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Ossipee House Rentals

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    Don't let other travellers get your favourite Ossipee area holiday rental. You're so close to securing your perfect getaway. Book today.
    21 Matching Rentals in the Ossipee AreaView all 47 rentals
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    Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Ossipee
    3 Bedrooms, 1 Bathroom, Sleeps 7 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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    Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Patio
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The shores of Lake Ossipee are just a few steps away from 'The Wood Drake,' a waterfront 3-bed, 2-bath Ossipee vacation rental home. This charming lakeside home offers 1,200 square feet of indoor living space with a 900-square-foot, 3-season porch. Look forward to nights gathered around the fire...
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    Ossipee, New Hampshire 03814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury 4000 sf lakefront home, open concept, views from every window; sunsets every evening; on 3 acre snow mobile & hiking trail, near ski resorts, restaurants and shopping.
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    Ossipee, New Hampshire 03814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ossipee
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beauty of Ossipee Lake from this 4-bedroom, 3-bathrooms vacation rental home that easily sleeps 14. Natural colors, plush furniture, and rustic decor make this property the perfect forest getaway for the whole family. The two open living rooms come complete with fireplaces and a...
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    Ossipee, New Hampshire 03814
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    The following rentals are within 15 kilometers of Ossipee.
    Wolfeboro
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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
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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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    Amenities & Details
    • 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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    Center Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Washer
    • 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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    Seven Oaks1 / 13
    (1)Excellent
    Center Ossipee
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 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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    Location Information
    Center Ossipee, New Hampshire 03836
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wolfeboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    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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    Spacious 4 Bedroom Family Home, close to town1 / 9
    (1)Very good
    Wolfeboro
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • 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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    Location Information
    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Wolfeboro
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-appointed Adirondack style home offers the best of two worlds: a cozy woodland retreat and a waterfront paradise! Beautifully appointed on over 5 1/2 acres, it offers 200' of waterfront on Lake Winnipesaukee, U-shaped dock, and a perched beach. There is a huge first floor master suite...
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    Location Information
    Wolfeboro, New Hampshire 03894
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    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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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    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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    Tuftonboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Patio
    • Central Heating
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    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
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    Center Ossipee
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    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
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    Melvin Village
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome home! A beautifully maintained, all the comforts you need kind of place on Long Island in Moultonborough. Plenty of room to spread out and have privacy offering 4 bedrooms and 3 bathrooms (two baths are 3/4 baths and the third bath is a full bathroom). Unique stonework on the hearth,...
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    Melvin Village, New Hampshire 03254
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Center Ossipee
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Wi-Fi
    Suitability
    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
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    Wolfeboro
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Internet Access
    Suitability
    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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    Sanbornville
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    Freedom
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your next fun-filled family getaway to the 'York House,' a Freedom vacation rental house that sleeps 6 with 2 bedrooms, 1 bathroom, and a loft. This cozy chalet-style home is located near White Mountain National Forest and surrounded by the entire Lakes Region, allowing you and your family to...
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    Freedom, New Hampshire 03836
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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