Wolfeboro Oaks

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Dining room with Crescent Lake views through large windows

Wolfeboro, New Hampshire · Crescent Lake

A historic family retreat with lake views

An 1870s home that became “The Oaks” inn — now a gathering place for large families and reunions, minutes from downtown Wolfeboro.

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10 guests 5 bedrooms 3 baths Lake views

Guest Favorite on Airbnb · Exceptional on VRBO

Stay in The Oldest Summer Resort in America

This 1870s home was turned into “The Oaks” in the early 1900s as an inn for visitors taking in the Crescent Lake view. Your gathering gets the character of the old inn with modern comforts — dining for 15+, games for all ages, and rooms that look out toward the water.

Walk to the Cotton Valley Rail Trail, Mast Landing docks, and downtown shops, restaurants, and ice cream. Host can provide passes to three town beaches a short drive away.

Two-story exterior of Wolfeboro Oaks with porch and driveway

Life at the Oaks

Lake-facing rooms, a fireside gathering space, games for kids and grown-ups, and a yard with a firepit.

Long dining table framed by lake-view windows — Dining with lake views

Fireside room with piano, chandelier, and stove — Fireside room

Living room with couch, movie screen, foosball, and arcade — Games and movie night

Kitchen with wood cabinets and marble counters — Stocked kitchen

King master suite with multiple lake-facing windows — King master suite

Outdoor firepit with Adirondack chairs — Firepit and chairs

Historic downstairs bedroom with cathedral ceiling and marble fireplace — Historic bedroom

Side lawn with a glimpse of Crescent Lake — Lawn and lake

Exterior patio seating area — Patio seating

Built for big gatherings

Thoughtful comforts for reunions, holidays, and lake-week weekends.

Sleeps 105 bedrooms · king, queens, and twins
Dining for 15+Big tables and multiple gathering rooms
Games for everyoneArcade, foosball, piano, toys, puzzles
Full kitchenWell stocked for group cooking
Washer & dryerIn-unit laundry
Pet-friendlyDogs welcome (limits apply)
EV chargingTesla Level 2 charger on site
Work-friendlyOffice, desks, and fast Wi‑Fi
Outdoor firepitGrill, lawn games, seating
Walkable townTrail, docks, downtown nearby
Beach passesAsk host for three town beaches
ParkingRoom for about four cars

Ready for Wolfeboro?

Check dates on Airbnb or VRBO — same historic lake house either way.

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Where to book

Pick the platform you already use. Availability may differ slightly between listings.

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