Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor
Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor

Large quiet estate property in beautiful natural surroundings.

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor

Riverview , waterfront, homestay, bnb

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor

Riverview , waterfront, homestay, bnb

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cheerful & cozy downtown 2bdr with free parking, vacation rental in Windsor
Cheerful & cozy downtown 2bdr with free parking, vacation rental in Windsor
Cheerful & cozy downtown 2bdr with free parking, vacation rental in Windsor

Cheerful & cozy downtown 2bdr with free parking

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming Renovated One Bedroom Apartment., vacation rental in Windsor
Charming Renovated One Bedroom Apartment., vacation rental in Windsor
Charming Renovated One Bedroom Apartment., vacation rental in Windsor

Charming Renovated One Bedroom Apartment.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Spacious 1 bedroom and a den home (Lower Unit), vacation rental in Windsor
Modern Spacious 1 bedroom and a den home (Lower Unit), vacation rental in Windsor
Modern Spacious 1 bedroom and a den home (Lower Unit), vacation rental in Windsor

Modern Spacious 1 bedroom and a den home (Lower Unit)

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Alluring Private Bachelor Unit, vacation rental in Windsor
Alluring Private Bachelor Unit, vacation rental in Windsor
Alluring Private Bachelor Unit, vacation rental in Windsor

Alluring Private Bachelor Unit

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Centrally Located 1 Bedroom Apartment with Historical Charm!, vacation rental in Windsor
Centrally Located 1 Bedroom Apartment with Historical Charm!, vacation rental in Windsor
Centrally Located 1 Bedroom Apartment with Historical Charm!, vacation rental in Windsor

Centrally Located 1 Bedroom Apartment with Historical Charm!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern 2BR with Remote Workspace, Patio, BBQ & Gym, vacation rental in Windsor
Modern 2BR with Remote Workspace, Patio, BBQ & Gym, vacation rental in Windsor
Modern 2BR with Remote Workspace, Patio, BBQ & Gym, vacation rental in Windsor

Modern 2BR with Remote Workspace, Patio, BBQ & Gym

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Elegant upper level 3 bedrooms and 2 bathroom, vacation rental in Windsor
Elegant upper level 3 bedrooms and 2 bathroom, vacation rental in Windsor
Elegant upper level 3 bedrooms and 2 bathroom, vacation rental in Windsor

Elegant upper level 3 bedrooms and 2 bathroom

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Home - Jamrock, vacation rental in Windsor
Paradise Home - Jamrock, vacation rental in Windsor
Paradise Home - Jamrock, vacation rental in Windsor

Paradise Home - Jamrock

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning 3 bedroom single family home., vacation rental in Windsor
Stunning 3 bedroom single family home., vacation rental in Windsor
Stunning 3 bedroom single family home., vacation rental in Windsor

Stunning 3 bedroom single family home.

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor
Riverview , waterfront,  homestay, bnb, vacation rental in Windsor

Riverview , waterfront, homestay, bnb

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tiny Home | PetFriendly+Prime+Disney+Parking+Wifi, vacation rental in Windsor
Tiny Home | PetFriendly+Prime+Disney+Parking+Wifi, vacation rental in Windsor
Tiny Home | PetFriendly+Prime+Disney+Parking+Wifi, vacation rental in Windsor

Tiny Home | PetFriendly+Prime+Disney+Parking+Wifi

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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The Olde Walkerville Loft  - 1BD/1BA Apartment, vacation rental in Windsor
The Olde Walkerville Loft  - 1BD/1BA Apartment, vacation rental in Windsor
The Olde Walkerville Loft  - 1BD/1BA Apartment, vacation rental in Windsor

The Olde Walkerville Loft - 1BD/1BA Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy comfort lower level unit, vacation rental in Windsor
Cozy comfort lower level unit, vacation rental in Windsor
Cozy comfort lower level unit, vacation rental in Windsor

Cozy comfort lower level unit

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Olde Walkerville Private 1BD/1BA Main Floor Apt., vacation rental in Windsor
Olde Walkerville Private 1BD/1BA Main Floor Apt., vacation rental in Windsor
Olde Walkerville Private 1BD/1BA Main Floor Apt., vacation rental in Windsor

Olde Walkerville Private 1BD/1BA Main Floor Apt.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Your perfect home / free coffee / free parking, vacation rental in Windsor
Your perfect home / free coffee / free parking, vacation rental in Windsor
Your perfect home / free coffee / free parking, vacation rental in Windsor

Your perfect home / free coffee / free parking

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hotel/Home, vacation rental in Windsor
Hotel/Home, vacation rental in Windsor
Hotel/Home, vacation rental in Windsor

Hotel/Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Navy gold dream - 2 bedroom house w/ work station, vacation rental in Windsor
Navy gold dream - 2 bedroom house w/ work station, vacation rental in Windsor
Navy gold dream - 2 bedroom house w/ work station, vacation rental in Windsor

Navy gold dream - 2 bedroom house w/ work station

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy dream • 2 beds • Netflix • fast wifi, vacation rental in Windsor
Comfy dream • 2 beds • Netflix • fast wifi, vacation rental in Windsor
Comfy dream • 2 beds • Netflix • fast wifi, vacation rental in Windsor

