Vacation rentals in Wooster Mountain, CT

Best vacation rentals and Airbnb offers in Wooster Mountain, CT

Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment, Wooster Mountain

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in Wooster Mountain, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in Wooster Mountain, with pool access, parking, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,097.

From$157/night

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Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Apartment, Wooster Mountain

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in Wooster Mountain, with parking, kitchen access, and a quieter setting. This stay gives…

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About Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in Wooster Mountain, 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 cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,166.

From$167/night

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Serene 2-bedroom spacious apartment

Apartment, Wooster Mountain

Serene 2-bedroom spacious apartment is a apartment in Wooster Mountain, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serene 2-bedroom spacious apartment

Serene 2-bedroom spacious apartment is a apartment in Wooster Mountain, 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 $1,409.

From$201/night

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The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Guest House, Wooster Mountain

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in Wooster Mountain, with pet-friendly space, pool access, and kitchen access. This stay…

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About The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in Wooster Mountain, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,562.

From$223/night

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Vacation rentals with a pool in Wooster Mountain, CT

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

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

Villa, Wooster Mountain

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in Wooster Mountain, 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 Wooster Mountain, 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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Modern 4 bed 4.5 bath w hot tub & heated pool close to beach

Holiday Home, Wooster Mountain

Modern 4 bed 4.5 bath w hot tub & heated pool close to beach is a holiday home in Wooster Mountain, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Modern 4 bed 4.5 bath w hot tub & heated pool close to beach

Modern 4 bed 4.5 bath w hot tub & heated pool close to beach is a holiday home in Wooster Mountain, with pool access and easy beach 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,224.

From$1,461/night

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6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

Holiday Home, Wooster Mountain

6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED is a holiday home in Wooster Mountain, with pool access and room for a group. This stay gives travelers a comfortable base for exploring…

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About 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED is a holiday home in Wooster Mountain, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,183.

From$1,598/night

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Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!

Holiday Home, Wooster Mountain

Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis! is a holiday home in Wooster Mountain, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!

Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis! is a holiday home in Wooster Mountain, 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 $23,233.

From$3,319/night

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Vacation rentals with parking in Wooster Mountain, CT

Find vacation rentals that make arriving by car easier.

Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn

Holiday Home, Wooster Mountain

Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn is a holiday home in Wooster Mountain, with easy beach access, parking, and kitchen access. This stay gives…

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About Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn

Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn is a holiday home in Wooster Mountain, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,345.

From$1,621/night

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Honey Maple Grove BnB

B & B, Wooster Mountain

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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 Honey Maple Grove BnB

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,659.

From$341/night

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Honey Maple Grove BnB

B & B, Wooster Mountain

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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 Honey Maple Grove BnB

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,640.

From$341/night

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Honey Maple Grove BnB

B & B, Wooster Mountain

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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 Honey Maple Grove BnB

Honey Maple Grove BnB is a b & b in Wooster Mountain, 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, free breakfast, free wifi, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,640.

From$341/night

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Pet-friendly vacation rentals in Wooster Mountain, CT

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

Spacious Easton 2BR Townhouse with Big Yard

Condo, Wooster Mountain

Spacious Easton 2BR Townhouse with Big Yard is a condo in Wooster Mountain, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Spacious Easton 2BR Townhouse with Big Yard

Spacious Easton 2BR Townhouse with Big Yard is a condo in Wooster Mountain, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,496.

From$357/night

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Candlewood Lake Retreat Extended Stay

Holiday Home, Wooster Mountain

Candlewood Lake Retreat Extended Stay is a holiday home in Wooster Mountain, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Candlewood Lake Retreat Extended Stay

Candlewood Lake Retreat Extended Stay is a holiday home in Wooster Mountain, 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 $4,062.

From$580/night

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Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Holiday Home, Wooster Mountain

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon. is a holiday home in Wooster Mountain, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon. is a holiday home in Wooster Mountain, 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 $4,393.

From$628/night

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Your Own House on a Lake

Holiday Home, Wooster Mountain

Your Own House on a Lake is a holiday home in Wooster Mountain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Your Own House on a Lake

Your Own House on a Lake is a holiday home in Wooster Mountain, 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 $4,973.

From$710/night

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Vacation rentals with a kitchen in Wooster Mountain, CT

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

Mid-Century Modern Hilltop Retreat

Holiday Home, Wooster Mountain

Mid-Century Modern Hilltop Retreat is a holiday home in Wooster Mountain, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Mid-Century Modern Hilltop Retreat

Mid-Century Modern Hilltop Retreat is a holiday home in Wooster Mountain, 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 wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,672.

From$667/night

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Pound Ridge Retreat: Private Trails, Fire Pit, Yoga + Fast Wi-Fi

Holiday Home, Wooster Mountain

Pound Ridge Retreat: Private Trails, Fire Pit, Yoga + Fast Wi-Fi is a holiday home in Wooster Mountain, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Pound Ridge Retreat: Private Trails, Fire Pit, Yoga + Fast Wi-Fi

Pound Ridge Retreat: Private Trails, Fire Pit, Yoga + Fast Wi-Fi is a holiday home in Wooster Mountain, 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 $6,489.

From$927/night

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Candlewood Lakefront-Exclusive- Ideal Vacation

Holiday Home, Wooster Mountain

Candlewood Lakefront-Exclusive- Ideal Vacation is a holiday home in Wooster Mountain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Candlewood Lakefront-Exclusive- Ideal Vacation

Candlewood Lakefront-Exclusive- Ideal Vacation is a holiday home in Wooster Mountain, 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 $6,703.

From$958/night

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Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

Holiday Home, Wooster Mountain

Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen is a holiday home in Wooster Mountain, with pet-friendly space, easy beach access, and kitchen access. This…

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About Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen is a holiday home in Wooster Mountain, with pet-friendly space, easy beach 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: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,094.

From$1,013/night

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Family-friendly vacation rentals in Wooster Mountain, CT

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

Cozy Candlewood Lake Cabin — Family + Friend Retreat

Holiday Home, Wooster Mountain

Cozy Candlewood Lake Cabin — Family + Friend Retreat is a holiday home in Wooster Mountain, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Cozy Candlewood Lake Cabin — Family + Friend Retreat

Cozy Candlewood Lake Cabin — Family + Friend Retreat is a holiday home in Wooster Mountain, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,914.

From$702/night

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Sophisticated Country Living

Holiday Home, Wooster Mountain

Sophisticated Country Living is a holiday home in Wooster Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sophisticated Country Living

Sophisticated Country Living is a holiday home in Wooster Mountain, 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 $9,982.

From$1,426/night

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Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake

Holiday Home, Wooster Mountain

Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake is a holiday home in Wooster Mountain, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake

Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake is a holiday home in Wooster Mountain, with pet-friendly space, easy beach 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,823.

From$1,689/night

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