Vacation rentals in Southbury, CT

69 available vacation rental offers

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Best vacation rentals and Airbnb offers in Southbury, CT

1950s Charm In The Heart Of Waterbury - Southbury, CT

1950s Charm In The Heart Of Waterbury

Homestay, Southbury

1950s Charm In The Heart Of Waterbury is a homestay in Southbury, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 1950s Charm In The Heart Of Waterbury

1950s Charm In The Heart Of Waterbury is a homestay in Southbury, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $426.

From$47/night
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1950s Charm In The Heart Of Waterbury - Southbury, CT

1950s Charm In The Heart Of Waterbury

Homestay, Southbury

1950s Charm In The Heart Of Waterbury is a homestay in Southbury, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 1950s Charm In The Heart Of Waterbury

1950s Charm In The Heart Of Waterbury is a homestay in Southbury, 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, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $426.

From$47/night
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Town Plot Waterbury - Southbury, CT

Town Plot Waterbury

Homestay, Southbury

Town Plot Waterbury is a homestay in Southbury, 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 Town Plot Waterbury

Town Plot Waterbury is a homestay in Southbury, 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 wifi, kitchen, with kitchen, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $426.

From$47/night
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Town Plot Waterbury - Southbury, CT

Town Plot Waterbury

Homestay, Southbury

Town Plot Waterbury is a homestay in Southbury, 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 Town Plot Waterbury

Town Plot Waterbury is a homestay in Southbury, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $426.

From$47/night
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Vacation rentals with a pool in Southbury, CT

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

New Spacious 4BR 4Bath / pool / River View - Southbury, CT

New Spacious 4BR 4Bath / pool / River View

Apartment, Southbury

New Spacious 4BR 4Bath / pool / River View is a apartment in Southbury, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the…

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About New Spacious 4BR 4Bath / pool / River View

New Spacious 4BR 4Bath / pool / River View is a apartment in Southbury, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,345.

From$621/night
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Spacious Woodbury Home w/ Pool + Hot Tub! - Southbury, CT

Spacious Woodbury Home w/ Pool + Hot Tub!

Holiday Home, Southbury

Spacious Woodbury Home w/ Pool + Hot Tub! is a holiday home in Southbury, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Spacious Woodbury Home w/ Pool + Hot Tub!

Spacious Woodbury Home w/ Pool + Hot Tub! is a holiday home in Southbury, with 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,155.

From$682/night
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Spacious Woodbury Home w/ Pool + Hot Tub! - Southbury, CT

Spacious Woodbury Home w/ Pool + Hot Tub!

Holiday Home, Southbury

Spacious Woodbury Home w/ Pool + Hot Tub! is a holiday home in Southbury, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious Woodbury Home w/ Pool + Hot Tub!

Spacious Woodbury Home w/ Pool + Hot Tub! is a holiday home in Southbury, with 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,058.

From$723/night
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Blackwoods Old Country Home 5 Bedroom Home by RedAwning - Southbury, CT

Blackwoods Old Country Home 5 Bedroom Home by RedAwning

Holiday Home, Southbury

Blackwoods Old Country Home 5 Bedroom Home by RedAwning is a holiday home in Southbury, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable…

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About Blackwoods Old Country Home 5 Bedroom Home by RedAwning

Blackwoods Old Country Home 5 Bedroom Home by RedAwning is a holiday home in Southbury, 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 $9,246.

From$958/night
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Vacation rentals with parking in Southbury, CT

Find vacation rentals that make arriving by car easier.

Cozy small sized apartment with WiFi in awesome Waterbury. - Southbury, CT

Cozy small sized apartment with WiFi in awesome Waterbury.

Apartment, Southbury

Cozy small sized apartment with WiFi in awesome Waterbury. is a apartment in Southbury, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy small sized apartment with WiFi in awesome Waterbury.

Cozy small sized apartment with WiFi in awesome Waterbury. is a apartment in Southbury, 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, parking, free parking, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $935.

From$134/night
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Cozy & Charming 1BR 15 minutes from New Haven - Southbury, CT

Cozy & Charming 1BR 15 minutes from New Haven

Apartment, Southbury

Cozy & Charming 1BR 15 minutes from New Haven is a apartment in Southbury, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cozy & Charming 1BR 15 minutes from New Haven

Cozy & Charming 1BR 15 minutes from New Haven is a apartment in Southbury, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,040.

From$149/night
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ENTIRE APARTMENT RECENTLY RENOVATED 2BR - Southbury, CT

ENTIRE APARTMENT RECENTLY RENOVATED 2BR

Apartment, Southbury

ENTIRE APARTMENT RECENTLY RENOVATED 2BR is a apartment in Southbury, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About ENTIRE APARTMENT RECENTLY RENOVATED 2BR

ENTIRE APARTMENT RECENTLY RENOVATED 2BR is a apartment in Southbury, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,501.

From$214/night
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2R · Renovated brand new 2BR listing - Southbury, CT

2R · Renovated brand new 2BR listing

Apartment, Southbury

2R · Renovated brand new 2BR listing is a apartment in Southbury, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2R · Renovated brand new 2BR listing

2R · Renovated brand new 2BR listing is a apartment in Southbury, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,504.

