Vacation rentals in Windsor, SC

77 available vacation rental offers

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Best vacation rentals and Airbnb offers in Windsor, SC

Modern Farm Retreat - Fresh Eggs - Pet Friendly - Windsor, SC

Modern Farm Retreat - Fresh Eggs - Pet Friendly

Apartment, Windsor

Modern Farm Retreat - Fresh Eggs - Pet Friendly is a apartment in Windsor, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Modern Farm Retreat - Fresh Eggs - Pet Friendly

Modern Farm Retreat - Fresh Eggs - Pet Friendly is a apartment in Windsor, with pet-friendly space, kitchen access, and a quieter setting. 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $773.

From$110/night
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Country Cottage in Aiken, pet friendly! - Windsor, SC

Country Cottage in Aiken, pet friendly!

Cottage, Windsor

Country Cottage in Aiken, pet friendly! is a cottage in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Country Cottage in Aiken, pet friendly!

Country Cottage in Aiken, pet friendly! is a cottage in Windsor, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $919.

From$131/night
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Modern Open Floor Plan Guest Apt with King - Windsor, SC

Modern Open Floor Plan Guest Apt with King

Apartment, Windsor

Modern Open Floor Plan Guest Apt with King is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern Open Floor Plan Guest Apt with King

Modern Open Floor Plan Guest Apt with King is a apartment in Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $926.

From$132/night
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Stunning farmhouse in private, gated equestrian community. - Windsor, SC

Stunning farmhouse in private, gated equestrian community.

Country House, Windsor

Stunning farmhouse in private, gated equestrian community. is a country house in Windsor. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Stunning farmhouse in private, gated equestrian community.

Stunning farmhouse in private, gated equestrian community. is a country house in Windsor. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,016.

From$145/night
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Vacation rentals with a pool in Windsor, SC

Add a pool to the search when you want an easy place to cool off between outings.

Charming Cottage on South Boundary with pool - Windsor, SC

Charming Cottage on South Boundary with pool

Cottage, Windsor

Charming Cottage on South Boundary with pool is a cottage in Windsor, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Cottage on South Boundary with pool

Charming Cottage on South Boundary with pool is a cottage in Windsor, with pet-friendly space and pool 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,330.

From$190/night
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The Pineapple Pause - Close to everything Aiken! - Windsor, SC

The Pineapple Pause - Close to everything Aiken!

Holiday Home, Windsor

The Pineapple Pause - Close to everything Aiken! is a holiday home in Windsor, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About The Pineapple Pause - Close to everything Aiken!

The Pineapple Pause - Close to everything Aiken! is a holiday home in Windsor, with pet-friendly space, pool 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,567.

From$224/night
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Screened Porch, Private Pool! Family Home in Aiken - Windsor, SC

Screened Porch, Private Pool! Family Home in Aiken

Cottage, Windsor

Screened Porch, Private Pool! Family Home in Aiken is a cottage in Windsor, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Screened Porch, Private Pool! Family Home in Aiken

Screened Porch, Private Pool! Family Home in Aiken is a cottage in Windsor, with pet-friendly space, pool access, and room for a group. 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,042.

From$225/night
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Burrell and Flynn's Farm - Windsor, SC

Burrell and Flynn's Farm

B & B, Windsor

Burrell and Flynn's Farm is a b & b in Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Burrell and Flynn's Farm

Burrell and Flynn's Farm is a b & b in Windsor, with pool access 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: free breakfast, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,695.

From$336/night
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Vacation rentals with parking in Windsor, SC

Find vacation rentals that make arriving by car easier.

Country Cottage - Windsor, SC

Country Cottage

Holiday Home, Windsor

Country Cottage is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Country Cottage

Country Cottage is a holiday home in Windsor, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,161.

From$166/night
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Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf - Windsor, SC

Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf

Holiday Home, Windsor

Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf

Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf is a holiday home in Windsor, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,214.

From$173/night
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Sweet Tea Cottage- Aiken Downtown Location - Windsor, SC

Sweet Tea Cottage- Aiken Downtown Location

Holiday Home, Windsor

Sweet Tea Cottage- Aiken Downtown Location is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sweet Tea Cottage- Aiken Downtown Location

Sweet Tea Cottage- Aiken Downtown Location is a holiday home in Windsor, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,243.

From$178/night
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Aiken Horse Lover’s Retreat. Nestled in a private forest. 4 miles to downtown - Windsor, SC

Aiken Horse Lover’s Retreat. Nestled in a private forest. 4 miles to downtown

Holiday Home, Windsor

Aiken Horse Lover’s Retreat. Nestled in a private forest. 4 miles to downtown is a holiday home in Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Aiken Horse Lover’s Retreat. Nestled in a private forest. 4 miles to downtown

Aiken Horse Lover’s Retreat. Nestled in a private forest. 4 miles to downtown is a holiday home in Windsor, with parking, kitchen access, and a quieter setting. 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,370.

