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From $240 per night (USD)
VRBO
Relax at Crescent Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A new cottage on beautiful crescent / wentworth lake . It is located on crescent lake at mast landing in wolfeboro , a v ...
From $240 per night (USD)
VRBO
From $350 per night (USD)
Expedia
On Lake Winnipausakee!,Year round house, private beach and great yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Great family house with private sandy beach the kids will love! Sleeps 8, large deck and huge flat lawn for all kinds of ...
From $350 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bring the dogs and kids to the lakes! Walk to downtown Wolfeboro and the beach. Quaint Cottage on High is the perfect ho ...
From $450 per night (USD)
VRBO
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Expedia
Beautiful Waterfront Family Compound with 400' of Lake Shore
Bedrooms:
4
Bathrooms:
13
Sleeps:
32
WE HAVE STOPPED TAKING RESERVATIONS - NO DAYS/WEEKS/MONTHS. IF YOU PROCEED WITH A RESERVATION AND VRBO CHARGES YOU, ...
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Expedia
From $240 per night (USD)
VRBO
Relax on Crescent Lake #2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A charming cottage located on Crescent lake with access to Lake Wentworth . Wake up to the lake with the reflections o ...
From $240 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
Sleep Like an Angel in an Old Church - Blue Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Converted 1890s church. Eclectic-peaceful-serene. The Blue Room: Queen bed & full European style bath, Cable Flat Screen ...
From $1000 per night (USD)
Expedia
From $1000 per night (USD)
VRBO
Sleep Like an Angel in an Old Church - Brown Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Converted 1890s church. Eclectic-peaceful-serene. The Brown Room: Queen bed & full European style bath, In-Room Hotel Sa ...
From $1000 per night (USD)
VRBO
$Cottage 8-9 - Stand Alone 2 Bedroom \/ 2 Bath$
From $257 per night (USD)
Expedia
Cottage 8-9 - Stand Alone 2 Bedroom \/ 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This is a Double End Unit with a private courtyard and two bedrooms. Bedroom 1: Trundle (2 Singles Convertible to a Kin ...
From $257 per night (USD)
Expedia
$Caretakers Apartment-Split level w\/ European Bath$
From $252 per night (USD)
VRBO
Caretakers Apartment-Split level w\/ European Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Caretaker's Studio Apartment on the back of the Main House with a separate entrance. Enter on the first floor into a sma ...
From $252 per night (USD)
VRBO
$Cottage 5-6 - 2 Bedroom \/ 1 Bath End Unit$
From $295 per night (USD)
Expedia
Cottage 5-6 - 2 Bedroom \/ 1 Bath End Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This is a Double End Unit with a private courtyard. Featuring 2 Bedrooms (1 Queen Bed, 1 Trundle w/ two single beds & 1 ...
From $295 per night (USD)
Expedia
$Cottage 12 - 1 King Bed \/ 1 Bath & Courtyard$
From $215 per night (USD)
VRBO
Cottage 12 - 1 King Bed \/ 1 Bath & Courtyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cottage 12 - Stand Alone, 1 Bedroom/1 Bath, w/ a King Bed & Loft. The loft w/ a twin is suitable for a child & is acces ...
From $215 per night (USD)
VRBO
$Cottage 4 - 1 Bed w\/ Loft \/ 1 Bath & Courtyard$
From $204 per night (USD)
Expedia
Cottage 4 - 1 Bed w\/ Loft \/ 1 Bath & Courtyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Cottage 4 - This is the third connected cottage with a private courtyard. It features 1 Bedroom with a Queen Bed and a D ...
From $204 per night (USD)
Expedia
$Cottage 10 - 1 Bedroom w\/ Loft \/ 1 Bath$
From $136 per night (USD)
VRBO
Cottage 10 - 1 Bedroom w\/ Loft \/ 1 Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cottage 10 - Stand Alone, 1 Bedroom/1 Bath, with a King Bed and Loft (suitable for a child). There is a loft with two t ...
From $136 per night (USD)
VRBO
$Cottage 7 - Stand Alone 1 Bedroom \/ 1 Bath$
From $189 per night (USD)
Expedia
Cottage 7 - Stand Alone 1 Bedroom \/ 1 Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cottage 7 - Stand alone cottage with a private courtyard. It features 1 Bedroom with a Queen Bed and electric fireplace. ...
