Tuftonboro Lake Winnipesaukee waterfront vacation rental — 6BR, sleeps 14

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Luxury Lakefront Rentals

The finest weeks on Lake Winnipesaukee begin with an extraordinary place to stay.

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Our luxury collection brings together exceptional waterfront estates in Wolfeboro, Tuftonboro and Alton, with private sandy beaches, deep-water docks, boathouses, guest houses, expansive lake views and beautifully designed spaces made for gathering.

Every home is personally selected and locally managed by our team in downtown Wolfeboro. We know these properties firsthand, and we'll help you find the one that truly fits your family, whether you're planning a multi-generational summer tradition, a special celebration or simply an unforgettable week on the lake.

Summer 2026

Luxury Collection

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Winter Harbor · Tuftonboro

Boycroft Estate

Several private acres on Winter Harbor with a sandy beach, a boathouse with a rooftop deck, and a hidden tunnel down to the water.

Private estate
Boathouse with rooftop deck
Hidden tunnel to boathouse
Sandy beach

6 bedrooms · 5.5 baths · sleeps 14 · 4 dock slips · boathouse

Sleeping

1 King en suite on the main floor
2 Twins en suite on the main floor
1 King upstairs
2 Queens upstairs
1 Queen on the lower level
1 Triple bunk (3 Twins) lower level

On the water

South exposure · Sandy beach · Natural shoreline

10-15 min to town

$20,000 / week in peak season

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 4BR, sleeps 10

Wolfeboro Bay · Wolfeboro

Timberlane

Southwest sunsets, a private sandy perched beach, and a lower-level game room with pool, bar, and shuffleboard.

Gameroom with pool, shuffleboard, TV and bar
Southwest sunset deck
Private perched beach
Minutes to town

4 bedrooms · 4.5 baths · sleeps 10 · 2 dock slips

Sleeping

Queen, main floor (en suite)
Queen
Queen
Queen

On the water

Southwest exposure · Perched beach

Under 5 min to town

$15,000 / week in peak season

$13,000 / week in June and September

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 5BR, sleeps 10

Springfield Point · Wolfeboro

Sunset Sands

A sandy beach and west sunsets off one of the lake's best lots, with gracious single-floor living for the whole group.

Long views, dramatic sunsets
Level lawn
One level living

5 bedrooms · 3 baths · sleeps 10 · 2 dock slips

Sleeping

2 Queens on the main floor
2 Fulls en suite on the main floor
1 King on the main floor
2 Queens on the main floor
1 King and 1 Twin on the main floor

On the water

West exposure · Sandy beach

$16,000 / week in peak season

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Tuftonboro Lake Winnipesaukee waterfront vacation rental — 7BR, sleeps 12

Pick Point · Tuftonboro

Pick Point Paradise

New construction, private beach, and views that do the talking.

New Construction
Guest House
Privacy

7 bedrooms · 7 baths · sleeps 12 · 2 dock slips · guest house

Sleeping

King, main floor (en suite)
Queen (en suite)
King (en suite)
King (en suite)
Full and three twins
King · Guest House
Two Fulls · Guest House

On the water

Southwest exposure · Perched beach · Natural shoreline

10-15 min to town

$18,000 / week in peak season

$12,000 / week in June and September

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 8BR, sleeps 14

Wolfeboro Bay · Wolfeboro

The Wolfeboro Compound

A grand two-house compound with a level grassy waterfront, a sandy beach, and sunsets, steps from downtown Wolfeboro.

Two house compound
Grassy lawn, sandy beach
Southwest sunsets
Walk to downtown

8 bedrooms · 9.5 baths · sleeps 14 · 2 dock slips · guest house

Sleeping

1 King (upstairs)
1 Queen (upstairs)
1 King (down stairs)
1 King (downstairs)
1 King en suite Guest House (upstairs to right))
2 Queens en Suite in Guest House
1 King en Suite in Guest House
2 Twins en Suite in Guest House

On the water

Southwest exposure · Sandy beach

Under 5 min to town

$25,000 / week in peak season

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Tuftonboro Lake Winnipesaukee waterfront vacation rental — 7BR, sleeps 14

Winter Harbor · Tuftonboro

Winter Harbor Lodge

A contemporary seven-bedroom lodge on Winter Harbor with a private sandy beach, calm water, and en-suite rooms for fourteen.

