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Holiday Rentals in Wolfeboro

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64 rentals in Wolfeboro.
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Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro

Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  'Campbellot', holiday rental in Wolfeboro
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  'Campbellot', holiday rental in Wolfeboro
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  'Campbellot', holiday rental in Wolfeboro

Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, 'Campbellot'

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Elegant condo on the water in downtown Wolfeboro, holiday rental in Wolfeboro
Elegant condo on the water in downtown Wolfeboro, holiday rental in Wolfeboro
Elegant condo on the water in downtown Wolfeboro, holiday rental in Wolfeboro

Elegant condo on the water in downtown Wolfeboro

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!, holiday rental in Wolfeboro
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!, holiday rental in Wolfeboro
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!, holiday rental in Wolfeboro

Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!

Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
More info
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Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome, holiday rental in Wolfeboro
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome, holiday rental in Wolfeboro
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome, holiday rental in Wolfeboro

Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Adirondack-Style Cottage In Wolfeboro on Winnipesaukee, holiday rental in Wolfeboro
Adirondack-Style Cottage In Wolfeboro on Winnipesaukee, holiday rental in Wolfeboro
Adirondack-Style Cottage In Wolfeboro on Winnipesaukee, holiday rental in Wolfeboro

Adirondack-Style Cottage In Wolfeboro on Winnipesaukee

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro

Sleep Like an Angel in an Old Church - Blue Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Charming Chalet w/ Short Walk to Lake Winnipesaukee, holiday rental in Wolfeboro
Charming Chalet w/ Short Walk to Lake Winnipesaukee, holiday rental in Wolfeboro
Charming Chalet w/ Short Walk to Lake Winnipesaukee, holiday rental in Wolfeboro

Charming Chalet w/ Short Walk to Lake Winnipesaukee

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Relax On Crescent Lake, holiday rental in Wolfeboro
Relax On Crescent Lake, holiday rental in Wolfeboro
Relax On Crescent Lake, holiday rental in Wolfeboro

Relax On Crescent Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Quiet Wolfeboro Lakefront Getaway, holiday rental in Wolfeboro
Quiet Wolfeboro Lakefront Getaway, holiday rental in Wolfeboro
Quiet Wolfeboro Lakefront Getaway, holiday rental in Wolfeboro

Quiet Wolfeboro Lakefront Getaway

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lake Wentworth Rental - Wolfeboro, New Hampshire, holiday rental in Wolfeboro
Lake Wentworth Rental - Wolfeboro, New Hampshire, holiday rental in Wolfeboro
Lake Wentworth Rental - Wolfeboro, New Hampshire, holiday rental in Wolfeboro

Lake Wentworth Rental - Wolfeboro, New Hampshire

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Lakeside Cottage Getaway, holiday rental in Wolfeboro
Lakeside Cottage Getaway, holiday rental in Wolfeboro
Lakeside Cottage Getaway, holiday rental in Wolfeboro

Lakeside Cottage Getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro

Sleep Like an Angel in an Old Church - Brown Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Northern Lights on Goodwin's Basin, holiday rental in Wolfeboro
Northern Lights on Goodwin's Basin, holiday rental in Wolfeboro
Northern Lights on Goodwin's Basin, holiday rental in Wolfeboro

Northern Lights on Goodwin's Basin

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Spruce Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Spruce Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Spruce Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Spruce Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro
Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro
Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro

Beautiful Downtown Wolfeboro Apartment

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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NEW! Bright Lake Winnipesaukee Home - Walk to Town, holiday rental in Wolfeboro
NEW! Bright Lake Winnipesaukee Home - Walk to Town, holiday rental in Wolfeboro
NEW! Bright Lake Winnipesaukee Home - Walk to Town, holiday rental in Wolfeboro

NEW! Bright Lake Winnipesaukee Home - Walk to Town

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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South of the Border on Goodwin's Basin, holiday rental in Wolfeboro
South of the Border on Goodwin's Basin, holiday rental in Wolfeboro
South of the Border on Goodwin's Basin, holiday rental in Wolfeboro

South of the Border on Goodwin's Basin

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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LOCATION!!  LOCATION!!  LOCATION!!, holiday rental in Wolfeboro
LOCATION!!  LOCATION!!  LOCATION!!, holiday rental in Wolfeboro
LOCATION!!  LOCATION!!  LOCATION!!, holiday rental in Wolfeboro

LOCATION!! LOCATION!! LOCATION!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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On Lake Winnipausakee!,Year round house, private beach and great yard, holiday rental in Wolfeboro
On Lake Winnipausakee!,Year round house, private beach and great yard, holiday rental in Wolfeboro
On Lake Winnipausakee!,Year round house, private beach and great yard, holiday rental in Wolfeboro

