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Ossipee House Rentals

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    Don't let other travellers get your favourite Ossipee area vacation rental. You're so close to securing your perfect getaway. Book today.
    43 Matching Rentals in the Ossipee AreaView all 61 rentals
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    Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ossipee Lake House - Waterfront, Smooth Natural Sand Lake -- All Seasons1 / 48
    (1)Excellent
    Ossipee
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    The following rentals are within 15 kilometres of Ossipee.
    Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome1 / 34
    (1)Excellent
    Wolfeboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Spacious 4 Bedroom Family Home, close to town1 / 9
    (2)Very good
    Wolfeboro
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Patio
    • Grill
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2019
    The owner of this property is honest, up front and prompt in answering all our questions. Our extended family was planning a reunion in July, 2019. We booked this property...
    Reviewed September 14, 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
    Wolfeboro
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Terrace
    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Nellie's View, an 850 SF lakefront cottage on pristine Rust Pond, in Wolfeboro, New Hampshire! The home is has just been renovated, and features a large eat-in kitchen, kid-sized birch bunk beds, a living room with a cathedral ceiling and queen memory foam sofa bed, and a spacious master...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    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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    • Cable/satellite TV
    • Balcony
    • Washer
    • Grill
    • Wi-Fi
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    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 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 March 24, 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
    Melvin Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Your peaceful Lake Winnipesaukee awaits in this spacious water-front hideaway - Property 402. Sleeping eight, this three-bedroom home overlooks the beautiful Lake Winnipesaukee with southern exposure and offers all the comforts of home. Guests can get a good night’s sleep in the king-sized...
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    Melvin Village, New Hampshire 03850
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Melvin Village
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    The quiet and seclusion of Lake Winnipesaukee is waiting at property #134. This spacious home offers three bedrooms, one and a half baths, and comfortably sleeps nine. Guests can get their beauty rest in the queen-sized accommodation, the full, the twin/full-sized bunk bed set, or on the...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Melvin Village
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Hot Tub
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    Pet friendly
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    About this property
    Property 548 is a spacious, cottage-style Lake Winnipesaukee home that is perfect for families looking for a well-deserved, New Hampshire getaway. Sleeping fourteen comfortably, this eight-bedroom, six bath home offers incredible water-front views, and all the comforts of home. The living room...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 14
    Center Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Wi-Fi
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay and play in this cozy 1 3/4 story cape situated on Indian Mound Golf Course, a municipal golf course community with access to Ossipee Lake, private association sandy beach and in ground swimming pool and of course 18 holes of golf. Convenient to tax free North Conway Factory Outlet...
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    Center Ossipee, New Hampshire 03814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuftonboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hidden Valley Cottage Hidden Valley Cottage is the family and dog-friendly getaway you’ve been looking for to truly relax and leave all of your problems behind! Boasting a charming vibe, this vacation rental is meant to be your home away from home. It offers an open layout concept with a...
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    Tuftonboro, New Hampshire 03894
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Melvin Village
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Lakeside Family Retreat Create family memories that you will treasure at this home located on Lake Winnipesaukee. Whether you are swimming at the community beach, playing in the park area, or just enjoying a quiet morning sitting on the screened-in-porch admiring the views, there will never be a...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Tuftonboro
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    If you’re searching for the best views of the lake, look no further than this charming waterfront cottage- Property 305. Sleeping six, this home offers four bedrooms, one-and-a half-baths, and all the comforts of home. Guests can choose to get their beauty rest in one of the six twin sized beds to...
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    Tuftonboro, New Hampshire 03850
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Center Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
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    • Waterfront
    • Patio
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Long Sands Lakefront Home Book this charming, one-dog-friendly house in the White Mountain State and leave all of your worries behind! Featuring an incredibly inviting living room area with comfortable leather couches, a furnished balcony overlooking the Ossipee lake, a beautiful enclosed dining...
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    Center Ossipee, New Hampshire 03814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Center Ossipee
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pauli Point You will not want to leave this amazing waterfront home - just bring your boat (mooring provided) and some sunblock. Swim, play, and boat right from your back door! Relax in the screened porch overlooking the water, or grill on the deck with stunning mountain views. This is a...