From $189 per night (USD)
Expedia
$Cottage 11 - 1 Bed \/ 1 Bath w\/ Private Courtyard$
From $186 per night (USD)
VRBO
Cottage 11 - 1 Bed \/ 1 Bath w\/ Private Courtyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Cottage 11 - This cottage features 1 Bedroom w/ a Queen Bed & a Double Bed w/ electric fireplace. There is a loft w/ tw ...
From $186 per night (USD)
VRBO
$Cottage 3 - Pet Friendly - 1 Bedroom \/ 1 Bath$
From $136 per night (USD)
Expedia
Cottage 3 - Pet Friendly - 1 Bedroom \/ 1 Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Cottage 3 - This is the second connected cottage with a private courtyard. It features 1 Bedroom with a Queen Bed and a ...
From $136 per night (USD)
Expedia
$Cottage 1-2 - 2 Bedroom \/ 1 Bath End Unit$
From $300 per night (USD)
VRBO
Cottage 1-2 - 2 Bedroom \/ 1 Bath End Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This is the 1st in our set of 4 connected Cottages. It is a Double End Unit closest to our entrance & Main Street for ea ...
From $300 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Wolfeboro Lakehouse Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Cute, secluded and modernized lakefront cottage with huge deck and private beach overlooking small lake. 1 double bed, 2 ...
From $320 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Bright Lake Winnipesaukee Home - Walk to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Enjoy spacious lakeside living with peaceful surroundings at this lovely 4-bedroom, 2-bathroom vacation rental that sits ...
From $365 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Lake Wentworth - Wolfeboro, New Hampshire
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This house is NOT listed on Craigslist. Please also see VRBO listing 2999885 on Lake Wentworth if your dates are not a ...
From $520 per night (USD)
Expedia
$Cozy Log Cabin w\/ Mountain View$
From $350 per night (USD)
VRBO
Cozy Log Cabin w\/ Mountain View
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our cozy and comfortable Northern Exposure cabin can be your perfect getaway spot during any season. Perched on a pictur ...
From $350 per night (USD)
VRBO
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Expedia
Rustic Cabin in the Woods YellowBirch 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space This two-bedroom (one queen, one with bunk beds), one bathroom cabin is tucked away in the woods on a s ...
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Expedia
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VRBO
Cabin with access to Rust Pond Main
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made s ...
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VRBO
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Expedia
Private Cabin Getaway in the Woods Rockland
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space This two-bedroom (one queen, one twin), two bathroom cabin is a gem. Tucked away in the woods on a summ ...
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Expedia
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VRBO
Three bedroom Cabin on Rust Pond Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
About this space Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made s ...
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VRBO
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Expedia
Lakeside cabin on Rust Pond CPA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made s ...
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Expedia
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VRBO
Private Cabin with access to Rust Pond Ferris
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made s ...
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VRBO
From $460 per night (USD)
VRBO
Close to Beach, Downtown, Hiking & more! Enjoy everything Wolfeboro has to offer
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Half a mile from sandy Brewster Beach on lake Winni and less than one mile from historic Downtown Wolfeboro. Family fri ...
From $460 per night (USD)
VRBO
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VRBO
Beautiful Downtown Wolfeboro Apartment
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Our newly built apartment is the perfect location for your stay in America’s Oldest Summer Resort. Conveniently located ...
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VRBO
From $210 per night (USD)
Expedia
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Guest are sure to enjoy a memorable vacation in this fully furnished, 3 bedroom, 1 bath house in a quiet neighborhood. T ...
From $210 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Nellie's View - A Waterfront Cottage
Bedrooms:
3
Bathrooms:
1
Sleeps:
5
Nellie's View is located on pristine Rust Pond in beautiful Wolfeboro, New Hampshire. It is a private 850 SF home, recen ...
From $335 per night (USD)
VRBO
$NOW TAKING REQUESTS FOR 2024 DATES\n\nThe Barn - Lakefront Relaxation At Its Best!$
From $515 per night (USD)
VRBO
NOW TAKING REQUESTS FOR 2024 DATES\n\nThe Barn - Lakefront Relaxation At Its Best!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Warmly appointed and picturesque barn-style house located directly on Rust Pond. 'The Barn' includes one (1) Master bed ...
From $515 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Quiet Wolfeboro Lakefront Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful waterfront property minutes from the heart of Wolfeboro on Rust Pond. Peaceful setting on pristine, super cle ...
