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From $301 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 $301 per night (USD)
VRBO
From $407 per night (USD)
Expedia
On Lake Winnipesaukee!,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 $407 per night (USD)
Expedia
From $434 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 $434 per night (USD)
VRBO
From $1085 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 $1085 per night (USD)
Expedia
From $1085 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 $1085 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Cottage 8-9 is a 2 bedroom and 2 bathroom Cottage with large private courtyard and kitchenette. Bedroom 1: Trundle (2 S ...
From $425 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Caretakers Apartment-Split level w/ Wet Room 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 $210 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This is a Double End Unit with a private courtyard. Bedroom 1 has a Trundle w/ two single beds & 1 Bunk Bed. Bedroom 2 ...
From $419 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Cottage 12 - Year Round - Pet Friendly -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 $321 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Cottage 4 - Year Round Pet Friendly 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 $300 per night (USD)
Expedia
From $273 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 $273 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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). The Cottage features 1 Bat ...
From $307 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Cottage 7 - Year Round - Pet Friendly - 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 $457 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Cottage 11 - Year Round - Pet Friendly - 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 $309 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Cottage 3 - Year Round - 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 $303 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Cottage 1-2 - Year Round Pet Friendly - 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 $403 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Wolfeboro Lakehouse Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Cute, secluded and modernized lakefront cottage with huge deck and private beach overlooking small lake. 1 double bed, 2 ...
From $391 per night (USD)
VRBO
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Expedia
NEW 2BR Apartment near Lake Winnipesaukee; #1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Our 2 bedroom getaway is nestled in the heart of downtown Wolfeboro amidst shops and restaurants! We have a spa ...
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Expedia
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VRBO
1BR w/Kitchen near Lake Winnipesaukee; #2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: WATER ACCESS! A perfect space to stay while visiting Lake Winnipesaukee! This is a nice, newly-renovated studio ...
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VRBO
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Expedia
Beautiful Lake Winnipesaukee Getaway in Wolfeboro
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Our getaway is nestled in the heart of downtown Wolfeboro amidst shops and restaurants! We have a spacious two- ...
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Expedia
From $645 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 $645 per night (USD)
VRBO
From $572 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 $572 per night (USD)
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
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
From $239 per night (USD)
VRBO
Cottage with great beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This cottage is part of a small lake community with a shared beach. There is a swim raft, picnic tables, a dock to fis ...
From $239 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Kenny's Kabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $369 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Charming 3-bedroom house with AC in Wolfeboro walking distance to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Charming 4 season home with 3-bedroom 2-bathroom house located in the heart of Wolfeboro. The house is in a quiet neighb ...
From $440 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Charming 1940s Crescent Lake Cottage – Your Lakeside Paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming 1940s Crescent Lake Cottage – Your Lakeside Paradise Step into a timeless retreat at this enchanting Crescent L ...
From $279 per night (USD)
Expedia
From $822 per night (USD)
VRBO
Spacious lake retreat on 17 acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your home away from home in Wolfeboro with 4 bedrooms. This awesome estate features 2 queen beds, 1 full bed, and 1 twin ...
From $822 per night (USD)
VRBO
From $1335 per night (USD)
Expedia
Spacious Luxe Condo in Historic Downtown Wolfeboro
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You will not want to leave this place, guaranteed! Spacious, high-end 3BR condo in the heart of Wolfeboro! Sleeps famili ...
From $1335 per night (USD)
Expedia
From $353 per night (USD)
VRBO
The Lake Escape - A Cozy Lakeside Cabin - Sleeps 8 - Grill, Kayak, Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to this cozy cabin near Lake Wentworth! -Short drive (3 min) to the lake, minutes to downtown Wolfeboro -Wolf ...
From $353 per night (USD)
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
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Expedia
Private Cabin Getaway in the Woods Rockland
Bedrooms:
1
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
From $487 per night (USD)
VRBO
Close to Beach, Downtown, Hiking & more! Outdoor sauna available to add!
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 $487 per night (USD)
VRBO
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VRBO
Beautiful Downtown Wolfeboro Apartment
Bedrooms:
1
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 $342 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 $342 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Nellie's View - A Waterfront Cottage
Bedrooms:
2
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 $397 per night (USD)
VRBO
From $601 per night (USD)
VRBO
Lakefront Relaxation - Prime Summer Dates Still Available
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Warmly appointed and picturesque barn-style house located directly on Rust Pond. 'The Barn' includes one (1) Master bed ...
From $601 per night (USD)
VRBO
From $574 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 $574 per night (USD)
VRBO
From $654 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 $654 per night (USD)
VRBO
From $443 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 $443 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 $356 per night (USD)
Expedia
From $1032 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Labor Day week. We have availability! Summer 2025. Welcome to our family's "Happy Place ...
From $1032 per night (USD)
VRBO
From $275 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 $275 per night (USD)
VRBO
From $275 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 $275 per night (USD)
VRBO
From $1384 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 $1384 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Lakefront Family Retreat in Wolfeboro
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind and make lasting memories at this serene Crescent Lake escape, nestled on a sparkling, one-mile lake with kayak a ...
From $622 per night (USD)
VRBO
From $1554 per night (USD)
VRBO
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!
Bedrooms:
5
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 $1554 per night (USD)
VRBO
$Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \Campbellot\$
From $509 per night (USD)
VRBO
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \"Campbellot\"
Bedrooms:
1
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 $509 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Quaint Cottage, Closse To Center Of Wolfeboro
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quiet 2 bedroom, open living cottage. One queen size bed and 2 twin size beds. Just two miles from Center of Wolfeboro, ...
