Home Vacation Home Rentals By Owner In Wolfeboro, NH

Showing 50 Of 50 Vacation Rentals
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Exceptional(1)

$1984.29

/ Nightly
Private Vacation Home

551 - Sewall Road estate

Wolfeboro, New Hampshire, United States

Classic Sewall Road Lakefront Estate — Walk to Downtown WolfeborobrStep into timeless elegance at this turn-of-the-century Sewall Road estate, perfectly located just a short stroll from the heart of downtown Wolfeboro. This exceptional lakefront property captures the very essence of a quintessential Lake Winnipesaukee retreat.brThe beautifully appointed 4-bedroom main house is complemented by an adorable detached 1-bedroom guest cottage, offering ideal space for extended family or guests. Enjoy modern comforts alongside historic charm, with inviting living spaces, a covered lakeside porch, and sweeping views across the water toward town and the surrounding mountains.brOutdoors, the property truly shines with sandy-bottom swimming, a private dock, boathouse, and expansive waterfront for relaxing, boating, and soaking in the beauty of the lake.brSleeping & Layout:brMain House (all bedrooms on second floor): King bedroom, Queen bedroom, Queen bedroom, Bunk-beds bedroom (4 single beds). Window A/C units in all bedroomsbrGuest House: Full bed plus half bathbrWhether you’re enjoying morning coffee on the porch, afternoons on the dock, or evenings walking into town for dinner and ice cream, this property offers an unforgettable Wolfeboro lakefront experience.
Bed 5

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Bath 3

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Sleep 12

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Exceptional(48)

$469.83

/ Nightly
Private Vacation Home

Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

Wolfeboro, New Hampshire, United States

Bring the dogs and kids to the Lakes Region and settle into a relaxed Wolfeboro getaway where days are spent at the beach, on the trails, out on the lakes, or simply enjoying time together. Quaint Cottage on High sits at the end of a quiet dead-end street on four wooded acres, just down the road from the Mast Landing boat launch on Lake Wentworth and minutes from Lake Winnipesaukee and downtown Wolfeboro.brbrThe cottage is comfortable, well stocked, and designed for easy family vacations with Wi-Fi, 3 TVs, a cozy sunroom, electric fireplace, comfortable beds, kitchen essentials, towels, and linens. Outside, enjoy dinner on the deck, evenings around the fire pit, yard games, and plenty of room for kids and dogs to run and play.brbrMany of our guests return year after year because the cottage feels easy, comfortable, and familiar — the kind of place where family memories naturally happen.
Bed 2

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Bath 1

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Sleep 6

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$310.97

/ Nightly
Private Vacation Home

Cozy Vacation Rental Home Near Lake Winnipesaukee!

Wolfeboro, New Hampshire, United States

Book your next family getaway to this charming 3-bedroom, 2-bath vacation rental house in Wolfeboro. Located just minutes away from the shores of Lake Winnipesaukee, this property offers a tranquil retreat. Relax on the deck while enjoying a cookout on the gas grill or cozy up by the fireplace in the evenings. If you’re visiting in the winter, Gunstock Mountain Resort is just 20 miles away. Experience the best of New Hampshire at this lovely vacation rental home!brbr-- THE PROPERTY --brbr2,200 Sq Ft | Serene Location | Washer & Dryer | Grill | 20 Mi to SkiingbrbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack ‘n PlaybrbrHOME HIGHLIGHTS: Smart TVs w/ cable, fireplaces, study w/ books, laptop-friendly workspace, dining tablebrKITCHEN: Stainless steel appliances, dishwasher, Keurig coffee maker, dishware/flatware, knife set, cooking basics, ample counter spacebrOUTDOOR LIVING: Spacious private yard, deck, dining areabrGENERAL: Free WiFi, window A/C units, complimentary toiletries, linens/towels, trash bags/paper towels, hair dryer, hangers, keyless entrybrFAQ: Stairs required to accessbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrLAKE WINNIEPESAUKEE (~3 miles): Paddleboarding, kayaking, boating, sailing, swimming, jet skiing, fishing, beachesbrEXPLORE NEW HAMPSHIRE: Main Street Wolfeboro (3 miles), The Libby Museum of Natural History (6 miles), Abenaki Tower (11 miles), Castle in the Clouds (20 miles)brOUTDOOR RECREATION: Wolfeboro Abenaki Ski Area (6 miles), Cow Island Backland (11 miles), Wentworth State Park (11 miles), Gunstock Mountain Resort (20 miles)brAIRPORTS: Portsmouth International Airport (41 miles), Portland International Jetport (59 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to access
Bed 3