From $495 per night (USD)
VRBO
From $489 per night (USD)
VRBO
Luxurious Lakehouse - Firepit with beautiful sunsets+ Central Air + Private Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Crystal clear Rust Pond contemporary waterfront home with picturesque lake views from every angle and multiple decks. Y ...
From $489 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Win-win! Relax at our place or relax at the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Great location! Completely updated 3 bedroom, 1 bath apartment that is right across the street from the Cotton Valley Ra ...
From $380 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Play, sled, ski, skate, and more!! Snowmobile trails!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Brown's Ridge Family Farm is a family homestead in beautiful Wolfeboro, New Hampshire surrounded by the tranquil mountai ...
From $312 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Fall, Christmas or Winter Break? Welcome to our family's "Happy Place". We hope you, yo ...
From $700 per night (USD)
VRBO
$Main House - 3 Story 5 Bed\/ 3 Bath - Wolfeboro$
From $540 per night (USD)
Expedia
Main House - 3 Story 5 Bed\/ 3 Bath - Wolfeboro
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
The Main House - Stand Alone Home Newly renovated! (Open Year Round). This three story home features 5 bedrooms, and 3 b ...
From $540 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Rent an Old Church for DIY Event or Family Stay Package
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Celebrate on Union is an old church that has been converted into a boutique event space, with two full suites! Enjoy 3,0 ...
From $357 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Quaint Cottage, Closse To Center Of Wolfeboro
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious cozy 2 bedroom, open living cottage. One queen size bed and 2 twin size beds. Just two miles from Center of Wol ...
From $200 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Cozy Lakeside Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Get away to our cozy lakeside retreat on Rust Pond in Wolfeboro, New Hampshire. Located on the property of a six-acre p ...
From $245 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Lakeside Cottage Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get away at our cozy lakeside cottage on Rust Pond in Wolfeboro, New Hampshire. Located on the owner's six-acre private ...
From $235 per night (USD)
VRBO
From $639 per night (USD)
VRBO
Winter Harbor Lakefront Home Accommodates 15 - Linens Provided!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Classic family owned lake house in beautiful Winter Harbor on Lake Winnipesaukee. Originally named Camp Redruffe Perfec ...
From $639 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Lakefront Family Fun in Wolfeboro!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on sparkling one-mile Crescent Lake with easy kayak access to beautiful Lake Wentworth. Enjoy walk-in sandy bea ...
From $400 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Lakeside Apartment
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This ground level apartment (one of two apartments on the property) with165 feet of lake frontage has extraordinary lake ...
From $275 per night (USD)
VRBO
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VRBO
Luxe Lakeside in Wolfeboro
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our 5 bedroom/3 bath home sits on a quiet cove on beautiful and peaceful Lake Wentworth. Our unique location is just ste ...
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VRBO
From $1400 per night (USD)
VRBO
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!
Bedrooms:
7
Bathrooms:
4
Sleeps:
8
This charming cottage with whimsical decor has beautiful lake and mountain views. Lake Wentworth is a quiet 3000 acre la ...
From $1400 per night (USD)
VRBO
From $204 per night (USD)
VRBO
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the heart of downtown Wolfeboro, each of the 4 welcoming and impeccably clean suites offer their own unique c ...
From $204 per night (USD)
VRBO
$Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \Campbellot\$
From $436 per night (USD)
VRBO
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \"Campbellot\"
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to “Campbellot” This lovely year-round chalet is situated in the Lakes Region of New Hampshire. It is perched o ...
From $436 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Adirondack Lake House Ideal for Summer & Fall Foliage: Lakefront & Amazing Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Beautiful Adirondack style, year round 4 bedroom, 3 1/2 bath, three floors, waterfront home on Crescent Lake in the 'Ol ...
From $750 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming Wolfeboro Winnispesaukee waterfront cottage in the heart of antique boat land - as seen in the UK Guardian news ...
From $578 per night (USD)
VRBO
From $2316 per night (USD)
VRBO
Lakefront Family Home in Estate Area of Wolfeboro
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
This 6 bedroom + home is in the estate area of Wolfeboro, NH on a beautiful cove within walking distance to town. The h ...
From $2316 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Contemporary lakefront home on Lake Winnipesaukee. Enjoy three levels of lake living in this fully functional home with ...
