Vacation rentals in Amenia, NY

Best Vacation rentals and Airbnb offers in Amenia, NY

A Meadow House

B & B, Amenia

A Meadow House is a b & b in Amenia, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About A Meadow House

A Meadow House is a b & b in Amenia, 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 $974.

From$122/night

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Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool

Apartment, Amenia

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool is a apartment in Amenia, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool is a apartment in Amenia, 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,549.

From$169/night

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Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'

Cabin, Amenia

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats' is a cabin in Amenia, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers…

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About Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats' is a cabin in Amenia, 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 $2,002.

From$213/night

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Artistic barn: wood burning hottub, sauna and pizza oven

Holiday Home, Amenia

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

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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 Amenia, 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 $2,110.

From$225/night

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Browse Vacation Rentals with a Pool in Amenia, NY

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

Private and Tranquil Country Retreat

Holiday Home, Amenia

Private and Tranquil Country Retreat is a holiday home in Amenia, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Private and Tranquil Country Retreat

Private and Tranquil Country Retreat is a holiday home in Amenia, with pet-friendly space, pool 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,473.

From$489/night

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Enjoy pool time at our spacious home; minutes from the village of Millbrook!

Holiday Home, Amenia

Enjoy pool time at our spacious home; minutes from the village of Millbrook! is a holiday home in Amenia, with pet-friendly space, pool access, and kitchen access. This stay gives travelers…

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About Enjoy pool time at our spacious home; minutes from the village of Millbrook!

Enjoy pool time at our spacious home; minutes from the village of Millbrook! is a holiday home in Amenia, 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 $5,372.

From$570/night

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Fabulous 4 Season Resort Home on the Ten Mile River

Holiday Home, Amenia

Fabulous 4 Season Resort Home on the Ten Mile River is a holiday home in Amenia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Fabulous 4 Season Resort Home on the Ten Mile River

Fabulous 4 Season Resort Home on the Ten Mile River is a holiday home in Amenia, 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 $6,542.

From$675/night

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Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve

Holiday Home, Amenia

Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve is a holiday home in Amenia, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve

Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve is a holiday home in Amenia, 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.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,482.

From$990/night

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Best Amenia, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

the suite @ barn & bike - private, bucolic, serene setting

Country House, Amenia

the suite @ barn & bike - private, bucolic, serene setting is a country house in Amenia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About the suite @ barn & bike - private, bucolic, serene setting

the suite @ barn & bike - private, bucolic, serene setting is a country house in Amenia, 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 $1,793.

From$205/night

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Beautiful mountaintop getaway for peace and quiet

Holiday Home, Amenia

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

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About Beautiful mountaintop getaway for peace and quiet

Beautiful mountaintop getaway for peace and quiet is a holiday home in Amenia, 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 $2,683.

From$285/night

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Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Apartment, Amenia

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village is a apartment in Amenia, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village is a apartment in Amenia, 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 $2,944.

From$320/night

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Hudson Valley stunning lake side modern barn in an Enchanted Forest

Holiday Home, Amenia

Hudson Valley stunning lake side modern barn in an Enchanted Forest is a holiday home in Amenia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Hudson Valley stunning lake side modern barn in an Enchanted Forest

Hudson Valley stunning lake side modern barn in an Enchanted Forest is a holiday home in Amenia, 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 $3,883.

From$415/night

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Best Pet-Friendly Vacation Rentals in Amenia, NY

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

Litchfield County Getaway

Holiday Home, Amenia

Litchfield County Getaway is a holiday home in Amenia, 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 Litchfield County Getaway

Litchfield County Getaway is a holiday home in Amenia, 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 $2,674.

From$280/night

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Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock

Holiday Home, Amenia

Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock is a holiday home in Amenia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock

Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock is a holiday home in Amenia, 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 $2,807.

From$300/night

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Secluded Getaway with Catskill Mountain Views

Holiday Home, Amenia

Secluded Getaway with Catskill Mountain Views is a holiday home in Amenia, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Secluded Getaway with Catskill Mountain Views

Secluded Getaway with Catskill Mountain Views is a holiday home in Amenia, 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, hot tub, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,653.

From$394/night

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5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT

Apartment, Amenia

5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT is a apartment in Amenia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT

5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT is a apartment in Amenia, 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 $4,131.

From$441/night

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Best Amenia, NY vacation rentals with a kitchen

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

NEW: Chic Modern Barn Style Home in Fun Area

Holiday Home, Amenia

NEW: Chic Modern Barn Style Home in Fun Area is a holiday home in Amenia, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area is a holiday home in Amenia, 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 $5,313.

From$492/night

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Historic Barn Retreat w/ Pool & Pond Views | Longview Pond Lodge by AvantStay

Holiday Home, Amenia

Historic Barn Retreat w/ Pool & Pond Views · Longview Pond Lodge by AvantStay is a holiday home in Amenia, with pool access, kitchen access, and a quieter setting. This stay gives travelers…

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About Historic Barn Retreat w/ Pool & Pond Views | Longview Pond Lodge by AvantStay

Historic Barn Retreat w/ Pool & Pond Views · Longview Pond Lodge by AvantStay is a holiday home in Amenia, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,300.

From$629/night

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Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook

Holiday Home, Amenia

Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook is a holiday home in Amenia, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook

Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook is a holiday home in Amenia, 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: pool, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,454.

From$665/night

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Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC

Holiday Home, Amenia

Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC is a holiday home in Amenia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC

Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC is a holiday home in Amenia, 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 $6,818.

From$738/night

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Our Favorite Family-Friendly Vacation Rentals in Amenia, NY

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

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Cottage, Amenia

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate. is a cottage in Amenia, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate. is a cottage in Amenia, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,455.

From$257/night

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Millbrook Cottage Originally a 1927 Sears Kit House

Cottage, Amenia

Millbrook Cottage Originally a 1927 Sears Kit House is a cottage in Amenia. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Millbrook Cottage Originally a 1927 Sears Kit House

Millbrook Cottage Originally a 1927 Sears Kit House is a cottage in Amenia. 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,599.

From$380/night

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Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Holiday Home, Amenia

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway is a holiday home in Amenia, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway is a holiday home in Amenia, 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 $3,802.

From$386/night

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

Cottage, Amenia

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

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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 Amenia, 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 $4,821.

From$544/night

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