
Vacation rentals in Wakefield
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Top-rated vacation rentals in Wakefield
Guests agree: these stays are highly rated for location, cleanliness, and more.

Winchester Apartment on Greenway
Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.

Large 2-Bedroom 12 miles to Logan 10mile to Boston
Large 2BR in downtown Stoneham! Sleeps 6 with a king bed, full bed, and pull-out sofa. Enjoy a full kitchen, dining room, walk-in shower, in-unit washer/dryer, and AC. Hardwood floors throughout. Relax in the private yard with umbrella and table. Family- and pet-friendly, close to shops, restaurants, and just a short drive to Boston. Free street parking and Wi-Fi included—perfect for short or extended stays! Close to Boston with just 10 miles to Faneuil Hall and 12 Miles to airport 8to Everett.

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

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.

The Cottage Suite
Welcome to our private in-law apartment located in the basement of a family home. The clean and open concept apartment is fully equipped for a comfortable length of stay for you and your family. We are very close to the heart of Stoneham and STEPS to the local grocery store, pharmacy, restaurants, and ice cream shop. The nearest bus stop is a 2 min walk that will take you to Oak Grove Station in Malden which connects to the train station in Boston! If driving, I-95 and I-93 are minutes away!

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!

Arlington Craftsman Green Room, Int. Well Restored
Private room, shared bath. The immaculate Interior of this classic craftsman has been lovingly restored. Bus stops are short walk. Bus is 15 mins. to Harvard Sq. Natural ponds nearby. NOTE: House Exterior is old, not yet restored. Fresh flowers, soft towels, high thread-count damask sheets. Simple breakfast: cereal, bread, fruit, coffee, tea, milk. Use of microwave & toaster. No oven/stove use. Note: It's 25 stairs to my front door +14 stairs to 2nd floor bedroom. No Pets, No Smoking.

compact room by Tufts Cambridge Davis Square 闪家@3
The compact room has a full bed and is on the second floor, cozy and sunny. The room has two windows with blinds and blackout curtains, oak wood floor, window AC in the summer, two bed end tables, two lamps with USB charge ports, walk-in closet with a laundry basket, a table with with two chairs, a mirror, and a tower fan that can make white noise. This bedroom shares a full bathroom with the other second floor bedroom and a ground level room, which are also rented through AirBnb.

Corner Cottage - cozy studio just north of Boston
Whether you’re a tourist visiting Boston for the weekend, a traveling nurse in search of a medium-term stay, or a pilot/flight attendant needing overnight accommodations, this completely renovated and professionally cleaned AirBnB is perfect for you! Finding living accommodations is tough; finding a reliable and responsive host is even tougher. Not only is this unit well equipped with almost everything you may need, but I will do my best to ensure your stay is the most comfortable.

Cozy West Peabody Guest Suite
Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette with a microwave and Keurig coffee. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

B-Cozy/private parking/Walk T & BUS/Airport/Boston
Private room with one queen size beds, kitchenette with everything you need to make coffee, tea or a simple breakfast using the microwave, spacious living room with dining table. Only 6 miles from Boston, easy access to downtown by car or public transportation. One block to the commuter train station and bus station. 10 minutes walk to the metro station (orange line). Just a short walk to grocery stores, cafes and restaurants. Ideal for love or business travelers.
Popular amenities for Wakefield vacation rentals
Other great vacation rentals in Wakefield

Queen Bed - Boston - RM 2

Cozy Room for your stay in Reading

Mini Cozy room. (No Kitchen - No AC

Peaceful BR in Medford + Beautiful Shared Kitchen

Private, Intimate Ocean Blue Room @ The Washburn!

City Serenity near BOS & Encore!

Studio Apt w/Bus to Boston & North Shore

Bedroom 1: Private room in quiet home
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,728 ZAR | R1,867 ZAR | R1,763 ZAR | R2,074 ZAR | R2,074 ZAR | R2,074 ZAR | R1,798 ZAR | R2,593 ZAR | R2,593 ZAR | R2,281 ZAR | R2,074 ZAR | R2,074 ZAR | 
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C | 
Frequently Asked Questions
- Do house rentals in Wakefield have free parking? - Absolutely! We offer over 10 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 20 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 Apartment Rentals in Wakefield? - Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences. 
- 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. 
Quick stats about vacation rentals in Wakefield
 - Total vacation rentals- Explore 40 vacation rentals in Wakefield 
 - Nightly prices starting at- Wakefield vacation rentals start at R519 ZAR per night before taxes and fees 
 - Verified guest reviews- Over 2,490 verified reviews to help you choose 
 - Family-friendly vacation rentals- 20 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 30 properties have a dedicated workspace 
 - Wi-Fi availability- 40 of Wakefield vacation 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! 
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