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Bath 2

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Sleep 6

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Exceptional(17)

$281.77

/ Nightly
Private Vacation Home

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Wolfeboro, New Hampshire, United States

Guest are sure to enjoy a memorable vacation in this fully furnished, 3 bedroom, 1 bath house in a quiet neighborhood. The master bedroom has a queen size bed, while the second bedroom has two twin-sized beds with a trundle bed, and the third bedroom has a twin size bed, comfortable for sleeping six people( preferably three adults and three children). The living room is furnished with a couch and three decorative chairs, with an electric fireplace. Cable TV is in the bedrooms and living room plus high speed Internet. The kitchen is perfect for cooking as it has a Veranda double oven stove and French door refrigerator. It is also fully stocked with dishes, utensils, microwave, icemaker, and a dual Keurig coffee maker etc. The house is about a five minute drive to Lake Winnipesaukee, and across the street is a filter view of Crescent Lake. Guest can use a public dock at both Lake Winnipesaukee and Crescent Lake for their boat. Driveway has enough room for six cars, so plenty of room to store boats, JetSki‘s, etc. There is also a kayak for your use in the garage.
Bed 3

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Bath 1

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Sleep 4

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$387.36

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Private Vacation Home

Rent an Old Church for DIY Event or Family Stay Package

Wolfeboro, New Hampshire, United States

Celebrate on Union is an old church that has been converted into a boutique event space, with two full suites! Enjoy 3,000+ sq ft for a party, reception, rehearsal dinner, anniversary, or just bring your family for 2+ plus days only steps from Lake Winnipesaukee, in walkable downtown Wolfeboro, NH; the firest summer resort in America, founded 1771. A Norman Rockwell New England community. Step in and make life long memories! LGBT Friendly.
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Bath 3

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Sleep 4

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Exceptional(13)

$267.2

/ Nightly
Private Vacation Home

Amazing lakefront retreat with stunning views - near skiing & golf

Wolfeboro, New Hampshire, United States

Lakeside LullabybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrDiscover the ultimate lake retreat with this spacious Wolfeboro home, perfectly nestled on the shores of Lake Winnipesaukee, boasting sun-filled interiors and room for the whole family!brbrJust steps from the water, spend your days swimming, kayaking, or lounging on the deck with a good book as the waves roll in. You’ll also find Indian Mound Golf Club, Gunstock Mountain Resort, King Pine Ski Area, and Weirs Beach all within 30 miles, offering plenty of entertainment and top-tier winter recreation. brbrWhen you’re not relaxing on the shore or shredding the powdery slopes, enjoy downtime in the cozy, open-concept living area featuring high ceilings, elegant decor and floor-to-ceiling windows. Snuggle up for family movie night, break out the board games at the dining table, and relish the peaceful landscape outside. A full kitchen hosts sparkling countertops and stainless steel appliances making mealtimes feel effortless. As golden hour approaches, unwind on the deck with a sunset cocktail, share laughs with friends, and let the sound of the waves usher in another unforgettable day.brbrThe bedrooms are equally inviting with plush linens, tasteful finishes, and even more nature views.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brThis property is managed by Vacasa New Hampshire LLC.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 3

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Sleep 14

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Exceptional(10)

