Family-friendly holiday rentals in Wakefield

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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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Top Guest favourite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield
4.99 out of 5 average rating, 105 reviews

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.

Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 589 reviews

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.

Guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 251 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Guest favourite
A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.
Home in Wakefield
4.81 out of 5 average rating, 108 reviews

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.

Top Guest favourite
The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.
Apartment in Wakefield
4.98 out of 5 average rating, 115 reviews

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.

Top Guest favourite
A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.
Cottage in Middleton
4.97 out of 5 average rating, 172 reviews

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.

Top Guest favourite
Home in Acton
4.96 out of 5 average rating, 379 reviews

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Top Guest favourite
A retro camper is situated on a wooden deck, framed by potted plants. Bright orange chairs are placed at a small table underneath a striped awning, providing shade. Decorative bunting hangs along the side, with a backdrop of lush, green woods.
Campervan/RV in Milton
4.92 out of 5 average rating, 113 reviews

Retro Camper on farm property in Lakes Region, NH

Come experience this beautifully restored 1969 retro camper in a rural wooded setting. Located in the lakes region, it is close to hiking, swimming, apple orchards, as well as popular restaurants. Only 1 hr from Portland and 1.5 hrs from Boston. The camper is on a private and quiet 7-acre farm. The camper has a toilet, very small shower, sink, cooktop, fridge, and small microwave. The camper is very small w a tiny bathroom but cozy and comfortable. LGBTQ+ friendly.

Top Guest favourite
Home in Wakefield
4.98 out of 5 average rating, 204 reviews

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!

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A mural of mountains and a lake provides a scenic backdrop. Natural light fills the room through a large window with sheer curtains, complemented by light wooden flooring and a textured area rug.
Cottage in Wakefield
4.93 out of 5 average rating, 215 reviews

Lake View Cottage / Fenced in Yard / Pet Friendly

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.

Top Guest favourite
A rustic log cabin is set against a backdrop of greenery, featuring a stone chimney and a spacious covered porch. The exterior showcases a natural wood finish, complemented by a red roof. A gravel path leads up to the porch, inviting guests to relax outdoors.
Cabin in Wakefield
5 out of 5 average rating, 104 reviews

Riverside Log Cabin Sanbornville NH

Relax with the whole family at this peaceful place to stay. Our Log Cabin is located in the woods on the Salmon Falls River, right next door to our family run farm. The property is located half in Sanbornville NH and half in Acton Maine. There is so much to do on the property and throughout the Lakes Region. Our Log Cabin is completely off grid, which runs fully off solar and Wi-Fi.

Top Guest favourite
An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.
Cabin in Jackson
4.95 out of 5 average rating, 148 reviews

Jackson Winter Wonderland - Wildcat/Attitash

Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.

Popular amenities for Wakefield family-friendly rentals

When is the best time to visit Wakefield?

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Avg. price$485 NZD$533 NZD$380 NZD$385 NZD$499 NZD$537 NZD$664 NZD$656 NZD$526 NZD$526 NZD$483 NZD$473 NZD
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Quick stats about holiday rentals that are family-friendly in Wakefield

  • Total holiday rentals

    Explore 70 holiday rentals in Wakefield

  • Nightly prices starting at

    Wakefield holiday rentals start at $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,530 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Wakefield holiday 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!