Wakefield holiday lettings

We found 2,571 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Wakefield that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, including parking and a garden. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Wakefield

Showing deals for:10 Jul - 17 Jul

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Why visit Wakefield

  • Rich History: Discover Wakefield's heritage at the Wakefield Museum, showcasing the town's captivating past.
  • Family-Friendly Activities: Enjoy a variety of family-oriented attractions, perfect for visitors of all ages.
  • Beautiful Outdoor Spaces: Experience the local beaches and scenic parks, ideal for camping and outdoor adventures.
  • Charming Architecture: Admire the picturesque houses and historic buildings that reflect the town's character.
  • Welcoming Community: Immerse yourself in the friendly atmosphere of central Wakefield, perfect for exploring.

Popular types of accommodation in Wakefield

For your next getaway, Wakefield offers a delightful range of holiday accommodations to suit every traveler's needs. From charming houses and stylish apartments to inviting holiday cottages, you'll find the perfect place to unwind. Explore our selection of lettings in Wakefield and discover the ideal holiday rental for your stay. With transparency and savings at the forefront, your dream holiday is just a booking away!

  • Houses: The most sought-after option in Wakefield, ideal for families or groups seeking a comfortable and spacious stay.
  • Flats: A popular choice for those wanting the convenience of self-catering in a city environment.
  • Condos: These offer modern amenities and a community feel, perfect for a relaxed getaway.
  • Cottages: A charming choice for a quaint and homely experience, often nestled in picturesque settings.
  • House Boats: For a unique stay, consider these floating accommodations that provide a different perspective on waterfront living.**

Top attractions near Wakefield

Wakefield, Massachusetts, offers a delightful mix of family-friendly activities, outdoor adventures, and urban exploration. Visitors can enjoy the local beaches, historic houses, and universities while immersing themselves in the rich culture of the area. For those keen on delving deeper into the local heritage, the Wakefield Museum provides an excellent opportunity to learn more about the town's history and charm.

  • TD Garden: A vibrant venue for sports and entertainment, TD Garden offers a thrilling atmosphere for events ranging from ice hockey to concerts, making it a must-visit for those seeking excitement.
  • Harvard University: Renowned for its rich history and academic excellence, Harvard University boasts stunning architecture and lush grounds, providing a culturally enriching experience for visitors.
  • Boston Harbor: This picturesque marina invites adventure seekers to enjoy sailing, kayaking, and exploring scenic waterfront parks, perfect for outdoor enthusiasts looking for relaxation and fun.

Things to do recommended for couples

Wakefield offers delightful couple experiences, from the vibrant atmosphere of the Lynn Auditorium for a music concert to the romantic dining at the Russell House. For a touch of luxury, unwind at the Tewksbury Country Club, perfect for creating cherished memories together.

Things to do recommended for families

Families visiting Wakefield can have a splashing good time at the Water Park of New England, just 5.0km away, or unleash their creativity at LEGOLAND® Discovery Center, also 5.0km distant. For sports enthusiasts, Agganis Arena, located 6.8km away, offers thrilling events for all ages.

Things to do recommended for groups

Explore the vibrant Harvard Square for shopping and entertainment, tee off at the scenic King Rail Reserve Golf Course, or enjoy a film at the charming Somerville Theatre for a delightful cultural experience. Each venue offers unique vibes perfect for group outings.

What do I need to keep in mind when booking a vacation in 'Wakefield

When you're planning a trip—whether it's with a group, your family, or even your pets, or if you're considering a longer stay—it's important to apply the right filters to suit your needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Wakefield with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Wakefield with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Wakefield: For many families, a trip isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Wakefield: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the ideal spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also want to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Wakefield

Wakefield, Massachusetts, offers a delightful blend of family-friendly activities, outdoor adventures, and urban exploration. You can enjoy camping in the area, discover charming holiday cottages, and admire the town's beautiful houses. The vibrant atmosphere of central Wakefield invites visitors to experience its historical charm and welcoming community. Whether you're seeking a perfect holiday or a business retreat, Wakefield's friendly vibe and surrounding attractions make it an ideal destination for all.

