What types of vacation rentals are available in Wolfeboro?

There are loads of different property types that you can make your vacation home in Wolfeboro. You’ll find apartments, campgrounds, cottages and houses.

Are there any pet-friendly vacation rentals in Wolfeboro?

There are a number of dog and pet-friendly Wolfeboro vacation rentals, with around 22% allowing you to bring your pet along with you.

How can I find vacation rentals near me in Wolfeboro?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Wolfeboro Vacation Rentals from $151/night

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Best Wolfeboro vacation rentals

Luxury Studio with Hot Tub! Walk to Beach & Downtown!

Wolfeboro, NH

9.1Wonderful(17)

$229+

Check availability

Cottage 11 - 1 Bedroom and 1 Bathroom with Loft

Wolfeboro, NH

9.5Wonderful(7)

Parking

Free Wi-Fi

Pet friendly

$193+

Check availability

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Wolfeboro, NH

Pet friendly

$344+

Check availability

Cottage 4 - 1 Bedroom and 1 Bathroom with Loft

Wolfeboro, NH

8.8Very good(7)

Parking

Free Wi-Fi

Pet friendly

$196+

Check availability

Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath

Wolfeboro, NH

10Wonderful(7)

Parking

Free Wi-Fi

Pet friendly

$219+

Check availability

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Wolfeboro, NH

9.8Wonderful(6)

Parking

Free Wi-Fi

Pet friendly

$201+

Check availability

Caretakers Apartment-Split level w/ European Bath

Wolfeboro, NH

8.3Very good(3)

Parking

Free Wi-Fi

Pet friendly

$159+

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Cottage 7 - Stand Alone 1 Bedroom / 1 Bath

Wolfeboro, NH

9.5Wonderful(5)

Parking

Free Wi-Fi

Pet friendly

$181+

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Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Wolfeboro, NH

Free Wi-Fi

$582+

Check availability

The Cottages Of Wolfeboro

Wolfeboro, NH

8.1Very good(24)

Free Wi-Fi

Pet friendly

$211+

Check availability

Cottage 12 - 1 Bedroom and 1 Bathroom with Loft

Wolfeboro, NH

8.9Very good(7)

$242+

Check availability

Cottage 1-2 - 2 Bedroom / 1 Bath End Unit

Wolfeboro, NH

9.3Wonderful(2)

Parking

Free Wi-Fi

Pet friendly

$247+

Check availability

Cottage 5-6 - 2 Bedroom / 1 Bath End Unit

Wolfeboro, NH

9.5Wonderful(6)

Parking

Free Wi-Fi

Pet friendly

$261+

Check availability

Lakefront Relaxation - 2025 Summer Dates Still Available

Wolfeboro, NH

Free Wi-Fi

$712+

Check availability

Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath

Wolfeboro, NH

9.7Wonderful(6)

Parking

Free Wi-Fi

Pet friendly

$490+

Check availability

Two Bedroom with Lake View

Wolfeboro, NH

9.3Wonderful(9)

Parking

Free Wi-Fi

$497+

Check availability

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KAYAK’s insights for vacation rentals in Wolfeboro

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Wolfeboro with confidence.

Which month has the cheapest vacation rental rates in Wolfeboro?

Vacation rentals are cheapest in Wolfeboro in April, with average rates of $174. In comparison, August is the most expensive month, with prices at $1,003.

What is the cheapest day of the week to book a vacation rental in Wolfeboro?

Monday offers the lowest rates in Wolfeboro, with an average nightly price of $148. The highest prices are found on Saturday, with average rates at $552.

Find deals

Low season	April
High season	August
Average price (weeknight)	$218
Average price (weekend night)	$315

Cheapest month to stay with an average 58% drop in price.

Most expensive month to stay with an average 141% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

Vacation rentals in Wolfeboro are around 35% more expensive than hotels on average. Search here to compare prices for all accommodation types in Wolfeboro.
The best vacation rental properties in Wolfeboro are Luxurious Lakehouse - Firepit with beautiful sunsets+ Central Air + Private Dock (10.0, 21 reviews), Lake Winnipesaukee Waterfront Cottage - Only On Vrbo! (9.8, 49), and Rust Pond, Wolfeboro Nh, Beautiful, Quiet Lakefront Chalet, \'Campbellot\' (9.8, 33), based on ratings and reviews from real travelers.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Wolfeboro for 4 days.

What types of vacation rentals are available in Wolfeboro?
There are loads of different property types that you can make your vacation home in Wolfeboro. You’ll find apartments, campgrounds, cottages and houses.
Are there any pet-friendly vacation rentals in Wolfeboro?
There are a number of dog and pet-friendly Wolfeboro vacation rentals, with around 22% allowing you to bring your pet along with you.
How can I find vacation rentals near me in Wolfeboro?
Take a look at our vacation rentals map to find the best vacation rental homes near you.