From $282 per night (USD)
VRBO
From $326 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 $326 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
Bedrooms:
0
Bathrooms:
3
Sleeps:
8
Charming Wolfeboro Winnipesaukee waterfront cottage in the heart of antique boat land - as seen in the UK Guardian newsp ...
From $660 per night (USD)
Expedia
From $2207 per night (USD)
VRBO
Lakefront Family Home in Estate Area of Wolfeboro
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Rarely available in the summer! This 6 bedroom + home is in the estate area of Wolfeboro, NH on a beautiful cove within ...
From $2207 per night (USD)
VRBO
From $2143 per night (USD)
Expedia
New Family Friendly Lakefront Home on Lake Winnipesaukee in Wolfeboro, NH
Bedrooms:
3
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 $2143 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the charming town of Wolfeboro, our 2-bedroom cottage offers a picturesque retreat on the shores of the stunn ...
From $358 per night (USD)
VRBO
From $510 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 $510 per night (USD)
VRBO
From $434 per night (USD)
VRBO
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 $434 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Downtown Wolfeboro! Walk to the lake, restaurants and park
Bedrooms:
1
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 $347 per night (USD)
Expedia
From $400 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 $400 per night (USD)
VRBO
From $1047 per night (USD)
Expedia
Lake Winnipesaukee Vintage Vacation Home – Your Ideal Lakefront Retreat
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
LLake Winnipesaukee Vintage Vacation Home – Your Ideal Lakefront Retreat Welcome to your perfect escape! Located on the ...
From $1047 per night (USD)
Expedia
From $552 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 $552 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Cottage 9--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful knotty pine cottage located right on the shore Lake Winnipesaukee. This location is fantastic offering great p ...
From $470 per night (USD)
VRBO
From $226 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 $226 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $234 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 $234 per night (USD)
VRBO
From $407 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 $407 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Cottage 8--Piping Rock Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy one of Piping Rock’s crowned jewels. This two-bedroom suite sits with its toes in the water. Two private bathrooms ...
From $482 per night (USD)
VRBO
From $422 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 $422 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Central home: near town, lake, skiing, rail trial, snowshoe from your door
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The Wolfeboro House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $294 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Amazing lakefront retreat with 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 $503 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Rustic Loft Barn that sleeps 5, close to downtown Wolfeboro
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
Our 3000 sq. Ft renovated, rustic loft barn is located on 68 private acres, yet 2.5 miles to town. It sleeps 5, 4 single ...
From $344 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Bright & Cozy Studio w/ Hot Tub | Walk to Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A romantic, light-filled 1BDR with a queen bed, steam shower, and radiant heat — all just a short walk from Crescent Lak ...
From $302 per night (USD)
Expedia
From $330 per night (USD)
VRBO
[NEW] Charming Lakes Region Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Escape to this quaint, cozy cabin with private access to Lower Beech Pond, perfect for swimming, fishing and kayaking. ...
From $330 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Your Wolfeboro Home Away From Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ready for some peace and quiet, but still close to lakes, ski mountains and the center of Wolfeboro? This family and do ...
From $409 per night (USD)
Expedia
From $1648 per night (USD)
VRBO
Spacious 7-bedroom house in tranquil Wolfeboro
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Enjoy this turn of the century architectural delight with modern updates throughout including a spa-master suite and a k ...
From $1648 per night (USD)
VRBO
From $228 per night (USD)
Expedia
1 Block to Main Street: Wolfeboro Home w/ Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Close to Outdoor Recreation | Furnished Deck | Full Kitchen Tranquility awaits at this 2-bedroom, 1-bathroom vacation r ...
From $228 per night (USD)
Expedia
From $1194 per night (USD)
VRBO
A turn-of-the-century enchanting experience
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Enjoy this architectural delight with modern updates throughout including a spa-master suite and a kitchen that blends f ...
From $1194 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Lake Access + Kayaks + Arcade + Bike Path + Deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Striped Loon! Our newly updated 2bd/1ba cottage is just steps away from Crescent Lake (great for kayaking ...
From $293 per night (USD)
Expedia
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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 ...
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VRBO
From $388 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 days ...
From $388 per night (USD)
VRBO
From $377 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 a ...
From $377 per night (USD)
VRBO
From $204 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 $204 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
From $359 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 $359 per night (USD)
VRBO
From $146 per night (USD)
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 ...
From $146 per night (USD)
VRBO
From $760 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 $760 per night (USD)
VRBO
From $344 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 $344 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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VRBO
Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Apartment at Camp Hattie Wolfeboro Our calendar is updated in real-time & our nightly rates are accurately displaye ...
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VRBO
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Expedia
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 ...
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Expedia
From $373 per night (USD)
VRBO
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 kids. The spectacular ...
From $373 per night (USD)
VRBO
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Expedia
New Construction, Wolfeboro, NH Walk to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Walk to Town! This new to market 4,000SF, new construction home features custom luxury living details, combined with fa ...
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Expedia
From $545 per night (USD)
VRBO
Historic Wolfeboro Home one block to Village
Bedrooms:
1
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 $545 per night (USD)
VRBO
From $591 per night (USD)
Expedia
Lake Wentworth Estate: Unobstructed Sunset Views, Private Beach, Fire Pit, Lawn
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This house is NOT listed on Craigslist. Exclusive - Sunset Point - Lake Wentworth home with generous dock and expansiv ...
From $591 per night (USD)
Expedia
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VRBO
Old Time Family Lodge on Winnipesaukee With Gorgeous Sand Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Imagine spending a vacation at a charming lakefront cottage that reminds you of days-gone-by while still offering all th ...
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VRBO
From $782 per night (USD)
Expedia
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 $782 per night (USD)
Expedia
From $317 per night (USD)
VRBO
This property is not available
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 $317 per night (USD)
VRBO
From $313 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 $313 per night (USD)
Expedia

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Results: 132 Rentals