Vacation rentals in Millbrook, NY

45 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Millbrook, NY

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool - Millbrook, NY

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

Apartment, Millbrook

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool is a apartment in Millbrook, 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 Millbrook, 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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Tranquil 1-bedroom apartment with AC in charming Poughkeepsie - Millbrook, NY

Tranquil 1-bedroom apartment with AC in charming Poughkeepsie

Apartment, Millbrook

Tranquil 1-bedroom apartment with AC in charming Poughkeepsie is a apartment in Millbrook, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Tranquil 1-bedroom apartment with AC in charming Poughkeepsie

Tranquil 1-bedroom apartment with AC in charming Poughkeepsie is a apartment in Millbrook, with 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, washer, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$194/night
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Artistic barn: wood burning hottub, sauna and pizza oven - Millbrook, NY

Artistic barn: wood burning hottub, sauna and pizza oven

Holiday Home, Millbrook

Artistic barn: wood burning hottub, sauna and pizza oven is a holiday home in Millbrook, 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 Millbrook, 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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Romantic Log Cabin on Privately-Owned Lake with Fireplace - Millbrook, NY

Romantic Log Cabin on Privately-Owned Lake with Fireplace

Cabin, Millbrook

Romantic Log Cabin on Privately-Owned Lake with Fireplace is a cabin in Millbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Romantic Log Cabin on Privately-Owned Lake with Fireplace

Romantic Log Cabin on Privately-Owned Lake with Fireplace is a cabin in Millbrook, 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 $2,110.

From$230/night
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Browse Vacation Rentals with a Pool in Millbrook, NY

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

Romantic Sunset -50 Mile Sunset Hudson River View! - Millbrook, NY

Romantic Sunset -50 Mile Sunset Hudson River View!

Apartment, Millbrook

Romantic Sunset -50 Mile Sunset Hudson River View! is a apartment in Millbrook, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Romantic Sunset -50 Mile Sunset Hudson River View!

Romantic Sunset -50 Mile Sunset Hudson River View! is a apartment in Millbrook, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,423.

From$255/night
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Skyloft Mountaintop<br>Glorious privacy amidst the treetops!! - Millbrook, NY

Skyloft Mountaintop<br>Glorious privacy amidst the treetops!!

Guest House, Millbrook

Skyloft Mountaintop<br>Glorious privacy amidst the treetops!! is a guest house in Millbrook, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Skyloft Mountaintop<br>Glorious privacy amidst the treetops!!

Skyloft Mountaintop<br>Glorious privacy amidst the treetops!! is a guest house in Millbrook, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,718.

From$280/night
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Private and Tranquil Country Retreat - Millbrook, NY

Private and Tranquil Country Retreat

Holiday Home, Millbrook

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

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About Private and Tranquil Country Retreat

Private and Tranquil Country Retreat is a holiday home in Millbrook, 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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Fabulous 4 Season Resort Home on the Ten Mile River - Millbrook, NY

Fabulous 4 Season Resort Home on the Ten Mile River

Holiday Home, Millbrook

Fabulous 4 Season Resort Home on the Ten Mile River is a holiday home in Millbrook, 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 Millbrook, 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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Best Millbrook, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Fire Pit + On-Site Pond: Hudson Valley Home! - Millbrook, NY

Fire Pit + On-Site Pond: Hudson Valley Home!

Holiday Home, Millbrook

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Millbrook, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Fire Pit + On-Site Pond: Hudson Valley Home!

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Millbrook, 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 $2,750.

From$295/night
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Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility - Millbrook, NY

Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility

Guest House, Millbrook

Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility is a guest house in Millbrook, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility

Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility is a guest house in Millbrook, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,924.

From$306/night
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Staatsburg Parsonage - A tranquil 4-bedroom house with AC - Millbrook, NY

Staatsburg Parsonage - A tranquil 4-bedroom house with AC

Holiday Home, Millbrook

Staatsburg Parsonage - A tranquil 4-bedroom house with AC is a holiday home in Millbrook, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Staatsburg Parsonage - A tranquil 4-bedroom house with AC

Staatsburg Parsonage - A tranquil 4-bedroom house with AC is a holiday home in Millbrook, 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 $3,147.

From$335/night
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Hudson Valley stunning lake side modern barn in an Enchanted Forest - Millbrook, NY

Hudson Valley stunning lake side modern barn in an Enchanted Forest

Holiday Home, Millbrook

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

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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 Millbrook, 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 Millbrook, NY

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

The Calf Pen - Millbrook, NY

The Calf Pen

Holiday Home, Millbrook

The Calf Pen is a holiday home in Millbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Calf Pen

The Calf Pen is a holiday home in Millbrook, 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 $2,510.

