Vacation rentals in South Windsor, CT

67 available vacation rental offers

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Best Vacation rentals and Airbnb offers in South Windsor, CT

Cozy studio in adorable Hartford with refreshing AC for your stay.Great location - South Windsor, CT

Cozy studio in adorable Hartford with refreshing AC for your stay.Great location

Apartment, South Windsor

Cozy studio in adorable Hartford with refreshing AC for your stay.Great location is a apartment in South Windsor. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy studio in adorable Hartford with refreshing AC for your stay.Great location

Cozy studio in adorable Hartford with refreshing AC for your stay.Great location is a apartment in South Windsor. 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $755.

From$75/night
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Convenient Hartford Condo < 2 Mi to Dtwn! - South Windsor, CT

Convenient Hartford Condo < 2 Mi to Dtwn!

Condo, South Windsor

Convenient Hartford Condo < 2 Mi to Dtwn! is a condo in South Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Convenient Hartford Condo < 2 Mi to Dtwn!

Convenient Hartford Condo < 2 Mi to Dtwn! is a condo in South 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 $1,229.

From$88/night
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Central Chic Pad - with Free Parking, Heat & AC - South Windsor, CT

Central Chic Pad - with Free Parking, Heat & AC

Apartment, South Windsor

Central Chic Pad - with Free Parking, Heat & AC is a apartment in South Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC is a apartment in South 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $971.

From$99/night
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Charming Luxury 1BR Near Downtown. Dog Friendly! - South Windsor, CT

Charming Luxury 1BR Near Downtown. Dog Friendly!

Apartment, South Windsor

Charming Luxury 1BR Near Downtown. Dog Friendly! is a apartment in South Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly! is a apartment in South 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 $1,094.

From$100/night
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Best South Windsor, CT vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy 1-bedroom apartment in gorgeous Hartford with AC - South Windsor, CT

Cozy 1-bedroom apartment in gorgeous Hartford with AC

Apartment, South Windsor

Cozy 1-bedroom apartment in gorgeous Hartford with AC is a apartment in South Windsor, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cozy 1-bedroom apartment in gorgeous Hartford with AC

Cozy 1-bedroom apartment in gorgeous Hartford with AC is a apartment in South Windsor, with parking 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, parking, free parking, washer, and dryer.

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

From$151/night
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Downtown and secluded - South Windsor, CT

Downtown and secluded

Holiday Home, South Windsor

Downtown and secluded is a holiday home in South Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Downtown and secluded

Downtown and secluded is a holiday home in South 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 $1,677.

From$171/night
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Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford - South Windsor, CT

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Holiday Home, South Windsor

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford is a holiday home in South Windsor, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford is a holiday home in South Windsor, with pet-friendly space, parking, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,841.

From$196/night
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2-bedroom apartment in welcoming Windsor with AC and comfort. - South Windsor, CT

2-bedroom apartment in welcoming Windsor with AC and comfort.

Apartment, South Windsor

2-bedroom apartment in welcoming Windsor with AC and comfort. is a apartment in South Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About 2-bedroom apartment in welcoming Windsor with AC and comfort.

2-bedroom apartment in welcoming Windsor with AC and comfort. is a apartment in South Windsor, with parking, kitchen 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,980.

From$200/night
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Best Pet-Friendly Vacation Rentals in South Windsor, CT

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

The Traveler Suite C1 CURRENT Upgrades are Underway Daily! - South Windsor, CT

The Traveler Suite C1 CURRENT Upgrades are Underway Daily!

Apartment, South Windsor

The Traveler Suite C1 CURRENT Upgrades are Underway Daily! is a apartment in South Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About The Traveler Suite C1 CURRENT Upgrades are Underway Daily!

The Traveler Suite C1 CURRENT Upgrades are Underway Daily! is a apartment in South 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 $1,292.

From$134/night
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comfortable home away from home - South Windsor, CT

comfortable home away from home

Holiday Home, South Windsor

comfortable home away from home is a holiday home in South 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 comfortable home away from home

comfortable home away from home is a holiday home in South 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 $1,459.

From$144/night
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Fabulous 2-bedroom house with AC in Manchester - South Windsor, CT

Fabulous 2-bedroom house with AC in Manchester

Holiday Home, South Windsor

Fabulous 2-bedroom house with AC in Manchester is a holiday home in South Windsor, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring…

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About Fabulous 2-bedroom house with AC in Manchester

Fabulous 2-bedroom house with AC in Manchester is a holiday home in South Windsor, with pet-friendly space 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, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,482.

