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Holiday Rentals in Wolfeboro

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34 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!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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08-9 Lake Winnipesaukee (max 8) 5 min walk to Bay- FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

08-9 Lake Winnipesaukee (max 8) 5 min walk to Bay- FREE BIKES KAYAKS WOOD & WIFI

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant condo on the water in downtown Wolfeboro, holiday rental in Wolfeboro

Elegant condo on the water in downtown Wolfeboro

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Welcome and Relax!  This is your spot to enjoy, unwind and reconnect!, holiday rental in Wolfeboro

Welcome and Relax! This is your spot to enjoy, unwind and reconnect!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Wentworth Rental - Wolfeboro, New Hampshire, holiday rental in Wolfeboro

Lake Wentworth Rental - Wolfeboro, New Hampshire

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Updated Family Friendly cottage w/ large deck and access to Lake Winnipesaukee, holiday rental in Wolfeboro

Updated Family Friendly cottage w/ large deck and access to Lake Winnipesaukee

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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11 Mt. Washington Lake (max 6) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

11 Mt. Washington Lake (max 6) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Spruce Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Spruce Camp at Grey Shingles Camps

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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07 Squam Lake Cottage (max 3) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

07 Squam Lake Cottage (max 3) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Wolfeboro Lakehouse Retreat, holiday rental in Wolfeboro

Wolfeboro Lakehouse Retreat

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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16 Victorian-3 Floors (max 14) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

16 Victorian-3 Floors (max 14) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Spacious 4 Bedroom Family Home, close to town, holiday rental in Wolfeboro

Spacious 4 Bedroom Family Home, close to town

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Rust Pond Camp at Grey Shingles Camps

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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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

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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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!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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10 Lake Wentworth Cottage (max 4) 5 min walk to Bay-FREE BIKES KAYAKS WOOD& WIFI, holiday rental in Wolfeboro

10 Lake Wentworth Cottage (max 4) 5 min walk to Bay-FREE BIKES KAYAKS WOOD& WIFI

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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01-2 Castle in the Clouds (max 8) 5 min walk to Bay-FREE BIKES KAYAKS WOOD, WIFI, holiday rental in Wolfeboro

01-2 Castle in the Clouds (max 8) 5 min walk to Bay-FREE BIKES KAYAKS WOOD, WIFI

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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03 Loudon Pond Lodge (max 6) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

03 Loudon Pond Lodge (max 6) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Nellie's View at Grey Shingles Camps, holiday rental in Wolfeboro

Nellie's View at Grey Shingles Camps

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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12 Conway Lake Cottage (max 4) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

12 Conway Lake Cottage (max 4) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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05-6 Portsmouth Pond Ldg (max 8) 5 min walk to Bay-FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

05-6 Portsmouth Pond Ldg (max 8) 5 min walk to Bay-FREE BIKES KAYAKS WOOD & WIFI

2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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NEW! Bright Lake Winnipesaukee Home - Walk to Town, holiday rental in Wolfeboro

NEW! Bright Lake Winnipesaukee Home - Walk to Town

5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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04 Brewster Pond Lodge (max 6) 5 min walk to Bay-FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

04 Brewster Pond Lodge (max 6) 5 min walk to Bay-FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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13 Caretaker’s Studio (max 3) 5 min walk to Bay- FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

13 Caretaker’s Studio (max 3) 5 min walk to Bay- FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sweet Apple Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Sweet Apple Camp at Grey Shingles Camps

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Copple Crown Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Copple Crown Camp at Grey Shingles Camps

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Black Bear Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Black Bear Camp at Grey Shingles Camps

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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14 Victorian-1st Floor (max 3) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

14 Victorian-1st Floor (max 3) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Authentic Wolfeboro cottage on Lake Winnipesaukee., holiday rental in Wolfeboro

Authentic Wolfeboro cottage on Lake Winnipesaukee.

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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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

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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15 Victorian-2 Floors (max 10) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI, holiday rental in Wolfeboro

15 Victorian-2 Floors (max 10) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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