Private sandy beach
Ping Pong table
7 bedrooms (4 en suite)

7 bedrooms · 6.5 baths · sleeps 14 · 2 dock slips

Sleeping

1 King (en suite)
1 King
4 Twins, upstairs (en suite)
1 King, upstairs (en suite)
2 Bunks (twin over full)upstairs (en suite)
1 King, lower level
2 Twins, lower level

On the water

South exposure · Sandy beach

10-15 min to town

$20,000 / week in peak season

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Alton Lake Winnipesaukee waterfront vacation rental — 4BR, sleeps 10

Broads · Alton

Smith Point

An open, light-filled home on Smith Point with soaring windows over the lake, a master suite balcony, and expansive decks.

Lake and Mountain views
Lower level pool table and bar

4 bedrooms · 4.5 baths · sleeps 10 · 1 dock slip

Sleeping

1 King
1 Queen
2 Queen
2 Queen
1 Queen in Loft

On the water

North exposure · Off dock

20+ min to town

$12,000 / week in peak season

$10,000 / week in June and September

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 5BR, sleeps 12

Jockey Cove · Wolfeboro

Jockey Cove

This expansive 5-bedroom, 5.5-bath home, plus a charming guest house, welcomes up to 12 guests for an unforgettable escape on the shores of Lake Winnipesaukee.

5 bedrooms · 5.5 baths · sleeps 12 · 2 dock slips · guest house

Sleeping

King (en suite)
Queen (en suite)
2 Twin
2 Twins
Queen and 1 Twin
Queen
Twin Bunk Bed
Queen · Guest House
Twin Bunk Bed · Guest House

On the water

Northwest exposure · Off dock

$16,000 / week in peak season

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 5BR, sleeps 16

Winter Harbor · Wolfeboro

Harbor Watch

A contemporary Winter Harbor home, fresh renovations for 2026, with five en-suite bedrooms and a two-story wraparound deck.

Recent renovations
Three levels of living, plus bunk room above garage
U-dock and water trampoline

5 bedrooms · 5.5 baths · sleeps 16 · 2 dock slips

Sleeping

King, main floor (en suite)
King and 2 Twins, upstairs (en suite)
1 Queen, upstairs (en suite)
1 King, lower level (en suite)
Queen and 2 Twins, lower level (en suite)

On the water

North exposure · Off dock

5-10 min to town

$17,000 / week in peak season

$15,000 / week in June and September

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Wolfeboro Bay · Wolfeboro

Sewall Luxury

Quiet luxury on Sewall Road with expansive waterfrontage, sandy beach, and guest house.

Sandy Beach
Guest House
Luxury Build

4 bedrooms · 5 baths · sleeps 10 · 2 dock slips · guest house

Sleeping

1 King en suite main floor
1 Queen en suite upstairs
1 Queen upstairs
2 Bunks in the lower level (4 Twins)
2 Twins in the Guest house

On the water

South exposure · Sandy beach · Sandy beach shoreline

Under 5 min to town

$20,000 / week in peak season

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Winter Harbor · Wolfeboro

Timeless Whitegate

A warm, stately lake home on Winter Harbor with west-facing sunsets, a private guest house, and a sandy beach.

Warm, stately craftmanship
Western views, sunsets
Expansive covered porch and screened porch

5 bedrooms · 4.5 baths · sleeps 10 · 2 dock slips · guest house

Sleeping

1 Queen
1 Queen
2 Twins
Queen · Guest House
2 Twins · Guest House

On the water

West exposure · Sandy beach

$20,000 / week in peak season

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Winter Harbor · Wolfeboro

Westerly

With breathtaking west-facing views and unforgettable sunsets, this spacious retreat features four beautifully appointed bedrooms, including three king suites and a fun bunk room for kids, plus four modern bathrooms and a bright, open-concept living area designed for gathering and relaxation.

