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Holiday Rentals in Hillsborough

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    All 30 Rentals in Hillsborough
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    The following rentals are within 40 kilometers of Hillsborough.
    Henniker
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Troy
    3 Bedrooms, Sleeps 9 Quick View
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    Marlow
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Secluded, Lakeside, Split-log Cottage with Fireplace, Rowboat1 / 25
    (2)Excellent
    Weare
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Outdoor Dining Area
    • Parking
    • Waterfront
    • Mountain Views
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2015
    We were completely satisfied with this log cabin rental. We arrived to find everything neat and clean which made for a comfortable week. It was supplied perfectly - it lacked...
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    About this property
    This picturesque country cottage is nestled on 300 feet of very private forested frontage on Lake Horace, a pristine lake in the heart of the Piscataquoge water shed near the town of Weare. Enveloped in the charming ambiance of southern yellow pine, the cottage is rustic, secluded, cozy and...
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    Weare, New Hampshire 03281
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Farm House Apartment with Hot Tub1 / 16
    (4)Excellent
    Loudon
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Mountain Views
    • Parking
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    This farm was an incredible, classic New England experience. The working farm on site was absolutely beautiful in the winter. We loved walking around and seeing the horses, cows...
    Reviewed 10 September 2014
    Carole, Bruce and their staff were all welcoming, kind and helpful hosts. My family could not have enjoyed a vacation week on a farm more.My children (ages 8 and 10) very much...
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    About this property
    This working cattle farm, located on 36 acres with a panoramic view of the New Hampshire countryside, is adjacent to miles of trails for hiking or skiing. Stay the night and you'll want to stay forever at this magical farm on the hill. Angus, our resident rabbit, or Tazzy, our house pig, would...
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    Loudon, New Hampshire 03307
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Danbury
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Grill
    • Terrace
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reconnect with your family and friends. Reconnect with yourself. You deserve it. Tucked way off the main road with acres and acres to enjoy. Simplicity and luxury. Skiing is 10 minutes away. Snowshoes included with your rental! Great for families and groups. Post & Beam home with more privacy than...
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    Danbury, New Hampshire 03230
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Serene sandy waterfront cottage1 / 13
    (2)Excellent
    Loudon
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Parking
    • Grill
    • Waterfront
    • Porch
    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2015
    This lovely cottage by Hot Hole Pond is just perfect. My family and I spent a very happy week this past summer swimming, in the beautiful pond, soaking up the sun on the porch...
    Reviewed 30 October 2012
    We had a great time. The property has an ideal location, out in the country, but still close to numerous stores. The owner's were very helpful. The cleaning fee was very...
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    About this property
    Enjoy this pretty 2-bedroom waterfront cottage with a picturesque view. Wonderful deck and screen porch. Jump off the floating dock, fish the waters stocked with trout, or paddle in the canoe or paddle boat. Large master bedroom with beautiful view of pond. Watch the sunset or the kids playing in...
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    Loudon, New Hampshire 03307
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The Artist's House, an antique New England home1 / 17
    (2)Very good
    Andover
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Washer
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Porch
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2014
    The Artist's house was a perfect location for a holiday in New Hampshire. The charming farmhouse was full of character yet provided for all modern needs. It was in a quiet...
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    About this property
    The charming 1780 farmhouse has the ambiance of an earlier time but also two comfortable bedrooms with queen sized beds and one and a half modern bathrooms. The en suite upstairs bedroom looks out to woods, garden, and mountain views in three directions. There is also a screened porch for...
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    Andover, New Hampshire 03216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Edgemont1 / 6
    (1)Excellent
    Washington
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Porch
    • Waterfront
    • Parking
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    We had a wonderful week at Edgemont. Millen Pond is a gem. The cottage is nice and cozy and had everything we needed. We loved the screen porch and toasted marshmallows on...
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    About this property
    Edgemont cottage is situated on Millen pond in Washington, New Hampshire. Washington, New Hampshire is a scenic small town in southwestern New Hampshire, with a scattered population of about 1100.<BR>The center of Washington is that of a quaint New England village with its white city hall and...
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    Washington, New Hampshire 03280
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Windswept Farm Stay in Canterbury, NH1 / 13
    (3)Very good
    Canterbury
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Mountain Views
    • Secure Parking
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 December 2015
    This is a totally unique lodging... If you want something different and charming.. Look here. This is a genuine farm house built in the 1700s. Clean and well furnished...
    Reviewed 18 April 2013
    The Windswept was pretty much the way we envisioned it. The bedrooms, living room, dininng room, kitchen and one bathroom were on the top floor. The second smaller bathroom...
