Yankee Pedlar Realtors - Vacation Rentals

09/09/2026

Now THIS is a lake house!

14 & 20 Gateway Road boasts 370 feet of frontage and three acres with a spectacular 6 bedroom home and separate 1950's cabin.
9 bed · 11 bath · 9,295 sq ft
$13,900,000

Details, photos and showings:
https://winnire.com/for-sale/5108354

Listing courtesy of Compass New England, LLC. MLS #5108354

09/02/2026

Less than $1m?! Now is the time to be on Lake Wentworth!

53 Fernald Crossing, Wolfeboro : $995,000
3 bed · 1 bath · 960 sq ft
More pictures and details:
https://winnire.com/for-sale/5107813

8 Shady Lane, Wolfeboro : $1,800,000
2 bed · 2 bath · 1,064 sq ft
More pictures and details:
https://winnire.com/for-sale/5107780

Listings courtesy of Maxfield Real Estate/Wolfeboro and BHHS Verani Wolfeboro.

08/23/2026

Crescent Lake used to be called Crooked Pond, and the cottages on its shore started out as somebody's cow pasture.

The story of Joseph Avery, the farmer and town clerk who spent 17 years opening a road to the water, and the 1940s cottage you can still rent today.

Cottage #516 on Crescent Lake may be one of the original Avery cottages, built on land that was once a working farm. Here's the surprising story behind it.

08/12/2026

Triggs Island may be small, but it has big stories to tell!

Methodist ministers, quirky island rules, car-horn pickup codes, and even a future Supreme Court justice afraid of water all played a part in its story.... read more here!

From colonial settler Thomas Triggs to a future Supreme Court justice conquering his fear of water, Triggs Island on Lake Wentworth has a story worth knowing.

08/11/2026

Last minute week available at Stonehenge Sands on Lake Winnipesaukee!

Aug 15 - Aug 22: $12,000 plus fees

Newly renovated 5 bedrooms and 5 bathrooms, sleeps 14, private waterfront, 3 dock slips, screened porch, sandy beach, wide level lawn.

More pictures and info: https://winnire.com/rentals/502
Reach out to us to book!

08/08/2026

🎉 Concerts in the Park! Don't miss tonight's headliner in Cate Park - The Compaq Big Band, showcasing the power of 14 horns, a cookin’ rhythm section, great vocalists, and terrific instrumental soloists!

Details:
https://wolfeborobandstand.org/schedule/

08/03/2026

The lake is a little cool.. ..the hot temps coming up will hopefully warm it up a bit!
Click through to see historical temps and lake levels!

Lake Winnipesaukee is 73.2° today, 2.2° cooler than the 9-year average for August 2. The lake is at 503.60 ft, 0.72 ft below full lake.

07/30/2026

Commercial opportunity in Downtown Wolfeboro:
29 Mill Street

- 1,225 square feet on the ground floor
- easy accessible, dedicated parking
- potential docking opportunity on Back Bay!

MLS #5095305: $315,000

Details and more photos:
https://winnire.com/for-sale/5095305

07/23/2026

Cottages of Lake Winnipesaukee: A Step Back in Time

Small, charming, and full of character, the classic cottages of Lake Winnipesaukee offer a timeless escape that no modern rental can replicate!

Read the full story and the listings!
https://winnire.com/blog/cottages-of-lake-winnipesaukee-a-step-back-in-time

07/22/2026

Great new in-town turn-key listing!

https://winnire.com/for-sale/5101120