Save Up To 63%

Top Professional Managed Vacation Rentals & Airbnb Deals near Winchester

Rustic Berkshires Cottage at Lake Buel with Kayaks!
Cottage
$130 /night
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Cozy Agawam Studio with Yard 2 Miles to Six Flags!
Apartment
$177 /night
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Cabin with 3 Acres, Tennis and BBall Courts by 4 Ski Mtns
Cabin
$202 /night
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Whimsical Cottage in Washington with Fire Pit!
Cottage
$215 /night
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Lakefront Granby Escape with Private Dock and Kayaks!
House
$219 /night
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4.5 (20 reviews)
Manor House Inn
Bed And Breakfast
$229 /night
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Quaint East Hartford Hideaway Great Location
House
$231 /night
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Cozy Litchfield House with Fenced-In Yard and Fire Pit
House
$250 /night
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Peaceful Goshen Cottage with Screened Porch and Views!
Cottage
$250 /night
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Cottage Rentals with Full Kitchen in Winchester

4.7 (11 reviews)
Peaceful Goshen Cottage w/ Screened Porch & Views!
Cottage · 6 Guests · 3 Bedrooms
$224 /night*
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4.7 (3 reviews)
NEW! Whimsical Cottage in Washington w/ Fire Pit!
Cottage · 4 Guests · 2 Bedrooms
$365 /night*
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Dainty New Preston Cottage with Dock and Lake Views!
Cottage
$331 /night
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Is there any difference in amenity offerings between individual homes and better managed homes in Winchester?
Better Amenity Options for Homes Managed by Property Managers in Winchester
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Stay in a professionally managed vacation rentals should be ease of mind and relaxing. To get an idea on what amenities those properties are offering, check below statistics In Winchester, 18 homes offer Full Kitchen, 12 homes offer Fireplace, 12 homes offer Bed Linens provided. So, if you need Full Kitchen during your stays, use the Full Kitchen filter to compare options. Two amenities that are not typical are Pool, Breakfast.
Is there any difference in pricing between homes managed by individual hosts vs property managers in Winchester?
Better Managed Homes & Airbnb Price Distribution in Winchester
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Below is a breakdown of each price bucket for the homes managed by professionals. The largest percentage (26.32%) of vacation rentals or Airbnb is in $200 - $250 price range in Winchester
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Which Home Type is The Most Popular One Among Homes That are Managed by Property Managers in Winchester?
Home Types in Winchester
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When thinking about professionally managed homes, we may think about hotels or apartments. However, houses, cabins and other Airbnb start to get better managed by property managers. In Winchester, here are all the vacation rental types: Cottage, House, Guest Suite, Bed And Breakfast, Cabin, Apartment. Among them, Cottage has the biggest inventory, with the largest percentage of 36.84%The least popular homes managed by property managers in Winchester is Apartment
Is pets allowed in professionally managed homes in Winchester?
Pet friendly professionally managed homes in Winchester
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10.53% of professionally managed homes in Winchester are pet friendly. If you have pet allergy, please check search filters to make sure the homes are pet free.
What are the Airports in Winchester?
Airports Options in Winchester
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Cottage Rentals with Air Conditioning in Winchester

5.0 (3 reviews)
NEW! 2,438 Sq Ft Washington House - Pets Welcome!
Cottage · 8 Guests · 3 Bedrooms
$479 /night*
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Whimsical Cottage in Washington with Fire Pit!
Cottage
$215 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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