On Lake Winnipausakee!,Year round house, private beach and great yard

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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2 BR Apt in Downtown Wolfeboro, holiday rental in Wolfeboro
2 BR Apt in Downtown Wolfeboro, holiday rental in Wolfeboro
2 BR Apt in Downtown Wolfeboro, holiday rental in Wolfeboro

2 BR Apt in Downtown Wolfeboro

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Wolfeboro Lakehouse Retreat, holiday rental in Wolfeboro
Wolfeboro Lakehouse Retreat, holiday rental in Wolfeboro
Wolfeboro Lakehouse Retreat, holiday rental in Wolfeboro

Wolfeboro Lakehouse Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Your Home Away from Home, holiday rental in Wolfeboro
Your Home Away from Home, holiday rental in Wolfeboro
Your Home Away from Home, holiday rental in Wolfeboro

Your Home Away from Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming dog-friendly cottage w/large yard, fireplace & lake access!, holiday rental in Wolfeboro
Charming dog-friendly cottage w/large yard, fireplace & lake access!, holiday rental in Wolfeboro
Charming dog-friendly cottage w/large yard, fireplace & lake access!, holiday rental in Wolfeboro

Charming dog-friendly cottage w/large yard, fireplace & lake access!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Rust Pond Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Payment Protection

Luxe Lakeside in Wolfeboro, holiday rental in Wolfeboro
Luxe Lakeside in Wolfeboro, holiday rental in Wolfeboro
Luxe Lakeside in Wolfeboro, holiday rental in Wolfeboro

Luxe Lakeside in Wolfeboro

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro
Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro
Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro

Amazing mountain views and Animals in the Lakes Region

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Nellie's View at Grey Shingles Camps, holiday rental in Wolfeboro
Nellie's View at Grey Shingles Camps, holiday rental in Wolfeboro
Nellie's View at Grey Shingles Camps, holiday rental in Wolfeboro

Nellie's View at Grey Shingles Camps

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Black Bear Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Black Bear Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Black Bear Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Black Bear Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Relax on Crescent Lake  #2, holiday rental in Wolfeboro
Relax on Crescent Lake  #2, holiday rental in Wolfeboro
Relax on Crescent Lake  #2, holiday rental in Wolfeboro

Relax on Crescent Lake #2

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sweet Apple Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Sweet Apple Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Sweet Apple Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Sweet Apple Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Main House - 5 Bedroom / 3 Bath - Private Courtyard - Near Lake Winnipesaukee, holiday rental in Wolfeboro
Main House - 5 Bedroom / 3 Bath - Private Courtyard - Near Lake Winnipesaukee, holiday rental in Wolfeboro
Main House - 5 Bedroom / 3 Bath - Private Courtyard - Near Lake Winnipesaukee, holiday rental in Wolfeboro

Main House - 5 Bedroom / 3 Bath - Private Courtyard - Near Lake Winnipesaukee

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 17
Match: Sleeps
More info
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Copple Crown Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Copple Crown Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Copple Crown Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Copple Crown Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Payment Protection

Rent an Old Church for DIY Event or Family Stay Package, holiday rental in Wolfeboro
Rent an Old Church for DIY Event or Family Stay Package, holiday rental in Wolfeboro
Rent an Old Church for DIY Event or Family Stay Package, holiday rental in Wolfeboro

Rent an Old Church for DIY Event or Family Stay Package

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Win-win!  Relax at our place or relax at the lake, holiday rental in Wolfeboro
Win-win!  Relax at our place or relax at the lake, holiday rental in Wolfeboro
Win-win!  Relax at our place or relax at the lake, holiday rental in Wolfeboro

Win-win! Relax at our place or relax at the lake

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Family Friendly house with lakefront views surrounded by trees, holiday rental in Wolfeboro
Family Friendly house with lakefront views surrounded by trees, holiday rental in Wolfeboro
Family Friendly house with lakefront views surrounded by trees, holiday rental in Wolfeboro

Family Friendly house with lakefront views surrounded by trees

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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New Construction, Wolfeboro, NH Walk to Town, holiday rental in Wolfeboro
New Construction, Wolfeboro, NH Walk to Town, holiday rental in Wolfeboro
New Construction, Wolfeboro, NH Walk to Town, holiday rental in Wolfeboro

New Construction, Wolfeboro, NH Walk to Town

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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NEW! Historic Wolfeboro Home w/ Screened Porch!, holiday rental in Wolfeboro
NEW! Historic Wolfeboro Home w/ Screened Porch!, holiday rental in Wolfeboro
NEW! Historic Wolfeboro Home w/ Screened Porch!, holiday rental in Wolfeboro

