Vacation Rentals By Owner In Wolfeboro, NH

Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort with cozy cabins and motel, situated on the shores of Lake Winnipesaukee, a 44,000 acres lake in the heart of the Lakes Region. The motel units are efficiencies; offering fully equipped kitchenettes, A/C, cable TV, and free Wi-Fi. The resort offers kayaks, canoes, basketball hoop, horseshoes, volleyball net, and a playground, not to mention the great sandy beach that is gradual in its entry to the lake. This second-level room has a screened-in porch and nice amenities. Dock space is available upon request.

Apartment

Efficiency 7--Piping Rock Resort

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(1)

$1984.29

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.

551 - Sewall Road estate

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(48)

$469.83

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.

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

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

Exceptional(111)

$542.5

Welcome to “Campbellot”brThis lovely year-round chalet is situated in the Lakes Region of New Hampshire. It is perched only 20 ft. from private waterfront on crystal clear Rust Pond. Rust Pond is a quiet 210-acre pristine lake in South Wolfeboro, 'The Oldest Summer Resort in America.' From the master bedroom balcony, you can see the morning sunrise, watch fish swim, or simply take in the serenity. Walking out on to the dock with your coffee, you may decide to slip in for an early morning dip, being the first to quietly pierce the calm water. Breakfast on the deck is a must. In the late summer you will smile at the mist rising above the surface, offering the warmth of the lake to the crisp morning air. brbrThe fall foliage draws many to the lakes region, but it is a quieter season on the lake and in town. A great time of year for relaxing, beautiful hikes, fishing, and the brave hearted can still polar-bear swim. You can warm up by the gas fireplace on the deck.brbrWinter at Campbellot can be peaceful enjoyment of the cottage and cozy gas fireplace taking in the solitude of winter and beauty of the night skies. Winter can also be lake-skating, snowshoeing, cross-country skiing, downhill skiing (Gunstock 21miles, King Pine 29miles, Cranmore 43miles, Attitash 51miles), and of course sledding.brbrEssential Info:br4 bedrooms all upstairs, the beds are; 2- queen, 1 – double, 2 – twins. Beds have mattress pads, blankets, comforters/spreads, and pillows with slip covers.brHalf-bath on 2nd level. brbrFirst floor has living room with gas fireplace, eating area, kitchen, full bath with shower, and laundry available to guests.brbrLarge deck overlooking the lake with 2 tables, sofa, Weber gas grill, a gas fireplace.brbrFor in and on the water fun there is a dock, raft, rowboat, kayak, canoe, 2 standup paddle boards.brbrPets (dogs) allowed, no cats. There is a fee for each dog and a maximum of 3 dogs. You must request to bring dogs at the time of booking. brbrGuests are requested to provide their own linens. (bed sheets, bath and beach towels).brLinens are available on special request at additional fee.brbrParking is at the 2nd level driveway. Lake level access is only for loading and unloading. This lake level access is not available in the in the Spring.brbrEV Charging NEMA14-50 charging outlet at garage.brThere are exterior security cameras at the 2nd floor and lake level deck. brbrProperty Access is via keys in lockboxes at both levels. There is a key in the cottage for guest to use during their stay.brbrWhat the Area Offers:brbr Rust Pond is noted for great bass fishing. From Campbellot a short walk along the Middleton Road and up Alpine Meadows will reward you with the most amazing view of Mount Major and Lake Winnipesaukee. The chalet is 3 miles from the center of Wolfeboro and Lake Winnipesaukee. There is a great walking path along the old railroad starting at the Wolfeboro depot and proceeding along Crystal Lake and Lake Wentworth to Albee Beach and beyond. The Ellis Hatch Fly Fishing preserve and Jones Pond are 5 miles along Middleton Road toward New Durham. This is a great spot to walk and have dogs off leash. There is a new dog park at the “NICK”. In town you will find Cate Park, Great Waters Musical Performance, Craft Fairs, and the famous Huggins Hospital Fair.brbrThere are abundant restaurants, grocery, and specialty shops. Our family loves the ice cream, crepes, shoe store, jewelry, the local library, and a hidden gem, the Wright Museum. Lake Winnipesaukee Golf Club is near the Kingswood Regional High School toward the center of Wolfeboro. The Mt. Washington Cruise Ship offers sightseeing trips of Winnipesaukee from the Wolfeboro docks several days a week. Castle in the Clouds is another great take for the view, lunch or horse back riding.brbrThere are 2 golf courses within 10 miles: Enjoy New England at it's best. The Cotton Valley Trail, Knights Pond, and the Ellis R. Hatch Jr. Wildlife Area are less than 5 miles away. Mount Major in Alton offers a great day hike for families with the reward of stunning views of Lake Winnipesaukee and the Presidential Range. The Kancamagus Highway and the White Mountains are only an hour's drive north. Story Land is an hour north if the kids aren't exhausted by swimming and playing outside all day. The the Conway outlets are an hour away if school or holiday shopping is on your agenda. Antique and yard sale expeditions are always an option if you want a change from your beautiful lake surroundings. This is a fabulous spot for the fall burst of colors and a fresh crispness to the air. Come see why our family has been enjoying Rust Pond for 4 generations.

Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, Campbellot

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

Exceptional(11)

$301.48

A charming cottage located on Crescent lake with access to Lake Wentworth . Wake up to the lake with the reflections of the water shimmering into the bright open space . Enjoy the small private beach with crystal clear water and sandy bottom , perfect for children and adults . The area is peaceful and serene giving you the feeling of being on an island , yet very close to everything . The Cotton Valley Walking Trail is located behind the property , a short lovely walk to downtown . Enjoy many summer events in town during the summer , saturday night concerts , craft fairs , boat shows and don't forget the ice cream . We have dock space for your boat up to 18 ft . please ask for availability at time of booking . Weekly bookings May-Sept sat-sat

Relax on Crescent Lake #2

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

Exceptional(23)

$338.51

Nestled in the heart of downtown Wolfeboro, each of the 4 welcoming and impeccably clean suites offer their own unique charm and layout. All suites provide fully equipped kitchens, 1 or 2 bedrooms, 1 bathroom, and living room including wireless internet and cable TV. Up to 6 guests may be accommodated in suites that offer an additional trundle bed. A pack-n-play is available for infants and toddlers. Truly a home away from home where guests can easily walk to the many local eateries, clothing and gift boutiques, gourmet markets, coffee shops, ice cream parlors and much more! Stroll to the town docks where you can take a cruise on Lake Winnipesaukee aboard the Mount Washington or venture out on Wolfeboro's scenic walking trail. So please make The Suite Inn your choice for a wonderful experience in our picturesque New Hampshire community.The town was granted by Colonial Governor Benning Wentworth in 1759 to four young men of Portsmouth, and named Wolfeborough in honor of English General James Wolfe, who had been victorious at the Battle of the Plains of Abraham in 1759 during the French and Indian War. In 1763, 2,300 acres (930 ha) were added to the 60 acres (24 ha) reserved for the governor. Colonial Governor John Wentworth, his nephew, established an estate on the site, known as Kingswood. Built in 1771 beside what is now called Lake Wentworth, this was the first summer country estate in northern New England. Settled in 1768, the town was incorporated in 1770.br

Hotel

In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(32)

$301.48

A new cottage on beautiful crescent / wentworth lake . It is located on crescent lake at mast landing in wolfeboro , a very serene lake with crystal clear water. The cotton valley walking trail is behind the property ; a short walk to downtown wolfeboro , where you will find restaurants and shops . Enjoy the summer events on the waterfront ; Saturday night concerts , fireworks and boat shows . There is always something happening for the family to enjoy .We have a dock available for your boat up to 18' , please inquire about availability at time of booking . Don 't forget the ice cream ! 7 night minimum stay May-brSept ( sat-sat )

Relax at Crescent Lake

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(4)

$341.0

LAKEFRONT-Summer bliss in a restful lakeside Cottage on pristine Lake Wentworth in Wolfeboro. 3 bedroom cottage on 1 acre of an original cottage from the renowned Allen A Resort. Lake views everywhere. Includes Linens, Free Parking, Kitchen. Living Room, All-Season Porch and Screened Porch, Grill and Fire Pit. You will have beautiful sunsets, wildlife and lake breezes. Walk/bike the Cotton Valley Rail Trail. Swim. Fish and Kayak. Listen to the loons. Paradise awaits.brbrThe spacebrThis peaceful Cottage on 1 acre and 200 feet of waterfront is near the Cotton Valley Rail Trail. Private dock and screened porch is perfect for sunsets and spending time with family and friends. Enjoy free parking at your door, laptop friendly work area, large flat screen TV, fully equipped kitchen featuring: refrigerator, coffee make, toaster oven and gas stove. Window air conditioner will keep you comfortable when the breezes fade. Peaceful Lake Living to rejuvenate your soul. Our cottage offers 2 kayaks, 1 paddle boat, fire pit, outdoor spaces and is surrounded by tall pines and the rail trail for an early morning walk to town and, best of all, waterfront.brbrGuest accessbrEasy private parking at the cottage. Walking distance to the Nick Recreation Center (Thursday Fabulous Farmers Market), the Albee Beach boasting Sugar Sand (pass to the beach is included), and the New Hampshire Boat Museum.

Peaceful Cottage in Beautiful Wolfeboro, NH!!

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

$310.97

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

Cozy Vacation Rental Home Near Lake Winnipesaukee!

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(17)

$281.77

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.

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

$387.36

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.

Rent an Old Church for DIY Event or Family Stay Package

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(13)

$267.2

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.

Amazing lakefront retreat with stunning views - near skiing & golf

Wolfeboro, New Hampshire, United States

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Bath

Sleeps

Exceptional(10)

$445.82

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.

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

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(25)

$1085.0

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.***

Sleep Like an Angel in an Old Church - Blue Room

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(16)

$1085.0

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.***

Sleep Like an Angel in an Old Church - Brown Room

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Exceptional(1)

$429.38