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    About this property
    Built in 1745, Windswept Farm offers a quaint and comfy 2 bedroom, 2 bath apartment. This is a working farm and equestrian facility with indoor arena, outdoor arena and trails. Horseback riding opportunities for beginner to experienced riders. Spacious well bedded stalls are available for those...
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    Canterbury, New Hampshire 03224
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Ragged Mountain near Newfound Lake1 / 18
    (6)Excellent
    Danbury
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Waterfront
    • Grill
    • Mountain Views
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    Such a peaceful and relaxing place. We took our family vacation to New Hampshire and we are so glad that we found this place. Kids had a great time there, with the brook, the...
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    About this property
    "Camp Inches" at Wild Meadow Brook is only 90 minutes from Boston in Danbury, NH. Home of RAGGED MOUNTAIN RESORT. ~ "Camp Inches"~ Built inch by inch....over 70 years in our family! Located off Rt. 104 and Rt. 4- located on the backside of Newfound Lake. SKIERS ~ Minutes to RAGGED MNT....
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    Danbury, New Hampshire 03230
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Cozy Cabin at the base of Mt Monadnock1 / 13
    (3)Very good
    Jaffrey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Wi-Fi
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    This place has place was nice and cozy. We were able to use the fireplace and stay warm in the month of February. We used the Porch a lot and enjoyed the sunset view on the east...
    Reviewed 6 July 2015
    A lovely cabin/home. Very clean and well-appointed with the basics. Helpful instructions about the home as well as area info--owners clearly have comfort of their guests in mind...
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    About this property
    Nestled at the base of the mountain, sits our log cabin. A quiet, country area with neighbors within walking distance but not within view. Perennial flowers and trees surround the property with a brook for a backdrop, as well as an expanse of lawn for yard games and campfire. Inside you'll...
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    Jaffrey, New Hampshire 03452
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lakefront Cottage1 / 24
    (3)Very good
    Rindge
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Grill
    • Waterfront
    • Satellite TV
    • Parking
    • Outdoor Dining Area
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2016
    First, the owner is wonderful. Second, the cottage is right on beautiful, quiet Pearly Lake. I was here for 4 weeks in July and the lake was always peaceful. You can swim to...
    Reviewed 15 October 2015
    My husband & I had the pleasure of staying in this sweet cabin with our three kids (five, three and one). We absolutely loved our stay! The sun sparkling on the lake each...
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    About this property
    Here is the perfect location for your family vacation or a couple's getaway. Pearly Pond offers all of your favorite outdoor activities. Choose from swimming, canoeing (kayaking), hiking, mountain biking or fishing. If you're more into relaxing, just stretch out on the deck with your favorite...
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    Rindge, New Hampshire 03461
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Amherst
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Internet Access
    • Satellite TV
    • Parking
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from it all and spend some time on Baboosic Lake during your stay in this quaint 2-bedroom, 1-bathroom vacation rental cottage in Amherst. Up to 8 guests can stay in this 900-square-foot cottage which overlooks the lake and also comes with a private dock. During your stay, you can fish or...
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    Amherst, New Hampshire 03031
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Mount Sunapee
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Central Heating
    • Parking
    • Washer
    • Patio
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Year round tranquility! Over 75' of shoreline with private dock for power boats, water skiing and fishing. Immaculate home rebuilt in 2008. Kitchen, dining and family rooms open to an expansive deck offering majestic sunsets and inspiring views of Perkins pond. When you aren't ice skating on the...
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    Mount Sunapee, New Hampshire 03782
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Jaffrey
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Balcony
    • Porch
    • Patio
    • Grill
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1) Beautiful historic property, originally an early 1800's tavern with a rich history as a working farm, seasonal vacation home, inn and year round residence. Property sits at the base of Mt. Monadnock with beautiful mountain and pastoral views. Our street address is Mountain Rd., 2) One of...
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    Jaffrey, New Hampshire 034526002
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Sunapee
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Grill
    • Parking
    • Waterfront
    • Washer
    • Internet Access
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll feel like you’re vacationing inside the pages of DWELL magazine in this brand new three/four bedroom lakefront house designed by a prominent Boston architect. Charming Kezar Lake, dotted with old farmhouses and inns, is a well-kept secret in the area. Old-fashioned Vernondale General Store,...
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    Sunapee, New Hampshire 03260
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Rindge
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Called 'A little slice of heaven' by one renter, this scenic property captures the beauty of rural New England. The cabin is a modernized 1903 cottage with 1100 square feet of comfortable living space that includes three bedrooms, living room, dining room, kitchen and one full bathroom. <br /><br...