From$270/night
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Fire Pit + On-Site Pond: Hudson Valley Home! - Millbrook, NY

Fire Pit + On-Site Pond: Hudson Valley Home!

Holiday Home, Millbrook

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Millbrook, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Fire Pit + On-Site Pond: Hudson Valley Home!

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Millbrook, 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 $2,787.

From$274/night
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The Carriage House -2-bedroom house w/ Seasonal Heated Pool, WiFi, AC in Amenia - Millbrook, NY

The Carriage House -2-bedroom house w/ Seasonal Heated Pool, WiFi, AC in Amenia

Holiday Home, Millbrook

The Carriage House -2-bedroom house w/ Seasonal Heated Pool, WiFi, AC in Amenia is a holiday home in Millbrook, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About The Carriage House -2-bedroom house w/ Seasonal Heated Pool, WiFi, AC in Amenia

The Carriage House -2-bedroom house w/ Seasonal Heated Pool, WiFi, AC in Amenia is a holiday home in Millbrook, 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 $3,088.

From$329/night
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Secluded Getaway with Catskill Mountain Views - Millbrook, NY

Secluded Getaway with Catskill Mountain Views

Holiday Home, Millbrook

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

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About Secluded Getaway with Catskill Mountain Views

Secluded Getaway with Catskill Mountain Views is a holiday home in Millbrook, 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 $3,660.

From$395/night
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Best Millbrook, NY vacation rentals with a kitchen

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

Charming former church near the Hudson w/ hot tub. A tranquil retreat. - Millbrook, NY

Charming former church near the Hudson w/ hot tub. A tranquil retreat.

Holiday Home, Millbrook

Charming former church near the Hudson w/ hot tub. A tranquil retreat. is a holiday home in Millbrook, with kitchen access and a quieter setting. This stay gives travelers a comfortable…

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About Charming former church near the Hudson w/ hot tub. A tranquil retreat.

Charming former church near the Hudson w/ hot tub. A tranquil retreat. is a holiday home in Millbrook, 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 cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,837.

From$297/night
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Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room - Millbrook, NY

Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room

Holiday Home, Millbrook

Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room is a holiday home in Millbrook, with kitchen access. This stay gives travelers a comfortable base for…

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About Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room

Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room is a holiday home in Millbrook, 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, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,457.

From$361/night
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Artist's Retreat: Farm Stay with Gas Fireplace, Sauna, and Saltwater Hot Tub - Millbrook, NY

Artist's Retreat: Farm Stay with Gas Fireplace, Sauna, and Saltwater Hot Tub

Holiday Home, Millbrook

Artist's Retreat: Farm Stay with Gas Fireplace, Sauna, and Saltwater Hot Tub is a holiday home in Millbrook, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Artist's Retreat: Farm Stay with Gas Fireplace, Sauna, and Saltwater Hot Tub

Artist's Retreat: Farm Stay with Gas Fireplace, Sauna, and Saltwater Hot Tub is a holiday home in Millbrook, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,776.

From$387/night
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Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC - Millbrook, NY

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

Holiday Home, Millbrook

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

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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 Millbrook, 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 $6,838.

From$738/night
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Our Favorite Family-Friendly Vacation Rentals in Millbrook, NY

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

Charming Rhinebeck Cottage, 5 min. from town, King Bed! - Millbrook, NY

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Cottage, Millbrook

Charming Rhinebeck Cottage, 5 min. from town, King Bed! is a cottage in Millbrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Charming Rhinebeck Cottage, 5 min. from town, King Bed! is a cottage in Millbrook, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,532.

From$274/night
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Fire Pit + On-site Pond: Hudson Valley Home! - Millbrook, NY

Fire Pit + On-site Pond: Hudson Valley Home!

Cottage, Millbrook

Fire Pit + On-site Pond: Hudson Valley Home! is a cottage in Millbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Fire Pit + On-site Pond: Hudson Valley Home!

Fire Pit + On-site Pond: Hudson Valley Home! is a cottage in Millbrook, 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 $2,852.

From$334/night
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Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat - Millbrook, NY

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Holiday Home, Millbrook

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat is a holiday home in Millbrook, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a…

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About Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat is a holiday home in Millbrook, with kitchen access, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,348.

From$339/night
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Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook - Millbrook, NY

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

Holiday Home, Millbrook

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

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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 Millbrook, 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 $6,449.

From$665/night
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