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Wolfeboro Rentals

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156 Houses

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 2 minutes

Price per night from

$170

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

Wolfeboro house

5 bedrooms / 3 bathrooms / sleeps 18

Responds fast! avg. 1 hour 2 minutes

Price per night from

$559

Spruce Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$251

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 6

“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, groceries and downtown Wolfeboro. I especially enjoyed the daily hike by the river only a block away. The cottages are nestled away under cool trees and comfortably air conditioned for a great nights sleep. The new owners provide a great friendly, family atmosphere for a lake getaway! I highly recommend a visit and you'll want to stay a week at least to take in a visit to nearby beaches and lakes, museums and downtown shopping within walking distance. I can't wait to get back again. Recommended for: Age 55+, Girls Getaway, Tourists without a Car, Sightseeing, Families with Teenagers, Families with Young Children, Romantic Getaway

Responds fast! avg. 1 hour 2 minutes

Price per night from

$210

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

Wolfeboro cottage

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 2 minutes

Price per night from

$212

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$267

Spacious 4 Bedroom Family Home, close to town

Wolfeboro house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$288

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 2 minutes

Price per night from

$187

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

Wolfeboro cottage

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 2 minutes

Price per night from

$249

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

Wolfeboro cottage

2 bedrooms / 1 bathroom / sleeps 9

Responds fast! avg. 1 hour 2 minutes

Price per night from

$223

Nellie's View at Grey Shingles Camps

Wolfeboro house

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$298

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 2 minutes

Price per night from

$196

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$170

Sweet Apple Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$201

Black Bear Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$241

Amazing mountain views and Animals in the Lakes Region

Wolfeboro house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$328

Copple Crown Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$196

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

Wolfeboro cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$184

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

Wolfeboro apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 2 minutes

Price per night from

$121

Responds fast! avg. 1 hour 2 minutes

Price per night from

$374

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

Wolfeboro house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 2 minutes

Price per night from

$465

NEW! Bright Lake Winnipesaukee Home - Walk to Town

Wolfeboro house

5 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 46 minutes

Price per night from

$402

Great rentals within 20 miles that match your search

Seventh Tee on Indian Mound Golf Course

Center Ossipee house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$151

White Tail Haven

Chocorua house

3 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$270

Loon's Landing on Silver Lake

Silver Lake house

5 bedrooms / 7 bathrooms / sleeps 11

Price per night from

$677

Not available

New Durham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,867

Seven Oaks

Center Ossipee house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$560

Rocco's Retreat

Silver Lake house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$387

Charming Cottage with a Channel View

Weirs Beach house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$202

Sunset Lodges on Lake Winnipesaukee - Lodge #7

Mirror Lake lodge

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 32 minutes

Price per night from

$327

Responds fast! avg. 3 hours 9 minutes

Price per night from

$762

Very Private Family Compound on Lake Winnisquam

Belmont villa

10 bedrooms / 4 bathrooms / sleeps 25

Responds fast! avg. 2 hours 55 minutes

Price per night from

$1,745

Price per night from

$489

Lakefront home with private dock on Great East Lake - Smoke Free

Sanbornville house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 39 minutes

Price per night from

$736

Doscher LakeHouse

Meredith house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$498

Castle Rest - Victorian home in Weirs Beach, NH

Weirs Beach house

7 bedrooms / 3 bathrooms / sleeps 17

Price per night from

$577

Lakefront Home with private dock on Great East Lak

Wakefield house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$774

Lake Shell Camp - WF - 394

Gilmanton house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 51 minutes

Price per night from

$186

Viewing 38 of 156
rentals in Wolfeboro

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Top Destination reviews

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

We stayed for three nights at the beginning of august and were very comfortable here. The cottages seem newly renovated and are super clean with down bedding (no gross comforters). Can walk to town, a market is practically next door, yet cottages still feel pretty quiet. Kitchens are nicely stocked, they even have coffee and sugar, and the outside eating area was perfect. The host David is also very nice to deal with. Great stay, thanks!!see more
08-9 Lake Winnipesaukee (max 8) 5 min walk to Bay- FREE BIKES KAYAKS WOOD & WIFI
Annual trip with wonderfully new experience

We travel to the region annually from Texas to escape the heat. This trip we tried the cottages for a different experience. Our host and hostess were more than accomodating and gracious. We became so comfortable I began to expect them to cook us breakfast. The cottage was immaculate, quiet, and well located for our activities. Definately a spot I would pick again, maybe I 'll get a breakfast this time.see more
07 Squam Lake Cottage (max 3) 5 min walk to Bay - FREE BIKES KAYAKS WOOD & WIFI
The perfect balance between convenient and quiet

I can't say enough about The Cottages. They were like something out of a magazine-clean, cozy, unbelievably comfortable and quiet. If there wasnt so much to do in Wolfeboro (dream town) which is just a few steps away, i would have just relaxed in our little cottage! The grounds were great for our 3 children, and we even had campfires in the evenings! I cant say enough about this perfect spot and dreamy town, which lends itself to family time that we rarely seem to find at home. The owners were also delight to work with-I'd say The Cottages are the best kept secret near Winnepesaki, and we cant wait to get back!see more

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