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    Center Ossipee, New Hampshire 03836
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Center Ossipee
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
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    • Mountain Views
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hodgdon Shore This five-bedroom lakefront home is an amazing summer retreat for your family with 100 feet of sandy beach on the south end of Ossipee Lake where you can sit and relax all day. Plus, you can park your boat on the dock when you are not out exploring the lake and its several bays. It...
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    Center Ossipee, New Hampshire 03864
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    Melvin Village
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to waterfront Lake Winnipesaukee #458. This contemporary home can accommodate up to 11 guests, and is ideally situated for catching the sunrise over the lake, as well as enjoying long days basking in the sun. With a built-in fire-pit on its 600+ square foot deck, you can enjoy the outdoors...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
    Melvin Village
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on private grounds directly overlooking Lake Winnipesaukee, surrounded by a forest with towering pines and oak trees. #333 is a peaceful New Hampshire vacation lake home designed to inspire deeper breaths and quiet moments in a country setting. A garden of lilac trees and Queen Anne’s...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Wolfeboro
    5 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Experience waterfront living at its finest at Lake Winnipesaukee #500. This luxury five bedroom, five-bath Adirondack-style home can easily accommodate twenty guests and boasts panoramic mountain and lake views. The outdoor space in simply unequaled; with a sandy perched beach, a 40' boat dock,...
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    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 20
    Tuftonboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Your charming Melvin Bay cottage awaits, complete with a spacious shared yard next to a sandy community beach at property 368. This New Hampshire classic is part of a small group of three cottages and is just a short drive to historic Wolfeboro, with great restaurants, shopping, and other lake...
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    Tuftonboro, New Hampshire 03816
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    East Wakefield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Foye Cove Escape Located on the Maine/New Hampshire border, this lakefront home, set on 2.2 acres of wooded land, is perfect for a large family wanting to kick back and relax on the water. This home is fully furnished with a full kitchen, a jetted tub, a gas fireplace, and extras like a canoe and...
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    East Wakefield, Wakefield 04095
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Tuftonboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Your charming Melvin Bay cottage awaits, property 371 is complete with shared access to the sandy community beach which is only five feet from the home, dock, and mooring. Enjoy watching the sunset from comforts of a rocking chair on the wraparound porch, or spend your afternoon playing games on...
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    Tuftonboro, New Hampshire 03850
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Freedom
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fife and Drum Beach Home Make this spacious and dog-friendly house in New Hampshire your next home base to create everlasting memories with your group of friends or family! The cabin-like interior and the comfortable furnishing will give you those relaxing vibes you’ve been looking for. Gather...
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    Freedom, New Hampshire 03836
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Tuftonboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Property 369 is your our charming Melvin Bay cottage, complete with a spacious shared yard next to a sandy community beach. This New Hampshire classic is part of a small group of three cottages and is just a short drive to historic Wolfeboro, with great restaurants, shopping, and other lake...
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    Tuftonboro, New Hampshire 03850
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Lakefront home with private dock on Great East Lake - Smoke Free1 / 9
    (5)Excellent
    Sanbornville
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2018
    We just returned from our 2nd stay at the lodge and our 5th year at Great East Lodge & Cottages and once again we had an amazing vacation. Both times at the lodge we were a...
    Reviewed August 16, 2018
    Picturesque and huge cottage right on great east lake is spectacular. Everything inside is the highest quality from the mattress pads and pillows to the dishes and furniture...
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    About this property
    Great East Lodge is a waterfront retreat perfect for a large family, a group of friends or a romantic getaway. The living room has a 50' flat screen TV and a DVD while the kitchen is updated with stainless steel appliances. A full size washer and dryer are available for use during your stay. Two...
