House vacation rentals in Wakefield

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Top-rated house rentals in Wakefield

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Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 107 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top guest favorite
A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.
Home in Medford
4.99 out of 5 average rating, 111 reviews

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

Superhost
A comfortable living area is presented with a decorative tree adorned with lights. A faux fireplace sits beneath a flat-screen TV, complemented by a stylish coffee table. Light-colored furnishings and hardwood flooring enhance the inviting design, while a patterned area rug adds warmth.
Home in Wakefield
4.81 out of 5 average rating, 103 reviews

Beautiful home next to train to Boston, near Salem

Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

Top guest favorite
The charming exterior of an antique colonial-style home is displayed, featuring a yellow facade with dark green shutters. Flower boxes adorn the windows, filled with colorful blooms. A welcoming front entry is accentuated by steps leading up to the door, with a neatly landscaped garden visible.
Home in Salem
4.9 out of 5 average rating, 348 reviews

Henry Derby House

This antique home is perfect for families or wedding parties traveling together looking to explore downtown Salem. Experience the charm of Salem's McIntire district in the home originally built for tailor Henry Derby in 1838. This 7 bedroom 4 bathroom colonial style home will give you the feel of old Salem with some modern amenities in the updated kitchen and baths. The house is centrally located in walking distance to all of Salem's attractions as well as the T, but also off the beaten path.

Guest favorite
A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.
Home in Wakefield
4.96 out of 5 average rating, 281 reviews

Welcoming 7-room house <15 miles to Boston & Salem

Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.

Superhost
A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.
Home in East Boston
4.77 out of 5 average rating, 218 reviews

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Guest favorite
A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.
Home in Stoneham
4.92 out of 5 average rating, 289 reviews

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Top guest favorite
The exterior of a two-family home features a front porch with white railings and hanging flower baskets. A staircase leads to the entrance, flanked by flower pots. The entrance door is bright red, and the surrounding garden adds greenery to the welcoming facade.
Home in Melrose
4.96 out of 5 average rating, 129 reviews

Quiet Melrose Home

Two bedroom apartment on the first floor of a two family home located in a quiet neighborhood just a few blocks from downtown Melrose. Convenient 6.5 miles from Boston. One block from the commuter rail, bus at the end of the street, and 1.2 miles to MBTA. You will have 2 bedrooms with queen size beds plus extra single bed off of back bedroom, sunny full kitchen, living room, dining room 1 bathroom with walk in shower, and laundry room, back deck and yard . Owner lives upstairs.

Guest favorite
Home in Malden
4.93 out of 5 average rating, 166 reviews

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Guest favorite
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett
4.93 out of 5 average rating, 377 reviews

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

Top guest favorite
A dining area is showcased with a rustic wooden table surrounded by four chairs and a bench. An arrangement of circular placemats lies on the table. Natural light enters through a window, illuminating the wooden floor and a potted plant sits on the table.
Home in Salem
4.96 out of 5 average rating, 164 reviews

Beautiful historical house in Salem

The whole group will enjoy easy access to everything from this centrally located place. A few minutes walk to a multitude of great restaurants, shops, galleries, the witch house, ghost and witch tours, trolley tours, Salem ferry, Pickering wharf, Salem witch museum, witch dungeon museum and a few minutes drive to Salem Willows and the house of the seven gables. All three bedrooms that are on the second floor will have AC units from mid June till September.

Guest favorite
A cozy living area features a beige sofa, a green armchair, and a wooden coffee table with decorative centerpieces. A stylish rug adds texture to the floor. Walls are adorned with artwork and decorative pieces, while natural light filters through the windows.
Home in Lynn
4.91 out of 5 average rating, 283 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Popular amenities for Wakefield house rentals

When is the best time to visit Wakefield?

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Avg. priceﺩ.ﺇ294ﺩ.ﺇ331ﺩ.ﺇ327ﺩ.ﺇ397ﺩ.ﺇ404ﺩ.ﺇ312ﺩ.ﺇ305ﺩ.ﺇ551ﺩ.ﺇ459ﺩ.ﺇ312ﺩ.ﺇ312ﺩ.ﺇ301
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Quick stats about house rentals in Wakefield

  • Total vacation rentals

    Explore 20 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Wakefield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wakefield rentals

  • 4.8 Average rating

    Wakefield stays are highly rated by guests—averaging 4.8 out of 5!