We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Wolfeboro

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
107 rentals in Wolfeboro.
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!, holiday rental in Wolfeboro

Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes, holiday rental in Wolfeboro
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes, holiday rental in Wolfeboro
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes, holiday rental in Wolfeboro

Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  "Campbellot", holiday rental in Wolfeboro
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  "Campbellot", holiday rental in Wolfeboro
Rust Pond, Wolfeboro NH, Beautiful, Quiet Lakefront Chalet,  "Campbellot", holiday rental in Wolfeboro

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Charming house near beaches, lakes and mountains, holiday rental in Wolfeboro
Charming house near beaches, lakes and mountains, holiday rental in Wolfeboro
Charming house near beaches, lakes and mountains, holiday rental in Wolfeboro

Charming house near beaches, lakes and mountains

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro
Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro
Amazing mountain views and Animals in the Lakes Region , holiday rental in Wolfeboro

Amazing mountain views and Animals in the Lakes Region

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
3BR House w/ backyard 5 min to Beautiful Downtown Wolfeboro, holiday rental in Wolfeboro
3BR House w/ backyard 5 min to Beautiful Downtown Wolfeboro, holiday rental in Wolfeboro
3BR House w/ backyard 5 min to Beautiful Downtown Wolfeboro, holiday rental in Wolfeboro

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Water front Lakehouse with beautiful sunsets w/ central air., holiday rental in Wolfeboro
Water front Lakehouse with beautiful sunsets w/ central air., holiday rental in Wolfeboro
Water front Lakehouse with beautiful sunsets w/ central air., holiday rental in Wolfeboro

Water front Lakehouse with beautiful sunsets w/ central air.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cozy renovated home in Historic Wolfeboro, NH., holiday rental in Wolfeboro
Cozy renovated home in Historic Wolfeboro, NH., holiday rental in Wolfeboro
Cozy renovated home in Historic Wolfeboro, NH., holiday rental in Wolfeboro

Cozy renovated home in Historic Wolfeboro, NH.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Peaceful and spacious house with the access to the private Allen Albee Beach., holiday rental in Wolfeboro
Peaceful and spacious house with the access to the private Allen Albee Beach., holiday rental in Wolfeboro
Peaceful and spacious house with the access to the private Allen Albee Beach., holiday rental in Wolfeboro

Peaceful and spacious house with the access to the private Allen Albee Beach.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Private Spacious & Sunny Bedroom and Bath in home, holiday rental in Wolfeboro
Private Spacious & Sunny Bedroom and Bath in home, holiday rental in Wolfeboro
Private Spacious & Sunny Bedroom and Bath in home, holiday rental in Wolfeboro

Private Spacious & Sunny Bedroom and Bath in home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit, holiday rental in Wolfeboro
Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit, holiday rental in Wolfeboro
Lake Wentworth Estate: Best Sunset on the Lake, Level Lot, Grill, Fire Pit, holiday rental in Wolfeboro

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Grandmas Cottage on the River and the Rail Trail in Wolfeboro, holiday rental in Wolfeboro
Grandmas Cottage on the River and the Rail Trail in Wolfeboro, holiday rental in Wolfeboro
Grandmas Cottage on the River and the Rail Trail in Wolfeboro, holiday rental in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Lakeside Cottage Getaway, holiday rental in Wolfeboro
Lakeside Cottage Getaway, holiday rental in Wolfeboro
Lakeside Cottage Getaway, holiday rental in Wolfeboro

Lakeside Cottage Getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 8--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 8--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 8--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 8--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Golf course/mountain views with lake access, holiday rental in Wolfeboro
Golf course/mountain views with lake access, holiday rental in Wolfeboro
Golf course/mountain views with lake access, holiday rental in Wolfeboro

Golf course/mountain views with lake access

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 9 --Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 9 --Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 9 --Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 9 --Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 2--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 2--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 2--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 2--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 5--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 5--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 5--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 5--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 3--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 3--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 3--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 3--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access, holiday rental in Wolfeboro
Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access, holiday rental in Wolfeboro
Dog-friendly studio with kitchenette, W/D, firepit, & hot tub access, holiday rental in Wolfeboro

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

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 7--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 7--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 7--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 7--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Historic Wolfeboro Home one block to Village, holiday rental in Wolfeboro
Historic Wolfeboro Home one block to Village, holiday rental in Wolfeboro
Historic Wolfeboro Home one block to Village, holiday rental in Wolfeboro

Historic Wolfeboro Home one block to Village

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cozy Lakeside Retreat, holiday rental in Wolfeboro
Cozy Lakeside Retreat, holiday rental in Wolfeboro
Cozy Lakeside Retreat, holiday rental in Wolfeboro

Cozy Lakeside Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Efficiency 4--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 4--Piping Rock Resort, holiday rental in Wolfeboro
Efficiency 4--Piping Rock Resort, holiday rental in Wolfeboro

Efficiency 4--Piping Rock Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Brown Room, holiday rental in Wolfeboro

Sleep Like an Angel in an Old Church - Brown Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro
Rust Pond Camp at Grey Shingles Camps, holiday rental in Wolfeboro

Rust Pond Camp at Grey Shingles Camps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private Cabin with access to Rust Pond Ferris, holiday rental in Wolfeboro
Private Cabin with access to Rust Pond Ferris, holiday rental in Wolfeboro
Private Cabin with access to Rust Pond Ferris, holiday rental in Wolfeboro

Private Cabin with access to Rust Pond Ferris

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 11--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 11--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 11--Piping Rock Resort, holiday rental in Wolfeboro

