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Featured Cottages in Wolfeboro

LAKE FRONT!!   SKI ALL WINTER!!!

LAKE FRONT!! SKI ALL WINTER!!!

Gilmanton NH
Located in Gilmanton, this cottage is on a lake, within a 15-minute drive of Gilmanton Public Library and Gilmanton Year-Round Library.
Opens in a new windowLAKE FRONT!! SKI ALL WINTER!!!
Beautiful cottage in the Lakes Region on Hermit Lake

Beautiful cottage in the Lakes Region on Hermit Lake

Sanbornton NH
Located in Sanbornton, this cottage is on the waterfront, within a 10-minute drive of Sanbornton Public Library and Den Brae Golf Course.
Opens in a new windowBeautiful cottage in the Lakes Region on Hermit Lake
Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock

Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock

Meredith NH
With a stay at this cottage in Meredith, you'll be on the beach, within a 15-minute drive of Lake Winnipesaukee and Wickwas Lake.
Opens in a new windowWaterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock
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Lakefront Winnisquam Cottage with dock & boat ramp

Lakefront Winnisquam Cottage with dock & boat ramp

Belmont NH
Located in Belmont, this cottage is on the waterfront, a 1-minute drive from Lake Winnisquam and 6 minutes from Belknap Mill Society Museum.
Opens in a new windowLakefront Winnisquam Cottage with dock & boat ramp
Ossipee Lake Water Front Property

Ossipee Lake Water Front Property

Ossipee NH
Located in Center Ossipee, this cottage is on the waterfront, within a 10-minute drive of Indian Mound Golf Course and Ossipee Lake Trail.
Opens in a new windowOssipee Lake Water Front Property
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

Alton NH
When you stay at this cottage in Alton Bay, you'll be on a lake, within a 15-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Opens in a new windowThe Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee
Stunning lakefront gem with full water view, beach access & dock

Stunning lakefront gem with full water view, beach access & dock

Moultonborough NH
With a stay at this cottage in Moultonborough, you'll be on the waterfront, within a 5-minute drive of Lake Winnipesaukee and Multonborough Town Beach.
Opens in a new windowStunning lakefront gem with full water view, beach access & dock
Lake Winnipesaukee W/ Dock included.

Lake Winnipesaukee W/ Dock included.

Laconia NH
With a stay at this cottage in Laconia (Bayside), you'll be within a 10-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Opens in a new windowLake Winnipesaukee W/ Dock included.
Dog-friendly lakefront cottage with private dock, air hockey, water access, W/D

Dog-friendly lakefront cottage with private dock, air hockey, water access, W/D

Meredith NH
With a stay at this cottage, you'll be centrally located in Meredith, within a 10-minute drive of Lake Winnipesaukee and Barnz's Meredith Cinema.
Opens in a new windowDog-friendly lakefront cottage with private dock, air hockey, water access, W/D
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wolfeboro Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Wolfeboro will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Wolfeboro definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Wolfeboro, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Wolfeboro Cottages essential information

Accommodation
251 Cottages
Lowest Price
AU$190
Highest Price
AU$250
Popular accommodation
LAKE FRONT!! SKI ALL WINTER!!!, Beautiful cottage in the Lakes Region on Hermit Lake, Waterfront camp on quiet part of Lake Winnisquam, dog-friendly, w/dock, Lakefront Winnisquam Cottage with dock & boat ramp, Ossipee Lake Water Front Property, The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee, Stunning lakefront gem with full water view, beach access & dock, Lake Winnipesaukee W/ Dock included., Dog-friendly lakefront cottage with private dock, air hockey, water access, W/D

Top trending hotels in Wolfeboro

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
90 N Main St Wolfeboro NH
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 19 Apr to 20 Apr
AU$250
per night
19 Apr - 20 Apr
With a stay at The Wolfeboro Inn in Wolfeboro, you'll be near ski lifts, within a 10-minute drive of Lake Winnipesaukee and Wolfeboro Institute of the Arts.
Opens in a new windowThe Wolfeboro Inn
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St Wolfeboro NH
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 5 Apr to 6 Apr
AU$207
per night
5 Apr - 6 Apr
Located in Wolfeboro, Lake Wentworth Inn is near the beach, a 5-minute walk from New Hampshire Boat Museum and 5 minutes by foot from Allen Albee Beach.
Opens in a new windowLake Wentworth Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street Wolfeboro NH
The price is AU$190 per night from 3 May to 4 May
AU$190
per night
3 May - 4 May
Located in Wolfeboro, The Windrifter Resort is in the historical district, within a 5-minute drive of Brewster Beach and Lake Winnipesaukee.
Opens in a new windowThe Windrifter Resort
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Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy Meredith NH
The price is AU$218 per night from 3 May to 4 May
AU$218
per night
3 May - 4 May
With a stay at Mill Falls Resort Collection at the Lake in Meredith, you'll be 5 mi (8 km) from Weirs Beach and 8.7 mi (14 km) from Bank of New Hampshire Pavilion ...
Opens in a new windowMill Falls Resort Collection at the Lake
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.