From$149/night
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3-bedroom 1 bath house in amazing Manchester with AC - South Windsor, CT

3-bedroom 1 bath house in amazing Manchester with AC

Holiday Home, South Windsor

3-bedroom 1 bath house in amazing Manchester with AC is a holiday home in South Windsor, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base…

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About 3-bedroom 1 bath house in amazing Manchester with AC

3-bedroom 1 bath house in amazing Manchester with AC is a holiday home in South Windsor, with pet-friendly space, parking, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,566.

From$158/night
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Best South Windsor, CT vacation rentals with a kitchen

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

Beautiful 1-bedroom apartment in Andover 10 miles to Uconn w/ AC, Washer/Dryer - South Windsor, CT

Beautiful 1-bedroom apartment in Andover 10 miles to Uconn w/ AC, Washer/Dryer

Apartment, South Windsor

Beautiful 1-bedroom apartment in Andover 10 miles to Uconn w/ AC, Washer/Dryer is a apartment in South Windsor, with parking, kitchen access, and room for a group. This stay gives travelers…

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About Beautiful 1-bedroom apartment in Andover 10 miles to Uconn w/ AC, Washer/Dryer

Beautiful 1-bedroom apartment in Andover 10 miles to Uconn w/ AC, Washer/Dryer is a apartment in South Windsor, with parking, kitchen 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,554.

From$132/night
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Bright & Peaceful Studio Hideaway - Cozy, Quiet & Central - South Windsor, CT

Bright & Peaceful Studio Hideaway - Cozy, Quiet & Central

Apartment, South Windsor

Bright & Peaceful Studio Hideaway - Cozy, Quiet & Central is a apartment in South Windsor, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for…

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About Bright & Peaceful Studio Hideaway - Cozy, Quiet & Central

Bright & Peaceful Studio Hideaway - Cozy, Quiet & Central is a apartment in South Windsor, with 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,461.

From$148/night
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A+ Location Condo | Modern + Bright| Bushnell Park - South Windsor, CT

A+ Location Condo | Modern + Bright| Bushnell Park

Apartment, South Windsor

A+ Location Condo · Modern + Bright · Bushnell Park is a apartment in South Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About A+ Location Condo | Modern + Bright| Bushnell Park

A+ Location Condo · Modern + Bright · Bushnell Park is a apartment in South 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 $1,438.

From$150/night
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Fall in Love with New England Charm this Fall!!! - South Windsor, CT

Fall in Love with New England Charm this Fall!!!

Apartment, South Windsor

Fall in Love with New England Charm this Fall!!! is a apartment in South Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Fall in Love with New England Charm this Fall!!!

Fall in Love with New England Charm this Fall!!! is a apartment in South 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,905.

From$210/night
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Our Favorite Family-Friendly Vacation Rentals in South Windsor, CT

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

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse - South Windsor, CT

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse

Holiday Home, South Windsor

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse is a holiday home in South Windsor, with room for a group and a quieter setting. This stay gives travelers a comfortable base for…

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About Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse is a holiday home in South Windsor, with room for a group 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, ac, air conditioning, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,421.

From$150/night
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Vintage Windsor Home: Private Yard & Covered Deck - South Windsor, CT

Vintage Windsor Home: Private Yard & Covered Deck

Cottage, South Windsor

Vintage Windsor Home: Private Yard & Covered Deck is a cottage in South Windsor, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Vintage Windsor Home: Private Yard & Covered Deck

Vintage Windsor Home: Private Yard & Covered Deck is a cottage in South Windsor, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,494.

From$154/night
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Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL. - South Windsor, CT

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Holiday Home, South Windsor

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL. is a holiday home in South Windsor, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL. is a holiday home in South 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 $2,220.

From$228/night
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Charming East Granby house with AC and WiFi 3 minutes to Bradley Airport - South Windsor, CT

Charming East Granby house with AC and WiFi 3 minutes to Bradley Airport

Holiday Home, South Windsor

Charming East Granby house with AC and WiFi 3 minutes to Bradley Airport is a holiday home in South Windsor, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Charming East Granby house with AC and WiFi 3 minutes to Bradley Airport

Charming East Granby house with AC and WiFi 3 minutes to Bradley Airport is a holiday home in South 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,312.

From$342/night
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