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Ossipee Smoking Friendly Vacation Rentals

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    Don't let other travelers get your favorite Ossipee area vacation rental. You're so close to securing your perfect getaway. Book today.
    11 Matching Rentals in the Ossipee AreaView all 39 rentals
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    The following rentals are within 10 miles of Ossipee.
    Mt Washington Cabin #11 of 12, for 2-7 Guest, Wolfeboro, near Lake Winnipesaukee1 / 99
    (7)Very good
    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    Sunset Lodges on Lake Winnipesaukee - Lodge #71 / 5
    (1)Very good
    Mirror Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Victorian Home, 14-18P, In Town Wolfeboro, Lakes Region, near Lake Winnipesaukee1 / 34
    (2)Excellent
    Wolfeboro
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Squam Lake Cabin#7 of 12, for 2-4 Guests, Wolfeboro, near Lake Winnipesaukee1 / 84
    (3)Excellent
    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Porch
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 3, 2014
    I fell in love with New Hampshire during our stay at this property. We stayed in Cottage 12, a beautiful cottage and very comfortable. We were very impressed by the comfort of...
    Reviewed July 8, 2013
    My family stayed in two different cottages (6 and 10) over two different weekends . David was extremely helpful accommodating our split schedule since we were dropping off and...
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    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
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    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wolfeboro
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Mountain Views
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
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    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Lake Wnni Cabin#9 of 12, for 2-9 Guests, Wolfeboro, near Lake Winnipesaukee1 / 66
    (16)Excellent
    Wolfeboro
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other travelers have booked this property
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    Amenities & Details
    • Washer
    • Mountain Views
    • Waterfront
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2016
    Cleanest cottages we've ever rented. Well-appointed and cute decor. Plenty to do in the area. Something for everyone - we were an extended family ranging in age from 10 - 85. We...
    Reviewed July 7, 2016
    We came here with a bunch of friends for 4th of July weekend, and it could not have been more perfect! Dave and the rest of the staff were so gracious and helpful. The house was...
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    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 7
    Make Inquiry
    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    Payment Protection
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Parking
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 7
    Make Inquiry
    Wolfeboro
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Waterfront
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Make Inquiry
    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Parking
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
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    Wolfeboro
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose from our Nine freshly updated...
    View all property information
    Location Information
    Wolfeboro, New Hampshire 03894
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Inquiry
    Ossipee Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    PWM
    Portland Intl Jetport
    40.4 miles from Ossipee
    Low airfares recently found by TripAdvisor travelers
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    53° 29°
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    40° 21°
    November
    30° 11°
    December

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