From$215/night
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Pet-friendly vacation rentals in Southbury, CT

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

Cozy quite private location that makes you feel like home - Southbury, CT

Cozy quite private location that makes you feel like home

Apartment, Southbury

Cozy quite private location that makes you feel like home is a apartment in Southbury, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy quite private location that makes you feel like home

Cozy quite private location that makes you feel like home is a apartment in Southbury, 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 $914.

From$131/night
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Cozy Winter Escape - Hot Tub, Game Room, Fireplace, Sleeps 6 - Southbury, CT

Cozy Winter Escape - Hot Tub, Game Room, Fireplace, Sleeps 6

Holiday Home, Southbury

Cozy Winter Escape - Hot Tub, Game Room, Fireplace, Sleeps 6 is a holiday home in Southbury, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable…

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About Cozy Winter Escape - Hot Tub, Game Room, Fireplace, Sleeps 6

Cozy Winter Escape - Hot Tub, Game Room, Fireplace, Sleeps 6 is a holiday home in Southbury, 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, hot tub, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,276.

From$325/night
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Roxbury Cabin Retreat - Southbury, CT

Roxbury Cabin Retreat

Cabin, Southbury

Roxbury Cabin Retreat is a cabin in Southbury, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Roxbury Cabin Retreat

Roxbury Cabin Retreat is a cabin in Southbury, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,835.

From$405/night
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1850's Storybook Colonial Farmhouse - Four Beds, 2.5 Baths, and Outdoor Patio. - Southbury, CT

1850's Storybook Colonial Farmhouse - Four Beds, 2.5 Baths, and Outdoor Patio.

Holiday Home, Southbury

1850's Storybook Colonial Farmhouse - Four Beds, 2.5 Baths, and Outdoor Patio. is a holiday home in Southbury, with pet-friendly space, outdoor space, and parking. This stay gives travelers…

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About 1850's Storybook Colonial Farmhouse - Four Beds, 2.5 Baths, and Outdoor Patio.

1850's Storybook Colonial Farmhouse - Four Beds, 2.5 Baths, and Outdoor Patio. is a holiday home in Southbury, with pet-friendly space, outdoor 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,212.

From$887/night
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Vacation rentals with a kitchen in Southbury, CT

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

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital - Southbury, CT

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

Apartment, Southbury

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital is a apartment in Southbury, with kitchen access and room for a group. This stay gives travelers a…

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About Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital is a apartment in Southbury, with 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $763.

From$109/night
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Excellent Home Away From Home - Southbury, CT

Excellent Home Away From Home

Holiday Home, Southbury

Excellent Home Away From Home is a holiday home in Southbury, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Excellent Home Away From Home

Excellent Home Away From Home is a holiday home in Southbury, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,343.

From$192/night
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3 bedroom cozy new house near New Haven - Southbury, CT

3 bedroom cozy new house near New Haven

Holiday Home, Southbury

3 bedroom cozy new house near New Haven is a holiday home in Southbury, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 3 bedroom cozy new house near New Haven

3 bedroom cozy new house near New Haven is a holiday home in Southbury, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,585.

From$226/night
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Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy. - Southbury, CT

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

Cabin, Southbury

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy. is a cabin in Southbury, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy. is a cabin in Southbury, 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 $1,926.

From$275/night
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Family-friendly vacation rentals in Southbury, CT

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

Sunny/Cozy Home w/ Garage and Deck. Minutes from Everything, Family-friendly - Southbury, CT

Sunny/Cozy Home w/ Garage and Deck. Minutes from Everything, Family-friendly

Holiday Home, Southbury

Sunny/Cozy Home w/ Garage and Deck. Minutes from Everything, Family-friendly is a holiday home in Southbury, with outdoor space, parking, and kitchen access. This stay gives travelers a…

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About Sunny/Cozy Home w/ Garage and Deck. Minutes from Everything, Family-friendly

Sunny/Cozy Home w/ Garage and Deck. Minutes from Everything, Family-friendly is a holiday home in Southbury, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,072.

From$153/night
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Pleasant 3-bedroom apartment family friendly with WiFi in Waterbury ct - Southbury, CT

Pleasant 3-bedroom apartment family friendly with WiFi in Waterbury ct

Apartment, Southbury

Pleasant 3-bedroom apartment family friendly with WiFi in Waterbury ct is a apartment in Southbury, with pet-friendly space and room for a group. This stay gives travelers a comfortable…

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About Pleasant 3-bedroom apartment family friendly with WiFi in Waterbury ct

Pleasant 3-bedroom apartment family friendly with WiFi in Waterbury ct is a apartment in Southbury, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,614.

From$231/night
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Upscale Waterbury Retreat w/ Indoor Hot Tub! - Southbury, CT

Upscale Waterbury Retreat w/ Indoor Hot Tub!

Cottage, Southbury

Upscale Waterbury Retreat w/ Indoor Hot Tub! is a cottage in Southbury, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Upscale Waterbury Retreat w/ Indoor Hot Tub!

Upscale Waterbury Retreat w/ Indoor Hot Tub! is a cottage in Southbury, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,922.

From$328/night
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Charming Country Cottage w pool and pickleball court - Southbury, CT

Charming Country Cottage w pool and pickleball court

Cottage, Southbury

Charming Country Cottage w pool and pickleball court is a cottage in Southbury, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Country Cottage w pool and pickleball court

Charming Country Cottage w pool and pickleball court is a cottage in Southbury, 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 $2,571.

From$367/night
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