Wolfeboro, New Hampshire

Vacation Rentals in Wolfeboro, New Hampshire

Discover 93 vacation rental properties in Wolfeboro. From 1 to 6 bedrooms. Average $418/night. 100% have pools.

93 verified listings Book securely on VRBO Prices updated March 2026

93 properties available

Luxurious Lakehouse - Firepit with beautiful sunsets+ Central Air + Private Dock

Luxurious Lakehouse - Firepit with beautiful sunsets+ Central Air + Private Dock

4 beds 3 baths
PoolA/CWiFiBalcony
$489/night
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Beautiful Lake Front Cottage on Winter Harbor

Beautiful Lake Front Cottage on Winter Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$240/night
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Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, "Campbellot"

Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet, "Campbellot"

4 beds 1 bath
PoolA/CWiFiBalcony
$455/night
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Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access

Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access

1 bath
PoolA/CWiFiBalcony
$100/night
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Private Spacious & Sunny Bedroom and Bath in home

Private Spacious & Sunny Bedroom and Bath in home

1 bed 1 bath
PoolA/CWiFiBalcony
$184/night
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Adirondack-Style Cottage In Wolfeboro on Winnipesaukee

Adirondack-Style Cottage In Wolfeboro on Winnipesaukee

2 beds 1 bath
PoolA/CWiFiBalcony
$359/night
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Efficiency 8--Piping Rock Resort

Efficiency 8--Piping Rock Resort

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Cottage 12 - 1 King Bed / 1 Bath & Courtyard

Cottage 12 - 1 King Bed / 1 Bath & Courtyard

1 bed 1 bath
PoolA/CWiFiBalcony
$304/night
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Lake Wentworth Cabin : EV Friendly

Lake Wentworth Cabin : EV Friendly

2 beds 1 bath
PoolA/CWiFiBalcony
$295/night
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Cozy Wolfeboro Home w/ Private Deck: 1 Mi to Lake!

Cozy Wolfeboro Home w/ Private Deck: 1 Mi to Lake!

2 beds 2 baths
PoolA/CWiFiBalcony
$653/night
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Caretakers Apartment-Split level w/ European Bath

Caretakers Apartment-Split level w/ European Bath

1 bed 1 bath
PoolA/CWiFiBalcony
$257/night
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Cottage 11 - 1 Bed / 1 Bath w/ Private Courtyard

Cottage 11 - 1 Bed / 1 Bath w/ Private Courtyard

1 bed 1 bath
PoolA/CWiFiBalcony
$296/night
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Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

2 beds 1 bath
PoolA/CWiFiBalcony
$396/night
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Quiet Wolfeboro Lakefront Getaway

Quiet Wolfeboro Lakefront Getaway

4 beds 2 baths
PoolA/CWiFiBalcony
$497/night
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Elegant condo on the water in downtown Wolfeboro

Elegant condo on the water in downtown Wolfeboro

2 beds 1 bath
PoolA/CWiFiBalcony
$296/night
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In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'

In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'

2 beds 1 bath
PoolA/CWiFiBalcony
$290/night
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Lakeside Cottage Getaway

Lakeside Cottage Getaway

1 bed
PoolA/CWiFiBalcony
$217/night
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NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!

NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!

4 beds 2 baths
PoolA/CWiFiBalcony
$536/night
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Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

3 beds 1 bath
PoolA/CWiFiBalcony
$265/night
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Cottage 7 - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Stand Alone 1 Bedroom / 1 Bath

1 bed 1 bath
PoolA/CWiFiBalcony
$290/night
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Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach

Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach

4 beds 2 baths
PoolA/CWiFiBalcony
$279/night
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Amazing lakefront retreat with fireplace & stunning views - near skiing & golf

Amazing lakefront retreat with fireplace & stunning views - near skiing & golf

4 beds 3 baths
PoolA/CWiFiBalcony
$251/night
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On Lake Winnipausakee!,Year round house, private beach and great yard

On Lake Winnipausakee!,Year round house, private beach and great yard

4 beds 2 baths
PoolA/CWiFiBalcony
$447/night
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Cottage 5-6 - 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - 2 Bedroom / 1 Bath End Unit

2 beds 1 bath
PoolA/CWiFiBalcony
$356/night
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Peaceful Cottage in Beautiful Wolfeboro, NH!!