  • Boston: A vibrant metropolis located 6.2km from Wakefield, Boston is a must-visit for those seeking a city-themed experience infused with culture and family activities. The city offers an array of attractions, from world-class education institutions to lively music concerts and expansive shopping malls. Visitors can explore notable landmarks such as historic sports stadiums and event conference venues. With its rich history and dynamic atmosphere, Boston promises an unforgettable travel experience.
  • Reading: Situated just 1.2km away from Wakefield, Reading is a charming city ideal for families and outdoor enthusiasts. Known for its pleasant parks and recreational areas, Reading invites visitors to enjoy a variety of outdoor activities. Shopping is also a highlight, with several local shopping centres and a nearby beach that’s perfect for a family day out. The serene lake and family-friendly beaches enhance the area’s appeal, making it a delightful stop for relaxation and fun.
  • Stoneham: Also located 1.2km from Wakefield, Stoneham offers a perfect blend of family-friendly activities and outdoor adventures. This city features a variety of shopping malls and centres, catering to those who enjoy retail therapy. Stoneham is home to beautiful beaches, including family-friendly options, and a prominent stadium that hosts various events. With its inviting atmosphere and range of attractions, Stoneham is an excellent choice for a day of exploration and enjoyment.

Best time to go to Wakefield

If you're planning a trip to Wakefield, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly CloudyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April47.7°F (8.7°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighSlightly High
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.3°F (22.4°C)Light RainMostly SunnyAverageSlightly High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December35.1°F (1.7°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform to plan new trips, resume from where you last stopped, or organise your travel arrangements. You can easily access your saved or booked properties, all neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Friendly Wakefield will entice you

Enjoy the live music and other features of Wakefield. Travellers to this welcoming city praise the lake, restaurants and shopping. Fenway Park and Encore Boston Harbor are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Wakefield

Do you want to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Wakefield a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (7.5 mi / 12.1 km)
  • New England Aquarium (10.1 mi / 16.2 km)
  • LEGO® Discovery Center Boston (7.5 mi / 12.1 km)
  • Water Park of New England (8.3 mi / 13.3 km)
  • Salem Willows Park (10.5 mi / 16.9 km)
  • Boston Marathon Finish Line (10.7 mi / 17.2 km)

Exploring the natural landscape of Wakefield

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Wakefield is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (10.3 mi / 16.6 km)
  • Boston Harbor (9.8 mi / 15.8 km)
  • Copley Square (10.6 mi / 17.1 km)
  • Breakheart Reservation (2.3 mi / 3.7 km)
  • Mystic River Reservation (6.9 mi / 11.1 km)
  • Glen Magna Farms (7.2 mi / 11.5 km)

Transport to and around Wakefield

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 9.9 mi (15.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Logan International Airport (BOS), which is 10 mi (16 km) away.

If you prefer train travel, make your way to Wakefield Station or Wakefield Greenwood Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Wakefield when booking a holiday rental?
When considering a holiday rental in Wakefield, Massachusetts, the Lake Quannapowitt area stands out as an excellent choice. This picturesque neighbourhood is centred around the beautiful Lake Quannapowitt itself, which offers stunning views and a range of outdoor activities, including walking and cycling along the scenic pathways. The area is particularly popular for its tranquil atmosphere and proximity to nature.

Another appealing option is the downtown Wakefield area, which boasts a charming blend of historic buildings and modern amenities. Here, you can explore a variety of local shops, cafes, and restaurants, making it a vibrant spot for visitors. The nearby Wakefield Cultural Council often hosts events and activities, providing a sense of community and entertainment.

In terms of holiday rentals, Lake Quannapowitt offers a selection of properties, with options ranging from cosy lakefront cottages to more spacious family homes. Downtown Wakefield also features a range of accommodations, ensuring that visitors have ample choices to suit their needs.
How much does it cost to rent a holiday home in Wakefield?
Prices for holiday rentals in Wakefield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Wakefield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Wakefield holiday house rentals?
You can find great discounts on house rentals in Wakefield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Wakefield?
For renting a beach house in Wakefield, consider the picturesque areas along Lake Quannapowitt, which offers a serene lakeside setting great for a relaxing getaway. Properties near the lake often feature amenities such as private docks, outdoor seating areas, and spacious backyards, making them ideal for gatherings or family retreats. Many homes also come equipped with modern kitchens and barbecue facilities, allowing guests to enjoy al fresco dining while taking in the scenic views.