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    Sanbornville, Wakefield 03872
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Three Level In-Town Home | Perfect for Large Families or Groups | Dogs Welcome1 / 52
    (3)Excellent
    Wolfeboro
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed July 7, 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 June 7, 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
    Seven Oaks1 / 13
    (1)Excellent
    Center Ossipee
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
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    • Mountain Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 8, 2018
    What an amazing week!!! The home was perfect, comfortable, with all you need for a relaxing vacation. Beautiful clear water for swimming, boating and fishing. The mountain views...
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    About this property
    Seven Oaks! Located on the open shores of Ossipee Lake, (not the back bays), and the doorstep to the White Mountain National Forest, this remodeled 3 BR / 2 BA home awaits your summer fun on the lake. Step outside your sliding doors to deck overlooking the lake, or step down off the deck to...
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    Center Ossipee, New Hampshire 03836
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Center Ossipee
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are on a dead end street, with very little traffic, with a beautiful view of the ossipee mountain range, and lake Ossipee, You wakeup in the morning with sun coming into your bed room, starting your day having morning coffee out side on the porch swing, or on the beach relaxing clearing up your...
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    Center Ossipee, New Hampshire 03814
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Freedom
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront contemporary house with stunning view and sunsets. Steps from the lake and a short drive to many of NH finest attractions. Cosy warm house in colder months in a wonderful part of America. Sun trap deck to catch the sun and enjoy the atmosphere. There is a large West facing wrap around...
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    Freedom, New Hampshire 03836
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Tuftonboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Listen to the loons at our ultra private, newly renovated waterfront Post & Beam home located in a small waterfront community in Tuftonboro NH. Only 10 mins to Wolfeboro, our home features pine floors, a newly renovated kitchen with stainless appliances/dishwasher, granite countertops, Franke sink,...
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    Tuftonboro, New Hampshire 03816
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Center Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Center Ossipee awaits as your next vacation destination, and this spacious home has everything you need for a memorable stay, including wifi, fire pit, charcoal grill, and walking distance to the water & boat ramp. With 3 bedrooms, a roomy loft and 2 bathrooms spread out over 2,500 sq. ft. of...
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    Center Ossipee, New Hampshire 03814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Wolfeboro
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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
    Freedom
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This family friendly lakefront home is located on beautiful Broad Bay of Ossipee Lake, in the White Mountains of New Hampshire. It is an ideal location to enjoy all sections of the lake. It’s a quick ride to the sand bar, where you can play a game of volleyball in the water, or to the big lake...
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    Freedom, New Hampshire 03836
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Freedom
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your next fun-filled getaway to the 'York House,' a Freedom vacation rental home that sleeps 6 with 2 bedrooms, 1 bath, and a loft. This cozy chalet-style property is located near White Mountain National Forest and surrounded by the entire Lakes Region, allowing you and your family to enjoy...
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    Location Information
    Freedom, New Hampshire 03836
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Effingham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Balcony
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a quiet countryside road in southwest Maine, this charming house offers peace and tranquility. The 3-bed, 3-bath vacation rental offers 3 levels of luxury living space. Enjoy beautiful sweeping views overlooking the southern White Mountains in the distance! The property is set on 3 acres...
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    Location Information
    Effingham, New Hampshire 04047
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Melvin Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feel your stresses fade away in this cozy waterfront Lake Winnipesaukee cottage, property 313. Recently updated and sleeping six, this home features three bedrooms and two baths (with shower stalls only). You’ll enjoy a much-needed New England vacation with all the comforts of home. Guests can...
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    Location Information
    Melvin Village, New Hampshire 03850
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Melvin Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the peace and quiet of this charming Lake Winnipesaukee home, Property 215. Sleeping six, this home offers three bedrooms, and one and a half baths to comfortably accommodate the whole family. Guests can choose to sleep in one of the two twin-sized beds, the queen, or the full to recharge...
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    Location Information
    Melvin Village, New Hampshire 03850
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Melvin Village
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing vacation at this updated beach access home in the West Point of Long Island Association, located in Moultonborough. Property 200 has two-bedrooms, one 3/4 bathroom with stand up shower only, and a beautiful living room with sleeper sofa with enough for everyone to enjoy. Choose...
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    Location Information
    Melvin Village, New Hampshire 03254
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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