Vacation rentals in Hillside Lake, NY

Best Vacation rentals and Airbnb offers in Hillside Lake, NY

1 Queen Bed | Non-Smoking, Kitchen

Apartment, Hillside Lake

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Hillside Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Hillside Lake, 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 $629.

From$90/night

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Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Apartment, Hillside Lake

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in Hillside Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in Hillside Lake, 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 $629.

From$90/night

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Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Apartment, Hillside Lake

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in Hillside Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in Hillside Lake, 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 $650.

From$93/night

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2 Full Beds | Non-Smoking, Kitchen

Apartment, Hillside Lake

2 Full Beds · Non-Smoking, Kitchen is a apartment in Hillside Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds · Non-Smoking, Kitchen is a apartment in Hillside Lake, 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 $699.

From$100/night

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Browse Waterfront Vacation Rentals in Hillside Lake, NY

Discover vacation rentals close to the coast, water, and beach areas around Hillside Lake, NY.

Hudson River Retreat

Apartment, Hillside Lake

Hudson River Retreat is a apartment in Hillside Lake, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hudson River Retreat

Hudson River Retreat is a apartment in Hillside Lake, 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 $1,340.

From$191/night

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Deck View of Hudson River & Mt Beacon / Boho Suite

Apartment, Hillside Lake

Deck View of Hudson River & Mt Beacon / Boho Suite is a apartment in Hillside Lake, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Deck View of Hudson River & Mt Beacon / Boho Suite

Deck View of Hudson River & Mt Beacon / Boho Suite is a apartment in Hillside Lake, with 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, free wifi, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,040.

From$223/night

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Hudson Valley Top Getaway with a River View B

Apartment, Hillside Lake

Hudson Valley Top Getaway with a River View B is a apartment in Hillside Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B is a apartment in Hillside Lake. 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 $1,689.

From$241/night

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

Chalet, Hillside Lake

Enchanting Lake front chalet with backyard and fire pit. Dog friendly. is a chalet in Hillside Lake, 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 Hillside Lake, 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 $2,643.

From$378/night

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Browse Vacation Rentals with a Pool in Hillside Lake, NY

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

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

Holiday Home, Hillside Lake

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

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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 Hillside Lake, 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 $4,749.

From$678/night

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

Villa, Hillside Lake

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in Hillside Lake, 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 Hillside Lake, 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 $4,825.

From$689/night

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

Holiday Home, Hillside Lake

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

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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 Hillside Lake, 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 $5,705.

From$815/night

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The Scenic Mansion With Breathtaking View

Villa, Hillside Lake

The Scenic Mansion With Breathtaking View is a villa in Hillside Lake, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Scenic Mansion With Breathtaking View

The Scenic Mansion With Breathtaking View is a villa in Hillside Lake, 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 $7,389.

From$1,056/night

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Best Hillside Lake, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Modern Modest Design Newburgh, Beacon, Westpoint 2nd. FL Apt.

Apartment, Hillside Lake

Modern Modest Design Newburgh, Beacon, Westpoint 2nd. FL Apt. is a apartment in Hillside Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Modern Modest Design Newburgh, Beacon, Westpoint 2nd. FL Apt.

Modern Modest Design Newburgh, Beacon, Westpoint 2nd. FL Apt. is a apartment in Hillside Lake, 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 $1,007.

From$144/night

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Station Inn Pawling

Guest House, Hillside Lake

Station Inn Pawling is a guest house in Hillside Lake, 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 Hillside Lake, 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 $1,718.

From$217/night

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The Secret Cottage-Hidden Gem! Entire cottage with covered patio!

Cottage, Hillside Lake

The Secret Cottage-Hidden Gem! Entire cottage with covered patio! is a cottage in Hillside Lake, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

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About The Secret Cottage-Hidden Gem! Entire cottage with covered patio!

The Secret Cottage-Hidden Gem! Entire cottage with covered patio! is a cottage in Hillside Lake, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,306.

From$329/night

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Beacon Hermitage

B & B, Hillside Lake

Beacon Hermitage is a b & b in Hillside Lake, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Beacon Hermitage

Beacon Hermitage is a b & b in Hillside Lake, 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 breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,371.

From$284/night

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Best Pet-Friendly Vacation Rentals in Hillside Lake, NY

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

Lovely 1-bedroom studio located in the basement. Private entrance

Apartment, Hillside Lake

Lovely 1-bedroom studio located in the basement. Private entrance is a apartment in Hillside Lake, with pet-friendly space and room for a group. This stay gives travelers a comfortable base…

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About Lovely 1-bedroom studio located in the basement. Private entrance

Lovely 1-bedroom studio located in the basement. Private entrance is a apartment in Hillside Lake, 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 $715.

From$102/night

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Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Holiday Home, Hillside Lake

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in Hillside Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in Hillside Lake, 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 $1,242.

From$177/night

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Cabin in the heart of the Hudson Valley, Cabin 3

Cabin, Hillside Lake

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in Hillside Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in Hillside Lake, 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 $1,484.

From$212/night

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Dog-Friendly Fishkill Tiny House in Wine Country

Apartment, Hillside Lake

Dog-Friendly Fishkill Tiny House in Wine Country is a apartment in Hillside Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Dog-Friendly Fishkill Tiny House in Wine Country

Dog-Friendly Fishkill Tiny House in Wine Country is a apartment in Hillside Lake, 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 $1,996.

From$285/night

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Best Hillside Lake, NY vacation rentals with a kitchen

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

Scenic 1-bedroom rental in Newburgh

Apartment, Hillside Lake

Scenic 1-bedroom rental in Newburgh is a apartment in Hillside Lake, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Scenic 1-bedroom rental in Newburgh

Scenic 1-bedroom rental in Newburgh is a apartment in Hillside Lake, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,081.

From$154/night

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

Holiday Home, Hillside Lake

\"Country outside the city \" 3 bedrooms 2 full bathrooms is a holiday home in Hillside Lake, 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 Hillside Lake, 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 $2,206.

From$315/night

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Incredible spacious family friendly getaway

Holiday Home, Hillside Lake

Incredible spacious family friendly getaway is a holiday home in Hillside Lake, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Incredible spacious family friendly getaway

Incredible spacious family friendly getaway is a holiday home in Hillside Lake, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,763.

From$538/night

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Magnificent historic mansion on 12 acres

Holiday Home, Hillside Lake

Magnificent historic mansion on 12 acres is a holiday home in Hillside Lake, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Magnificent historic mansion on 12 acres

Magnificent historic mansion on 12 acres is a holiday home in Hillside Lake, 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 wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,677.

From$811/night

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