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Wolfeboro vacation rentals

Vacation rentals in Wolfeboro by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.

Wolfeboro is known for its historic 19th-century charm, Lake Winnipesaukee, Brewster Beach, and the New Hampshire Boat Museum. Visitors enjoy outdoor activities like lake cruising, antique boating, and exploring the woodland trails of Wentworth State Park. Houfy connects travelers directly with local hosts, ensuring your vacation budget stretches further. Discover lakefront homes, charming New England cottages, and apartments with easy access to Alton Bay and Tuftonboro. Late spring offers the best time for tranquil boat rides and local festivals.

Top-Rated Vacation Homes in Wolfeboro

Browse the highest rated vacation properties in Wolfeboro.

Luxury Lakehouse, Sunset, Cen. Air & Private Dock

4 bd·3 ba
5· 46

$3,047.75 USD total for 3 nights

Oct 5 – 8, 2026

Peaceful lakeside retreat
The location of Rust Pond was wonderful because we were close to our golf course and to Wolfeboro for shopping and food. The lake was so quiet and peaceful. Glancing out the living room window to see an eagle perched on a branch on one of the trees was surely a treat! The home was lovely and in impeccable condition. The owners were very responsive and so easy to deal with. We will definitely return!
Stay August 2025

Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks

4 bd·2 ba
5· 13

$1,339.25 USD $1,225.33 USD total for 3 nights

Sep 28 – Oct 1, 2026

This place is beyond 5 stars. The view is breathtaking taking, especially in the fall! We had our family come from other states to have a small reunion. It was perfect spacing for 7 Adults, 1 child and Two dogs. There was enough seating for all of us to have our meals together ❤️ We took walks together through the trails that are available next to the house. Took the paddle boat out and the view is amazing on the water. My 3 yr old Granddaughter even tried a little fishing. She just likes to put the worms on the hook. The hot tub is a great way to relax after dinner. Sherre is a terrific host!!! 10 stars! Any questions we had she was right there to answer them. We had the back light go out and she was there in 15 min to fix it with her ladder. You will not be disappointed with your stay even if it rains all day. Enjoy and hope you make great memories like our family did!
H. · Stay October 2025

Cottage on High

2 bd·1 ba
4.87· 38
The BEST Cottage in Wolfeboro - I give it 5 Stars!
I have experience in renting cottages/homes in the US and Europe & I found this one to be one of the most delightful cottages to stay. The location is surburb, very private. The design of the cottage is perfect, play area on one end...sleeping area on the opposite and up stairs. The owners have decorated it in bright cheerful colors - I was there for Thanksgiving week (2010) and the weather was a little grey. But when your in the cottage, it puts you in a cheerful mood. I truly appreciate good linens and the owner went all out to provide beautiful luxurious bedding and towels. I also love a well appointed kitchen and like to cook, so was pleasantly pleased to see all the supplies, including good knives! To me, its the little touches that make a house a home. I loved all the sweet flowers, signs, pillows & pictures. There are ample supplies of DVD's, books, puzzles & piece and quiet! And if all of that wasn't enough, Julie had waiting for us, a wonderful pumpkin bread with yummy icing, which she had made. It was presented it on a lovely cake stand with a beautiful glass cover. She even shared her recipe! My only regret was missing Julie when she stop by to see how we were doing! I was sorry to have missed her - I wanted to tell her just how happy we were with the place. Hopefully we'll meet on our next vacation when we stay at her sweet cottage in Wolfeboro! Thanks Julie! Rita E. California
R. C. · Stay December 2010

Recommended Homes in Wolfeboro

Handpicked properties we think you'll love in Wolfeboro.

$950.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Why visit Wolfeboro

Discover what makes Wolfeboro a perfect vacation rental destination.

Explore Lake Winnipesaukee

Enjoy activities on NH's largest lake

Take a boat tour or go fishing on Lake Winnipesaukee, just a mile from downtown Wolfeboro. It's a haven for water enthusiasts.

Visit Wright Museum

Delve into WWII history

The Wright Museum is only 0.5 miles from downtown and offers unique exhibitions on American experiences during WWII.

Hike Cotton Valley

Scenic trails for all levels

The Cotton Valley Rail Trail is an easy 12-mile trail starting near Wolfeboro, ideal for hiking and biking through picturesque landscapes.

Dine at Wolfetrap Grill

Savor fresh local seafood

Located 2 miles from the city center, the Wolfetrap Grill & Rawbar offers delightful seafood dishes in a casual setting with lake views.

