A large lake surrounded by residential areas, a park with a playground, and a road with parked cars.

Wakefield Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

In two months

In three months

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Our top choices for Wakefield vacation rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

1. Stylish home next to train to Boston, near Salem

Wakefield

Alex c.

$385 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with white cabinetry, a stainless steel refrigerator, a large island with chairs, and a window with a view of greenery.

2. Beautiful condo next to commuter rail into Boston

Wakefield

Melissa A.

$455 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

3. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

$206 nightly

Nov 29 - Nov 30

Total with taxes and fees

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

4. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

$199 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

5. Enchanting Hidden Door Escape

Stoneham

John D.

$548 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with wooden cabinets, a white refrigerator, and a coffee maker.

6. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Medford

Michael C.

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

7. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

$181 nightly

Nov 9 - Nov 10

Total with taxes and fees

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

8. Crescent Suites Hotel

South Side

Kasandra

$140 nightly

Nov 13 - Nov 14

Total with taxes and fees

A staircase with white balusters and a wooden handrail, leading to a landing with a lamp and a small table.

9. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

Melrose

Martha W.

$482 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden hallway with a patterned floor leading to a door.

10. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$194 nightly

Dec 1 - Dec 2

Total with taxes and fees

A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

11. Temple Place Suites

Downtown Boston

James

$155 nightly

Dec 1 - Dec 2

Total with taxes and fees

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

12. The Concord Hotel

South End

Rupintal

$270 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hallway with brick walls and a polished floor, leading to a door.

13. Enjoyable 2-bedroom lower level apartment in charming Lynn

Lynn

Rachael R.

$193 nightly

Nov 9 - Nov 10

Total with taxes and fees

A row of brick buildings with storefronts, including a bakery and a liquor store.

14. Maverick Suites at 245 Newbury St

Back Bay

Chloe

$206 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

15. The Chester Hotel

South End

Tracy

$270 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

16. Premier Suites - Bay Village

Bay Village

Jaetaek

$139 nightly

Nov 23 - Nov 24

Total with taxes and fees

A residential house with a covered porch, a garage, and a well-maintained garden.

17. Charming 1-bedroom well located Garden Apartment in Historic West Medford

West Medford

I A.

$218 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Fenway–Kenmore

antonio

$270 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern living room with a sofa, a coffee table, and a TV on a stand. There is a kitchen in the background with a fridge and a microwave.

19. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Beverly

Corey W.

$248 nightly

Nov 10 - Nov 11

Total with taxes and fees

A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

20. Maverick Suites at 400 Columbus Ave

South End

Lorne

$193 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Wakefield Hotel Reviews

A modern indoor seating area with grey upholstered chairs, a central plant, and pendant lighting.

Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

Wakefield

10/10 Excellent

Enfique

A restaurant setting with round tables, chairs, and empty wine glasses.

Best Western Plus New Englander

Woburn

10/10 Excellent

Darlene

A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

avid hotel Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Jeri

Archer Hotel Boston/Burlington

Burlington

10/10 Excellent

Desiree

A spacious lobby with a reception desk, seating area, and a staircase leading to an upper level.

Hampton Inn Boston Bedford Burlington

Billerica

10/10 Excellent

Amy

A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Herbert

A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

Comfort Inn & Suites Logan International Airport

Revere

10/10 Excellent

Piper

An outdoor patio area with wicker furniture, a fire pit, and string lights.

Hilton Garden Inn Tewksbury Andover

Tewksbury

10/10 Excellent

Ashley

A modern bar area with a long counter, multiple seating options, and large windows providing views of the outside.

Cambria Hotel Boston Somerville

Spring Hill

10/10 Excellent

Greta

A Hilton Garden Inn hotel with a modern design, featuring a large signboard with the hotel's name.

Hilton Garden Inn Boston Logan Airport

East Boston

10/10 Excellent

A waterfront cityscape with high-rise buildings, a bridge, and a river.

Seaport Hotel Boston

Seaport District

10/10 Excellent

Marshall

A modern living room with a fireplace, a dining area, and a bar with stools.

Hampton Inn Boston Logan Airport Chelsea

Chelsea

10/10 Excellent

John

A modern living room with a sofa, a coffee table, and a bookshelf filled with books and decorative items.

citizenM Boston North Station

West End

10/10 Excellent

everything about our stay was amazing! we stayed for a whole week, from the second we got there until the second we left, the staff was just so amazing and made us feel like family! and the location is PERFECT for anyone visiting boston, especially for celtics games / anything near the TD garden! you just walk a couple steps to get to the td or the food hall ! everything is within walking distance or you can hop on the subway to get anywhere you need! every time we encountered any citizenm...

Jocelyn

A hotel with outdoor seating, fire pits, and a well-lit facade.

The Cove At Salem

Salem

10/10 Excellent

Emily

An outdoor seating area with wicker furniture and blue cushions, featuring a fire table and umbrellas.

Salem Waterfront Hotel & Suites

Salem

10/10 Excellent

Myra

A multi-story hotel with signage for 'Springhill Suites' and 'Mission Beach House'.

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

Revere

10/10 Excellent

Alexander

Find out more about Wakefield

Everything you need to know about Wakefield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wakefield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wakefield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wakefield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wakefield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wakefield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wakefield rentals

At Expedia, we put the best Wakefield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wakefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wakefield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wakefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Wakefield?

Yes, we have vacation rentals close to popular local attractions in Wakefield, or you can choose a more secluded option if you're looking for relaxation. Visitors to Wakefield speak positively about the scenic lakeside and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and live music.

What's the top vacation rental that Wakefield has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation home rental outside of Wakefield offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals are there in Wakefield?

Expedia has 5 vacation rentals for your stay in Wakefield.

What can I see and do in Wakefield?

Wakefield Dog Park and Breakheart Reservation are a couple of lovely local spots to get outside and enjoy nature. Fenway Park and Encore Boston Harbor are other popular places to visit in the area.

What are vacation rentals like in Wakefield?

Vacation rentals are private accommodations you can reserve for a couple days or more in Wakefield. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

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