
Family-friendly vacation rentals in Wakefield
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Wakefield

Total vacation rentals
Explore 80 vacation rentals in Wakefield

Nightly prices starting at
Wakefield vacation rentals start at G$18,825 GYD per night before taxes and fees

Verified guest reviews
Over 2,390 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Wakefield vacation rentals include wi-fi access

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

4.9 Average rating
Wakefield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wakefield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!
KitchenFamilyBreakfast

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.
FamilyIndoor spacesValue

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
KitchenFamilyNearby

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.
Indoor spacesFamilyHospitality

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!
FamilyIndoor spacesAir conditioning

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.
Indoor spacesFamilyCleanliness

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.
KitchenFamilyShared spaces

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.
KitchenFamilyHiking

Peaceful Summertime Retreat: Private Horse Farm
Gorgeous foliage views from the big bay window. A nice 1 mile walking trail. A full kitchen to make homemade meals. A large TV to settle in and relax. A workspace if needed. Laundry. Extra space could be used for storage/air mattress/kid space. Come experience farm life and let us know if you want a visit with any of the animals. Horses, chickens & dogs. Our place is a perfect getaway for a couple or small family. Escape the busy city noise. Relax at our firepit and check out the stars
FamilyIndoor spacesView

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
KitchenFamilyCleanliness

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.
Indoor spacesKitchenAir conditioning

Enjoy Fall Foliage at the Lake
Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.
FamilyIndoor spacesQuiet
Popular amenities for Wakefield family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryTreehouse w/ Hot Tub Near Sunday River
FamilyIndoor spacesHot tub

Oceanfront Escape • Walk to Beach • Sleeps 14
FamilyIndoor spacesAmenities

Warm Lakefront Log Cabin · Hot Tub · Game Room
Indoor spacesKitchenSleep quality

Luxe Lodge in the Woods! With Sauna & Hot tub
FamilyKitchenNearby

The LOTUS welcomes you, stay a while
FamilyKitchenNearby

Romantic A-Frame cabin in the woods
Indoor spacesKitchenQuiet

LUX Designer Private Waterfront Hot Tub - Secluded
Indoor spacesFamilyCheck-in

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
FamilyIndoor spacesCondition
Family- and pet-friendly home rentals

Tree House at the Shire
KitchenIndoor spacesSolo travel

Bear Point - 4 Bedroom home on the water
Indoor spacesFamilyPets

Boutique Lakefront Cabin/ King Beds/ Pet Friendly
Indoor spacesFamilyGrill

Renovated Luxury Lakefront w/ Beach/Dock/firepit
Indoor spacesFamilyAmenities

In the Trees - NH w/ Lake Access
FamilyKitchenBackyard

Little Bear Lodge | Cozy Log Cabin in the Pines
FamilyKitchenQuiet

Wooded Hideaway at Province Lake
KitchenIndoor spacesTV

Yurt on Chebeague Island
Indoor spacesKitchenBathroom
Family-friendly home rentals with a pool

Basecamp in the White mountains
KitchenFamilyCondition

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
FamilyIndoor spacesHospitality

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
FamilyIndoor spacesAccuracy

An Amazing Mountain Getaway!
Indoor spacesFamilyParks

Cozy Cottage with Ocean Views, Wells Maine
Indoor spacesFamilyHeating

Loft Apartment on Tree-Lined Street in Falmouth
KitchenFamilyOutdoor spaces

OOB Oasis: 6BR Home w/ Private Pool Near Beach
FamilyIndoor spacesHiking

OR Stunning 'yurt' home, hot tub, beach, firepit!
FamilyIndoor spacesLaundry
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$58,777 GYD | G$64,634 GYD | G$46,017 GYD | G$48,737 GYD | G$66,725 GYD | G$75,510 GYD | G$80,531 GYD | G$79,485 GYD | G$63,797 GYD | G$63,797 GYD | G$58,568 GYD | G$57,313 GYD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
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- Family-friendly rentals Carroll County
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- Family-friendly rentals United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Jenness Beach
- East End Beach
- Cranmore Mountain Resort
- Snhu Arena
- Gooch's Beach
- Hills Beach





