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From $218 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 $218 per night (USD)
VRBO
$Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, \Campbellot\$
From $588 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 $588 per night (USD)
VRBO
From $270 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 $270 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Downtown Wolfeboro 3 bed home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our home is in the heart of downtown Wolfeboro, one of the best vacation towns in the country (and we’re not the only on ...
From $318 per night (USD)
Expedia
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 $668 per night (USD)
VRBO
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming Wolfeboro Winnipesaukee waterfront cottage in the heart of antique boat land - as seen in the UK Guardian newsp ...
From $668 per night (USD)
VRBO
From $2468 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 $2468 per night (USD)
VRBO
From $1674 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 $1674 per night (USD)
VRBO
From $440 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 $440 per night (USD)
VRBO
From $220 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 $220 per night (USD)
VRBO
From $403 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 $403 per night (USD)
VRBO
From $1554 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 $1554 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Cozy, Rustic Cottage on Lake Winnipesaukee
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a week in a rustic cottage set in the woods at the end of a quiet road. This is a cozy cottage situated on the Lak ...
From $195 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Classic Lake Winnipesaukee Camp
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This original 1940 New Hampshire camp is situated on the Lake Winnipesaukee facing west across the broads on Tuftonboro ...
From $230 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Mountain View Getaway-Near Lake Winnipesaukee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated 3 bed/2 bath house with garage. Brand new kitchen and bathrooms, washer/dryer and large primary bedroom. ...
From $408 per night (USD)
VRBO
From $541 per night (USD)
VRBO
Vintage island cottage on 2.5 acres and 376 feet of lake frontage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family cottage for the last 50+ years. Large deck and large open concept kitchen. Rare large deck at the water’s edge ...
From $541 per night (USD)
VRBO
From $430 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 $430 per night (USD)
VRBO
From $2470 per night (USD)
Expedia
Multi Home Estate with Private Dock - Linens Included
Bedrooms:
5
Bathrooms:
11
Sleeps:
22
Each home has it’s own dock, driveway, and yard. The game room and yards separate the two homes. The setup is great for ...
From $2470 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Lakefront Family Retreat in Wolfeboro
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on sparkling one-mile Crescent Lake with easy kayak access to beautiful Lake Wentworth. Enjoy beach, large doc ...
From $456 per night (USD)
VRBO
From $1157 per night (USD)
VRBO
Peaceful waterfront getaway full of attractions year round!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Hidden Valley, a private community where this outstanding waterfront home was custom built by Fenton Varney. ...
From $1157 per night (USD)
VRBO
From $666 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 $666 per night (USD)
VRBO
From $621 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 $621 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 $402 per night (USD)
VRBO
Lovely Home with large deck and beautiful Views of the Lake Big Barndoor Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Property: Renters must have their own boat to access. Lovely Home with large deck and beautiful Views of the Lake ...
From $402 per night (USD)
VRBO
From $280 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 $280 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 $863 per night (USD)
Expedia
Historic Victorian on Mirror Lake Sleeps 16
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Gather the family and come spend your vacation at Holiday Hill, the beautifully restored Victorian home on Mirror Lake. ...
From $863 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $387 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 $387 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
$Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom \/ 2 Bath$
From $283 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 $283 per night (USD)
Expedia
$Caretakers Apartment-Split level w\/ Wet Room Bath$
From $188 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 $188 per night (USD)
VRBO
$Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom \/ 1 Bath End Unit$
From $252 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 $252 per night (USD)
Expedia
$Cottage 12 - Year Round - Pet Friendly -1 King Bed \/ 1 Bath & Courtyard$
From $228 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 $228 per night (USD)
VRBO
$Cottage 4 - Year Round Pet Friendly 1 Bed w\/ Loft \/ 1 Bath & Courtyard$
From $217 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 $217 per night (USD)
Expedia
$Main House - 3 Story 5 Bed\/ 3 Bath - Wolfeboro$
From $598 per night (USD)
VRBO
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 $598 per night (USD)
VRBO
$Cottage 10 - 1 Bedroom w\/ Loft \/ 1 Bath$
From $238 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 $238 per night (USD)
Expedia
$Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom \/ 1 Bath$
From $218 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 $218 per night (USD)
VRBO
$Cottage 11 - Year Round - Pet Friendly - 1 Bed \/ 1 Bath w\/ Private Courtyard$
From $197 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 $197 per night (USD)
Expedia
$Cottage 3 - Year Round - Pet Friendly - 1 Bedroom \/ 1 Bath$
From $217 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 $217 per night (USD)
VRBO
$Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom \/ 1 Bath End Unit$
From $252 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 $252 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
FRIDAY TO FRIDAY WEEK OF JUNE 21st to June 28th, 2024, IS CURRENTLY AVAILABLE. BOOK NOW. Imagine spending a vacation a ...