Additionally, the nearby Horn Pond area presents more options for visitors seeking a beach house experience. Here, you can find properties that provide easy access to walking trails and picnic spots, along with amenities like fire pits and outdoor grills, great for evening relaxation. The community vibe in these neighbourhoods is welcoming, with local shops and cafes just a short drive away, adding to the convenience of your stay.

For those interested in exploring the broader region, the proximity to the North Shore beaches, including places like Lynn and Swampscott, offers additional options for sunny days by the ocean.
What is the most popular type of holiday rental accomodation in Wakefield?
In Wakefield, holiday houses are the most popular type of holiday rental, with about 12 available in the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Additionally, several condos and apartments can be found, providing travellers with more compact living options. These rentals often come with amenities such as laundry facilities and access to communal spaces, ensuring a comfortable stay.
Are there any family house rentals in Wakefield?
In Wakefield, Massachusetts, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. The town offers a variety of spacious homes, often complete with multiple bedrooms and ample living space for families to relax together. Many properties feature full kitchens, enabling guests to prepare meals at their convenience, as well as outdoor areas for children to play.

Visitors will find themselves near local parks, such as Lake Quannapowitt, which is superb for family outings with its walking trails and playgrounds. Additionally, the charming downtown area is just a short drive away, where families can explore shops, cafes, and community events.
Can I find long-stay holiday rentals in Wakefield?
A long-stay holiday rental in Wakefield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Wakefield?
In Wakefield, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with furry companions. Many of these properties feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, allowing for a home-like experience during your stay.

The town itself offers a charming environment with access to various local parks, ideal for walks with pets. Lake Quannapowitt is a popular spot nearby, featuring walking trails and scenic views, great for enjoying leisurely afternoons outdoors. Additionally, Wakefield's proximity to Boston means that visitors can easily explore the city while returning to the tranquillity of a pet-friendly rental in this lovely suburban area.
Are there any remote work holiday rentals in Wakefield?
In Wakefield, Massachusetts, there are approximately 18 remote work-friendly holiday rentals available. This charming town offers a variety of accommodations that cater to travellers looking for a productive environment. Many properties feature dedicated workspaces with desks and comfortable chairs, ensuring that guests can work effectively during their stay.

Furthermore, most rentals come equipped with free Wi-Fi, allowing for seamless connectivity. The town itself is a lovely area, known for its picturesque Lake Quannapowitt, where you can enjoy a stroll or a jog during breaks. Additionally, the local amenities include cafes and restaurants, providing convenient options for meals and refreshments. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wakefield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wakefield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Wakefield?
In Wakefield, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also feature coffee and tea makers for a convenient caffeine fix. Decks or patios are common, providing outdoor space to relax and enjoy the surroundings. Onsite parking is typically available, making it easy for guests with vehicles to explore the area. Additionally, many rentals offer dedicated desks, suiting those who may need to work or study during their stay.
When is the best time to visit Wakefield for a holiday rental?
The peak season in Wakefield runs from May to July, with July being the most popular month for visitors. This vibrant period attracts those looking to enjoy the warm weather and outdoor activities, such as kayaking on Lake Quannapowitt or exploring the scenic parks that dot the area. The pleasant temperatures, typically ranging from 18 to 30 degrees Celsius, create an inviting environment for sightseeing and leisurely strolls along the waterfront.

If you prefer a quieter experience while still enjoying the charm of Wakefield, consider visiting in December. This month offers a unique opportunity to appreciate the town's festive atmosphere as holiday decorations illuminate the streets. Although it's the low season, you'll find that the local community spirit is vibrant, and there are often seasonal events that provide delightful experiences without the usual crowds.
How early should I book a Wakefield holiday rental?
Book your Wakefield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Wakefield?
In Wakefield, Massachusetts, visitors can enjoy a variety of attractions that highlight the town's charm and natural beauty. Lake Quannapowitt is a central feature, offering scenic walking paths and opportunities for outdoor activities such as fishing and boating. The nearby Wakefield Common is a lovely park great for picnics and leisure, often hosting community events throughout the year.

Cultural enthusiasts might appreciate the Wakefield-Lynnfield Chamber of Commerce Art Gallery, which showcases local artists and hosts exhibitions. The town's historic district is also worth exploring, featuring beautifully preserved architecture that reflects Wakefield's rich history.
Can I change or cancel my Wakefield home rental booking on Vrbo?
To find Wakefield holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Wakefield holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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