Wolfboro Bay Rentals
From $289 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 $289 per night (USD)VRBO
From $301 per night (USD)Expedia
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)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 $715 per night (USD)Expedia
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 $715 per night (USD)Expedia
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 $1736 per night (USD)VRBO
New Family Friendly Lakefront Home on Lake Winnipesaukee in Wolfeboro, NH
- Bedrooms:
- 4
- Bathrooms:
- 8
- 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 $1736 per night (USD)VRBO
From $307 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 $307 per night (USD)VRBO
From $463 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 $463 per night (USD)Expedia
From $3472 per night (USD)VRBO
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, ...
From $3472 per night (USD)VRBO
From $273 per night (USD)Expedia
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)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 $387 per night (USD)Expedia
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)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 $537 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 $537 per night (USD)Expedia
From $361 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 $361 per night (USD)VRBO
From $402 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 $402 per night (USD)Expedia
From $314 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 $314 per night (USD)VRBO
From $264 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 $264 per night (USD)Expedia
From $1019 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 $1019 per night (USD)VRBO
From $229 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 $229 per night (USD)Expedia
From $286 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 $286 per night (USD)VRBO
From $482 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 $482 per night (USD)Expedia
From $246 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 $246 per night (USD)VRBO
From $387 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 $387 per night (USD)Expedia
From $2699 per night (USD)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 ...
From $2699 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
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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 ...
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From $530 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 $530 per night (USD)Expedia
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NEW 2BR Apartment near Lake Winnipesaukee; #1
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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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1BR w\/Kitchen near Lake Winnipesaukee; #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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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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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From $492 per night (USD)Expedia
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 $492 per night (USD)Expedia
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Beautiful Downtown Wolfeboro Apartment
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Our newly built apartment is the perfect location for your stay in America’s Oldest Summer Resort. Conveniently located ...
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From $2123 per night (USD)VRBO
Lake Front Home in Wolfeboro Bay - Sleeps 10, 4 Bedrooms, 3 Bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A beautiful home in Wolfeboro Bay, one mile to downtown! The main home is beautifully decorated, well equipped, bright ...
From $2123 per night (USD)VRBO
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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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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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From $380 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 $380 per night (USD)VRBO
From $585 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 $585 per night (USD)VRBO
From $789 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 $789 per night (USD)VRBO
From $775 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 $775 per night (USD)Expedia
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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 ...
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From $755 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 $755 per night (USD)VRBO
From $778 per night (USD)VRBO
Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Escape the noise and discover your next tranquil New Hampshire getaway at this 2-bedroom, 2-bath Wolfeboro vacation rent ...
From $778 per night (USD)VRBO
From $457 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 $457 per night (USD)VRBO
From $185 per night (USD)VRBO
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 $185 per night (USD)VRBO
From $574 per night (USD)VRBO
Charming Island Cottage on Lake Winnepesaukee
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the quaint town of Wolfeboro NH then escape to your quiet retreat on Barndoor Island. This 3 bedroom 1 full bath ...
From $574 per night (USD)VRBO
From $395 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 $395 per night (USD)VRBO
From $3224 per night (USD)Expedia
Spectacular Lakefront Estate on Winter Harbor
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Spectacular Lakefront Estate on Winter Harbor Experience unparalleled luxury and privacy at this stunning lakefront esta ...
From $3224 per night (USD)Expedia
From $350 per night (USD)VRBO
Luxury Studio with Hot Tub! Walk to Beach & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a cozy retreat in the heart of the Lakes Region of NH with this inviting open-concept studio apartment. Dog f ...
From $350 per night (USD)VRBO
From $182 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 $182 per night (USD)Expedia