Vacation rentals in Sharon, CT

Best vacation rentals and Airbnb offers in Sharon, CT

A Meadow House

B & B, Sharon

A Meadow House is a b & b in Sharon, 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 Sharon, 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, Sharon

Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool is a apartment in Sharon, 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 Sharon, 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 $1,369.

From$196/night

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

Cabin, Sharon

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats' is a cabin in Sharon, 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 Sharon, 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 $1,770.

From$253/night

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Romantic Sunset -50 Mile Sunset Hudson River View!

Apartment, Sharon

Romantic Sunset -50 Mile Sunset Hudson River View! is a apartment in Sharon, 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 Sharon, 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 $2,142.

From$306/night

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Vacation rentals with a pool in Sharon, CT

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, Sharon

Enjoy pool time at our spacious home; minutes from the village of Millbrook! is a holiday home in Sharon, 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 Sharon, 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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Fabulous 4 Season Resort Home on the Ten Mile River

Holiday Home, Sharon

Fabulous 4 Season Resort Home on the Ten Mile River is a holiday home in Sharon, 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 Sharon, 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 $5,783.

From$826/night

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

Holiday Home, Sharon

Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve is a holiday home in Sharon, 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 Sharon, 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 $8,375.

From$1,196/night

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Post & Beam • Stunningly Designed Luxury Home w/ Pool & Hot Tub

Holiday Home, Sharon

Post & Beam · Stunningly Designed Luxury Home w/ Pool & Hot Tub is a holiday home in Sharon, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Post & Beam • Stunningly Designed Luxury Home w/ Pool & Hot Tub

Post & Beam · Stunningly Designed Luxury Home w/ Pool & Hot Tub is a holiday home in Sharon, with pet-friendly space and 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,390.

From$1,199/night

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Vacation rentals with parking in Sharon, CT

Find vacation rentals that make arriving by car easier.

Beautiful mountaintop getaway for peace and quiet

Holiday Home, Sharon

Beautiful mountaintop getaway for peace and quiet is a holiday home in Sharon, 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 Sharon, 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 $2,372.

From$339/night

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

Apartment, Sharon

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village is a apartment in Sharon, 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 Sharon, 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 $2,602.

From$372/night

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Expansive Countryside House, 7 Serene Acres with Pond & Woods

Holiday Home, Sharon

Expansive Countryside House, 7 Serene Acres with Pond & Woods is a holiday home in Sharon, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Expansive Countryside House, 7 Serene Acres with Pond & Woods

Expansive Countryside House, 7 Serene Acres with Pond & Woods is a holiday home in Sharon, 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 wifi, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,794.

From$399/night

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Bellhaven- Charming 4-bedroom house in Canaan, CT

Holiday Home, Sharon

Bellhaven- Charming 4-bedroom house in Canaan, CT is a holiday home in Sharon, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Bellhaven- Charming 4-bedroom house in Canaan, CT

Bellhaven- Charming 4-bedroom house in Canaan, CT is a holiday home in Sharon, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,203.

From$458/night

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Pet-friendly vacation rentals in Sharon, CT

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

Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature!

Holiday Home, Sharon

Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature! is a holiday home in Sharon, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature!

Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature! is a holiday home in Sharon, 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 $3,146.

From$449/night

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Woodridge Lake Great Escape-special April 5+ days promotion!

Holiday Home, Sharon

Woodridge Lake Great Escape-special April 5+ days promotion! is a holiday home in Sharon, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Woodridge Lake Great Escape-special April 5+ days promotion!

Woodridge Lake Great Escape-special April 5+ days promotion! is a holiday home in Sharon, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,679.

From$526/night

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NEW: Chic Modern Barn Style Home in Fun Area

Holiday Home, Sharon

NEW: Chic Modern Barn Style Home in Fun Area is a holiday home in Sharon, 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 Sharon, 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 $4,603.

From$658/night

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Rustic House w/ Heating + Pool

Holiday Home, Sharon

Rustic House w/ Heating + Pool is a holiday home in Sharon, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Rustic House w/ Heating + Pool

Rustic House w/ Heating + Pool is a holiday home in Sharon, with pet-friendly space and 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, non smoking, pets::not allowed, pets not allowed, and non smoking::all.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,917.

From$1,131/night

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Vacation rentals with a kitchen in Sharon, CT

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

Scoville Estate Millhouse w Bubbling Brook + Screened Porch on 5 Private Acres

Holiday Home, Sharon

Scoville Estate Millhouse w Bubbling Brook + Screened Porch on 5 Private Acres is a holiday home in Sharon, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Scoville Estate Millhouse w Bubbling Brook + Screened Porch on 5 Private Acres

Scoville Estate Millhouse w Bubbling Brook + Screened Porch on 5 Private Acres is a holiday home in Sharon, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,928.

From$418/night

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Historic Litchfield Hills Saltbox on Large Estate!

Holiday Home, Sharon

Historic Litchfield Hills Saltbox on Large Estate! is a holiday home in Sharon, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Historic Litchfield Hills Saltbox on Large Estate!

Historic Litchfield Hills Saltbox on Large Estate! is a holiday home in Sharon, 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,697.

From$528/night

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Stissing Lake House | Hudson Valley Lake Front

Holiday Home, Sharon

Stissing Lake House · Hudson Valley Lake Front is a holiday home in Sharon, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stissing Lake House | Hudson Valley Lake Front

Stissing Lake House · Hudson Valley Lake Front is a holiday home in Sharon, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,802.

From$1,543/night

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Family-friendly vacation rentals in Sharon, CT

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

Millbrook Cottage Originally a 1927 Sears Kit House

Cottage, Sharon

Millbrook Cottage Originally a 1927 Sears Kit House is a cottage in Sharon. 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 Sharon. 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 $3,181.

From$454/night

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Spacious family home with open floor plan...close to lake and clubhouse!

Holiday Home, Sharon

Spacious family home with open floor plan...close to lake and clubhouse! is a holiday home in Sharon, with pool access and room for a group. This stay gives travelers a comfortable base for…

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About Spacious family home with open floor plan...close to lake and clubhouse!

Spacious family home with open floor plan...close to lake and clubhouse! is a holiday home in Sharon, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,337.

From$477/night

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Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Holiday Home, Sharon

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway is a holiday home in Sharon, 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 Sharon, 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 $3,361.

From$480/night

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Litchfield County Farmhouse Retreat in Vineyard Area

Holiday Home, Sharon

Litchfield County Farmhouse Retreat in Vineyard Area is a holiday home in Sharon, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Litchfield County Farmhouse Retreat in Vineyard Area

Litchfield County Farmhouse Retreat in Vineyard Area is a holiday home in Sharon, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,707.

From$672/night

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