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VRBO
From $556 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 $556 per night (USD)
VRBO
$4 Season Cozy log Cabin\/Lake\/fire pit\/game room\/$
From $503 per night (USD)
VRBO
4 Season Cozy log Cabin\/Lake\/fire pit\/game room\/
Bedrooms:
2
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 $503 per night (USD)
VRBO
From $623 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 $623 per night (USD)
VRBO
From $552 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 $552 per night (USD)
VRBO
From $356 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 $356 per night (USD)
VRBO
From $976 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Summer 2024, we have two weeks left available in August. Welcome to our family's "Happy ...
From $976 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Charming Pond Retreat: Beach, Kayak, Canoe, Deck, Firepit, & Lake Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Quaint cottage on a quiet and seclued pond! Enjoy your retreat along the shores of Shaws Pond at this beautiful, New Ha ...
From $519 per night (USD)
Expedia
From $815 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 $815 per night (USD)
VRBO
From $584 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 $584 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Bright Lake Winnipesaukee Home - Walk to Town
Bedrooms:
2
Bathrooms:
6
Sleeps:
6
Enjoy spacious lakeside living with peaceful surroundings at this lovely 4-bedroom, 2-bathroom vacation rental that sits ...
From $468 per night (USD)
VRBO
From $297 per night (USD)
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 ...
From $297 per night (USD)
VRBO
From $309 per night (USD)
VRBO
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 $309 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Nellie's View - A Waterfront Cottage
Bedrooms:
3
Bathrooms:
3
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 $412 per night (USD)
VRBO
From $589 per night (USD)
VRBO
The Barn - Lakefront Relaxation At Its Absolute 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 $589 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Lake Wentworth - Wolfeboro, New Hampshire
Bedrooms:
3
Bathrooms:
8
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 $570 per night (USD)
Expedia
From $542 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 $542 per night (USD)
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
$Golf course\/mountain views with lake access$
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VRBO
Golf course\/mountain views with lake access
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Enjoy summer in Wolfeboro! You get a corner studio room near Kingswood Golf Course with mountain and golf course views. ...
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VRBO
From $372 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 $372 per night (USD)
Expedia
From $457 per night (USD)
VRBO
New Hampshire Lake Winnipesaukee Island Retreat, Boat access only,
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Note: Boat access only....Boat Rental available. Loon Lookout offers spectacular lake and mountain views from this Rattl ...
From $457 per night (USD)
VRBO
Click For Pricing
Expedia
Nostalgic Winter Harbor Wonderland on Lake Winnipesaukee Sleeps 16
Bedrooms:
3
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
Click For Pricing
VRBO
New for 2023 Magical Mirror Lake Home Dock For 20ft Boat Sleeps 9
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
*New for 2023* Inviting lakefront home set on the serene shores of Mirror Lake will prove to be the ultimate getaway for ...
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VRBO
From $304 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 $304 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Lake Life: Spacious Home in Heart of Wolfeboro
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to the lake! Looking for a tranquil spot while staying in the heart of Wolfeboro? This beautiful 1920's colonial ...
From $696 per night (USD)
VRBO
From $326 per night (USD)
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 ...
From $326 per night (USD)
Expedia
$Dog-friendly studio with kitchenette, W\/D, firepit, & hot tub access$
From $213 per night (USD)
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 ...
From $213 per night (USD)
VRBO
$3BR House w\/ backyard 5 min to Beautiful Downtown Wolfeboro$
From $359 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 $359 per night (USD)
VRBO
From $512 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 $512 per night (USD)
VRBO
From $396 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 $396 per night (USD)
Expedia
$Cozy Tuftonboro Home w\/ Deck - Walk to Beaches!$
From $241 per night (USD)
VRBO
Cozy Tuftonboro Home w\/ Deck - Walk to Beaches!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Get the most out of your next New Hampshire lake getaway staying at this Central Tuftonboro vacation rental! Located jus ...
From $241 per night (USD)
VRBO
From $341 per night (USD)
Expedia
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 $341 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $409 per night (USD)
Expedia
Serene family getaway. Free WiFi, Netflix, library
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Your family will enjoy all of the pleasures of the Winnipesaukee region in this beautiful, spacious home on the outskirt ...
From $409 per night (USD)
Expedia
From $733 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 $733 per night (USD)
VRBO
From $311 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 $311 per night (USD)
VRBO
From $295 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 $295 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $436 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 $436 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
From $374 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 $374 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $107 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 $107 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $463 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 $463 per night (USD)
VRBO
From $399 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 bathrooms ...
From $399 per night (USD)
VRBO
From $465 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 $465 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
$Cozy Log Cabin w\/ Mountain View$
From $429 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 $429 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Cozy Vacation Rental Home Near Lake Winnipesaukee!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Book your next family getaway to this charming 3-bedroom, 2-bath vacation rental house in Wolfeboro. Located just minute ...
From $333 per night (USD)
Expedia
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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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia

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