Vacation rentals in New Fairfield, CT

Best Vacation rentals and Airbnb offers in New Fairfield, CT

Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment, New Fairfield

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in New Fairfield, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in New Fairfield, with pool access, 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: pool, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,186.

From$128/night

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Serene 2-bedroom spacious apartment

Apartment, New Fairfield

Serene 2-bedroom spacious apartment is a apartment in New Fairfield, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serene 2-bedroom spacious apartment

Serene 2-bedroom spacious apartment is a apartment in New Fairfield, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,515.

From$166/night

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The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Guest House, New Fairfield

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in New Fairfield, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in New Fairfield, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,693.

From$185/night

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Welcome to Hat City Danbury | A Suburban Retreat Close to It All

Apartment, New Fairfield

Welcome to Hat City Danbury · A Suburban Retreat Close to It All is a apartment in New Fairfield, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Welcome to Hat City Danbury | A Suburban Retreat Close to It All

Welcome to Hat City Danbury · A Suburban Retreat Close to It All is a apartment in New Fairfield, 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 $1,808.

From$188/night

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Browse Vacation Rentals with a Pool in New Fairfield, CT

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

Charming 2-bedroom villa in serene Holmes with AC, WiFi

Villa, New Fairfield

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in New Fairfield, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming 2-bedroom villa in serene Holmes with AC, WiFi

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in New Fairfield, with 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, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,229.

From$575/night

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BEST Town, Restaurants, 1.5 Hrs NYC! PoshPadsCT HEATED SPA-POOL, Bike, Hike, Ski

Holiday Home, New Fairfield

BEST Town, Restaurants, 1.5 Hrs NYC! PoshPadsCT HEATED SPA-POOL, Bike, Hike, Ski is a holiday home in New Fairfield, with pet-friendly space and pool access. This stay gives travelers a…

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About BEST Town, Restaurants, 1.5 Hrs NYC! PoshPadsCT HEATED SPA-POOL, Bike, Hike, Ski

BEST Town, Restaurants, 1.5 Hrs NYC! PoshPadsCT HEATED SPA-POOL, Bike, Hike, Ski is a holiday home in New Fairfield, 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 $8,087.

From$924/night

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Private hidden gem walking distance to town, restaurants, and shopping!

Holiday Home, New Fairfield

Private hidden gem walking distance to town, restaurants, and shopping! is a holiday home in New Fairfield, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Private hidden gem walking distance to town, restaurants, and shopping!

Private hidden gem walking distance to town, restaurants, and shopping! is a holiday home in New Fairfield, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,407.

From$943/night

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1.5HrsNYC, Best Town, Restaurants, Shopping - Heated Pool PoshPadsCT \"MOOSEHORN\"

Holiday Home, New Fairfield

1.5HrsNYC, Best Town, Restaurants, Shopping - Heated Pool PoshPadsCT \"MOOSEHORN\" is a holiday home in New Fairfield, with pet-friendly space, pool access, and kitchen access. This stay…

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About 1.5HrsNYC, Best Town, Restaurants, Shopping - Heated Pool PoshPadsCT \"MOOSEHORN\"

1.5HrsNYC, Best Town, Restaurants, Shopping - Heated Pool PoshPadsCT \"MOOSEHORN\" is a holiday home in New Fairfield, 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 $9,286.

From$1,034/night

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Best New Fairfield, CT vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Apartment, New Fairfield

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in New Fairfield, with parking, kitchen access, and a quieter setting. This stay gives…

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About Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in New Fairfield, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,299.

From$147/night

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A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holiday Home, New Fairfield

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley is a holiday home in New Fairfield, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley is a holiday home in New Fairfield, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,888.

From$321/night

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Waterfront Lake Retreat Dock, Screened Porch, Fully Renovated Designer Interior

Holiday Home, New Fairfield

Waterfront Lake Retreat Dock, Screened Porch, Fully Renovated Designer Interior is a holiday home in New Fairfield, with easy beach access, parking, and kitchen access. This stay gives…

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About Waterfront Lake Retreat Dock, Screened Porch, Fully Renovated Designer Interior

Waterfront Lake Retreat Dock, Screened Porch, Fully Renovated Designer Interior is a holiday home in New Fairfield, with easy beach access, 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 $4,316.

