Wakefield Vacation Rentals from $155: Search Short-Term Rentals

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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.

$455 nightly

Oct 25 - Oct 26

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

"What an awesome place to stay to visit Boston. Nice quiet neighborhood. The house was clean and had a nice big kitchen. Elina, our host made sure we had a keurig. We had some warm days but, had plenty of ACs. The town has some great restaurants. Had some salads from Ellie’s Pizza that were excellent. The train station is right down the street. Very easy access to the Boston area. Can’t thank our host Elina enough."

Lisa B.

$522 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

3. Enchanting Hidden Door Escape

Stoneham

John D.

$590 nightly

Oct 25 - Oct 26

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.

4. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

Melrose

Martha W.

$509 nightly

Oct 28 - Oct 29

Total with taxes and fees

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

5. Crescent Suites Hotel

South Side

kari

$139 nightly

Nov 5 - Nov 6

Total with taxes and fees

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

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

West Medford

I A.

$239 nightly

Nov 2 - Nov 3

Total with taxes and fees

A room with a brick wall, a wooden staircase, a bed with patterned bedding, and a nightstand with a lamp.

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

Lynn

Travis

$207 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

8. Premier Suites - Bay Village

Bay Village

Rosemary

$152 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

9. The Chester Hotel

South End

Luda

$246 nightly

Nov 9 - Nov 10

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.

10. Temple Place Suites

Downtown Boston

Deborah

$144 nightly

Nov 22 - Nov 23

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.

11. Maverick Suites at 400 Columbus Ave

South End

Lorne

$193 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

12. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$193 nightly

Nov 15 - Nov 16

Total with taxes and fees

A living room with a sofa, a glass coffee table, and a staircase.

13. Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking

Everett

Elizabeth

$379 nightly

Oct 27 - Oct 28

Total with taxes and fees

A spacious living room with a dining area, wooden columns, and a large window providing natural light.

14. Near Boston Historic two-bedroom with Modern Amenities

Malden

Jenn K.

$263 nightly

Oct 25 - Oct 26

Total with taxes and fees

A bed with a knitted blanket and pillows in a room with a window and artwork on the wall.

15. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Marblehead Historic District

Arianna

$270 nightly

Oct 27 - Oct 28

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.

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

Beverly

Corey W.

$264 nightly

Nov 18 - Nov 19

Total with taxes and fees

A living room with a grey sofa, a black armchair, a coffee table, and a blue rug. There are two windows with blinds, a bookshelf, and a potted plant.

17. Bright 2BR by Boston Waterfront

East Boston

Bridget

$298 nightly

Nov 15 - Nov 16

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

Krista

$270 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

19. Maverick Suites at 245 Newbury St

Back Bay

Jennifer

$240 nightly

Nov 15 - Nov 16

Total with taxes and fees

A room with a large window overlooking a marina with boats and buildings.

20. Fun houseboat. Walk to Boston attractions WIFI

Boston

William M.

$411 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Wakefield Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

".."

Hyatt Regency Boston Harbor

8/10 Good

"Far from downtown Boston so you will need to figure out transportation into the city and back. No restaurant's or shopping nearby. The television in our room was not working correctly. At one point, I had to unplug it from the back because I could hear the sound but there was nothing on the screen. Otherwise, the breakfast buffet was really good each morning."

Seaport Hotel Boston

8/10 Good

"Everything was great at the hotel except for our initial check-in person. She was working on something and didn’t even look up for quite a while and then told us she would be with us in a minute, and we waited even longer. Seemed like she could have stopped & acknowledged us right away. The gentleman taking luggage to our room was super friendly& a great face for the hotel."

The Dagny Boston

8/10 Good

"For an expensive hotel, I was hoping for a little more. However, it seems all Boston hotels are expensive. For £400 per night, one would expect top notch. Very good but not exceptional, and why does the music have to be so loud in the lobby, even at 6.30 in the morning. I feel for the staff as much as the clientele."

Bedford Plaza Hotel - Boston

8/10 Good

"The staff was great. The hotel definitely needs to be remodeled. Rugs are stained and worn. Everything is just old and worn. Bed was good though, pillows not so much. We didn't have towels in our room so we had to hunt for the maid the next morning to get some. The free breakfast consists of waffles, toast, cereal and yogurt. I had booked a last minute trip so my options at the time were not plentiful. If you just need a place to lay your head at the end of the day like we did, you should be fine."

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 $155 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.

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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.

Wakefield Vacation Rentals

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Check prices for these dates

Our top choices for Wakefield vacation rentals

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

2. Beautiful condo next to commuter rail into Boston

3. Enchanting Hidden Door Escape

4. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

5. Crescent Suites Hotel

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

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

8. Premier Suites - Bay Village

9. The Chester Hotel

10. Temple Place Suites

11. Maverick Suites at 400 Columbus Ave

12. Maverick Suites at 89 Marion

13. Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking

14. Near Boston Historic two-bedroom with Modern Amenities

15. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

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

17. Bright 2BR by Boston Waterfront

18. Kasa Boston at Fenway

19. Maverick Suites at 245 Newbury St

20. Fun houseboat. Walk to Boston attractions WIFI

Find vacation rentals that suit your style

Top Wakefield Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

Find out more about Wakefield

Explore a world of travel with Expedia

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