$445.82

/ Nightly
Private Vacation Home

Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun

Wolfeboro, New Hampshire, United States

Kenny's KabinbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this newly constructed lodge-themed home nestled on a private road in Wolfeboro, NH. Perfect for families, this retreat offers a peaceful and quiet environment with a nice deck overlooking a serene wooded view. The walk-out basement features games and leads you to a private yard with a horseshoe pit, as well as a cozy firepit, ideal for evenings spent under the stars.brbrGuests will enjoy beach passes for 2 vehicles to local beaches including Albee Beach, Brewster Beach, and Carry Beach in Wolfeboro. Take advantage of the nearby rail trail for biking, walking, snowmobiling, snowshoeing, and cross-country skiing, with easy access to downtown Wolfeboro and Wakefield. Mountain biking enthusiasts will appreciate the specially built trails with jumps and varied terrain.brbrGuests can also visit nearby Wentworth State Park and be treated to a delightful lakeside experience at the public beach, where you can bask in the sun, swim in the clear waters of Wentworth Lake, or enjoy a relaxing picnic with picturesque views. The park's picnic area offers a perfect spot for families and friends to gather and savor their meals, while the lake provides ample opportunities for fishing enthusiasts to cast their lines and enjoy the serene environment. With its beautiful location on the scenic Wentworth Lake, the park promises a refreshing and enjoyable day for everyone.brbrFor outdoor enthusiasts, Mt. Abenaki Ski Area with a rope tow is within reach, while pickleball courts and recreational activities like Molly the Trolley tours, Mt. Washington boat tours, and jet ski rentals offer endless entertainment options. Back at the cabin, relax on the deck, play horseshoes, gather around the firepit, or challenge friends to a game of pool or foosball.brbrThis home boasts a range of amenities including a washer/dryer, central AC, internet, firepit, deck, patio, gas grill, and a fully equipped kitchen. Cozy up in the living room with a good book from the selection provided, or unwind in front of the TV with Netflix streaming. With multiple bedrooms and a variety of sleeping arrangements, this retreat offers comfort and convenience for all guests.brbrWhether you're seeking adventure, relaxation, or family fun, this Wolfeboro retreat is the perfect home base for your New Hampshire getaway. Book your stay today and experience the best of lakeside living and outdoor recreation in the heart of the Granite State.brbrThings To KnowbrbrParking notes: There is free parking available for 3 vehicles.brThis rental is located on floor 1.brbrbrbrbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

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Sleep 7

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Exceptional(25)

$1085.0

/ Nightly
Private Vacation Home

Sleep Like an Angel in an Old Church - Blue Room

Wolfeboro, New Hampshire, United States

Converted 1890s church. Eclectic-peaceful-serene. The Blue Room: Queen bed & full European style bath, Cable Flat Screen TV, In-Room Hotel Safe large enough for a 17 Laptop, Mitsubishi Split A/C Heating Unit, and Bedside Refrigerator. There are two bedrooms available (each listed separately) plus am 800 sq ft loft with optional Queen Size 4-Poster Bed. Guests have access to the entire main level PLUS full use of the Gourmet Kitchen! Max. 2 adults per room, SORRY No Children under 10, No Pets, Non-smoking home, No open flames. Price includes 9% NH Room Tax. GLBT friendly. brbr***For your health and safety each week we use a UV-C Sanitizing Wand on the hard and soft surfaces to help eliminate germs, bacteria, viruses, fungus, mold and dust mites.***
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Bath 1

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Sleep 2

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Exceptional(16)

$1085.0

/ Nightly
Private Vacation Home

Sleep Like an Angel in an Old Church - Brown Room

Wolfeboro, New Hampshire, United States

Converted 1890s church. Eclectic-peaceful-serene. The Brown Room: Queen bed & full European style bath, In-Room Hotel Safe large enough for a 17 Laptop, Mitsubishi Split A/C Heating Unit, and Bedside Refrigerator. There are two bedrooms available (each listed separately) plus am 800 sq ft loft with optional Queen Size 4-Poster Bed. Guests have access to the entire main level PLUS full use of the Gourmet Kitchen! Max. 2 adults per room, SORRY No Children under 10, No Pets, Non-smoking home, No open flames. Price includes 9% NH Room Tax. GLBT friendly. Check out our Facebook page Celebrate on Union!brbr***For your health and safety each week we use a UV-C Sanitizing Wand on the hard and soft surfaces to help eliminate germs, bacteria, viruses, fungus, mold and dust mites.***
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Bath 1

