Wolfeboro Cottages

An aerial view of a lakeside town with colorful autumn foliage, a church, and a marina with boats.

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Our top choices for Wolfeboro cottages

A two-story house with a white picket fence, a gravel driveway, and autumn foliage in the background.

1. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Wolfeboro

Anais & Zach

includes taxes & fees

27 Oct - 28 Oct

A garden with a white pergola, red chairs, and pink flowers.

2. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Wolfeboro

Anonymous traveller

includes taxes & fees

27 Oct - 28 Oct

A storefront with a blue awning and American flags, named "Paper Store Blacks Gift Shop."

3. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Wolfeboro

David M.

includes taxes & fees

27 Oct - 28 Oct

A house with a porch, surrounded by a garden with pink and yellow flowers.

4. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Wolfeboro

Jeanine L.

includes taxes & fees

27 Oct - 28 Oct

A golf course with a pond, surrounded by trees with autumn foliage.

5. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Wolfeboro

Connie S.

includes taxes & fees

27 Oct - 28 Oct

A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

6. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Wolfeboro

Jessica G.

includes taxes & fees

27 Oct - 28 Oct

7. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Wolfeboro

Leah F.

includes taxes & fees

28 Oct - 29 Oct

A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

8. Newly Renovated Cottage 3 on Main Street Alton Bay!

Alton

David

includes taxes & fees

1 Nov - 2 Nov

A cabin with a porch, a small attached shed, and a well-maintained lawn.

9. Cozy Tuftonboro Escape: Steps to Private Beaches!

Tuftonboro

Denise

includes taxes & fees

27 Oct - 28 Oct

10. Cozy, Pet-Friendly Escape Near Lake & Mountains

Gilford

Janet M.

A red wooden building with a balcony and a staircase leading to a deck.

11. Rustic Rose Cottage of Historic West Lebanon

Lebanon

Heather K.

includes taxes & fees

3 Nov - 4 Nov

A white cabin with a green roof, surrounded by dense green trees.

12. Cozy Cottage on a Lake, near Gunstock Mountain

Gilmanton

Dawn P.

includes taxes & fees

28 Oct - 29 Oct

A small cabin with a deck, a front door, and a window.

13. Newly Renovated Cottage 8 Main Street Alton Bay!

Alton

Eric

includes taxes & fees

27 Oct - 28 Oct

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Top Wolfeboro Hotel Reviews

Super 8 by Wyndham Tilton/Lake Winnipesaukee

10/10 Excellent

"Room temperature was good."

The Governor's Inn

10/10 Excellent

"Beautiful historic building made into an event ctr, restaurant & bed/breakfast. Don't expect the same as a motel. Rooms are authentic to the building. Keys for rooms, no microwave or coffee makers in rooms and separate air conditioners for each room. There is a small refrigerator in the room & coffee is freely available near the check-in area. The bathrooms are roomy & upgraded and the room has numerous USB ports for charging your phone & laptop. (Softer beds would make it perfect)The breakfast room & restaurant keep the historic building feel & are comfortable to a relaxed dining experience. The event room is large & can accommodate a good size group with a separate entrance. Excellent, convenient parking for everything!"

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