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Family-friendly vacation rentals in Wolfeboro

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wolfeboro

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Wolfeboro

4.88 out of 5 average rating, 190 reviews

Mountain Views & Animals near Winnipesaukee!

Wolfeboro 260 year old farm! Enjoy private 3 bd 2 bth incl. linens, towels and a full kitchen with pots/pans and utensils. Plenty of room for whole family or multiple couples! Enjoy hiking, skiing, swimming, boating, historic sites, museums and much more. The beautiful lakes region offers endless fun activities for every season! Only 7 min away is everything you need grocery, gas, pharmacy, and coffee. Enjoy farm life without hard work! Donkeys, alpacas, sheep, and more! Baby goats & puppies!

May 25 – Jun. 1

$359 CAD per night

Guest favourite

Cabin in Tamworth

4.9 out of 5 average rating, 438 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Mountainside Cabin with Sweeping Mountain Views! A great escape with total privacy. Wood Fired Sauna on the premises! Relax by the Giant Fire Pit overlooking the Mountains! Head up to North Conway or to Mt. Washington or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Yes! *Pet Fee Applies! *Additional Fee for Sauna

Jul. 9 – 16

$280 CAD per night

Guest favourite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

Apr. 3 – 10

$188 CAD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Nov. 6 – 13

$149 CAD per night

Guest favourite

Guesthouse in Wolfeboro

4.98 out of 5 average rating, 178 reviews

A charming loft Barn that sleeps 5.

Our 3000 sq ft renovated, rustic loft barn is located on 70 acres, very private, yet 2.5 miles from downtown Wolfeboro. Our barn sleeps 5, has full kitchen, bar, pool table, 65 inch TV and bath with shower. The barn has 1 double & 4 single beds, one set of single beds can be converted into a king upon request prior to stay. A perfect place to hang out with a few friends. Minimum age of primary renter 25. MAX 5 guests staying, please do not book if you have more. No parties.

Feb. 14 – 21

$523 CAD per night

Guest favourite

Apartment in Jackson

4.97 out of 5 average rating, 504 reviews

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Nov. 18 – 25

$187 CAD per night

Guest favourite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

May 7 – 14

$182 CAD per night

Guest favourite

Condo in Wolfeboro

4.97 out of 5 average rating, 188 reviews

Elegant condo on the water in downtown Wolfeboro!

** March & April special; stay Friday and Saturday night and get Sunday night for free** Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop.

Mar. 11 – 18

$572 CAD per night

Guest favourite

Apartment in Plymouth

4.92 out of 5 average rating, 509 reviews

Cozy Apartment close to downtown and PSU

Our place is walking distance to PSU, downtown and the Flying Monkey Theater. You’ll love our place, the apartment has been completely renovated and it is fully stocked for your convenience. Very quaint, clean, clean ,clean and the amenities of home. Bed is super comfy as that is what we look for when we travel! Smart TV, cable and kitchen fully stocked for cooking. This will be your own little home for your stay!

Oct. 13 – 20

$183 CAD per night

Guest favourite

Cottage in Wakefield

4.93 out of 5 average rating, 144 reviews

Lake View Cottage / Fenced in Yard

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

Sep. 30 – Oct. 7

$425 CAD per night

Guest favourite

Home in Center Harbor

4.98 out of 5 average rating, 235 reviews

Guest House in the Woods

This is a new guest house set on the edge of the woods with beautiful light, privacy, peace and quiet. There is a small beach for use by Center Harbor residents and guests on Squam Lake, a 10 minute walk away. With a secluded back porch, wood burning stove for winter use only (wood provided), fire pit and a lawn out front, this is an amazing place to get away and relax

May 25 – Jun. 1

$256 CAD per night

Guest favourite

Guest suite in Gilford

4.98 out of 5 average rating, 340 reviews

Modern Private In-Law Apartment

Modern two bedroom in-law apartment located minutes away from Lake Winnipesaukee, Gunstock Mountain and Bank of NH Pavilion all about 5 miles and less than 10 minute drive. We are also a short 1/2 mile walk/drive to a 40 acre stocked trout pond. Come enjoy the sights and scenery of the Lakes Region or stay in for a quiet evening.

May 7 – 14

$211 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Popular amenities for Wolfeboro family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Laconia

4.9 out of 5 average rating, 331 reviews

Million Dollar View! Weir's Beach 1/4 mile away!

