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Family-friendly vacation rentals in Wakefield

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wakefield

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

G$47,858 GYD per night

Guest suite in Strafford

4.87 out of 5 average rating, 262 reviews

The West Wing: A perfect romantic getaway

The perfect romantic get away / launch pad for local events. 2 private rooms, main bedroom, sitting room / bedroom, with full size sofa bed. Plus full bathroom, dual vanity & kitchenette. Enjoy a private deck, entry doors and parking steps away. Beautiful foliage in season, nearby lakes, state parks, snow shoeing, x country & down hill skiing. 15 minutes to UNH & 25 minutes to the seacoast. Located on a "scenic" road. Wonderful for long walks while you take in the beauty of New Hampshire.

Feb 25 – Mar 4

G$19,633 GYD 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.

Apr 3 – 10

G$25,499 GYD per night

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

G$19,802 GYD per night

Cottage in Freedom

4.78 out of 5 average rating, 441 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Nov 22 – 29

G$30,547 GYD per night

Home in Albany

4.81 out of 5 average rating, 371 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Oct 3 – 10

G$15,678 GYD per night

Guest suite in Lee

4.98 out of 5 average rating, 128 reviews

Farm setting. In-house suite with own entrance.

This lovely 3-room suite in our home has a private entrance. Rooms include bedroom, private bathroom, and sitting room/art studio with a sofa bed. 10 minutes from University of New Hampshire, and 30 minutes from Portsmouth. Small refrigerator, coffee maker and electric kettle. Nearby hiking, pickle-ball, tennis. In winter, 1 hour to downhill ski, cross country nearby. This property is a working farm and greenhouse business, with CSA vegetable gardens. All are welcome.

May 6 – 13

G$27,053 GYD 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

G$24,800 GYD 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.

Sep 26 – Oct 3

G$38,176 GYD 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 4 – 11

G$46,755 GYD 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 25 – Jun 1

G$35,384 GYD per night

Home in Lebanon

4.89 out of 5 average rating, 133 reviews

Luxury Cottage Getaway with semi-private beach

Beautiful, SAFE, secluded cottage with comfort and privacy. Just 250 feet to the lake. Easy access to both ME and NH Snowmobile trails. Spend the day kayaking (2 are provided!), hiking, biking, or fishing in summer; or sledding, xc-skiing, snowshoeing, or ice fishing in winter. Enjoy a family retreat or a quiet get-away for two. All new and sparkling clean.

Oct 13 – 20

G$36,065 GYD per night

Vacation rentals for every style

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Popular amenities for Wakefield family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

G$19,583 GYD per night

Home in Tilton

4.94 out of 5 average rating, 421 reviews

Timothy House

Feb 13 – 20

G$30,479 GYD per night

Guest suite in South Portland

5.0 out of 5 average rating, 682 reviews

Oceanfront with amazing views and private entrance

Oct 18 – 25

G$61,839 GYD per night

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

Jul 22 – 27

G$24,933 GYD per night

Cabin in Rochester

4.94 out of 5 average rating, 216 reviews

awesome private cabin

Aug 29 – Sep 5

G$47,825 GYD per night

Home in Waterford

4.83 out of 5 average rating, 217 reviews

McWain pond house (private lake & hot tub)

Oct 7 – 14

G$39,269 GYD per night

Cabin in Jackson

4.84 out of 5 average rating, 784 reviews

Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

May 27 – Jun 3

G$37,974 GYD per night

Cottage in Conway

4.89 out of 5 average rating, 293 reviews

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

Feb 20 – 27

G$43,199 GYD per night

Family- and pet-friendly home rentals

Apartment in Gilford

4.88 out of 5 average rating, 307 reviews

Mountain View Cabin #1

Apr 12 – 19

G$32,211 GYD per night

Cottage in Brownfield

4.86 out of 5 average rating, 127 reviews

Tompeca Cottage - Pet Friendly

Aug 29 – Sep 5

G$23,294 GYD per night

Cabin in Tamworth

4.9 out of 5 average rating, 438 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Jul 12 – 19

G$39,909 GYD per night

Condo in Wolfeboro

4.97 out of 5 average rating, 188 reviews

Elegant condo on the water in downtown Wolfeboro!

Mar 11 – 18

G$77,860 GYD per night

Farm stay in Scarborough

4.85 out of 5 average rating, 214 reviews

434 Acres and a Cabin

Nov 17 – 24

G$31,813 GYD per night

Home in Biddeford

4.97 out of 5 average rating, 381 reviews

Private, spacious, colorful, fun & unique space

Nov 2 – 9

G$20,569 GYD per night

Apartment in Jackson

4.97 out of 5 average rating, 504 reviews

Studio, pet friendly, river views, Jackson NH

Nov 18 – 25

G$26,416 GYD per night

Farm stay in Gray

4.94 out of 5 average rating, 248 reviews

Great Goat Get-away in Southern Maine!

Jan 18 – 25

G$29,974 GYD 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 21 – 28

G$18,148 GYD per night

Home in Woodstock

4.85 out of 5 average rating, 293 reviews

White Mountains Ski and Golf Resort Home

Jan 8 – 15

G$43,244 GYD per night

Condo in Bartlett

4.72 out of 5 average rating, 201 reviews

Excellent Getaway in N.Conway area!

Apr 15 – 22

G$28,393 GYD per night

Condo in Laconia

4.93 out of 5 average rating, 118 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

Jun 26 – Jul 3

G$61,967 GYD per night

Tiny home in Harrison

4.9 out of 5 average rating, 280 reviews

MILLION$ views, HOT TUB, Crooked RIVER, 14 acres

Feb 12 – 19

G$100,312 GYD per night

Cabin in Haverhill

4.87 out of 5 average rating, 246 reviews

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

Apr 16 – 23

G$35,612 GYD per night

Home in Bridgton

4.89 out of 5 average rating, 152 reviews

Moose Pond Mountain Escape

Sep 29 – Oct 6

G$40,881 GYD per night

Condo in Intervale

4.93 out of 5 average rating, 147 reviews

Upscale retreat w/ panoramic White Mountain views

Jul 14 – 21

G$67,027 GYD per night

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

Total rentals
70 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
1.9K reviews
Nightly prices starting at
G$16,727 GYD before taxes and fees

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