4 bedrooms · 5 baths · sleeps 10 · 2 dock slips

Sleeping

King (En suite)
King (En suite)
King
4 sets of twin bunks

On the water

West exposure · Sandy beach

$17,000 / week in peak season

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 7BR, sleeps 14

Sewall Point · Wolfeboro

Sewall Point

A landmark home on Sewall Point with panoramic lake and mountain views, sunset decks, and room for fourteen.

Sewall Point
Southwest Sunsets
Game Room with Pool and Foosball

7 bedrooms · 4.5 baths · sleeps 14 · 2 dock slips

Sleeping

Queen
1 Full
King
Full
1 Queen and 2 Full
1 King
1 King (over garage)

On the water

Southwest exposure · Off dock

Under 5 min to town

$18,000 / week in peak season

$15,000 / week in June and September

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 6BR, sleeps 14

Winter Harbor · Wolfeboro

Harborside

A private pickleball court, fire pit, and game room on Winter Harbor, with water views and room for fourteen.

Pickleball Court
Three levels of living

6 bedrooms · 6 baths · sleeps 14 · 2 dock slips · guest house

Sleeping

1 King en suite on the main floor
6 Twins on the top floor loft
1 King on the lower level
2 Sets of bunks on the lower level
1 King en Suite on the lower level
2 Sets of bunks on the lower level en suite
2 Fulls and 3 Twins above garage en suite

On the water

North exposure · Perched beach

10-15 min to town

$18,000 / week in peak season

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 5BR, sleeps 14

Wolfeboro Bay · Wolfeboro

Stonehenge Sands

A gradual walk-in sandy beach and 155 feet of private shoreline on Wolfeboro Bay, with room for fourteen.

Newly Renovated

5 bedrooms · 5 baths · sleeps 14 · 3 dock slips

Sleeping

King en suite
Queen en suite
2 Bunks, twin over queen
King plus twin bunk

On the water

Northwest exposure · Sandy beach

5-10 min to town

$18,000 / week in peak season

$16,000 / week in June and September

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Wolfeboro Lake Winnipesaukee waterfront vacation rental — 6BR, sleeps 12

Wolfeboro Bay · Wolfeboro

The Overlook

A grand lake house with west-facing sunsets over Jockey Cove, a game room, a boathouse, and a private dock.

Sunsets over Jockey Cove
Lakeside Lawn
Walk to Downtown

6 bedrooms · 5 baths · sleeps 12 · 2 dock slips · boathouse

Sleeping

1 King en suite
1 Full
1 Queen and 1 Twin
1 Queen
1 Queen
1 Queen and 1 Twin en suite

On the water

West exposure · Off dock

$18,000 / week in peak season

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The Collection on the Map

Every home above on one map. Switch to the list to jump back up to any of them.

16 homes in the collection

From Our Guest Book

You were great!! Other than difficulty with TV accessing our accounts, excellent experience. Dock and water access very good…alittle hard to dock boat due to waves in the Broads. Rocks required water shoes. Lovely vintage home with many games, puzzles, plenty of kitchen ware, cooking utensils. Comfortable beds with AC, thoughtful welcome basket. Lovely covered porch with sunsets…excellent family getaway! Thank you!

Diane

We loved working with you and would 100% recommend and use again over Air BNB. Loved the personal service and communication.

Christine

You guys have been terrific for many years in helping our family find a vacation rental. Sorry we missed you on Sunday, but since we were so close to town someone always had to go to a store and it was my turn to drive. Thanks for the pie! And as always thanks for accommodating our dogs; we know that can be challenging.

Bob

Frequently Asked Questions

They sit on named stretches of the eastern and southern shore: Winter Harbor, Wolfeboro Bay, Broads, Jockey Cove, Pick Point, Sewall Point, and Springfield Point. In town terms that is Wolfeboro, Tuftonboro, and Alton. If you know the lake, those names will tell you more than a map will. If you do not yet, call us and we will talk you through how each one differs on water, wind, and how long it takes to get to town by boat.

Being on the water with its own dock is where we start, not where we finish. What earns a place is any one of the following, done properly: high-end kitchen appliances, en suite bedrooms, a game room, a boathouse, a wide sandy beach, or a large level lawn with spectacular views and the sunset. No house has all of them and none needs to. Size and price are not the test either, and there are bigger and more expensive homes on this lake that are not in this collection. For scale, these run 4 to 8 bedrooms and sleep 10 to 16. 6 have a separate guest house and 2 have a boathouse. We manage all of them directly for the families who own them, which is why you are talking to us and not to a listing platform.