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Sleep 2

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Exceptional(1)

$429.38

/ Nightly
Private Vacation Home

Central home: near town, lake, skiing, rail trial, snowshoe from your door

Wolfeboro, New Hampshire, United States

The Wolfeboro HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to Wolfeboro, NH, where this charming house is the perfect homebase for outdoor enthusiasts and families alike. With a great wooded area and yard ideal for snowshoeing and outdoor games (badminton available), you can immerse yourself in the beauty of nature right at your doorstep. The property is dog-friendly, ensuring that your furry companions can join in on the adventure. brbrJust a short drive away, Wentworth State Park offers a delightful lakeside experience. Spend your days basking in the sun on the public beach, swimming in the clear waters of Wentworth Lake, or enjoying a picnic with stunning views. The park's picnic area is perfect for gathering with family and friends, while fishing enthusiasts can cast their lines in the tranquil lake.brbrFor those who love biking and hiking, the extensive rail trail in town provides opportunities for walking, snowmobiling, and cross-country skiing. With trails specifically designed for mountain biking, you can explore the rugged terrain and enjoy jumps and challenges along the way. The nearby Mt. Abenaki Ski area is perfect for winter sports lovers, offering a rope tow for easy access to the slopes.brbrAfter a day of adventure, unwind on the spacious deck or patio, complete with comfortable furniture and a gas grill for outdoor dining. Inside, the home features modern amenities, including a fully equipped kitchen, cozy living spaces, and entertainment options like board games and a DVD player. Whether you're seeking a romantic getaway, a family vacation, or an action-packed adventure, this Wolfeboro home is your gateway to unforgettable experiences in the great outdoors.brbrThings to KnowbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 5

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Bath 2

Bath

Sleep 8

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Home Most popular vacation rentals in Wolfeboro

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Exceptional(1)

$376.47

/ Nightly
Cottage

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Wolfeboro, New Hampshire, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

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Exceptional(1)

$498.02

/ Nightly
Cottage

Lake Winnipesaukee classic fall retreat featured by Yankee Magazine.

Wolfeboro, New Hampshire, United States

Bed 2

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Bath 1

Bath

Sleep 6

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Exceptional(1)

$482.84

/ Nightly
Cottage

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Wolfeboro, New Hampshire, United States

Bed 2

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$461.08

/ Nightly
Cabin

The Lake Escape - A Cozy Lakeside Cabin - Sleeps 8 - Grill, Kayak, Firepit

Wolfeboro, New Hampshire, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

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Exceptional(1)

$444.52

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Private vacation home

Your Wolfeboro Home Away From Home

Wolfeboro, New Hampshire, United States

Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$419.91

/ Nightly
Cottage

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Wolfeboro, New Hampshire, United States

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Bath 1

Bath

Sleep 8

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Exceptional(1)

$412.30

/ Nightly
Cottage

Nellie's View - A Waterfront Cottage

Wolfeboro, New Hampshire, United States

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Bath 2

Bath

Sleep 5

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Exceptional(1)

$400.10

/ Nightly
Cottage

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Wolfeboro, New Hampshire, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

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Exceptional(1)

$386.22

/ Nightly
Cottage

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Wolfeboro, New Hampshire, United States

Bed 1

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Bath 1

Bath

Sleep 3

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Exceptional(1)

$254.96

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Apartment

Caretakers Apartment-Split level w/ Wet Room Bath

Wolfeboro, New Hampshire, United States

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Bath 1

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Sleep 2

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Most Popular Cities in New Hampshire