Cottage 11--Piping Rock Resort

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cabin with access to Rust Pond Main, holiday rental in Wolfeboro
Cabin with access to Rust Pond Main, holiday rental in Wolfeboro
Cabin with access to Rust Pond Main, holiday rental in Wolfeboro

Cabin with access to Rust Pond Main

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 5--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 5--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 5--Piping Rock Resort, holiday rental in Wolfeboro

Cottage 5--Piping Rock Resort

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 6--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 6--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 6--Piping Rock Resort, holiday rental in Wolfeboro

Cottage 6--Piping Rock Resort

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Rustic Cabin in the Woods YellowBirch 1, holiday rental in Wolfeboro
Rustic Cabin in the Woods YellowBirch 1, holiday rental in Wolfeboro
Rustic Cabin in the Woods YellowBirch 1, holiday rental in Wolfeboro

Rustic Cabin in the Woods YellowBirch 1

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro
1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro
1BR w/Kitchen near Lake Winnipesaukee; #2, holiday rental in Wolfeboro

1BR w/Kitchen near Lake Winnipesaukee; #2

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 10--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 10--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 10--Piping Rock Resort, holiday rental in Wolfeboro

Cottage 10--Piping Rock Resort

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Lakeside cabin on Rust Pond CPA, holiday rental in Wolfeboro
Lakeside cabin on Rust Pond CPA, holiday rental in Wolfeboro
Lakeside cabin on Rust Pond CPA, holiday rental in Wolfeboro

Lakeside cabin on Rust Pond CPA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Quaint Cottage, Closse To Center Of Wolfeboro, holiday rental in Wolfeboro
Quaint Cottage, Closse To Center Of Wolfeboro, holiday rental in Wolfeboro
Quaint Cottage, Closse To Center Of Wolfeboro, holiday rental in Wolfeboro

Quaint Cottage, Closse To Center Of Wolfeboro

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 9--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 9--Piping Rock Resort, holiday rental in Wolfeboro
Cottage 9--Piping Rock Resort, holiday rental in Wolfeboro

Cottage 9--Piping Rock Resort

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro
Sleep Like an Angel in an Old Church - Blue Room, holiday rental in Wolfeboro

Sleep Like an Angel in an Old Church - Blue Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Winni lakefront room * Windrifter Yacht Club, holiday rental in Wolfeboro
Winni lakefront room * Windrifter Yacht Club, holiday rental in Wolfeboro
Winni lakefront room * Windrifter Yacht Club, holiday rental in Wolfeboro

Winni lakefront room * Windrifter Yacht Club

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Beautiful Lake Front Cottage on Winter Harbor, holiday rental in Wolfeboro
Beautiful Lake Front Cottage on Winter Harbor, holiday rental in Wolfeboro
Beautiful Lake Front Cottage on Winter Harbor, holiday rental in Wolfeboro

Beautiful Lake Front Cottage on Winter Harbor

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America', holiday rental in Wolfeboro
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America', holiday rental in Wolfeboro
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America', holiday rental in Wolfeboro

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Private Cabin Getaway in the Woods Rockland, holiday rental in Wolfeboro
Private Cabin Getaway in the Woods Rockland, holiday rental in Wolfeboro
Private Cabin Getaway in the Woods Rockland, holiday rental in Wolfeboro

Private Cabin Getaway in the Woods Rockland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath, holiday rental in Wolfeboro
Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath, holiday rental in Wolfeboro
Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath, holiday rental in Wolfeboro

Cottage 3 - Pet Friendly - 1 Bedroom / 1 Bath

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath, holiday rental in Wolfeboro
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath, holiday rental in Wolfeboro
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath, holiday rental in Wolfeboro

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Caretakers Apartment-Split level w/ European Bath, holiday rental in Wolfeboro
Caretakers Apartment-Split level w/ European Bath, holiday rental in Wolfeboro
Caretakers Apartment-Split level w/ European Bath, holiday rental in Wolfeboro

Caretakers Apartment-Split level w/ European Bath

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 7 - Stand Alone 1 Bedroom / 1 Bath, holiday rental in Wolfeboro
Cottage 7 - Stand Alone 1 Bedroom / 1 Bath, holiday rental in Wolfeboro
Cottage 7 - Stand Alone 1 Bedroom / 1 Bath, holiday rental in Wolfeboro

Cottage 7 - Stand Alone 1 Bedroom / 1 Bath

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 11 - 1 Bed / 1 Bath w/ Private Courtyard, holiday rental in Wolfeboro
Cottage 11 - 1 Bed / 1 Bath w/ Private Courtyard, holiday rental in Wolfeboro
Cottage 11 - 1 Bed / 1 Bath w/ Private Courtyard, holiday rental in Wolfeboro

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Peaceful Cottage in Beautiful Wolfeboro, NH!!, holiday rental in Wolfeboro
Peaceful Cottage in Beautiful Wolfeboro, NH!!, holiday rental in Wolfeboro
Peaceful Cottage in Beautiful Wolfeboro, NH!!, holiday rental in Wolfeboro

Peaceful Cottage in Beautiful Wolfeboro, NH!!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard, holiday rental in Wolfeboro
Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard, holiday rental in Wolfeboro
Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard, holiday rental in Wolfeboro

Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro
Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro
Beautiful Downtown Wolfeboro Apartment, holiday rental in Wolfeboro

Beautiful Downtown Wolfeboro Apartment

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
logo
Showing results 1-50 of 107
Frequently Asked Questions about Wolfeboro