From$460/night

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Beautiful Lake View House Overlooking Peaceful Whaley Lake

Holiday Home, New Fairfield

Beautiful Lake View House Overlooking Peaceful Whaley Lake is a holiday home in New Fairfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Beautiful Lake View House Overlooking Peaceful Whaley Lake

Beautiful Lake View House Overlooking Peaceful Whaley Lake is a holiday home in New Fairfield, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,035.

From$518/night

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Best Pet-Friendly Vacation Rentals in New Fairfield, CT

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

\"Country outside the city \" 3 bedrooms 2 full bathrooms

Holiday Home, New Fairfield

\"Country outside the city \" 3 bedrooms 2 full bathrooms is a holiday home in New Fairfield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About \"Country outside the city \" 3 bedrooms 2 full bathrooms

\"Country outside the city \" 3 bedrooms 2 full bathrooms is a holiday home in New Fairfield, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,506.

From$249/night

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Roxbury Cabin Retreat

Cabin, New Fairfield

Roxbury Cabin Retreat is a cabin in New Fairfield, 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 Roxbury Cabin Retreat

Roxbury Cabin Retreat is a cabin in New Fairfield, 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 $3,218.

From$351/night

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Candlewood Lakefront-Exclusive- Ideal Vacation

Holiday Home, New Fairfield

Candlewood Lakefront-Exclusive- Ideal Vacation is a holiday home in New Fairfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Candlewood Lakefront-Exclusive- Ideal Vacation

Candlewood Lakefront-Exclusive- Ideal Vacation is a holiday home in New Fairfield, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,598.

From$767/night

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Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Chalet, New Fairfield

Enchanting Lake front chalet with backyard and fire pit. Dog friendly. is a chalet in New Fairfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly. is a chalet in New Fairfield, 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 $2,864.

From$325/night

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Best New Fairfield, CT vacation rentals with a kitchen

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

Charming 3-bedroom house with AC and WiFi lower label muvie theater ,

Holiday Home, New Fairfield

Charming 3-bedroom house with AC and WiFi lower label muvie theater , is a holiday home in New Fairfield, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Charming 3-bedroom house with AC and WiFi lower label muvie theater ,

Charming 3-bedroom house with AC and WiFi lower label muvie theater , is a holiday home in New Fairfield, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,756.

From$399/night

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Charming country home in Roxbury

Holiday Home, New Fairfield

Charming country home in Roxbury is a holiday home in New Fairfield, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Charming country home in Roxbury

Charming country home in Roxbury is a holiday home in New Fairfield, 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 $3,971.

From$400/night

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Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Holiday Home, New Fairfield

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon. is a holiday home in New Fairfield, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon. is a holiday home in New Fairfield, 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 $4,761.

From$521/night

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Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

Holiday Home, New Fairfield

Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen is a holiday home in New Fairfield, with pet-friendly space, easy beach access, and kitchen access. This…

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About Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen is a holiday home in New Fairfield, with pet-friendly space, 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: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,024.

From$856/night

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Our Favorite Family-Friendly Vacation Rentals in New Fairfield, CT

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

Magnificent Lake View

Cottage, New Fairfield

Magnificent Lake View is a cottage in New Fairfield, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Magnificent Lake View

Magnificent Lake View is a cottage in New Fairfield, 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,386.

From$255/night

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Charming Country Cottage w pool and pickleball court

Cottage, New Fairfield

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

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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 New Fairfield, 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 $2,918.

From$309/night

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Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch

Cottage, New Fairfield

Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch is a cottage in New Fairfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch

Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch is a cottage in New Fairfield, 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 $3,776.

From$425/night

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Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake

Holiday Home, New Fairfield

Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake is a holiday home in New Fairfield, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake

Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake is a holiday home in New Fairfield, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,372.

From$1,429/night

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