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From $269 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 $269 per night (USD)
VRBO
$Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \Campbellot\$
From $505 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 $505 per night (USD)
VRBO
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 $701 per night (USD)
VRBO
Beautiful Island Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful, secluded lake house close to Wolfeboro amenities. Great for families. Must have a boat to get to and from th ...
From $701 per night (USD)
VRBO
From $660 per night (USD)
VRBO
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)
VRBO
From $2070 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 $2070 per night (USD)
VRBO
From $419 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 $419 per night (USD)
VRBO
From $247 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 $247 per night (USD)
VRBO
From $445 per night (USD)
VRBO
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 $445 per night (USD)
VRBO
From $1568 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 $1568 per night (USD)
VRBO
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 $684 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 $684 per night (USD)
VRBO
From $1208 per night (USD)
VRBO
Peaceful waterfront getaway full of attractions year round!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Hidden Valley, a private community where this outstanding waterfront home was custom built by Fenton Varney. ...
From $1208 per night (USD)
VRBO
From $606 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 $606 per night (USD)
Expedia
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 $452 per night (USD)
VRBO
Lovely Home with large deck and beautiful Views of the Lake Big Barndoor Island-
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Island Property: RENTERS MUST HAVE OWN BOAT TO ACCESS. Lovely Home with large deck and beautiful Views of the Lake. The ...
From $452 per night (USD)
VRBO
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 $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 $687 per night (USD)
Expedia
Historic Victorian on Mirror Lake Sleeps 16
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Gather the family and come spend your vacation at Holiday Hill, the beautifully restored Victorian home on Mirror Lake. ...
From $687 per night (USD)
Expedia
From $1085 per night (USD)
VRBO
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)
VRBO
From $1085 per night (USD)
Expedia
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)
Expedia
From $401 per night (USD)
VRBO
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 $401 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $362 per night (USD)
VRBO
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 $362 per night (USD)
VRBO
From $276 per night (USD)
Expedia
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 $276 per night (USD)
Expedia
From $246 per night (USD)
VRBO
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 $246 per night (USD)
VRBO
From $856 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 $856 per night (USD)
Expedia
From $284 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). The Cottage features 1 Bat ...
From $284 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $267 per night (USD)
VRBO
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 $267 per night (USD)
VRBO
From $245 per night (USD)
Expedia
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 $245 per night (USD)
Expedia
From $348 per night (USD)
VRBO
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 $348 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
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 $542 per night (USD)
VRBO
4 Season Cozy log Cabin/Lake/fire pit/game room/
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Log cabin over looking Pine River Pond. 1st floor open area with gas fire place, kitchen, living and dining, full bath a ...
From $542 per night (USD)
VRBO
From $610 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 $610 per night (USD)
VRBO
From $443 per night (USD)
Expedia
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)
Expedia
From $403 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 $403 per night (USD)
VRBO
From $949 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our family's "Happy Place". We hope you, your family and friends can create wonderful memories here. A fam ...
From $949 per night (USD)
VRBO
Click For Pricing
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 ...
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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 ...
Click For Pricing
Expedia
From $475 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 $475 per night (USD)
VRBO
From $639 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 $639 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 $273 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 $273 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 $589 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 $589 per night (USD)
VRBO
From $622 per night (USD)
VRBO
Lake Wentworth - Wolfeboro, New Hampshire
Bedrooms:
2
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 $622 per night (USD)
VRBO
From $1141 per night (USD)
VRBO
Lake Front Home in Wolfeboro Bay - Sleeps 10, 4 Bedrooms, 3 Bathrooms
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
A beautiful home in Wolfeboro Bay, one mile to downtown! The main home is beautifully decorated, well equipped, bright ...
From $1141 per night (USD)
VRBO
From $575 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 $575 per night (USD)
VRBO
From $373 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 kids. The spectacular ...
From $373 per night (USD)
Expedia
From $445 per night (USD)
VRBO
New Hampshire Lake Winnipesaukee Island Retreat, Boat access only,
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Note: Boat access only. Loon Lookout offers spectacular lake and mountain views from this Rattlesnake Island cottage. Sw ...
From $445 per night (USD)
VRBO
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Expedia
Nostalgic Winter Harbor Wonderland on Lake Winnipesaukee Sleeps 16
Bedrooms:
2
Bathrooms:
8
Sleeps:
16
Privately located 5-bedroom Winnipesaukee Lake house with additional 3-bedroom waterfront cottage located in Winter Harb ...
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Expedia
From $375 per night (USD)
VRBO
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 $375 per night (USD)
VRBO
From $369 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 $369 per night (USD)
VRBO
From $561 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 $561 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Get the most out of your next New Hampshire lake getaway staying at this Central Tuftonboro vacation rental! Located jus ...
From $301 per night (USD)
VRBO
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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 $172 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 $172 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Beautiful Lake Front Cottage on Winter Harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy cottage sits on over 100 feet of lake front property in coveted Winter Harbor of Lake Winnipesaukee. Western e ...
