Vacation rentals in Winchester

48 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winchester

HomeAwayFromHomeMassena - Winchester

HomeAwayFromHomeMassena

Bed And Breakfast, Winchester

HomeAwayFromHomeMassena is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About HomeAwayFromHomeMassena

HomeAwayFromHomeMassena is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, parking, and free parking.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $564.

From$70/night
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Rustic Log cabin in private setting near Ottawa - Winchester

Rustic Log cabin in private setting near Ottawa

Cabin, Winchester

Rustic Log cabin in private setting near Ottawa is a cabin in Winchester, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Rustic Log cabin in private setting near Ottawa

Rustic Log cabin in private setting near Ottawa is a cabin in Winchester, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $807.

From$115/night
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Doran Bay Resort - Winchester

Doran Bay Resort

Cottage, Winchester

Doran Bay Resort is a cottage in Winchester, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Doran Bay Resort

Doran Bay Resort is a cottage in Winchester, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $976.

From$117/night
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Cedar Drive Inn - Winchester

Cedar Drive Inn

Guest House, Winchester

Cedar Drive Inn is a guest house in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Cedar Drive Inn

Cedar Drive Inn is a guest house in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $1,035.

From$131/night
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Family-friendly vacation rentals in Winchester

Plan a trip with stays that give families more room to spread out.

Doran Bay Resort - Iroquois - Cottage - 1 - Winchester

Doran Bay Resort - Iroquois - Cottage - 1

Cottage, Winchester

Doran Bay Resort - Iroquois - Cottage - 1 is a cottage in Winchester, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Doran Bay Resort - Iroquois - Cottage - 1

Doran Bay Resort - Iroquois - Cottage - 1 is a cottage in Winchester, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, kitchen, and with kitchen.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $1,308.

From$187/night
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The “Old School” • Historic Town • Free Parking - Winchester

The “Old School” • Historic Town • Free Parking

Apartment, Winchester

The “Old School” · Historic Town · Free Parking is a apartment in Winchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About The “Old School” • Historic Town • Free Parking

The “Old School” · Historic Town · Free Parking is a apartment in Winchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, kids friendly, and washer.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $2,382.

From$340/night
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The “Old School” • Historic Town • Free Parking - Winchester

The “Old School” • Historic Town • Free Parking

Holiday Home, Winchester

The “Old School” · Historic Town · Free Parking is a holiday home in Winchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About The “Old School” • Historic Town • Free Parking

The “Old School” · Historic Town · Free Parking is a holiday home in Winchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, kids friendly, and washer.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $2,382.

From$340/night
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Vacation rentals with parking in Winchester

Find vacation rentals that make arriving by car easier.

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark. - Winchester

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

Apartment, Winchester

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark. is a apartment in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark. is a apartment in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $1,501.

From$214/night
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Rideau Heights Inn - Winchester

Rideau Heights Inn

Bed And Breakfast, Winchester

Rideau Heights Inn is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Rideau Heights Inn

Rideau Heights Inn is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $1,216.

From$146/night
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Mac B&B - Winchester

Mac B&B

Bed And Breakfast, Winchester

Mac B&B is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Mac B&B

Mac B&B is a bed and breakfast in Winchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Sep 12 - Sat, Sep 19 · 7 nights · total from $1,209.

From$147/night
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