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    Rindge, New Hampshire 03461
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Condo - Mountain Edge Resort Spa - Mt/Lake Sunapee1 / 26
    (1)Very good
    Newbury
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Sauna
    • Internet Access
    • Balcony
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    Very close to Mt. Sunapee and Sunapee beach. Nice indoor and outdoor pools. Kitchen is minimal but served our needs
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    About this property
    1100 Square feet of luxury post and beam suite. Unit has a king master bedroom, fireplaced livingroom with queen sleeper sofa, dining room, oversized granite bath and 3/4 kitchen on main level. The upper level has a king loft bedroom with a full size sleeper in a nook off of the bedroom area. There...
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    Newbury, New Hampshire
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sunapee
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Balcony
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a MONTHLY rental only. There is a 2 MONTH minimum requirement. Please see the rates section below for more details. Spacious fully furnished 3,000 sf luxurious condo in a highly desirable condominium community four miles from Mount Sunapee Ski Resort with Fall, Winter, and Spring Lake...
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    Sunapee, New Hampshire 03782
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Concord
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • DVD Player
    • Central Heating
    • Terrace
    • Housekeeping Included
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ensuite (private bathroom) bedroom has luxurious tempurpedic mattress and is located in a single family B&B type home. 15 min. walk to the newly renovated Main st. I'm German and could cook you an authentic German meal upon request. In the Winter: 20 min drive to ski areas Warmer weather: A...
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    Concord, New Hampshire 03301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mount Sunapee
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Skiing: Property Is In A Ski Resort
    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our unit is a great 3 bedroom with loft condominium on the first fairway at Granliden. Play golf, tennis, take out a paddle board or go swimming in the lake. In the winter we have great sledding hills and we are just 5 minutes away from Mount Sunapee. The house is set up for a great family...
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    Mount Sunapee, New Hampshire 03782
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Cottage at Lake Monomonac1 / 18
    (4)Excellent
    Rindge
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Patio
    • Central Heating
    • Satellite TV
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the Lake, 80 Feet Sandy Beach Frontage, facing west with beautiful sunset views Docks and Nice Swimming Area all part of this nice private property, room to tie up your boat.Patio spaces at the Beach, even a beach fridge. Picnic Tables/Barbeque Area and grill (all part of the property) Sunny...
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    Rindge, New Hampshire 03461
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Newbury
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Terrace
    • DVD Player
    • Balcony
    • Washer
    • Waterfront
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the perfect retreat! You will truly enjoy the warmth and convenience of this home, with its rich post and beam structure, beautiful bamboo flooring, and easy access to adventure. Whether you wish to curl up in front of the fire with a great book, take in the view from one of the decks...
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    Newbury, New Hampshire 03255
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Concord
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a beautiful older New England home in a neighborhood of historic homes. You can walk 15 minutes to downtown Main Street, parks, bike paths and walking trails are easily accessible from the house. The room is large, serene and relaxing it is on the second floor and the shared bathroom is on...
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    Concord, New Hampshire 03301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Marlow
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The wonder of this cottage is that it is at the end of the road and faces the lake on two sides. With lots of tall pines and maples, and at 1500 ft. altitude, it is cool. The water accessed by the private beach or a boardwalk to flat granite rocks is refreshing and clear. It is an ideal lake for...
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    Marlow, New Hampshire 03456
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Peterborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Satellite TV
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An easy one mile walk from downtown Peterborough (sidewalks all the way) with all its fantastic shopping, dining, parks, and quintessential New England charm. This recently renovated two bedroom riverside cottage sleeps four people. With its updated kitchen, spacious living room, screened-in porch,...
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    Peterborough, New Hampshire 03458
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 bedroom lake home on Crescent lake1 / 12
    (1)Excellent
    Newport
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a quiet, pristine New Hampshire lake, this home and scenic surroundings provide a haven of rest for your vacation. Our private sandy beach sits on 510 feet of shoreline and invites you to enjoy carefree sunbathing and swimming in a safe, beautiful setting. Shade trees on the grounds...
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    Newport, New Hampshire 03773
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Mont Vernon
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #********. Our Service Guarantee ensures you the best villa experience. This 3 Bedroom Villa can be rented as a 1 Bedroom Villa at a special rate!...
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    Mont Vernon, New Hampshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mont Vernon
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #********. Our Service Guarantee ensures you the best villa experience. This 3 Bedroom Villa can be rented as a 1 Bedroom Villa at a special rate!...
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    Location Information
    Mont Vernon, New Hampshire
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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