Peaceful Cottage in Beautiful Wolfeboro, NH!!

3 beds 1 bath
PoolA/CWiFiBalcony
$301/night
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Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath

1 bed 1 bath
PoolA/CWiFiBalcony
$305/night
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Downtown Wolfeboro 3 bed with pool!

Downtown Wolfeboro 3 bed with pool!

3 beds 1 bath
PoolA/CWiFiBalcony
$465/night
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Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Stand Alone 2 Bedroom / 2 Bath

2 beds 2 baths
PoolA/CWiFiBalcony
$423/night
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Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

2 beds 1 bath
PoolA/CWiFiBalcony
$418/night
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Relax on Crescent Lake #2

Relax on Crescent Lake #2

2 beds 1 bath
PoolA/CWiFiBalcony
$241/night
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Peaceful and spacious house. Snowmobile, XC Skiing just behind the house.

Peaceful and spacious house. Snowmobile, XC Skiing just behind the house.

3 beds 3 baths
PoolA/CWiFiBalcony
$279/night
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Lake Wentworth - Wolfeboro, New Hampshire

Lake Wentworth - Wolfeboro, New Hampshire

5 beds 3 baths
PoolA/CWiFiBalcony
$545/night
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Historic Wolfeboro Home one block to Village

Historic Wolfeboro Home one block to Village

4 beds 1 bath
PoolA/CWiFiBalcony
$422/night
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Charming house near beaches, lakes and mountains

Charming house near beaches, lakes and mountains

3 beds 2 baths
PoolA/CWiFiBalcony
$394/night
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Nellie's View - A Waterfront Cottage

Nellie's View - A Waterfront Cottage

1 bed 1 bath
PoolA/CWiFiBalcony
$321/night
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Cottage 1-2 - 2 Bedroom / 1 Bath End Unit

Cottage 1-2 - 2 Bedroom / 1 Bath End Unit

2 beds 1 bath
PoolA/CWiFiBalcony
$356/night
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Bright Lake Winnipesaukee Home - Walk to Town

Bright Lake Winnipesaukee Home - Walk to Town

4 beds 2 baths
PoolA/CWiFiBalcony
$288/night
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New Construction, Wolfeboro, NH Walk to Town

New Construction, Wolfeboro, NH Walk to Town

4 beds 3 baths
PoolA/CWiFiBalcony
$828/night
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Cozy Log Cabin w/ Mountain View

Cozy Log Cabin w/ Mountain View

4 beds 2 baths
PoolA/CWiFiBalcony
$352/night
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Close to Beach, Downtown, Hiking & more! Enjoy everything Wolfeboro has to offer

Close to Beach, Downtown, Hiking & more! Enjoy everything Wolfeboro has to offer

4 beds 2 baths
PoolA/CWiFiBalcony
$546/night
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Spacious 4BR,4BA w/Netflix, pool table, & library, near downtown Wolfeboro

Spacious 4BR,4BA w/Netflix, pool table, & library, near downtown Wolfeboro

4 beds 4 baths
PoolA/CWiFiBalcony
$621/night
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Adirondack Lake House Ideal for Summer & Fall Foliage: Lakefront & Amazing Views

Adirondack Lake House Ideal for Summer & Fall Foliage: Lakefront & Amazing Views

4 beds 3 baths
PoolA/CWiFiBalcony
$823/night
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Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

1 bed 1 bath
PoolA/CWiFiBalcony
$342/night
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Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

5 beds 3 baths
PoolA/CWiFiBalcony
$897/night
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Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit

Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit

4 beds 3 baths
PoolA/CWiFiBalcony
$565/night
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Downtown Wolfeboro! Walk to the lake, restaurants and park

Downtown Wolfeboro! Walk to the lake, restaurants and park

3 beds 1 bath
PoolA/CWiFiBalcony
$331/night
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Efficiency 9 --Piping Rock Resort

Efficiency 9 --Piping Rock Resort

1 bed 1 bath
PoolA/CWiFiBalcony
$127/night
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3BR House w/ backyard 5 min to Beautiful Downtown Wolfeboro

3BR House w/ backyard 5 min to Beautiful Downtown Wolfeboro

4 beds 2 baths
PoolA/CWiFiBalcony
$271/night
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Showing 48 of 93 properties

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