NEW! Historic Wolfeboro Home w/ Screened Porch!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath End Unit, holiday rental in Wolfeboro
Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath End Unit, holiday rental in Wolfeboro
Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath End Unit, holiday rental in Wolfeboro

Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath End Unit

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lake front home with beautiful views & 10 mins to downtown Wolfeboro restaurants, holiday rental in Wolfeboro
Lake front home with beautiful views & 10 mins to downtown Wolfeboro restaurants, holiday rental in Wolfeboro
Lake front home with beautiful views & 10 mins to downtown Wolfeboro restaurants, holiday rental in Wolfeboro

Lake front home with beautiful views & 10 mins to downtown Wolfeboro restaurants

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Lake Winnipesaukee Getaway in Wolfeboro, holiday rental in Wolfeboro
Beautiful Lake Winnipesaukee Getaway in Wolfeboro, holiday rental in Wolfeboro
Beautiful Lake Winnipesaukee Getaway in Wolfeboro, holiday rental in Wolfeboro

Beautiful Lake Winnipesaukee Getaway in Wolfeboro

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Classic NE Home.  Lake views, walk to town and marina.  Prime 2 acre location., holiday rental in Wolfeboro
Classic NE Home.  Lake views, walk to town and marina.  Prime 2 acre location., holiday rental in Wolfeboro
Classic NE Home.  Lake views, walk to town and marina.  Prime 2 acre location., holiday rental in Wolfeboro

Classic NE Home. Lake views, walk to town and marina. Prime 2 acre location.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Main House - 3 Story 5 Bedroom / 3 Bathroom Victorian Home, built in 1898, holiday rental in Wolfeboro
Main House - 3 Story 5 Bedroom / 3 Bathroom Victorian Home, built in 1898, holiday rental in Wolfeboro
Main House - 3 Story 5 Bedroom / 3 Bathroom Victorian Home, built in 1898, holiday rental in Wolfeboro

Main House - 3 Story 5 Bedroom / 3 Bathroom Victorian Home, built in 1898

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
More info
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Multi Home Estate with Private Dock - Linens Included, holiday rental in Wolfeboro
Multi Home Estate with Private Dock - Linens Included, holiday rental in Wolfeboro
Multi Home Estate with Private Dock - Linens Included, holiday rental in Wolfeboro

Multi Home Estate with Private Dock - Linens Included

Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 22
Match: Sleeps
More info
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Walk to Town Location!, holiday rental in Wolfeboro
Walk to Town Location!, holiday rental in Wolfeboro
Walk to Town Location!, holiday rental in Wolfeboro

Walk to Town Location!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Rustic Lakefront Cabin on Rust Pond - 5 minutes to downtown Wolfeboro!, holiday rental in Wolfeboro
Rustic Lakefront Cabin on Rust Pond - 5 minutes to downtown Wolfeboro!, holiday rental in Wolfeboro
Rustic Lakefront Cabin on Rust Pond - 5 minutes to downtown Wolfeboro!, holiday rental in Wolfeboro

Rustic Lakefront Cabin on Rust Pond - 5 minutes to downtown Wolfeboro!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW! Downtown Wolfeboro 3 bed with pool!, holiday rental in Wolfeboro
NEW! Downtown Wolfeboro 3 bed with pool!, holiday rental in Wolfeboro
NEW! Downtown Wolfeboro 3 bed with pool!, holiday rental in Wolfeboro

NEW! Downtown Wolfeboro 3 bed with pool!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro
1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro
1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro

1BR w/Kitchen near Lake Winnipesaukee; #2

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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NEW 2BR Apartment near Lake Winnipesaukee; #1, holiday rental in Wolfeboro
NEW 2BR Apartment near Lake Winnipesaukee; #1, holiday rental in Wolfeboro
NEW 2BR Apartment near Lake Winnipesaukee; #1, holiday rental in Wolfeboro

NEW 2BR Apartment near Lake Winnipesaukee; #1

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cottage 5-6 - Three Season 2 Bedroom / 1 Bath End Unit, holiday rental in Wolfeboro
Cottage 5-6 - Three Season 2 Bedroom / 1 Bath End Unit, holiday rental in Wolfeboro
Cottage 5-6 - Three Season 2 Bedroom / 1 Bath End Unit, holiday rental in Wolfeboro

Cottage 5-6 - Three Season 2 Bedroom / 1 Bath End Unit

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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