
Holiday houses in Wakefield
Find and book unique accommodation on Airbnb
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 $84 NZD per night before taxes and fees

Verified guest reviews
Over 2,710 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, Wifi and Pool across Wakefield rentals

4.9 Average rating
Wakefield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Wakefield
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern & Cozy Stay in Wakefield
Welcome to your family-friendly Wakefield retreat! This modern 3-bedroom, 2-bath apartment sleeps 8-10 guests. Enjoy a fully equipped kitchen, cozy dining space, and an en-suite master bedroom. Free parking and a washer/dryer add convenience. Walk to Lynnfield Market Place for Whole Foods, Starbucks, Legal C Bar, and more. Just 2 minutes from Route 95 and 20 minutes to Boston. Quannapowitt Lake is a quick 7-minute drive. Perfect for families, business travelers. We look forward to hosting you!

Heathman Manor
It’s a charming 1,550 sq ft, 2-BR furnished home in an historic 2-family Victorian in Melrose Highlands. With famous visitors (Houdini, Conan Doyle) & Victorian details, there’s a large LR, MBR (Serta queen hybrid), DR, 2nd BR (bunk bed!), bathroom (access via BRs), galley-style kitchen, & off-street parking. Near Commuter Rail, & Orange Line, Rts 93/95, & amenities, with quiet solitude for tourists, visitors, magicians, etc. (No smoking, vaping, or pets pls.) We look forward to hosting you!

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.

Pet-Friendly Luxury | Near Boston + Parking
Experience comfort and convenience in this stylish one-bedroom apartment just minutes from Boston. Ideal for professionals and travelers, it features: - A king bed with crisp white linens. - A modern bathroom with a quartz countertop and stand-up shower. - A fully equipped kitchen and in-unit laundry. - Samsung Smart TV for streaming. - Pet-friendly accommodations. Enjoy building amenities like a gym and clubroom, secure parking, and easy commuter rail access. Perfect for business

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

Home w/Yard+Parking & <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.

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!

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.

Beautiful 1 Bedroom, 1 Bathroom in Medford
Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

Couples Retreat - Apt in Charming Colonial Home
Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

Cozy One Bedroom Private Unit - Prime Location!
Come relax at this peaceful place with your own private entrance! This cozy spot is located 17 miles from Downtown Boston, a close drive to the beautiful Cape Ann, and a short 25 min drive to Cranes Beach, Magnolia, Rockport, plus many other beautiful farms and lakes. Finally, it's less than 2 miles from MarketStreet Shopping Center, Lake Quannapowitt, and Wakefield's Train Station which takes you to Downton Boston so you can avoid expensive parking fees!

32 Nights tax free ! Getaway 4
Veteran AirB&B host offering meticuliosly maintaned apartment close to Boston. This first floor level apartment, has no apartments above or below. 2 parking spaces with more available for guests if requested. Laundry in unit, Fastest Internet Speed available, open concept with Sleeper Couch. Train is down the street to get to city, property has 2.5 acres of land for shared use amongst tenants. Enjoy the City and the area without the noise!! Hope to Host
Popular amenities for Wakefield holiday rentals
Stay near Wakefield's top sights
Other great holiday rentals in Wakefield

Quiet Boston-Area Sanctuary, Elegant & Comfortable

Spacious& Convenient 1BR unit-20min to Boston

Quiet 2BD Single-Family, Parking, No Shared Walls!

Sofima-Cozy and Charming 2-bedroom apartment.

Large 2-Bedroom 12 miles to Logan 10mile to Boston

Cozy Private Loft, Easy Access to Boston

North Shore Getaway: Luxury & Peace Near BOS/Salem

The Cottage Suite
Frequently Asked Questions
Are there family-friendly vacation rentals in Wakefield?
Wakefield has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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.
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.
Do apartment rentals in Wakefield have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wakefield have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Wakefield. Enjoy a tailored experience with all the comforts you desire.
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 free parking?
Absolutely! We offer over 20 house rentals with free parking in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- York Harbor Beach
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





