
Kid-friendly holiday rentals in Wakefield
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Top-rated family-friendly rentals in Wakefield
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Popular amenities for Wakefield family-friendly rentals
Kid-friendly house rentals

Beautiful, Peaceful, Maine Getaway House
Such a lovely home! It was just right: comfortable, clean, and quiet. After our long days out and about, it was nice to be able to go back and relax in the peaceful setting. Kathy was a gracious host, always responsive and helpful when I had a question. Highly recommend! :)

Modern Lakefront Cabin (Pet Friendly, King Beds)
Everything was beyond I expected . The hosts were great , place was clean , location was awesome . Quiet and peaceful. Will be back!

Cozy Guest Suite in White Mountain National Forest
Mary's place was great. Everything was exactly as described and Mary gave very clear instructions for check in and responded quickly to text messages. It was a very enjoyable stay.

Belleau Lake Escape
A group of four of us visited this Airbnb this past weekend and we enjoyed our stay immensely, the house was cozy and had plenty of room for privacy whilst having nice common areas. The hosts were extremely friendly and helpful, they responded quickly to all of our questions and solved any inconveniences we encountered.

Mountain View Getaway 4Season Maine
It was a great location for a quick getaway. Close to Portland and plenty of places to eat in town. I only met Clarishell but she was lovely!

Peaceful 4 bedroom lakehouse retreat
We had a fantastic time staying at Justin’s home!

Blue Breeze - Private lakefront w/ Hot Tub
We would definitely go back for another stay. Carl is a wonderful host and was very responsive and helpful. The house is beautiful and is located in such a tranquil and scenic location. We are a family of 6 along with our black lab and everyone fit comfortably. I highly recommend this place for a family get away.

Luxurious Eagle Ridge Log Home at Newfound Lake
Book this place immediately if you’re looking for a relaxing family stay, situated minutes from gorgeous beaches with swimming lakes and want to spend evenings bbqing and looking at the incredible view. Beautifully clean, well stocked kitchen, spacious, perfect set up and the hot tub is a fab touch. Easy check in and super communicative hosts. Thank you Jen!
Family-friendly apartment rentals

Lily Brook Farm, Hollis, Maine
Visited Feb '25 Steep stairs {a delightful New England quirk} lead to a comfortable bed, quaint views out the window. Soft cottage core vibes. Eclectic design steeping in a life well lived. Wonderful kitchen, well stocked and easy to cook in. Shower pressure is adequate. Bathroom is clean and filled with an array of books and tchotchkes. Your eyes always have something to wander and examine. It's a maximalists dream. The book shelf in the living room is filled with old books some titles are expected due to surroundings and some are just plain fun. May I recommend a game of I spy Nina is quite fantastic. A spit fire. An attentive host. Hospitable and kind. She gave it a welcoming vibe. Meeting her animals was truthfully a highlight. They are even tempered and kind. Her horse is stunning & social. The donkey a goof. The mule is oh so friendly. Sheep a bit shy but non the less beautiful. Chickens? fluffy feet! The ducks were personable. The goats, joyful. Cat, adorable. Good workin dogs.

White Mountain is a Special Place
My husband, ten month old, and I enjoyed our stay at Connie's farm! We traveled to the White Mountains to celebrate our one year anniversary. Connie's rental is conveniently located with lots of great restaurants and outdoor things to do within an hour drive. We loved the beautiful view out the sliding glass door into the backyard! As questions popped up, Connie answered them almost immediately. Thank you so much for a lovely weekend away!

Renewed & cozy with spa
It’s was like luxury after a long day working a wedding. It was very peaceful , clean and felt like home. I cannot wait to stay again!

💥Brand New Unit! - UNH👩🏻🎓Portsmouth - FreeWine🍷
Stayed alone for a week and it was very nice. The surrounding area had lots of neighbors/ people walking around w their dog or family or just going for a jog felt very safe. I had some issues with the wifi but Travis responded within 30 minutes and helped me with it. The only thing is that the walls are thin so you can hear almost everything but besides that everything else was very nice!

Bright 1 Bd w/full kitchen, quick drive to beaches
We loved staying here! It was extremely clean and close to Wells, Kennebunk, & Kennebunkport. I appreciated Rachel’s quick responses to my questions that I had too! I hope to return again in the future the next time I am in ME.

Mountain View Cabin #1
Always a great stay at Jeff and Jayne's cabin. I think this was our 8th stay here and as always, a wonderful place to stay near Gunstock and Lake Winnipesauke.

The Roost - lovely one bedroom efficiency unit
I had an amazing stay! Rachael was a very responsive host, and was very helpful throughout my stay. The location was quiet but within driving distance of all the things I wanted to do, and it matched all my expectations based on the listing. If I’m ever back in the area, I would certainly love to stay here again!

Studio Suite on Main Street!
Cute & cosy. Thank you.
Family-friendly apartment rentals

Luxury Suite Jacuzzi Pool White Mtns. River Front
Lovely place,just as described. River running out back,very peaceful and picturesque. Basia and Bradley communicated very well . They checked in at various times to make sure we had what we needed. Comfortable beds and very clean invironment. Thank you again for having us.

Oceanfront Condo with Awesome Views
Great stay

Cozy condo with North Conway at your finger tips!
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!

On the Lake! King Studio, Private Porch, Kitchen
I really enjoyed staying at Christine’s place on the lake. The condo was clean and the view by the water was great. It was super easy to check in / out. Christine was always very responsive. I would definitely consider staying again.

Condo w/hot tub, pool, sauna, arcade & gym
Great, cozy place to stay!

Million $ View of Lake Winni Flexible check in/out
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!

White Mountain Base Camp
The place is quiet and clean, only a few minutes away from white mountain national forest, me and my friend had a great time here

Gorgeous Waterfront Condo with Lake Access & Views
Great place. The deck overlooking the lake was great! The large deck over the water was a great place to hang out, and everyone we meet were friendly. Only 3 steps off the deck/dock to get into the refreshing water. The game room pool table and pool accessories were all in great shape ( Remember to bring quarters, $1.00 per a game). The internet works great we had 4 people working on laptops in the morning and no issues were observed. Will stay at again!
Quick stats about holiday rentals that are kid-friendly in Wakefield
Total rentals
30 properties
Nightly prices starting at
₹4,304 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- North Hampton Beach
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach