Vacation rentals in Wassaic, NY

Best Vacation rentals and Airbnb offers in Wassaic, NY

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

Apartment, Wassaic

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool is a apartment in Wassaic, 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 Wassaic, 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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Artistic barn: wood burning hottub, sauna and pizza oven

Holiday Home, Wassaic

Artistic barn: wood burning hottub, sauna and pizza oven is a holiday home in Wassaic, 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 Wassaic, 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

Cabin, Wassaic

Romantic Log Cabin on Privately-Owned Lake with Fireplace is a cabin in Wassaic, 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 Wassaic, 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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Romantic Sunset -50 Mile Sunset Hudson River View!

Apartment, Wassaic

Romantic Sunset -50 Mile Sunset Hudson River View! is a apartment in Wassaic, 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 Wassaic, 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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Browse Vacation Rentals with a Pool in Wassaic, 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, Wassaic

Private and Tranquil Country Retreat is a holiday home in Wassaic, 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 Wassaic, 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, Wassaic

Enjoy pool time at our spacious home; minutes from the village of Millbrook! is a holiday home in Wassaic, 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 Wassaic, 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, Wassaic

Fabulous 4 Season Resort Home on the Ten Mile River is a holiday home in Wassaic, 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 Wassaic, 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, Wassaic

Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve is a holiday home in Wassaic, 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 Wassaic, 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 Wassaic, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Dainty New Preston Cottage w/ Dock & Lake Views!

Holiday Home, Wassaic

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

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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 Wassaic, 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 $2,727.

From$283/night

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

Guest House, Wassaic

Nature Lover’s Mountaintop Retreat, 60 mile view...Privacy and tranquility is a guest house in Wassaic, 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 Wassaic, 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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Hudson Valley stunning lake side modern barn in an Enchanted Forest

Holiday Home, Wassaic

Hudson Valley stunning lake side modern barn in an Enchanted Forest is a holiday home in Wassaic, 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 Wassaic, 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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5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT

Apartment, Wassaic

5-DAY NEW ENGLAND \"MINI-VACATION\" in SHARON CONNECTICUT is a apartment in Wassaic, 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 Wassaic, 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 Pet-Friendly Vacation Rentals in Wassaic, NY

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

A Meadow House

B & B, Wassaic

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

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About A Meadow House

A Meadow House is a b & b in Wassaic, 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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Litchfield County Getaway

Holiday Home, Wassaic

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

Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock is a holiday home in Wassaic, 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 Wassaic, 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, Wassaic

Secluded Getaway with Catskill Mountain Views is a holiday home in Wassaic, 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 Wassaic, 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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Best Wassaic, NY vacation rentals with a kitchen

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

Dainty New Preston Cottage w/ Dock & Lake Views!

Cottage, Wassaic

Dainty New Preston Cottage w/ Dock & Lake Views! is a cottage in Wassaic, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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

Dainty New Preston Cottage w/ Dock & Lake Views! is a cottage in Wassaic, 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 $2,831.

From$322/night

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One of the Original Summer Cottages on Lake Warmaug

Holiday Home, Wassaic

One of the Original Summer Cottages on Lake Warmaug is a holiday home in Wassaic, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About One of the Original Summer Cottages on Lake Warmaug

One of the Original Summer Cottages on Lake Warmaug is a holiday home in Wassaic, 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 $4,911.

From$350/night

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

Cottage, Wassaic

Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch is a cottage in Wassaic, 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 Wassaic, 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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NYC-Area Escape • Game Room • Firepit • Chef's Kitchen • Near Boarding Schools

Holiday Home, Wassaic

NYC-Area Escape · Game Room · Firepit · Chef's Kitchen · Near Boarding Schools is a holiday home in Wassaic, with parking and kitchen access. This stay gives travelers a comfortable base…

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About NYC-Area Escape • Game Room • Firepit • Chef's Kitchen • Near Boarding Schools

NYC-Area Escape · Game Room · Firepit · Chef's Kitchen · Near Boarding Schools is a holiday home in Wassaic, 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 $4,778.

From$509/night

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Our Favorite Family-Friendly Vacation Rentals in Wassaic, NY

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

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

Cabin, Wassaic

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

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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 Wassaic, 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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Dainty New Preston Cottage w/ Dock & Lake Views!

Cottage, Wassaic

Dainty New Preston Cottage w/ Dock & Lake Views! is a cottage in Wassaic, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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

Dainty New Preston Cottage w/ Dock & Lake Views! is a cottage in Wassaic, 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 $2,677.

From$250/night

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

Cottage, Wassaic

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

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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 Wassaic, 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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Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Holiday Home, Wassaic

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway is a holiday home in Wassaic, 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 Wassaic, 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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