Comfy dream • 2 beds • Netflix • fast wifi

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy & Pet Friendly 2BR w/ parking, mins from highway., vacation rental in Windsor
Cozy & Pet Friendly 2BR w/ parking, mins from highway., vacation rental in Windsor
Cozy & Pet Friendly 2BR w/ parking, mins from highway., vacation rental in Windsor

Cozy & Pet Friendly 2BR w/ parking, mins from highway.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clean 1 bedroom apartment, vacation rental in Windsor
Clean 1 bedroom apartment, vacation rental in Windsor
Clean 1 bedroom apartment, vacation rental in Windsor

Clean 1 bedroom apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Hipster House, vacation rental in Windsor
The Hipster House, vacation rental in Windsor
The Hipster House, vacation rental in Windsor

The Hipster House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful and quiet apartment, vacation rental in Windsor
Peaceful and quiet apartment, vacation rental in Windsor
Peaceful and quiet apartment, vacation rental in Windsor

Peaceful and quiet apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lavish Mansion: Jacuzzi Suite, Elegant Interior, vacation rental in Windsor
Lavish Mansion: Jacuzzi Suite, Elegant Interior, vacation rental in Windsor
Lavish Mansion: Jacuzzi Suite, Elegant Interior, vacation rental in Windsor

Lavish Mansion: Jacuzzi Suite, Elegant Interior

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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cozy & beautiful basement apartment, vacation rental in Windsor
cozy & beautiful basement apartment, vacation rental in Windsor
cozy & beautiful basement apartment, vacation rental in Windsor

cozy & beautiful basement apartment

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet, vacation rental in Windsor
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet, vacation rental in Windsor
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet, vacation rental in Windsor

The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor
Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor
Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor

Hometown Folks’ Desirable Riverside/East Windsor

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation rental in Windsor

4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 2 bedroom apartment in south Windsor, 2 minutes from Ambassador bridge., vacation rental in Windsor
Luxury 2 bedroom apartment in south Windsor, 2 minutes from Ambassador bridge., vacation rental in Windsor
Luxury 2 bedroom apartment in south Windsor, 2 minutes from Ambassador bridge., vacation rental in Windsor

Luxury 2 bedroom apartment in south Windsor, 2 minutes from Ambassador bridge.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy & bright upper unit, all 3 bedrooms are equipped with a workstation., vacation rental in Windsor
Cozy & bright upper unit, all 3 bedrooms are equipped with a workstation., vacation rental in Windsor
Cozy & bright upper unit, all 3 bedrooms are equipped with a workstation., vacation rental in Windsor

Cozy & bright upper unit, all 3 bedrooms are equipped with a workstation.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Cheerful home with 2 free parking, vacation rental in Windsor
Spacious Cheerful home with 2 free parking, vacation rental in Windsor
Spacious Cheerful home with 2 free parking, vacation rental in Windsor

Spacious Cheerful home with 2 free parking

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation rental in Windsor

Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor
Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor
Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor

Quiet affordable 2 Bed 1 bath suite in a single family detached house

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Stylish Forest Glade Retreat, vacation rental in Windsor
Stylish Forest Glade Retreat, vacation rental in Windsor
Stylish Forest Glade Retreat, vacation rental in Windsor

Stylish Forest Glade Retreat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Staycation family fun Main House!, vacation rental in Windsor
Staycation family fun Main House!, vacation rental in Windsor
Staycation family fun Main House!, vacation rental in Windsor

Staycation family fun Main House!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Charming & Elegant Windsor Border Escape: Hot Tub & Entertainment, vacation rental in Windsor
Charming & Elegant Windsor Border Escape: Hot Tub & Entertainment, vacation rental in Windsor
Charming & Elegant Windsor Border Escape: Hot Tub & Entertainment, vacation rental in Windsor

Charming & Elegant Windsor Border Escape: Hot Tub & Entertainment

Rental Home
3 bedrooms
1 bathroom
Sleeps 15
Match: Sleeps
More info
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Bright 3 Bdrm Unit 30% Discount for Longer Stays, vacation rental in Windsor
Bright 3 Bdrm Unit 30% Discount for Longer Stays, vacation rental in Windsor
Bright 3 Bdrm Unit 30% Discount for Longer Stays, vacation rental in Windsor

Bright 3 Bdrm Unit 30% Discount for Longer Stays

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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City Living Perfected: Spacious 1-Bedroom haven 5 min from the Riverside!, vacation rental in Windsor
City Living Perfected: Spacious 1-Bedroom haven 5 min from the Riverside!, vacation rental in Windsor
City Living Perfected: Spacious 1-Bedroom haven 5 min from the Riverside!, vacation rental in Windsor

City Living Perfected: Spacious 1-Bedroom haven 5 min from the Riverside!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy little house with free parking and front yard, vacation rental in Windsor
Cozy little house with free parking and front yard, vacation rental in Windsor
Cozy little house with free parking and front yard, vacation rental in Windsor

Cozy little house with free parking and front yard

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor

Bootleggers Bunker in Historic Walkerville 2BD/1BA

Condo/Apartment in Walkerville
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury getaway with pool and hot tub - family retreat, vacation rental in Windsor
Luxury getaway with pool and hot tub - family retreat, vacation rental in Windsor
Luxury getaway with pool and hot tub - family retreat, vacation rental in Windsor

Luxury getaway with pool and hot tub - family retreat

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-50 of 112
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