
House holiday rentals in Wakefield
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Top-rated house rentals in Wakefield
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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.

Villa with private Pool in Boston's Elite Enclave
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.

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.

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
My friends and I went for a weekend trip and had such a great time. Steve responded quickly to messages and made it clear that if we had any questions, to reach out at any time. Such a great place!

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
We had a wonderfully relaxing ladies weekend to celebrate my retirement. Diana's place was extremely clean and comfortable with a spectacular view from the private covered porch. We had everything we needed and felt right at home. Thank-you for sharing your lovely home with us!

2 Bedroom Beach Bungalow, Steps from the Beach!
The location was perfect. We selected the cottage because of the proximity to Hampton State Park Beach which was, as is described in the posting, only a few steps away. The cottage is also quite close to the boardwalk. It would be great for a group that wanted the best of both - quiet neighborhood and accessible to eating and entertainment. The cottage was clean and cozy, just right for our party of four, and had available many little items travers might need or left behind at home. Sharon was helpful and very responsive.

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.

“Salty Girl” Plum Island, MA
Every 6 months or so, my close friend from college and I meet somewhere between our houses (ME & NY). We loved meeting at Erin’s place this time around. The location was unique, walkable, and easy to find (10 minute drive to NBP). The house was very clean and has a beautiful, spacious layout with the pitched roof. Erin was quick to communicate when she noticed the WIFI was switched off. We really enjoyed the quiet, peaceful environment and Plum Island wasn’t busy at all in May, which was just what we were looking for.

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.

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.

Scenic House on Hilltop
We come to this large house to Quilt and knit twice a year. On a nice day the back deck is a great place to sit and enjoy the trees and view. It's a comfortable place to be.

LargeDuplex10Beds w/prkg near Downton
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
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

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.

Quaint Little New Hampshire Lake House Getaway!
My husband and I were getting married and in his mind it is customary to not see the bride until she walks down the aisle! On my mind…I didn’t just want to come home, as we live together, just like any other night. I took my mother with me the night before our wedding and fell in love with this cute, quiet place with a gorgeous view, again nothing too far from our venue. We had worked out a little confusion on communication, we were great and going to have the cutest little house overlooking a pond/lake! My mother loved it and my husband loved it as well. It was very well kept, gorgeous view out the ceiling to floor windows! Private, quaint, easy to get to, quiet….just super cute all around! My husband and I do Airbnb‘s a couple times a year….if we were to look for some place close to home, we would definitely love to stay here again! Everything was great!

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.

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
$61 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
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
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- Philadelphia Holiday rentals
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- Yurt Rentals United Kingdom
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- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
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- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Revere Beach
- TD Garden
- Fenway Park
- Lynn Beach
- Harvard University
- Duxbury Beach
- York Harbor Beach
- North Hampton Beach
- Brown University
- New England Aquarium
- Freedom Trail
- Faneuil Hall Marketplace
- Prudential Center
- Crane Beach
- Rye North Beach
- Symphony Hall
- Pinehills Golf Club
- Boston Public Library
- Quincy Market
- Water Park of New England
- Good Harbor Beach
- Museum of Fine Arts, Boston