
House holiday rentals in Wakefield
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Top-rated house rentals in Wakefield
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Holiday rentals for every style
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Popular amenities for Wakefield house rentals
House rentals with a pool

Nana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok
LOVED LOVED! My friends and I all agreed that this house looks just like the pictures for once! Very nice unexpected touches/surprises. House had everything you could really need! I believe the host could get away with charging more in my opinion! I hope to come back in the future.

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.

Bedford Retreat: pool, fenced yard.
Host was friendly and helpful. House is located in an area close to a great grocery store and lots of shopping. It,s also not far from the mountains for those who want to leaf peep in the fall. The house is cozy and has everything you could want, just have to bring yourselves.

Sanctum by the Lake
We really enjoyed staying here. Worked great for our family of five plus two grandparents, the one room is off to one side of the house. We used it for Boston plans, as it was more affordable than staying directly in Boston. About 50 mins into downtown. We also really enjoyed it as an opportunity to get to beautiful Maine coastal towns in just over an hour. The hot tub was clean and in great shape. Would stay here again.

Beautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Weekly house rentals

Spacious waterfront free parking &Wi-fi
Had a wonderful stay here, perfect location and was able to enjoy the sounds of the ocean the entire time. Would definitely recommend staying here and I’d look forward to being here again in the future. Thank you so much!

2 Bedroom Beach Bungalow, Steps from the Beach!
Out of the Airbnbs I’ve stayed at, this one has been my favorite! Sharon was very accommodating, left the best personal touches, and was so friendly and welcoming. Highly recommend this place for you & your loved ones

Entire House Near South Shore Hospital/Whole Foods
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.

Amazing Location, 3 BR KING SUITE, Covered Parking
Our stay was lovely! We travel to MA multiple times a year and have stayed in MANY Airbnb’s… this place is at the top of our list!

“Salty Girl” Plum Island, MA
Another amazing stay at Salty Girl! Erin’s home is spotless and calm and inviting. There were so many small touches to make a family’s stay easy like a toy drawer, step stool in the bathroom, and stuffed animals for the kids in the bunk room! Truly so thoughtful. The location couldn’t be better with an easy walk to the bay and beach. Really peaceful surroundings. Thank you! We can’t wait to return!!!

Beach Bums' House - Perfect for Families & Friends
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.

Mid-Century Modern in Historic Lexington
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.

Scenic House on Hilltop
We really enjoyed the spaciousness, convenient location and spotless condition of this house for our son's wedding. Would definitely stay there again.
Private house rentals

Winterfell - Beautiful Beachhouse (Private Beach!)
Tommy was great. He was easy to contact and communicated wonderfully. The house was set up for a guest with everything you needed for a comfortable stay. The furniture and beds were so comfortable as well as the welcoming feel. Plenty of spacious rooms. Even spaces you could have alone time. When they described the house on the ocean, it really is. This was by far the best Airbnb we’ve stayed at. Hope to rent it again next year. I can’t say enough on how comfortable the house is. This is the first house we’ve recommend for other people to stay at. Peg

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!

Charming Home in Reading with a Large Yard
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with

Quaint Little New Hampshire Lake House Getaway!
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

The House by the Sea
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.

Backyard Oasis with Hot Tub
A wonderful place that felt even larger than in the pictures, surrounded by beautiful scenery, offering complete privacy, and the perfect touch of a delicious hot tub experience under a snowy night.

Lovely Family House Steps Away from Sandy Beach
Loved my stay at this beautiful home. Very clean, and felt like home. All my friends slept well and were comfortable everywhere we gathered in the home. Dominique was wonderful and responsive. I would certainly rent this again in the future.

Oceanfront Getaway: Private Beach and Porch Dining
Our stay at the house was everything we hoped for and more. We stayed over Christmas vacation, which is not a typical time of year to stay in this coastal community, and we loved it! We greatly appreciated the quiet peaceful surrounding of the ocean and the beautiful homes all decorated for the season. Walking on the beach, with the crisp air and sound of the waves, priceless. The home was clean, comfortable and relaxing, the fireplace adding to that special holiday feel. We were able to utilize the space the home had, with beautiful views of the marsh, as we were able to meet with old friends, and share a dinner together. Our contact, Jim, was readily available for any questions or concerns we may have had, quickly answering his phone or responding to text. We left, feeling like renting this home, was the best decision we could have made. I highly recommend this home and ITrip Boston.
Quick stats about house rentals in Wakefield
Total rentals
20 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
- Boston Holiday rentals
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- Private Holiday Rentals United Kingdom
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- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Prudential Center
- Symphony Hall
- Boston Public Library
- Crane Beach
- Rye North Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- Pavilion Beach
- Wentworth by the Sea Country Club
- Museum of Fine Arts, Boston
- Manchester Country Club - NH