From $350 per night (USD)
VRBO
From $1500 per night (USD)
VRBO
New Family Friendly Lakefront Home on Lake Winnipesaukee in Wolfeboro, NH
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Built in 2017 with family in mind, this 6+ bedroom, 3.5 bathroom home on Lake Winnipesaukee in Wolfeboro, NH is just ste ...
From $1500 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Adirondack-Style Cottage In Wolfeboro on Winnipesaukee
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
FEATURED IN YANKEE MAGAZINE! Enjoy our Premier 2-bedroom, Adirondack style cottage on the shores of Lake Winnipesaukee ...
From $347 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Elegant condo on the water in downtown Wolfeboro
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
** February special; stay Friday and Saturday night and get Sunday night for free** Often described as Wolfeboro's fa ...
From $288 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just like Grandma’s, with all the comforts of home—full kitchen w/dishwasher, full bath w/washer & dryer, internet & tel ...
From $350 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Downtown Wolfeboro! Walk to the lake, restaurants and park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This summer enjoy some R&R. Get cozy, whip up some good munchies or walk downtown to grab a bite. TVs in the living room ...
From $332 per night (USD)
Expedia
$3BR House w\/ backyard 5 min to Beautiful Downtown Wolfeboro$
From $274 per night (USD)
VRBO
3BR House w\/ backyard 5 min to Beautiful Downtown Wolfeboro
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Discover your next adventurous outdoor escape at our newly renovated 3-bedroom ranch style home, located a mere 5-minute ...
From $274 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Charming house near beaches, lakes and mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming house nestled in the heart of the Lakes Region of New Hampshire. Perfect for any season getaway. Just 2 minutes ...
From $360 per night (USD)
Expedia
From $571 per night (USD)
VRBO
Sewall Point Escape - Lake Winnipesaukee, Wolfeboro
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Located on Sewall Road, this vintage 5 bedroom vacation house on Lake Winnipesaukee is the ideal spot for your next fami ...
From $571 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Cottage 9--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Beautiful knotty pine cottage located right on the shore Lake Winnipesaukee. This location is fantastic offering great p ...
From $319 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Efficiency 8--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $116 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Efficiency 9 --Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $129 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Efficiency 4--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $168 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Cottage 6--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step back in time with this rustic knotty pine cottage located right on the lake. This location is fantastic offering gr ...
From $397 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Cottage 8--Piping Rock Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy one of Piping Rock’s crowned jewels. This two-bedroom suite sits with its toes in the water. Two private bathroom ...
From $340 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Cottage 1--Piping Rock Resort
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Relax in the comfort and convenience of a brand new kitchen and bathroom. A brand new spacious screened-in porch will pr ...
From $506 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Lakeside Lullaby Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $372 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Classic Lake Winnipesaukee Home with modern amenities. Sleeps 15
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Beautiful and classic lakefront home located on the Winter Harbor section of Lake Winnipesaukee. Private and quiet 1 ...
From $590 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Peaceful Cottage in Beautiful Wolfeboro, NH!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
LAKEFRONT-Summer bliss in a restful lakeside Cottage on pristine Lake Wentworth in Wolfeboro. 3 bedroom cottage on 1 acr ...
From $300 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Cotton Valley House, est. 1880, made new in 2022
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy Crescent Lake views in this classic New Englander built in 1880 and fully renovated with modern luxuries in 2022. ...
From $499 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Best Beach and Sunsets on Lake Wentworth
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
IT'S ALL ABOUT THE BEACH Modern, quiet home just 10 steps to the private natural white sand beach along the crystal cle ...
From $500 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Welcome to Wolfeboro! Enjoy staying in the Oldest Summer Resort In America!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We welcome you to our 3 bedroom 2 bath located in the Port Wedeln community of Wolfeboro. The neighborhood boasts a priv ...
From $613 per night (USD)
VRBO
From $169 per night (USD)
VRBO
Private Spacious & Sunny Bedroom and Bath in home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bedroom & bath are on the second floor of the house. The stairs are just as you step in the front door. You will have a ...
From $169 per night (USD)
VRBO
From $389 per night (USD)
VRBO
Cottage 10--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this beautiful cabin located close to the beach offering fantastic unobstructed views of the lake. Spend your da ...
From $389 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Cottage 5--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this comfortable knotty pine cottage tucked neatly inside the edge of the forest. This two-bedroom gem gives you ...
