Wolfboro Bay Rentals
- 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
- Click For Pricing
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, ...
Click For PricingExpedia
- 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
- From $250 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 $250 per night (USD)Expedia
- From $259 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 $259 per night (USD)VRBO
- From $248 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 $248 per night (USD)Expedia
- From $193 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 $193 per night (USD)VRBO
- From $220 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 $220 per night (USD)Expedia
- From $186 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 $186 per night (USD)VRBO
- From $180 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 $180 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $210 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 $210 per night (USD)Expedia
- From $290 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 $290 per night (USD)VRBO
- From $450 per night (USD)
Expedia
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)Expedia
- From $343 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 $343 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $500 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 $500 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 $462 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 $462 per night (USD)VRBO
- 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 $217 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 $217 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 $588 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 $588 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 $2313 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 $2313 per night (USD)VRBO
- From $1571 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 $1571 per night (USD)VRBO
- From $245 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 $245 per night (USD)VRBO
- From $393 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 $393 per night (USD)Expedia
- From $332 per night (USD)
VRBO
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)VRBO
- From $839 per night (USD)
Expedia
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 $839 per night (USD)Expedia
- 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 $700 per night (USD)
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 ...
From $700 per night (USD)Expedia
- From $689 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 $689 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 $535 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 $535 per night (USD)VRBO
- From $253 per night (USD)
VRBO
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 $253 per night (USD)VRBO
- From $650 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 $650 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Spacious 6BR,4BA w\/Netflix, pool table, & library, near downtown Wolfeboro
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Your family will enjoy all of the pleasures of the Winnipesaukee region in this beautiful, spacious home on the outskirt ...
From $415 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 PricingVRBO
- From $230 per night (USD)
VRBO
South of the Border on Goodwin's Basin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
One of two relaxing refurbished cabins located on Goodwin's basin. You can watch the turtles right from the comforts of ...
From $230 per night (USD)VRBO
- From $400 per night (USD)
Expedia
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. ...
From $400 per night (USD)Expedia
- From $1857 per night (USD)
VRBO
Your Home Away from Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A beautiful home in Wolfeboro Bay just one mile from downtown! The main home is beautifully decorated, well equipped, ...
From $1857 per night (USD)VRBO
- From $600 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 $600 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Downtown Wolfeboro 3 bed with pool!
- 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 $572 per night (USD)VRBO