Vacation rentals in New Preston Hill, CT

Best vacation rentals and Airbnb offers in New Preston Hill, CT

Charming, river front compound

Holiday Home, New Preston Hill

Charming, river front compound is a holiday home in New Preston Hill, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming, river front compound

Charming, river front compound is a holiday home in New Preston Hill, 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 $1,234.

From$176/night

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Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use

Cottage, New Preston Hill

Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use is a cottage in New Preston Hill, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use

Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use is a cottage in New Preston Hill, with pet-friendly space, easy beach 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,645.

From$235/night

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Dainty New Preston Cottage w/ Dock & Lake Views!

Holiday Home, New Preston Hill

Dainty New Preston Cottage w/ Dock & Lake Views! is a holiday home in New Preston Hill, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views! is a holiday home in New Preston Hill, 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: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,533.

From$259/night

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Artistic barn: wood burning hottub, sauna and pizza oven

Holiday Home, New Preston Hill

Artistic barn: wood burning hottub, sauna and pizza oven is a holiday home in New Preston Hill, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Artistic barn: wood burning hottub, sauna and pizza oven

Artistic barn: wood burning hottub, sauna and pizza oven is a holiday home in New Preston Hill, 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,862.

From$266/night

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Vacation rentals with a pool in New Preston Hill, CT

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

Historic Colonial...Close to Village Green

Holiday Home, New Preston Hill

Historic Colonial...Close to Village Green is a holiday home in New Preston Hill, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Historic Colonial...Close to Village Green

Historic Colonial...Close to Village Green is a holiday home in New Preston Hill, 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 $3,182.

From$455/night

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Woodridge Lake Great Escape-special April 5+ days promotion!

Holiday Home, New Preston Hill

Woodridge Lake Great Escape-special April 5+ days promotion! is a holiday home in New Preston Hill, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Woodridge Lake Great Escape-special April 5+ days promotion!

Woodridge Lake Great Escape-special April 5+ days promotion! is a holiday home in New Preston Hill, 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 $3,679.

From$526/night

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

Holiday Home, New Preston Hill

BEST Town, Restaurants, 1.5 Hrs NYC! PoshPadsCT HEATED SPA-POOL, Bike, Hike, Ski is a holiday home in New Preston Hill, 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 Preston Hill, 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 $7,117.

From$1,017/night

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2 Hrs NYC-Best Town, Shopping, Restaurants! HeatedPool, GasBBQ 4FPs, PoshPadsCT,

Holiday Home, New Preston Hill

2 Hrs NYC-Best Town, Shopping, Restaurants! HeatedPool, GasBBQ 4FPs, PoshPadsCT, is a holiday home in New Preston Hill, with pet-friendly space, pool access, and kitchen access. This stay…

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About 2 Hrs NYC-Best Town, Shopping, Restaurants! HeatedPool, GasBBQ 4FPs, PoshPadsCT,

2 Hrs NYC-Best Town, Shopping, Restaurants! HeatedPool, GasBBQ 4FPs, PoshPadsCT, is a holiday home in New Preston Hill, 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 $8,221.

From$1,174/night

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Vacation rentals with parking in New Preston Hill, CT

Find vacation rentals that make arriving by car easier.

Station Inn Pawling

Guest House, New Preston Hill

Station Inn Pawling is a guest house in New Preston Hill, 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 Station Inn Pawling

Station Inn Pawling is a guest house in New Preston Hill, 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 $1,745.

From$220/night

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

Cabin, New Preston Hill

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

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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 New Preston Hill, 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 $1,967.

From$281/night

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Beautiful mountaintop getaway for peace and quiet

Holiday Home, New Preston Hill

Beautiful mountaintop getaway for peace and quiet is a holiday home in New Preston Hill, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Beautiful mountaintop getaway for peace and quiet

Beautiful mountaintop getaway for peace and quiet is a holiday home in New Preston Hill, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,372.

From$339/night

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Candlewood Cabin - with Private Waterfront

Cabin, New Preston Hill

Candlewood Cabin - with Private Waterfront is a cabin in New Preston Hill, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Candlewood Cabin - with Private Waterfront

Candlewood Cabin - with Private Waterfront is a cabin in New Preston Hill, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,414.

From$345/night

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Pet-friendly vacation rentals in New Preston Hill, CT

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

Roxbury Cabin Retreat

Cabin, New Preston Hill

Roxbury Cabin Retreat is a cabin in New Preston Hill, 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 Preston Hill, 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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Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature!

