Holiday houses in Wakefield

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Top-rated holiday rentals in Wakefield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Medford
5 out of 5 average rating, 6 reviews

ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk

Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

Top Guest favourite
An open living area showcases a warm ambiance with string lights overhead. A dining table is set for six, and a cozy seating arrangement includes a colorful armchair and a plush sofa. A wall-mounted TV is positioned beside vibrant artwork against the white walls.
Condo in Salem
4.97 out of 5 average rating, 270 reviews

*1710 Historic Downtown Salem|2BR Retreat|Parking

Welcome to The Archer House, a Top 1% property in Salem! 🏆 Your cozy winter retreat awaits here! This 2-bedroom apartment includes free parking for 2 cars and all the comforts you need for a warm, relaxing stay. Just steps from the Salem Witch Museum and downtown’s festive seasonal attractions, it’s the perfect winter escape for families and travelers alike! ❄️ 🧙🏻‍♀️ Salem Witch Museum - 3 min walk 🎃 Witch House - 10 min walk ✨ Downtown Salem - 1 Min walk 🕸 Hocus Pocus House - 5 min drive

Guest favourite
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, 106 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 favourite
A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.
Condo in Peabody
4.94 out of 5 average rating, 104 reviews

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Top Guest favourite
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, 285 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.

Top Guest favourite
The bedroom features a spacious bed with decorative pillows and a quilt. A bedside lamp and wooden furniture complement the room. Natural light enters through two small windows, and an art piece depicting Boston adorns the wall.
Apartment in Stoneham
4.99 out of 5 average rating, 121 reviews

Cozy Basement Apartment-Stoneham

This is a private in-law apartment in the basement of the home. Full Kitchen/living room combination, full bath and 1 bedroom with private entrance. Close to Routes 93 and 128 and 95. 15-45 minute drive to Boston depending on the traffic and time of day. Convenient to grocery stores and shopping plaza, casino. We live in the main house above the apartment. There is potential for a little overhead noise. Please read the whole listing and house rules. Must be 21 to request this listing!

Guest favourite
A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.
Apartment in Woburn
4.84 out of 5 average rating, 76 reviews

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Guest favourite
The kitchen features navy blue cabinetry and modern stainless steel appliances, including a microwave and oven. A white countertop contrasts with the dark cabinets, enhancing the space's elegance. Natural light flows in through the windows, creating a bright atmosphere, while a small rug adds a decorative touch.
Home in Malden
4.94 out of 5 average rating, 172 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 favourite
The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.
Guest suite in Melrose
4.92 out of 5 average rating, 565 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Top Guest favourite
A spacious living area features a large, rounded red leather sofa surrounding a glass coffee table, complemented by a decorative area rug. Light-colored walls and recessed lighting enhance the bright atmosphere. Behind, a dining area with elegant chairs and cabinets is visible.
Home in Stoneham
4.97 out of 5 average rating, 30 reviews

The Grand Residence

Take it easy at this unique and tranquil getaway. The spacious living area in the basement,offering a serene retreat for relaxation . The cozy bedroom ensures a restful night’s sleep on comfortable bed. A fully equipped kitchen boasts premium appliances and everything you need to prepare delightful meals. Conveniently located near shopping center, restaurants . Perfect for business travelers, couples, or anyone looking to experience the finer things in life.

Top Guest favourite
A living room features large windows that allow natural light to fill the space, highlighting a blue sofa adorned with decorative pillows. A wooden coffee table sits on a patterned rug, complemented by a cozy chair and a small side table.
Apartment in Wakefield
4.98 out of 5 average rating, 97 reviews

Walk to train, lake and downtown - pets welcome

This is the perfect place to relax and make a home for your visit to the Boston area. You'll be steps from the park, Lake Quannapowit, shops and restaurants and the train station. The atmosphere is chill and relaxed. Upon arrival, you'll find coffee, tea, eggs and butter. If you're bringing your furry family member, there will be dog bowls and poop-bags too. Dog bed and cat litter box available upon request.

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.86 out of 5 average rating, 367 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Popular amenities for Wakefield holiday rentals

When is the best time to visit Wakefield?

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Frequently Asked Questions

  • Do house rentals in Wakefield have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Wakefield?

    Four-legged friends are welcome in Wakefield. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Wakefield have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wakefield have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Wakefield?

    Yes! Work meets play with ease at over 30 vacation rentals in Wakefield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Wakefield?

    Experience the best of Wakefield with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Wakefield?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Wakefield have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Wakefield. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Wakefield

  • Total holiday rentals

    Explore 40 holiday rentals in Wakefield

  • Nightly prices starting at

    Wakefield holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Wakefield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wakefield rentals

  • 4.9 Average rating

    Wakefield stays are highly rated by guests—averaging 4.9 out of 5!

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