Dec. 30 – Jan. 6

$155 CAD per night

Guest favourite

Home in Tilton

4.94 out of 5 average rating, 421 reviews

Timothy House

Feb. 13 – 20

$216 CAD per night

Guest favourite

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

Jul. 22 – 27

$183 CAD per night

Guest favourite

Cabin in Jackson

4.84 out of 5 average rating, 784 reviews

Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

May 27 – Jun. 3

$281 CAD per night

Guest favourite

Home in Waterford

4.83 out of 5 average rating, 217 reviews

McWain pond house (private lake & hot tub)

Oct. 7 – 14

$307 CAD per night

Guest favourite

Cabin in Rochester

4.94 out of 5 average rating, 216 reviews

awesome private cabin

Aug. 29 – Sep. 5

$344 CAD per night

Guest favourite

Cottage in Conway

4.89 out of 5 average rating, 293 reviews

HOT TUB! Amazing view. Hike, Bike, Swim!

Feb. 20 – 27

$333 CAD per night

Guest favourite

Guest suite in Kittery Point

4.94 out of 5 average rating, 233 reviews

Hot Tub & Spa-Like! Pamper Yourself This Spring!

Mar. 28 – Apr. 4

$283 CAD per night

Family- and pet-friendly home rentals

Cottage in Freedom

4.78 out of 5 average rating, 441 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Nov. 22 – 29

$246 CAD per night

Guest favourite

Home in Albany

4.81 out of 5 average rating, 371 reviews

Cozy Guest Suite in White Mountain National Forest

Oct. 4 – 11

$120 CAD per night

Home in Plymouth

4.81 out of 5 average rating, 651 reviews

Mountain River Spacious Country Stu

Oct. 18 – 25

$182 CAD per night

Guest favourite

Home in Alton

4.94 out of 5 average rating, 115 reviews

WATERFRONT Mountain View Getaway

Jan. 30 – Feb. 6

$718 CAD per night

Guest favourite

Cottage in Brownfield

4.86 out of 5 average rating, 127 reviews

Tompeca Cottage - Pet Friendly

Aug. 29 – Sep. 5

$182 CAD per night

Guest favourite

Guesthouse in Lee

4.98 out of 5 average rating, 128 reviews

Mousetrap - a Cozy Cottage near the Lamprey River

Mar. 31 – Apr. 7

$243 CAD per night

Guest favourite

Home in Kittery

4.95 out of 5 average rating, 433 reviews

water view property "The Little House"

Mar. 30 – Apr. 6

$237 CAD per night

Guest favourite

Farm stay in Scarborough

4.85 out of 5 average rating, 214 reviews

434 Acres and a Cabin

Nov. 17 – 24

$236 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Tiny homes in Thornton

4.97 out of 5 average rating, 198 reviews

Small cabin in the White mountains

Jul. 21 – 28

$131 CAD per night

Home in Woodstock

4.85 out of 5 average rating, 293 reviews

White Mountains Ski and Golf Resort Home

Jan. 8 – 15

$328 CAD per night

Guest favourite

Condo in Bartlett

4.72 out of 5 average rating, 201 reviews

Excellent Getaway in N.Conway area!

Feb. 2 – 9

$227 CAD per night

Guest favourite

Condo in Laconia

4.93 out of 5 average rating, 118 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

Jun. 26 – Jul. 3

$461 CAD per night

Guest favourite

Guest suite in Ryegate

4.91 out of 5 average rating, 211 reviews

Secluded Paradise on the Connecticut River, VT

Jun. 29 – Jul. 6

$282 CAD per night

Guest favourite

Condo in Intervale

4.93 out of 5 average rating, 147 reviews

Upscale retreat w/ panoramic White Mountain views

Jul. 14 – 21

$503 CAD per night

Guest favourite

Condo in Bartlett

4.85 out of 5 average rating, 251 reviews

Attitash Studio | 5min to Storyland| Pools

Jul. 22 – 29

$345 CAD per night

Guest favourite

Condo in Waterville Valley

4.76 out of 5 average rating, 316 reviews

🔷 Cozy Ski Condo 🔷

Dec. 23 – 30

$489 CAD per night

Quick stats about vacation rentals that are family-friendly in Wolfeboro

Total rentals
140 properties
Wifi availability
130 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Total number of reviews
4.7K reviews
Nightly prices starting at
$55 CAD before taxes and fees

Destinations to explore