More and more of our guests are coming to Winnipesaukee for the month, the summer, or the year, working remotely from the dock, or waiting for the right waterfront home to come on the market. A select few of our homeowners are open to longer stays.
A long stay isn't for everyone, but if any of these sound like you, let's talk.
You can work from anywhere, so why not a screened porch over the water? Tell us what you need to work from the house and we'll ask the owners.
You're serious about buying on Winnipesaukee, but the perfect waterfront listing hasn't come up yet. Rent by the season so you're here when it does, and get to know the towns while you wait.
Summer camp, family reunions, kids home from college. You want a single basecamp from Memorial Day to Labor Day, not the shuffle of back-to-back weekly rentals.
Long stays don't get booked like weekly rentals. Most of our long-term guests reach out in the summer or fall for the following year. Tell us your dates, your group, what kind of home you're looking for, and we'll start the conversation with homeowners who've said they're open to longer terms.
From there it develops. We talk with owners through the fall and winter about their own plans; some free up weeks, some change their minds, a few houses that weren't long-term candidates last year become candidates this year. We work back and forth with you as pieces fall into place. It's a conversation, not a checkout flow.
By the time your arrival date comes around, you have one lease, one check-in, and one home for the duration, not a stack of Saturday-to-Saturday contracts. We handle the coordination end to end.
The earlier you ask, the more we can work with. Most homes are already booked for summer as a stack of weekly rentals. Long stays come together through conversations in the fall; the earlier you tell us your plans, the more owners we can talk to on your behalf as their own calendars take shape. Last-minute matches do happen, but a long runway is what makes the selection work.
These owners have said yes to monthly or full-season rentals in principle. Specific dates and pricing are still negotiated case by case, so tell us your plans before setting your heart on any one home.
See them all on a map
An open, light-filled home on Smith Point with soaring windows over the lake, a master suite balcony, and expansive decks.
4 bedrooms · 4.5 baths · sleeps 10 · 1 dock slip
North exposure · Off dock
20+ min to town
Perfectly situated on a rare level lot with a large sugar-sand beach and gentle water access, this home is ideal for guests of all ages, from kids splashing in the shallows to grandparents enjoying the serene setting.
6 bedrooms · 3 baths · sleeps 12 · 2 dock slips
South exposure · Sandy beach
Freshly renovated top to bottom, with a private yard, a finished game room, and town beaches and boat launches minutes away
2 bedrooms · 2 baths · sleeps 6
None exposure
10-15 min to town
A contemporary seven-bedroom lodge on Winter Harbor with a private sandy beach, calm water, and en-suite rooms for fourteen.
7 bedrooms · 6.5 baths · sleeps 14 · 2 dock slips
South exposure · Sandy beach
10-15 min to town
Watch sunsets over the Broads from the expansive front porch. Walk to town!
6 bedrooms · 2 baths · sleeps 8 · 2 dock slips
West exposure · Off dock
Under 5 min to town
Newly renovated, with a true sandy beach and panoramic west-facing sunsets, among the finest views on Winnipesaukee.
4 bedrooms · 3.5 baths · sleeps 10 · 2 dock slips · boathouse
West exposure · Sandy beach
Renovated cottage on Crescent Lake, short stroll to downtown and the rail trail
3 bedrooms · 1 baths · sleeps 6 · 1 dock slip
East exposure · Off dock · natural shoreline
Under 5 min to town
Classic New England charm, a guest cottage, a boathouse, and morning coffee on the covered porch, a walk from downtown.
4 bedrooms · 3.5 baths · sleeps 12 · 2 dock slips · boathouse · guest house
East exposure · Off dock
Under 5 min to town
Perfect for families and groups, this property features a spacious main house with three air-conditioned bedrooms, a cozy fireplace, and a modern kitchen with bar seating.
5 bedrooms · 4 baths · sleeps 12 · 2 dock slips · guest house
South exposure · Sandy beach
10-15 min to town
A grand two-house compound with a level grassy waterfront, a sandy beach, and sunsets, steps from downtown Wolfeboro.
8 bedrooms · 9.5 baths · sleeps 14 · 2 dock slips · guest house
Southwest exposure · Sandy beach
Under 5 min to town
Every home above on one map. Switch to the list to jump back up to any of them.
The more you tell us, the better we can match you. We'll get back with honest options, and an honest read on availability.
Yes, with 10 of the homes we manage. Their owners have said yes to monthly or full-season stays in principle, in Wolfeboro, Tuftonboro, and Alton. Every long stay is arranged individually: the dates, the price, and which house, all come out of a conversation with us and with the owner rather than an online calendar. Tell us your months and your group and we will start that conversation.
There is no rate card for long stays, because each one is negotiated with the owner. The pattern is consistent, though. Peak summer weeks stay at market rate, since owners have weekly renters competing for those. May, early June, September, October, and the winter months come down meaningfully for a longer commitment, so the longer the stay, the better the blended rate. You will have the full figure in writing before you commit to anything.
As early as you can. Most of our long-term guests reach out in the summer or fall for the following year, and the matches come together through conversations with owners over the fall and winter as their own plans take shape. Some free up weeks, some change their minds, and a few houses that were not candidates last year become candidates this year. Last-minute matches do happen, but a long runway is what makes the selection work.
Yes. New Hampshire's 8.5% rooms and meals tax does not apply to a stay of 185 or more consecutive days, under the state's permanent-resident rule. On a full-season or year-long booking that is a meaningful saving, and we apply the exemption when a stay qualifies. Shorter stays are taxed at the standard rate.
One lease, one check-in, and one home for the duration, not a stack of Saturday-to-Saturday contracts. Once the dates and price are agreed with the owner, the lease is signed electronically through DocuSign and payment is by check to our Wolfeboro office, on a schedule set out in the lease. We handle the coordination with the owner end to end, and you are dealing with the same people from the first call to the day you leave.
Many of our long-term guests do. Internet service varies from house to house around the lake, and it is the owner who knows what their home has. If working from the house matters to you, say so when you inquire, along with anything specific you need, and we will ask the owner and pass along what they tell us before anything is agreed. We recommend confirming it to your own satisfaction before you commit.
The homes currently open to long stays run 2 to 8 bedrooms and sleep 6 to 14. At least 8 of the 10 are directly on the water. Each home on this page lists its own bedrooms, sleeping arrangements, and shoreline, and the map at the foot of the list shows where every one of them sits on the lake.
Yes. Yankee Pedlar Realtors is a real estate brokerage as well as a rental office, and renting by the season while you wait for the right waterfront listing is exactly the situation a long stay suits. The same people arranging your stay can show you what is for sale on the lake, and tell you what a house like it earns as a rental if that is part of your thinking.
Only need a few weeks outside the summer? See off-season stays, or read the full rental FAQ and rental policies.
A long stay means living somewhere, not visiting it. These are the towns the homes above sit in, and what each one is like to call home for a season.
Yankee Pedlar is a real estate brokerage as well as a rental office. If you are renting by the season because the right waterfront home has not come up yet, the same people arranging your stay can show you what is for sale on the lake, and tell you what a house like it earns as a rental.
Prefer to call? We handle these personally.
Call (603) 569-1000