Holiday Home, New Preston Hill

Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature! is a holiday home in New Preston Hill, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature!

Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature! is a holiday home in New Preston Hill, 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 $3,122.

From$446/night

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Best Neighborhood & Town WASHINGTON! 2HrsNYC, Great Restaurants, Shops, BBQ, Spa

Holiday Home, New Preston Hill

Best Neighborhood & Town WASHINGTON! 2HrsNYC, Great Restaurants, Shops, BBQ, Spa is a holiday home in New Preston Hill, with pet-friendly space. This stay gives travelers a comfortable base…

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About Best Neighborhood & Town WASHINGTON! 2HrsNYC, Great Restaurants, Shops, BBQ, Spa

Best Neighborhood & Town WASHINGTON! 2HrsNYC, Great Restaurants, Shops, BBQ, Spa is a holiday home in New Preston Hill, 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,093.

From$728/night

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Bantam Beauty - Surrounded By Nature!

Holiday Home, New Preston Hill

Bantam Beauty - Surrounded By Nature! is a holiday home in New Preston Hill, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Bantam Beauty - Surrounded By Nature!

Bantam Beauty - Surrounded By Nature! is a holiday home in New Preston Hill, 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 $5,475.

From$782/night

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Vacation rentals with a kitchen in New Preston Hill, CT

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

Cozy in the hills of Cape Litchfield

Holiday Home, New Preston Hill

Cozy in the hills of Cape Litchfield is a holiday home in New Preston Hill, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy in the hills of Cape Litchfield

Cozy in the hills of Cape Litchfield is a holiday home in New Preston Hill, 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 $2,947.

From$421/night

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Charming country home in Roxbury

Holiday Home, New Preston Hill

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

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About Charming country home in Roxbury

Charming country home in Roxbury is a holiday home in New Preston Hill, 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 $3,506.

From$501/night

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Historic Litchfield Hills Saltbox on Large Estate!

Holiday Home, New Preston Hill

Historic Litchfield Hills Saltbox on Large Estate! is a holiday home in New Preston Hill, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Litchfield Hills Saltbox on Large Estate!

Historic Litchfield Hills Saltbox on Large Estate! is a holiday home in New Preston Hill, 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 $3,697.

From$528/night

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Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit

Holiday Home, New Preston Hill

Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit is a holiday home in New Preston Hill, with kitchen access and room for a group. This stay gives travelers a…

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About Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit

Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit is a holiday home in New Preston Hill, 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,381.

From$769/night

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Family-friendly vacation rentals in New Preston Hill, CT

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

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

Cottage, New Preston Hill

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

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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 Preston Hill, 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 $3,211.

From$459/night

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Spacious family home with open floor plan...close to lake and clubhouse!

Holiday Home, New Preston Hill

Spacious family home with open floor plan...close to lake and clubhouse! is a holiday home in New Preston Hill, with pool access and room for a group. This stay gives travelers a…

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About Spacious family home with open floor plan...close to lake and clubhouse!

Spacious family home with open floor plan...close to lake and clubhouse! is a holiday home in New Preston Hill, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,337.

From$477/night

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Viewpoint Cottage with Dock, Kayaks

Holiday Home, New Preston Hill

Viewpoint Cottage with Dock, Kayaks is a holiday home in New Preston Hill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Viewpoint Cottage with Dock, Kayaks

Viewpoint Cottage with Dock, Kayaks is a holiday home in New Preston Hill, 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 $3,821.

From$546/night

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PoshPadsCT 2Hrs NYC,Tennis, Mohawk Mt & Lake 5 Mi. \"MELIUS 1BR+Sofa Bed COTTAGE\"

Cottage, New Preston Hill

PoshPadsCT 2Hrs NYC,Tennis, Mohawk Mt & Lake 5 Mi. \"MELIUS 1BR+Sofa Bed COTTAGE\" is a cottage in New Preston Hill, with pet-friendly space and room for a group. This stay gives travelers…

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About PoshPadsCT 2Hrs NYC,Tennis, Mohawk Mt & Lake 5 Mi. \"MELIUS 1BR+Sofa Bed COTTAGE\"

PoshPadsCT 2Hrs NYC,Tennis, Mohawk Mt & Lake 5 Mi. \"MELIUS 1BR+Sofa Bed COTTAGE\" is a cottage in New Preston Hill, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,865.

From$695/night

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