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Holiday Rentals in Wolfeboro

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    ₹ 13,952 Average
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    Travellers to Wolfeboro are booking July dates now. Secure your holiday home today, and have the perfect trip.
    All 23 Rentals in Wolfeboro
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Spruce Camp at Grey Shingles Camps1 / 32
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Grill
    • Secure Parking
    • Waterfront
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Black Bear Camp, formerly listed as Ehawee Camp, will have a beautiful bedroom addition for 2018! It will feature this master bedroom with a queen bed, nightstands, and closets. The living room has a queen memory foam sofa bed, a full bathroom, and a small kitchen with a pine peninsula and...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweet Apple Camp is very private, with french doors overlooking the old apple orchard, the Ruins, and the woodland beyond, It features a queen bed, full bathroom, and small kitchen with a pine peninsula and barstools. It also has an entry deck, outdoor seating, a hammock, and a charcoal grill. This...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • Patio
    • Grill
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Copple Crown Camp features a hickory queen bed, hickory nightstands, a full bathroom, and a small kitchen with a pine peninsula and barstools. It has outdoor seating and a charcoal grill, and looks out onto the Great Lawn and orchard. Copple Crown Mountain can be seen at the end of Rust Pond, and...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the dogs to the lakes! Walk to downtown Wolfeboro and the beach. Hop on your bike and coast from the front door to the Bridge Falls Path and pedal as far as you want to go. Bring the kayaks, canoes and stand up paddleboards. Just down the street is the Mast Landing public boat launch on...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Victorian Home, 14-18P, In Town Wolfeboro, Lakes Region, near Lake Winnipesaukee1 / 34
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We were rebuilding our Wolfeboro home on Lake Wentworth which was delayed and not ready by Xmas when our extended family of 11 people were planning to spend five nights with us...
    Reviewed 24 March 2017
    The place was large, clean and felt like home, David was informative and helpful and was always available for questions or concerns. I am however disappointed in tripadvisor...
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    About this property
    Gorgeous Victorian Main House (newly renovated) that can sleep up to 17 people (open year round) as well as 9 Charming Updated Seasonal Cabin Rentals tucked into the only private woodlands in this “Norman Rockwellesque” Quaint Downtown! Put your keys in a drawer for the week and stroll, bike or...
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    Wolfeboro, New Hampshire 03896
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Wolfeboro Lakehouse Retreat1 / 32
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Patio
    • Hot Tub
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    We wanted a place where we could relax, this was definitely it. We relaxed on the porch with a beautiful, peaceful view. The beachfront was perfect for our 5 year old and we...
    Reviewed 6 August 2015
    My 2 dgts and 2 grandchildren stayed for 1 week we loved the town of Wolfeboro..the house was peaceful the pond clean the waterfront was very enjoyable.....we traveled to...
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    About this property
    Cute, secluded and modernized lakefront cottage with huge deck and private beach overlooking small lake. 1 double bed, 2 twin beds, 1 queen sofabed in main house. Optional bunkhouse sleeps up to 4 more. Stunning water views from living room, dining area, kitchen and deck. Small private beach and...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    Lake Wnni Cabin#9 of 12, for 2-9 Guests, Wolfeboro, near Lake Winnipesaukee1 / 66
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Mountain Views
    • Waterfront
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 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 7 July 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...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Private Retreat in Woods on Pristine Rust Pond1 / 19
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • DVD Player
    • Grill
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2014
    This property is clean, spacious and very comfortable. Jennifer, the owner, did everything possible to make myself and my 3 children comfortable. My daughter has special needs...
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    About this property
    We are renting a lovely apartment situated over a garage. The apartment is open and relaxing with a full kitchen, bathroom with shower (no tub), and a large sleeping area on the top floor with two twin beds and one queen bed. This is a perfect retreat for a couple or family with children. We...
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    Wolfeboro, New Hampshire 03894
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fun Family Wolfeboro Village Waterfront Cottage1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Wolfeboro waterfront cottage in the heart of antique boat land - as seen in the Guardian. In the summer watch the gorgeous wooden boats cruise by or the Wolfeboro water ski team jump and slalom in the bay. Wolfeboro center is 5 minutes walk or 2 minutes food shopping by boat. Enjoy an...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Squam Lake Cabin#7 of 12, for 2-4 Guests, Wolfeboro, near Lake Winnipesaukee1 / 84
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Porch
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 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 8 July 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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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Spacious 4 Bedroom Family Home, close to town1 / 9
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Patio
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    Our daughter got married at the Wolfeboro Inn - less than a mile away. The home is in a quiet, friendly neighborhood where the main road runs along the side of the Wolfeboro...
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    About this property
    Comfortable, private family home, walking distance to downtown. Bordered by conservation land with walking trails right off the driveway. Located on private cul-de-sac with no through traffic. Sleeps 9 in 4 bedrooms. Close to all of the amenities of town and Lake Winnipesaukee. Close to town...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Mt Washington Cabin #11 of 12, for 2-7 Guest, Wolfeboro, near Lake Winnipesaukee1 / 99
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Waterfront
    • Washer
    • Balcony
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2014
    We stayed five days in a cottage and it was terrific. It's close to restaurants, a grocery, downtown, and right on the bike path that will take you to the beach. You don't...
    Reviewed 16 June 2014
    We just got back from 5 nights at the largest cottage, Winnipesaukee. We have stayed at other places in Wolfeboro, but this place was the only one I will return. It is very...
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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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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • 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
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • 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...
    View all property information
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Three Level In-Town Home | Perfect for Large Families or Groups | Dogs Welcome1 / 52
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2016
    I loved the history of the home and was amazed at how spacious it was. It is very old yet had both antique and modern furnishings. Six of us piled in for the weekend and we...
    Reviewed 7 June 2016
    Stayed the weekend - beds are so comfy you don't want to get out! The house is so beautifully done, but doesn't make you feel like you can't enjoy it. Space galore, the screened...
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    About this property
    In Wolfeboro for a wedding, a special event, or just to relax and enjoy all that the Lakes Region has to offer, the Brick House is a spacious home with privacy and room for large families or groups. With six bedrooms, three and a half baths, two screened porches, an open porch, outdoor dining, etc....
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • 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
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming 1770 historic farm house! Enjoy 'The Ridge' a private 3 bed 2 bath accommodations including linens, towels and a full kitchen with pots/pans and utensils. Plenty of room, home away from home. Enjoy hiking, skiing, swimming, boating, historic sites, museums and much more. The beautiful...
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    Wolfeboro, New Hampshire 03864
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • 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
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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