Peak summer weeks in this collection run $12,000 to $25,000 per week. Rates are per week rather than per night, and each week is priced on its own, so June and September weeks come in below the July and August peak. Beyond the weekly rate there is a cleaning fee that varies by house, a $100 administrative fee, and New Hampshire's 8.5% rooms and meals tax. A refundable security deposit is held separately and is not part of the rental total. You will have the full figure in writing before you commit to anything.

That is what most of them are booked for. The collection runs 4 to 8 bedrooms and sleeps 10 to 16. 6 include a separate guest house, which matters when two or three families are sharing a week. When you inquire, tell us how the group breaks down rather than just the headcount: how many couples, how many children, whether anyone needs a bedroom on the main floor. That is what actually determines which house will suit you.

Yes. Every home in this collection is waterfront with its own dock, and most have room for more than one boat. 2 include a boathouse. Dock size and water depth vary by property, so if you are trailering a boat up, tell us its length when you inquire and we will confirm it fits before you book. If you are not bringing one, there are marinas within a short drive of all of these homes that rent by the day or the week.

You talk to a person. Send an inquiry through this site or call the office at (603) 569-1000 and we will confirm what is available, answer questions about the house, and hold the week while you decide. There is no instant-book button here by design: we book every stay personally. A deposit of roughly 50% secures the week and the balance is due before you arrive. Leases are signed electronically through DocuSign, and payment is by check to our Wolfeboro office.

No. Rentals on Lake Winnipesaukee run Saturday to Saturday, in full weeks. Check-in is Saturday afternoon and check-out is the following Saturday morning, which is what gives the cleaning crews time to turn a house this size over properly. Booking two or more consecutive weeks is common, and each week is priced individually when you do.

Yankee Pedlar Realtors has been arranging summers on this lake since 1940, and we manage these homes directly for the families who own them. Booking direct means no listing-site service fee, which at these weekly rates is not a small number. It also means that if something goes wrong mid-week you are calling a Wolfeboro office that knows the house and the owner, not a support queue.

Still deciding? Read our full rental FAQ or look over the rental policies before you inquire.

Where They Sit on the Lake

The collection sits on Winter Harbor, Wolfeboro Bay, Broads, Jockey Cove, Pick Point, Sewall Point, and Springfield Point. If you know Winnipesaukee, those names will tell you more than a map will.

Waterfront vacation rental in Wolfeboro, New Hampshire

12 homes in the collection

Wolfeboro, NH

America's Oldest Summer Resort

About Wolfeboro

Waterfront vacation rental in Tuftonboro, New Hampshire

3 homes in the collection

Tuftonboro, NH

Quiet Luxury on the Lake

About Tuftonboro

Waterfront vacation rental in Alton, New Hampshire

1 home in the collection

Alton, NH

Gateway to Winnipesaukee

About Alton

Planning the Week

The guides we keep for the rest of the Lakes Region, for when you want to get off the dock.

The Lake

Lake Winnipesaukee

72 square miles, 274 islands, 183 miles of shoreline, and the history behind it.

Explore the lake

Local Guide

Restaurants and Beaches

An interactive map of restaurants, beaches, boat launches, and local spots.

Open the map

This Summer

What's On

Concerts, farmers markets, and fireworks across the Lakes Region.

See the calendar

On the Water

Marinas and Boat Rentals

Marinas, public launches, fuel, and moorings around the lake.

Find a marina

Thinking Longer Term

Some Guests Stop Renting and Buy

Yankee Pedlar is a real estate brokerage as well as a rental office. If owning on this shoreline is somewhere in your thinking, the same people who book your week can show you what is for sale on it, and tell you what a house like it earns as a rental.

Waterfront Homes for Sale NH Buyer's Guide Rent Out Your Home

Ready to Book Your Escape?

Luxury rentals book quickly, especially for peak summer weeks. Tell us your dates and how many you are bringing, and we will tell you what is still open.

Inquire Now Call (603) 569-1000 Browse All Rentals