Where to stay in Wolfeboro

The best areas and neighborhoods for your vacation rental in Wolfeboro.

Downtown Wolfeboro

A charming area with boutiques, cafes, and the scenic Back Bay. Perfect for shopping and dining, all within walking distance.

Best for: shopping, culture, dining

Wolfeboro Falls

Just north of downtown, this area is known for its close proximity to hiking trails and natural beauty, perfect for outdoor lovers.

Best for: nature, hiking, families

South Main Street

A residential area offering lakeside access and peaceful surroundings, ideal for those looking for tranquility and scenic views.

Best for: relaxation, lakeside access

Mirror Lake

A serene neighborhood with direct access to Mirror Lake, offering a quiet retreat and opportunities for paddling and fishing.

Best for: water activities, solitude, fishing

Find Wolfeboro vacation rentals that suit your style

Vacation homes and more — pick the kind of Wolfeboro vacation rental you want, then book it direct with the host.

Wolfeboro vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Wolfeboro vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Wolfeboro

All within driving distance of Wolfeboro vacation rentals.

Wright Museum of World War II

Learn about America's Home Front during WWII with interactive exhibits. · 0.5 miles

Cate Park

A lakeside park in downtown Wolfeboro where you can enjoy free summer concerts. · 0.2 miles

Clark House Museum Complex

Discover Wolfeboro's history in this collection of historic buildings. · 0.9 miles

Wolfeboro Town Docks

Rent a kayak or go for a scenic boat ride on Lake Winnipesaukee. · 0.3 miles

Abenaki Ski Area

Family-friendly skiing and snowboarding just a short drive away. · 2 miles

Great Waters Music Festival

Catch live performances each summer with views of the lake. · 1 mile

Getting to and around Wolfeboro

Wolfeboro is best navigated by car, with nearby airports facilitating access.

Nearby Airports
MANCHESTER-BOSTON REGIONAL AIRPORT
Located about 55 miles southwest of Wolfeboro, offering numerous domestic flights.
PORTLAND INTERNATIONAL JETPORT
Approximately 65 miles to the east, with flights to major U.S. cities.
Driving
RENTAL CARS
Available at nearby airports and in town for exploring the Lakes Region at your own pace.

Similar vacation rentals near Wolfeboro

Homes within 60 miles of Wolfeboro, from verified hosts.

Spacious 5BR Retreat Near Cranmore | Sleeps 14 |

5 bd·3 ba
4.86· 185

$1,864.25 USD total for 3 nights

Sep 28 – Oct 1, 2026

Lake & Mountain View Retreat|Near Gunstock & Winni

4 bd· ba
5· 114

$2,859.87 USD total for 3 nights

Sep 28 – Oct 1, 2026

Sleeps 13 in North Conway w Game Room and Pool

5 bd·3 ba
4.96· 24

$1,176.50 USD total for 3 nights

Sep 28 – Oct 1, 2026

Lake House on Belleau Lake; Hot Tub, Kayaks!

4 bd·2 ba
5· 234

$1,787.63 USD total for 3 nights

Sep 28 – Oct 1, 2026

Townhouse at Atty Mountain Village, walk to skiing

3 bd·2 ba
4.88· 56

$1,139.25 USD total for 3 nights

Sep 28 – Oct 1, 2026

Oceanfront Penthouse Salisbury

5 bd·2 ba
5· 182

$1,635.00 USD total for 3 nights

Oct 5 – 8, 2026

Good Friday Chalet | Walk to Village + Cranmore Mt

3 bd·2 ba
5· 168

$1,048.28 USD total for 3 nights

Sep 28 – Oct 1, 2026

The SeaTurtle @ Ashworth Place

2 bd· ba
5· 42

$1,454.73 USD total for 3 nights

Sep 28 – Oct 1, 2026

Peaks Islnd Seaside Cottage hot tub/decks/walkable

3 bd· ba
4.9· 48

Sunday Slopes | Game Room + Snowmobile Trails

5 bd·3 ba
4.93· 103

$1,248.67 USD total for 3 nights

Sep 28 – Oct 1, 2026

Belleau Lakeside Retreat! 500ft of Waterfront!

3 bd·1 ba
5· 69

$1,418.75 USD total for 3 nights

Sep 28 – Oct 1, 2026

Nordic Suite Lincoln W/HotTub & Pool Full Kitchen

1 bd·1 ba
4.89· 264

$504.64 USD total for 3 nights

Sep 28 – Oct 1, 2026

Explore near Wolfeboro

Cities and towns within driving distance of Wolfeboro, each bookable direct with the host.

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