From $311 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Efficiency 2--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $166 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Efficiency 3--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $166 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Cottage 11--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy this wonderful knotty pine cottage in a fantastic location. Unobstructed lake views greet you along with a close p ...
From $357 per night (USD)
VRBO
Click For Pricing
VRBO
Efficiency 5--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
Click For Pricing
VRBO
From $290 per night (USD)
VRBO
Walk To Town Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Enjoy walking to town for your morning coffee from this charming 3-bedroom, 2 bath New England getaway. House features r ...
From $290 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Cozy renovated home in Historic Wolfeboro, NH.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful, just renovated Home on quiet side street. Very comfortable living space with leather sectional, fireplace, a ...
From $278 per night (USD)
VRBO
$Dog-friendly studio with kitchenette, W\/D, firepit, & hot tub access$
From $52 per night (USD)
Expedia
Dog-friendly studio with kitchenette, W\/D, firepit, & hot tub access
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
The Apartment at Camp Hattie Wolfeboro Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $52 per night (USD)
Expedia
From $700 per night (USD)
VRBO
Winni lakefront room @ Windrifter Yacht Club
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Rare find! Unit overlooking Wolfeboro Bay and Wolfeboro town docks with amazing views! Unit has a queen bed and queen so ...
From $700 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Lake Wentworth Cabin : EV Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This two bedroom cabin is located on the shore of Lake Wentworth and the quiet area is great for the kids. The spectacu ...
From $302 per night (USD)
Expedia
From $625 per night (USD)
VRBO
New Construction, Wolfeboro, NH Walk to Town
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Walk to Town! This new to market 4,000SF, new construction home features custom luxury living details, combined with fa ...
From $625 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Historic Wolfeboro Home one block to Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4-br, 1.5 bath colonial home offers a rare opportunity to experience the charm of a New England historic home with ...
From $420 per night (USD)
Expedia
From $2142 per night (USD)
VRBO
Old Time Family Lodge on Winnipesaukee With Gorgeous Sand Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
FRIDAY TO FRIDAY WEEK OF JUNE 21st to June 28th, 2024, IS CURRENTLY AVAILABLE. BOOK NOW. Imagine spending a vacation a ...
From $2142 per night (USD)
VRBO
From $643 per night (USD)
Expedia
Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
This house is NOT listed on Craigslist. Exclusive - Sunset Point - Lake Wentworth home with generous dock and expansiv ...
From $643 per night (USD)
Expedia
From $545 per night (USD)
VRBO
NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to "The Morning Glory House" our families special place where you will find four beautiful bedrooms and both ind ...
From $545 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Cozy Vacation Rental Home Near Lake Winnipesaukee!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Book your next family getaway to this charming 3-bedroom, 2-bath vacation rental house in Wolfeboro. Located just minute ...
From $308 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Peaceful and spacious house. Snowmobile, XC Skiing just behind the house.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our delightful home-away-from-home is a perfect blend of comfort, nature, and adventure, all wrapped up in warm hospita ...
From $279 per night (USD)
VRBO
From $1142 per night (USD)
Expedia
Wolfeboro: lakehouse & separate guest house on Lake Winnipesaukee. Sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Waterfront Home with guest house on Lake Winnipesaukee... Each home has 2 bedrooms and both recently renovated sleeps t ...
From $1142 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Charming home near town, Lake Wentworth & Lake Winnipesaukee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wentworth House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $282 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Lakefront Kings Pine Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $287 per night (USD)
Expedia
$Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!$
From $650 per night (USD)
VRBO
Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape the noise and discover your next tranquil New Hampshire getaway at this 2-bedroom, 2-bath Wolfeboro vacation rent ...
From $650 per night (USD)
VRBO
From $700 per night (USD)
VRBO
North Wolfeboro Private Home for Vacation with Pool!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This home has everything a person could want in a getaway! 4 Bedroom Private Home surrounded by woods, with your own In- ...
From $700 per night (USD)
VRBO
Click For Pricing
VRBO
2 BR Apt in Downtown Wolfeboro
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Completely updated, fully furnished, clean two bedroom, one and one half bath apartment downtown Wolfeboro. Walk to sho ...
Click For Pricing
VRBO
From $168 per night (USD)
VRBO
Efficiency 7--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $168 per night (USD)
VRBO

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