20 Best Wolfeboro Vacation rentals on Holiday Lettings - Cottages

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243 Vacation rentals

34

Vacation home in Wolfeboro

New Hampshire / Wolfeboro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Bring the dogs to the lakes! Walk to downtown Wolfeboro and the beach. Hop on your bike and coast from the front door to the Bridge Falls Path and pedal as far as you want to go. Bring the kayaks, canoes and stand up paddleboards. Just down the street is the Mast Lan …see more

from $325 / night

$1,500 - $1,600 / week

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Responds fast!
avg. 1 hour 49 minutes

from $325 / night

(2) Excellent 

34

Vacation home in Wolfeboro

New Hampshire / Wolfeboro

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Gorgeous Victorian Main House (newly renovated) that can sleep up to 17 people (open year round) as well as 9 Charming Updated Seasonal Cabin Rentals tucked into the only private woodlands in this “Norman Rockwellesque” Quaint Downtown! Put your keys in a drawer for the …see more

from $199 / night

$1,393 / week

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Responds fast!
avg. 1 hour 2 minutes

from $199 / night

(1) Very Good 

9

Wolfeboro Vacation home rental

New Hampshire / Wolfeboro

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
Comfortable, private family home, walking distance to downtown. Bordered by conservation land with walking trails right off the driveway. Located on private cul-de-sac with no through traffic. Sleeps 9 in 4 bedrooms. Close to all of the amenities of town and Lake Winnip …see more

from $250 / night

$1,000 / week

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from $250 / night

34

Cottage rental in Wolfeboro

New Hampshire / Wolfeboro

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Rust Pond Camp features a generous master bedroom with a queen bed, sitting area, and large closet/desk area. The living room has a queen memory foam sofa bed, and a dining table and chairs. The loft has two twin beds accessed from and overlooking the living room. The k …see more

from $230 / night

$1,610 / week

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Responds fast!
avg. 2 hours 58 minutes

from $230 / night

(3) Excellent 

91

Cottage rental in Wolfeboro with golf nearby

New Hampshire / Wolfeboro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $99 / night

$693 / week

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Responds fast!
avg. 1 hour 2 minutes

from $99 / night

(6) Excellent 

100

Cottage rental in Wolfeboro with golf nearby

New Hampshire / Wolfeboro

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $169 / night

$903 - $1,113 / week

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Responds fast!
avg. 1 hour 2 minutes

from $169 / night

(16) Excellent 

66

Vacation cottage rental

New Hampshire / Wolfeboro

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $209 / night

$1,463 / week

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Responds fast!
avg. 1 hour 2 minutes

from $209 / night

14

Wolfeboro Vacation home rental

New Hampshire / Wolfeboro

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Welcome to Nellie's View, an 850 SF lakefront cottage on pristine Rust Pond, in Wolfeboro, New Hampshire! The home is has just been renovated, and features a large eat-in kitchen, kid-sized birch bunk beds, a living room with a cathedral ceiling and queen memory foam so …see more

from $249 / night

$2,044 / week

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Responds fast!
avg. 2 hours 58 minutes

from $249 / night

28

Wolfeboro Vacation cottage rental

New Hampshire / Wolfeboro

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Sweet Apple Camp is very private, with french doors overlooking the old apple orchard, the Ruins, and the woodland beyond, It features a queen bed, full bathroom, and small kitchen with a pine peninsula and barstools. It also has an entry deck, outdoor seating, a hammoc …see more

from $180 / night

$1,260 / week

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Responds fast!
avg. 2 hours 58 minutes

from $180 / night

37

Vacation cottage with golf nearby in Wolfeboro

New Hampshire / Wolfeboro

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $149 / night

$1,043 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from $149 / night

28

Vacation cottage with golf nearby in Wolfeboro

New Hampshire / Wolfeboro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Black Bear Camp, formerly listed as Ehawee Camp, will have a beautiful bedroom addition for 2018! It will feature this master bedroom with a queen bed, nightstands, and closets. The living room has a queen memory foam sofa bed, a full bathroom, and a small kitchen with …see more

from $210 / night

$1,470 / week

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Responds fast!
avg. 2 hours 58 minutes

from $210 / night

(2) Excellent 

32

Wolfeboro Vacation cottage rental

New Hampshire / Wolfeboro

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Spruce Camp is one of five camps on the Grey Shingles Camps property. It features front and rear doors with decks, a master bedroom with a queen bed, a living room with a queen memory foam sofa bed, and a loft with two twin beds. It also has a full bath with a tub, and …see more

from $220 / night

$1,540 / week

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Responds fast!
avg. 2 hours 58 minutes

from $220 / night

35

Wolfeboro Vacation cottage rental

New Hampshire / Wolfeboro

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $189 / night

$1,323 / week

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Responds fast!
avg. 1 hour 2 minutes

from $189 / night

30

Wolfeboro Vacation cottage rental

New Hampshire / Wolfeboro

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Copple Crown Camp features a hickory queen bed, hickory nightstands, a full bathroom, and a small kitchen with a pine peninsula and barstools. It has outdoor seating and a charcoal grill, and looks out onto the Great Lawn and orchard. Copple Crown Mountain can be seen a …see more

from $175 / night

$1,225 / week

Book View

Responds fast!
avg. 2 hours 58 minutes

from $175 / night

8

Vacation home in Wolfeboro

New Hampshire / Wolfeboro

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
A charming 1770 historic farm house! Enjoy "The Ridge" a private 3 bed 2 bath accommodations including linens, towels and a full kitchen with pots/pans and utensils. Plenty of room, home away from home. Enjoy hiking, skiing, swimming, boating, historic sites, museums an …see more

from $171 / night

$1,200 - $1,815 / week

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from $171 / night

(3) Excellent 

52

Wolfeboro Vacation home rental

New Hampshire / Wolfeboro

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
In Wolfeboro for a wedding, a special event, or just to relax and enjoy all that the Lakes Region has to offer, the Brick House is a spacious home with privacy and room for large families or groups. With six bedrooms, three and a half baths, two screened porches, an ope …see more

from $750 / night

$4,500 / week

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Responds fast!
avg. 1 hour 49 minutes

from $750 / night

43

Vacation cottage with golf nearby in Wolfeboro

New Hampshire / Wolfeboro

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $159 / night

$1,113 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from $159 / night

35

Cottage rental in Wolfeboro with golf nearby

New Hampshire / Wolfeboro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $139 / night

$973 / week

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Responds fast!
avg. 1 hour 2 minutes

from $139 / night

42

Vacation cottage with golf nearby in Wolfeboro

New Hampshire / Wolfeboro

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $119 / night

$833 / week

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Responds fast!
avg. 1 hour 2 minutes

from $119 / night

24

Cottage rental in Wolfeboro with golf nearby

New Hampshire / Wolfeboro

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching for our Name in your Browser. 3 for couples, 3 for 4-6 people & 3 for 4-9 & a House for 14-18. Return to Simplicity. No Shoes, no keys, no technology required... Choose fr …see more

from $149 / night

$1,043 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from $149 / night