From $310 per night (USD)
VRBO
From $330 per night (USD)
VRBO
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 $330 per night (USD)
VRBO
From $274 per night (USD)
VRBO
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 ...
From $274 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Rustic Cabin with access to Rust Pond - Main Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made several of their ...
From $244 per night (USD)
Expedia
From $260 per night (USD)
VRBO
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 ...
From $260 per night (USD)
VRBO
From $288 per night (USD)
Expedia
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 ...
From $288 per night (USD)
Expedia
From $258 per night (USD)
VRBO
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 ...
From $258 per night (USD)
VRBO
From $258 per night (USD)
Expedia
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 ...
From $258 per night (USD)
Expedia
From $564 per night (USD)
VRBO
NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!
Bedrooms:
2
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 $564 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Modern Lakefront Cabin (Pet Friendly, King Beds)
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Casa Geo, our family lakefront cabin on beautiful Pine River Pond! Come relax with family and friends on our ...
From $511 per night (USD)
VRBO
From $1869 per night (USD)
VRBO
Fall foliage coming soon!!
Bedrooms:
6
Bathrooms:
7
Sleeps:
18
Book for the fall foliage! Imagine over 100 acres to roam, beautiful vistas as far as the eyes can see, swimming and kay ...
From $1869 per night (USD)
VRBO
From $1291 per night (USD)
Expedia
Winnipesaukee Family Compound with amazing sunsets
Bedrooms:
6
Bathrooms:
7
Sleeps:
15
Exceptional Family Compound in the Heart of the Lakes Region Discover the ultimate lakefront retreat with this unique fa ...
From $1291 per night (USD)
Expedia
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 $472 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 $472 per night (USD)
Expedia
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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 ...
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VRBO
From $314 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 $314 per night (USD)
Expedia
From $941 per night (USD)
VRBO
Fall Foliage, Brewster Academy, and Gunstock
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to Lakeside. Newly renovated, this four bedroom home sits in a private cove on Lake Winnipesaukee at the mouth o ...
From $941 per night (USD)
VRBO
From $439 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 $439 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
This Winnie cottage boasts 4 inviting bedrooms, including 1 king bed, 1 queen bed, and 2 twin beds. With a washing machi ...
From $265 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Back Bay Tuckaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space ** Brand new Puffy Mattress - Awarded Best Luxury Mattress of 2023 ** Bring your favorite person on a ...
From $156 per night (USD)
Expedia
From $339 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 $339 per night (USD)
VRBO
From $1919 per night (USD)
VRBO
Beautiful 6-bed/5-bath home on Wolfeboro Neck w/beach, SW views, AC & Wolfeboro
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Nestled in Wolfeboro, this delightful house offers a serene and peaceful retreat for guests. With 6 cozy bedrooms (sleep ...
From $1919 per night (USD)
VRBO
From $279 per night (USD)
VRBO
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)
VRBO
From $385 per night (USD)
Expedia
NEW! Peaceful Retreat at Nary Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy and comfortable house can accommodate up to 8 guests, making it perfect for families, couples, or small groups ...
From $385 per night (USD)
Expedia
From $317 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 $317 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Welcoming 3-bedroom 1.5 bath chalet with WiFi in Wolfeboro
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to this charming chalet in Wolfeboro. This lovely property features 3 cozy bedrooms - one with a queen bed, one ...
From $366 per night (USD)
Expedia
From $387 per night (USD)
VRBO
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 $387 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Country dog friendly lake house w/ access to beaches, tennis & pickleball
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
The Beech Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $235 per night (USD)
Expedia
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VRBO
Lakeside Getaway - Lake Access & Firepit
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to your perfect getaway in Wolfeboro, NH. This spacious 5-bedroom, 2-bathroom home offers a comfortable and invi ...
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VRBO
From $264 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 $264 per night (USD)
Expedia
Click For Pricing
VRBO
Classic Lake Winnipesaukee Camp with Breathtaking Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Come experience Wolfeboro, NH- America's "oldest summer resort"- and escape to your peaceful retreat on Barndoor Island. ...
Click For Pricing
VRBO
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 $267 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 (2 min) to the lake, minutes to downtown Wolfeboro -Wolf ...
From $267 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Spacious Luxury Condo in 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 $606 per night (USD)
Expedia
From $484 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 $484 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Luthier's Landing #9
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to the serene beauty of Lake Winnipesaukee at Luthier's Landing #9, a cozy retreat nestled in nature's embrace. T ...
From $304 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Heart of the Lakes Region- Pine River Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in Wakefield and Pine River Pond at this enchanting house that is a five minute walk to the beach. With 3 cozy be ...
From $225 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Winnipesaukee lakefront townhome getaway with private beach, 3BRs, peaceful
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious Lakefront Townhome on Winnipesaukee – Private Beach, Minutes to Downtown Wolfeboro Enjoy relaxing on the beach ...
From $520 per night (USD)
VRBO

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