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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 17 – 24

R4,035 ZAR per night

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 22 – 29

R3,384 ZAR per night

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.

Mar 4 – 11

R2,309 ZAR per night

Loft in Barrington

4.96 out of 5 average rating, 491 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 11 – 18

R1,794 ZAR per night

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.

Oct 5 – 12

R6,077 ZAR per night

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

R2,245 ZAR per night

Home in Hollis

4.98 out of 5 average rating, 360 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Oct 24 – 31

R3,454 ZAR per night

Condo in Wolfeboro

4.97 out of 5 average rating, 189 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.

May 8 – 15

R4,107 ZAR per night

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

R2,331 ZAR per night

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.

Nov 29 – Dec 6

R4,660 ZAR per night

Guest suite in Andover

4.96 out of 5 average rating, 129 reviews

Andover Village apartment (walk to Proctor)

Bright, private ground-level guest suite in a central Andover Village location. The house is a short, two-minute walk to Proctor Academy and is ideal for anyone visiting the school or surrounding attractions. Nestled in the valley below Ragged and Kearsarge Mountains, the location offers easy access to local amenities in a peaceful, rural setting. Guests of all backgrounds are welcome.

Sep 15 – 22

R1,681 ZAR per night

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 7 – 14

R3,203 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Wolfeboro family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Tilton

4.94 out of 5 average rating, 422 reviews

Timothy House

Apr 22 – 29

R2,519 ZAR per night

Condo in Laconia

4.9 out of 5 average rating, 331 reviews

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

Nov 3 – 10

R1,776 ZAR per night

Cottage in Conway

4.9 out of 5 average rating, 296 reviews

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

Nov 30 – Dec 7

R3,915 ZAR per night

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

Jul 6 – 11

R2,257 ZAR per night

Cabin in Rochester

4.94 out of 5 average rating, 216 reviews

awesome private cabin

Feb 17 – 24

R4,328 ZAR per night

Cabin in Carroll County

4.82 out of 5 average rating, 625 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

Feb 26 – Mar 5

R6,933 ZAR per night

Condo in Bartlett

4.84 out of 5 average rating, 224 reviews

Peaceful Condo Near Storyland & Attitash Skiing

Jan 22 – 29

R2,701 ZAR per night

Home in Woodstock

4.85 out of 5 average rating, 294 reviews

White Mountains Ski and Golf Resort Home

Feb 18 – 25

R3,786 ZAR 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!

Dec 20 – 27

R3,015 ZAR per night

Home in Plymouth

4.81 out of 5 average rating, 651 reviews

Mountain River Spacious Country Stu

Sep 30 – Oct 7

R2,321 ZAR per night

Home in Albany

4.81 out of 5 average rating, 371 reviews

Cozy Guest Suite in White Mountain National Forest

Oct 19 – 26

R1,420 ZAR per night

Home in Alton

4.94 out of 5 average rating, 115 reviews

WATERFRONT Mountain View Getaway

Feb 1 – 8

R8,691 ZAR per night

Cottage in Brownfield

4.86 out of 5 average rating, 127 reviews

Tompeca Cottage - Pet Friendly

Apr 8 – 15

R2,111 ZAR per night

Guesthouse in Lee

4.98 out of 5 average rating, 128 reviews

Mousetrap - a Cozy Cottage near the Lamprey River

Sep 10 – 17

R3,225 ZAR per night

Treehouse in Conway

4.96 out of 5 average rating, 556 reviews

Tree House at the Shire

Apr 8 – 15

R2,659 ZAR per night

Home in Eaton

4.96 out of 5 average rating, 283 reviews

White Mt Retreat with Newly Renovated Kitchen

Sep 27 – Oct 4

R5,312 ZAR per night

Family-friendly home rentals with a pool

Tiny home in Thornton

4.97 out of 5 average rating, 198 reviews

Small cabin in the White mountains

Jul 27 – Aug 3

R1,546 ZAR per night

Condo in Laconia

4.93 out of 5 average rating, 118 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

Jul 8 – 15

R5,172 ZAR per night

Condo in Intervale

4.93 out of 5 average rating, 147 reviews

Upscale retreat w/ panoramic White Mountain views

Jun 7 – 14

R4,899 ZAR per night

Cabin in Haverhill

4.87 out of 5 average rating, 247 reviews

Lazy Moose Log Cabin w/ hot tub, fireplace & lake

Mar 30 – Apr 6

R3,602 ZAR per night

Condo in Waterville Valley

4.76 out of 5 average rating, 316 reviews

🔷 Cozy Ski Condo 🔷

Nov 15 – 22

R3,287 ZAR per night

Chalet in Campton

4.91 out of 5 average rating, 310 reviews

Mountain cabin with views, privacy, and more.

Jun 26 – Jul 3

R5,270 ZAR per night

Home in Bridgton

4.89 out of 5 average rating, 152 reviews

Moose Pond Mountain Escape

Sep 24 – Oct 1

R3,704 ZAR per night

Condo in Bartlett

4.95 out of 5 average rating, 175 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

Sep 19 – 26

R4,204 ZAR 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
R742 ZAR before taxes and fees

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