Wolfeboro Cottage Rentals

KAYAK searches hundreds of travel sites at once for cottage deals in Wolfeboro

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Wolfeboro cottage rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$142 - $532$532 - $922$922 - $1,312$1,312 - $1,702$1,702+ per night

Search by freebies

Free breakfastFree parkingFree cancellationFree internetFree airport shuttle

Most recommended cottage rentals in Wolfeboro

Show all
Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies - Wolfeboro - Patio
Cottage 4 - Queen and Full Beds Child Loft w 2 Twins Private Bath Kitchenette Pets Allowed Fee applies
Wolfeboro, NH
9.4Wonderful(16)
Cottage
Parking
Free Wi-Fi
Pet friendly
$193+
Check availability
Cottage 10 - King Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies - Wolfeboro - Patio
Cottage 10 - King Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies
Wolfeboro, NH
9.8Wonderful(7)
Cottage
Parking
Free Wi-Fi
Pet friendly
$181+
Check availability
Cottage 12 - 1 Bedroom and 1 Bathroom with Loft - Wolfeboro - Patio
Cottage 12 - 1 Bedroom and 1 Bathroom with Loft
Wolfeboro, NH
9.4Wonderful(13)
Cottage
$254+
Check availability
Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies - Wolfeboro - Patio
Cottage 7 - Stand Alone Queen Bed Child Loft w Twin Private Bath Kitchenette Pets Allowed Fee applies
Wolfeboro, NH
9.5Wonderful(11)
Cottage
Parking
Free Wi-Fi
Pet friendly
$196+
Check availability
Cottage 11 - Double Queen Beds plus Child Loft w 2 Twins Private Bath & Kitchenette Pets Allowed Fee applies - Wolfeboro - Patio
Cottage 11 - Double Queen Beds plus Child Loft w 2 Twins Private Bath & Kitchenette Pets Allowed Fee applies
Wolfeboro, NH
9.9Wonderful(10)
Cottage
Parking
Free Wi-Fi
Pet friendly
$215+
Check availability
Grandmas Cottage on the River and the Rail Trail in Wolfeboro - Wolfeboro - Building
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro, NH
10Wonderful(15)
Cottage
Free Wi-Fi
$540+
Check availability
Fun Family Wolfeboro Winnipesaukee Bay Waterfront With Sup, 5 Kayaks & 2 Canoes - Wolfeboro - Living room
Fun Family Wolfeboro Winnipesaukee Bay Waterfront With Sup, 5 Kayaks & 2 Canoes
Wolfeboro, NH
9.4Wonderful(30)
Cottage
Free Wi-Fi
$743+
Check availability
Lake Wentworth - Wolfeboro, New Hampshire - Wolfeboro - Patio
Lake Wentworth - Wolfeboro, New Hampshire
Wolfeboro, NH
9.4Wonderful(41)
Cottage
Free Wi-Fi
$655+
Check availability
Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine. - Wolfeboro - Living room
Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine.
Wolfeboro, NH
9.8Wonderful(22)
Cottage
Free Wi-Fi
$446+
Check availability
Quiet Wolfeboro Lakefront Getaway - Wolfeboro - Bedroom
Quiet Wolfeboro Lakefront Getaway
Wolfeboro, NH
9.8Wonderful(18)
Cottage
Free Wi-Fi
$579+
Check availability
Nellie's View - A Waterfront Cottage - Wolfeboro - Living room
Nellie's View - A Waterfront Cottage
Wolfeboro, NH
10Wonderful(3)
Cottage
Free Wi-Fi
$478+
Check availability
Relax on Crescent Lake #2 - Wolfeboro - Restaurant
Relax on Crescent Lake #2
Wolfeboro, NH
10Wonderful(8)
Cottage
$329+
Check availability
Quaint Cottage, Closse To Center Of Wolfeboro - Wolfeboro - Building
Quaint Cottage, Closse To Center Of Wolfeboro
Wolfeboro, NH
10Wonderful(1)
Cottage
$318+
Check availability
Relax at Crescent Lake - Wolfeboro - Building
Relax at Crescent Lake
Wolfeboro, NH
10Wonderful(11)
Cottage
$327+
Check availability
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015! - Wolfeboro - Living room
Perfect Lake Retreat featured in Yankee Magazine. Newly Renovated in 2015!
Wolfeboro, NH
Cottage
$1,702+
Check availability
The Cottages Of Wolfeboro - Wolfeboro
The Cottages Of Wolfeboro
Wolfeboro, NH
8.2Very good(20)
Cottage
Free Wi-Fi
$211+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
August
$190
$399
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 41% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Wolfeboro vacation rental deals

  • For the cheapest cottage rental in Wolfeboro, try to visit during the low season and outside of main travel peaks. The cheapest rates can be found in February and November.
  • The cheapest night of the week to rent a cottage in Wolfeboro is Monday. On the other hand, the most expensive is Saturday.

Where to stay in Wolfeboro?

Our map will help you find the perfect place to stay in Wolfeboro by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Wolfeboro