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198 Houses

(3) Excellent 

91

Squam Lake Cabin#7 of 12, for 2-4 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$182

(2) Excellent 

34

Victorian Home, 14-18P, In Town Wolfeboro, Lakes Region, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro house

5 18 min stay varies

  • 5 bedrooms
  • sleeps 18
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$286

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$286

37

Castle Clouds Cabin#1 of 12, for 2-8 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$240

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$240

(1) Excellent 

34

Rust Pond Camp at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro cottage

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$247

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$247

(7) Very Good 

100

Mt Washington Cabin #11 of 12, for 2-7 Guest, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 7 7 nights min

  • 1 bedroom
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly
“Location, location, location” The new management of these adorable cottages have done a wonderful job of renovating. The cottages are fresh and impeccably clean. I enjoyed the close proximity of quaint but excellent little restaurants, playground, gro
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Price per night from

$217

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$217

(1) Excellent 

34

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

New Hampshire / Wolfeboro

Wolfeboro house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$261

Responds fast!
avg. 43 minutes

Price per night from

$261

(3) Excellent 

32

Spruce Camp at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro cottage

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$235

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$235

(2) Excellent 

19

Private Retreat in Woods on Pristine Rust Pond

New Hampshire / Wolfeboro

Wolfeboro apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$149

Price per night from

$149

(1) Very Good 

9

Spacious 4 Bedroom Family Home, close to town

New Hampshire / Wolfeboro

Wolfeboro house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly

Price per night from

$287

Price per night from

$287

(16) Excellent 

66

Lake Wnni Cabin#9 of 12, for 2-9 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

2 9 7 nights min

  • 2 bedrooms
  • sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$263

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$263

42

Loudon Pond Cabin#3 of 12, for 2-7 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 7 7 nights min

  • 1 bedroom
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$205

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$205

(5) Excellent 

32

Wolfeboro Lakehouse Retreat

New Hampshire / Wolfeboro

Wolfeboro cottage

2 10 min stay varies

  • 2 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$172

Price per night from

$172

35

Portsmouth Pond Cabin#6 of 12, for 2-8 Guest, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$240

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$240

14

Nellie's View at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro house

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$285

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$285

8

Amazing mountain views and Animals in the Lakes Region

New Hampshire / Wolfeboro

Wolfeboro house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$196

Price per night from

$196

30

Copple Crown Camp at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$182

(3) Excellent 

52

Three Level In-Town Home | Perfect for Large Families or Groups | Dogs Welcome

New Hampshire / Wolfeboro

Wolfeboro house

6 15 2 nights min

  • 6 bedrooms
  • sleeps 15
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$859

Responds fast!
avg. 43 minutes

Price per night from

$859

35

Lake Wentworth Cabin#10 of 12, for 2-4 Guest, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$182

28

Black Bear Camp at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$224

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$224

43

Brewster Pond Cabin#4 of 12, for 2-7 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 7 7 nights min

  • 1 bedroom
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$205

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$205

28

Sweet Apple Camp at Grey Shingles Camps

New Hampshire / Wolfeboro

Wolfeboro cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$189

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$189

57

The Windrifter -- Studio 9

New Hampshire / Wolfeboro

Wolfeboro studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ski
  • Car not necessary

Price per night from

$122

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$122

81

The Windrifter -- One Bedroom -- Yacht Club 2

New Hampshire / Wolfeboro

Wolfeboro log cabin

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$182

81

The Windrifter -- One Bedroom -- Yacht Club 1

New Hampshire / Wolfeboro

Wolfeboro log cabin

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$182

24

Conway Lake Cabin#12 of 12, for 2-5 Guests, Wolfeboro, near Lake Winnipesaukee

New Hampshire / Wolfeboro

Wolfeboro cottage

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$194

Responds fast!
avg. 1 hour 13 minutes

Price per night from

$194

5

The Windrifter -- One Bedroom -- Yacht Club

New Hampshire / Wolfeboro

Wolfeboro house

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$182

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$182

(1) Excellent 

17

Fun Family Wolfeboro Village Waterfront Cottage

New Hampshire / Wolfeboro

Wolfeboro cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$630

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$630

Great rentals within 20 miles that match your search

Distance approx 19.46 km from Wolfeboro

(4) Excellent 

31

Silver Lake, North Conway Village and the White Mountains

Madison / Silver Lake

Silver Lake house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$285

Price per night from

$285

Distance approx 11.86 km from Wolfeboro

15

Lake Winni - WF - 376

New Hampshire / Moultonborough

Moultonborough house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$292

Price per night from

$292

Distance approx 16.48 km from Wolfeboro

(2) Excellent 

9

Private Farmhouse Suite, lake view, fields and woods to meander

New Hampshire / Winnisquam

Winnisquam apartment

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$149

Price per night from

$149

Distance approx 8.54 km from Wolfeboro

22

Lake Winnipesaukee N. H. USA, Little Camp Island

New Hampshire / Gilford

Gilford house

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$325

Price per night from

$325

Distance approx 16.08 km from Wolfeboro

53

Lake Winnisquam - WF - 501

White Mountains / Meredith

Meredith house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$1,202

Price per night from

$1,202

Distance approx 19.39 km from Wolfeboro

(1) Excellent 

16

Loon's Landing on Silver Lake

Madison / Silver Lake

Silver Lake house

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$550

Price per night from

$550

Distance approx 11.86 km from Wolfeboro

4

1 bedroom condo across from Lake Winnipesaukee

New Hampshire / Gilford

Gilford condo

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$102

Price per night from

$102

Distance approx 16.05 km from Wolfeboro

14

Lake Shell Camp - WF - 394

New Hampshire / Gilmanton

Gilmanton house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$182

Price per night from

$182

Distance approx 6.69 km from Wolfeboro Show on Map

27

Lake Winni - BA - 202

New Hampshire / Gilford

Gilford house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$57,077

Price per night from

$57,077

Distance approx 8.53 km from Wolfeboro

28

Lake Winni - BA - 200

New Hampshire / Melvin Village

Melvin Village house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$50,065

Price per night from

$50,065

Distance approx 10.71 km from Wolfeboro

24

Lake Winni - WF - 438

New Hampshire / Moultonborough

Moultonborough house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$588

Price per night from

$588