
House vacation rentals in Wolfeboro
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Top-rated house rentals in Wolfeboro
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Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Relaxing hidden gem in Wolfeboro
Located minutes from Lake Winnipesaukee, downtown Wolfeboro, Allen Albee Beach, and Lake Wentworth, Beach Pond Acres is a peaceful year-round getaway in New Hampshire’s Lakes Region. Enjoy easy access to boating, fishing, hiking, skiing, local shops, and waterfront dining while still having the privacy of a cozy retreat surrounded by five acres of natural beauty and wildlife. The home features bright open spaces, cozy interiors, and the perfect setting to relax after a day on the lake or slopes.

Lake Access + Kayaks+Arcade+Bike Path+Private deck
Welcome to the Striped Loon! Our newly updated 2bd/1ba cottage is just steps away from Crescent Lake (great for kayaking) and Cotton Valley Rail-trail walking/bike path leading directly into downtown. Perfect for families , small friend groups, or couples our home offers the below amenities to enhance your stay! -Beach pass & towels, chairs, blanket -Two player arcade, Board games, pickleball set -TV for streaming -Private deck with grill, dining area and deck fire pit -Kayaks, lifejackets

Unique Artist Studio Property with Mountain View!
Fresh air & a songbirds’ serenade melt your stress away in this tranquil setting. Extensive flower gardens line the stone walls traversing this unique property located on a charming mountain road. Stargazers will marvel at gorgeous night skies while mountain views greet you daily. Outdoor enthusiasts have easy access to hiking & biking trails & a lake for kayaking. Staying in? Enjoy game night or curl up with a good book as sunlight streams in the Studio. Welcome to our little slice of heaven.

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock
Crystal clear Rust Pond contemporary waterfront home with picturesque lake views from every angle and multiple decks. Your vacation home has central AC for hot days and a cozy gas fireplace and central heat for chilly nights. Rust Pond is an oligotrophic lake with excellent swimming, SUP boarding, kayaking, fishing, etc. The home offers privacy in a peaceful lakeside setting, yet is just 10 mins from Wolfeboro downtown restaurants, farm to table fare, art galleries and boutique shopping.

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Quaint Wolfeboro NH Home.
Quaint Wolfeboro NH Short-Term Rental - Centrally Located Welcome to our charming short-term rental in Wolfeboro, NH! Located just 5 minutes from downtown Wolfeboro, our cozy Cape home offers a perfect getaway for those looking to explore the beauty and amenities of this historic lakeside town. With its convenient location, you'll have easy access to great restaurants, shopping, walking trails, a public golf course, museums, Molly the Trolly, beaches, and lakeside activities.

20 Mile Bay - Tuftonboro - Lake View
Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home comfortably sleeps up to 12 guests. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front of the property. It is perfect for hiking, snow shoeing, cross country skiing, and walking.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Kirkland Cottage (A ski and lake escape)
Welcome to Kirkland Cottage! Located a two minute drive from Ossipee Lake and near the White Mountains, we are a great base for all New Hampshire has to offer! Explore lakes, mountains, and hiking trails, while being just an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.
Popular amenities for Wolfeboro house rentals
House rentals with a pool

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Spectacular log home with private pool and hot tub

On Attitash - Ski, Hike, Swim!

River Access|Gas stove|Min to N. Conway, Attitash

Charming Lake Comm Bungalow - EV charging/86” tv

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

The Quaint Escape - Built in 2024 - Lake Access

Winni Retreat Steps from the Lake!

The Tinker Bell at Lake Winnipesaukee

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Heart of the Lakes Region- Pine River Pond

Lake Winnipesaukee Retreat•Amazing Views • Hot Tub

Win-win! Relax at our place & play at the lake!

Scenic Riverfront Home Hammock, Fire Pit & Gardens
Private house rentals

Lakefront Oasis XL Hot Tub Game Room Fish Hike FUN

Willow Acres

The SchoolHouse

Hope's Haven-Lakefront House with Beautiful Views

Lakefront, Mtn Views, Hot Tub, Game Room, & More!

Loon Cove Alton Bay Lake House

Moody Farm Retreat

Farmhouse Retreat, Dog Friendly w/ Snwmble access
When is the best time to visit Wolfeboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,238 | ﺩ.ﺇ966 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,135 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,392 | ﺩ.ﺇ1,392 | ﺩ.ﺇ1,245 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,087 |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about house rentals in Wolfeboro

Total vacation rentals
Explore 90 vacation rentals in Wolfeboro

Nightly prices starting at
Wolfeboro vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Wolfeboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wolfeboro rentals

4.9 Average rating
Wolfeboro stays are highly rated by guests—averaging 4.9 out of 5!
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- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- York Harbor Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- North Hampton Beach
- Short Sands Beach
- East End Beach
- Franconia Notch State Park
- Tenney Mountain Resort
- Gooch's Beach
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Cranmore Mountain Resort