From$196/night
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Pet-friendly vacation rentals in Windsor, SC

Bring your pet along with stays that welcome four-legged travelers.

Aiken SC area ...Housing for you and your horses... - Windsor, SC

Aiken SC area ...Housing for you and your horses...

Holiday Home, Windsor

Aiken SC area ...Housing for you and your horses... is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Aiken SC area ...Housing for you and your horses...

Aiken SC area ...Housing for you and your horses... is a holiday home in Windsor, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $981.

From$140/night
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Sunny at 135 is a wonderful place to - Windsor, SC

Sunny at 135 is a wonderful place to

Apartment, Windsor

Sunny at 135 is a wonderful place to is a apartment in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sunny at 135 is a wonderful place to

Sunny at 135 is a wonderful place to is a apartment in Windsor, 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, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,204.

From$172/night
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Cottage #2 The Clydesdale - Windsor, SC

Cottage #2 The Clydesdale

Cottage, Windsor

Cottage #2 The Clydesdale is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Cottage #2 The Clydesdale

Cottage #2 The Clydesdale is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,616.

From$231/night
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Cottage #7 The Andalusian - Windsor, SC

Cottage #7 The Andalusian

Cottage, Windsor

Cottage #7 The Andalusian is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Cottage #7 The Andalusian

Cottage #7 The Andalusian is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,616.

From$231/night
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Vacation rentals with a kitchen in Windsor, SC

Compare stays with kitchen access for longer trips and easier meals.

Golfers Oasis Centrally Located - Windsor, SC

Golfers Oasis Centrally Located

Holiday Home, Windsor

Golfers Oasis Centrally Located is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Golfers Oasis Centrally Located

Golfers Oasis Centrally Located is a holiday home in Windsor, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,033.

From$148/night
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Cedar Cottage-Downtown Aiken/Polo/Horse District - Windsor, SC

Cedar Cottage-Downtown Aiken/Polo/Horse District

Holiday Home, Windsor

Cedar Cottage-Downtown Aiken/Polo/Horse District is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cedar Cottage-Downtown Aiken/Polo/Horse District

Cedar Cottage-Downtown Aiken/Polo/Horse District is a holiday home in Windsor, with 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, free wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,201.

From$172/night
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\"Carol's\" Aiken's Place, Your Private, Comfort Zone. - Windsor, SC

\"Carol's\" Aiken's Place, Your Private, Comfort Zone.

Holiday Home, Windsor

\"Carol's\" Aiken's Place, Your Private, Comfort Zone. is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About \"Carol's\" Aiken's Place, Your Private, Comfort Zone.

\"Carol's\" Aiken's Place, Your Private, Comfort Zone. is a holiday home in Windsor, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$174/night
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Trotters Cottage-Close to Bruces Field and Downtown - Windsor, SC

Trotters Cottage-Close to Bruces Field and Downtown

Holiday Home, Windsor

Trotters Cottage-Close to Bruces Field and Downtown is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Trotters Cottage-Close to Bruces Field and Downtown

Trotters Cottage-Close to Bruces Field and Downtown is a holiday home in Windsor, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,251.

From$179/night
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Family-friendly vacation rentals in Windsor, SC

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

Blue Door Cottage: Downtown charm & convenience, dog-friendly large fenced yard - Windsor, SC

Blue Door Cottage: Downtown charm & convenience, dog-friendly large fenced yard

Cottage, Windsor

Blue Door Cottage: Downtown charm & convenience, dog-friendly large fenced yard is a cottage in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Blue Door Cottage: Downtown charm & convenience, dog-friendly large fenced yard

Blue Door Cottage: Downtown charm & convenience, dog-friendly large fenced yard is a cottage in Windsor, 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, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,051.

From$150/night
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The Roost -3 Beds - Downtown Horse Venues - Historic Aiken - Windsor, SC

The Roost -3 Beds - Downtown Horse Venues - Historic Aiken

Cottage, Windsor

The Roost -3 Beds - Downtown Horse Venues - Historic Aiken is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Roost -3 Beds - Downtown Horse Venues - Historic Aiken

The Roost -3 Beds - Downtown Horse Venues - Historic Aiken is a cottage in Windsor, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,063.

From$152/night
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The Owl Cottage - Windsor, SC

The Owl Cottage

Cottage, Windsor

The Owl Cottage is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Owl Cottage

The Owl Cottage is a cottage in Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,119.

From$160/night
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Cottage #8 The Thoroughbred - Windsor, SC

Cottage #8 The Thoroughbred

Cottage, Windsor

Cottage #8 The Thoroughbred is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Cottage #8 The Thoroughbred

Cottage #8 The Thoroughbred is a cottage in Windsor, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,616.

From$231/night
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