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

Wakefield Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wakefield holiday 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

Stylish home next to train to Boston, near Salem
Wakefield
9.8 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Alex c.
The price is HK$1,384
HK$3,605 total
includes taxes & fees
9 Nov - 10 Nov
Stylish home next to train to Boston, near Salem
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

Beautiful condo next to commuter rail into Boston
Wakefield
9.6 out of 10, Exceptional, (31 reviews)
"The home was in a great neighborhood. The home is also super clean and hosts were responsive and helpful. "
United States
Melissa A.
The price is HK$2,102
HK$4,469 total
includes taxes & fees
2 Dec - 3 Dec
Beautiful condo next to commuter rail into Boston
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

3. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,341 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is HK$1,193
HK$1,333 total
includes taxes & fees
3 Nov - 4 Nov
Crescent Suites Hotel
A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

4. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (37 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
The price is HK$1,949
HK$4,783 total
includes taxes & fees
2 Nov - 3 Nov
Enchanting Hidden Door Escape
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

5. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (680 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is HK$1,907
HK$2,192 total
includes taxes & fees
30 Nov - 1 Dec
Marriott Vacation Club® at Custom House, Boston
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

6. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (769 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is HK$846
HK$1,899 total
includes taxes & fees
29 Nov - 30 Nov
Global Luxury Suites Downtown Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is HK$904
HK$2,031 total
includes taxes & fees
2 Nov - 3 Nov
The Chester Hotel
A staircase with white balusters and a wooden handrail, leading to a landing with a lamp and a small table.

8. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
Melrose
10.0 out of 10, Exceptional, (156 reviews)
"We enjoyed our stay! Great location, easy parking. Wonderful communication from host. Would stay again!"
United States
Martha W.
The price is HK$1,569
HK$3,917 total
includes taxes & fees
2 Nov - 3 Nov
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

9. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (345 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is HK$1,412
HK$2,329 total
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

10. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (470 reviews)
"Great location!"
United States
Mario Quezada
The price is HK$805
HK$1,692 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 28 Fenway
A hallway with brick walls and a polished floor, leading to a door.

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

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.2 out of 10, Wonderful, (35 reviews)
"Very clean, great location between Salem and Boston, great touch done space for a busy vacation."
United States
Rachael R.
The price is HK$918
HK$1,704 total
includes taxes & fees
10 Nov - 11 Nov
Enjoyable 2-bedroom lower level apartment in charming Lynn
A wooden hallway with a patterned floor leading to a door.

12. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (350 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is HK$805
HK$1,600 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 89 Marion
A residential house with a covered porch, a garage, and a well-maintained garden.

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

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (18 reviews)
"Great stay and great host! Would come back! Area is super safe and lovely!"
United States
I A.
The price is HK$1,059
HK$1,989 total
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom well located Garden Apartment in Historic West Medford
A row of brick buildings with storefronts, including a bakery and a liquor store.

14. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (215 reviews)
"It was a great location right in a little neighborhood with shops and restaurants. There are two subway stations within a 5 minute walk which made getting to the T very easy. The room was perfect for us!"
United States
David
The price is HK$1,130
HK$2,020 total
includes taxes & fees
22 Nov - 23 Nov
Maverick Suites at 245 Newbury St
A stone house with a garden bed, a hose, and a brick pathway.

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

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (68 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
The price is HK$854
HK$1,944 total
includes taxes & fees
3 Nov - 4 Nov
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
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.

16. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (51 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is HK$753
HK$2,263 total
includes taxes & fees
2 Nov - 3 Nov
Bright 2BR by Boston Waterfront
A spacious living room with a dining area, wooden columns, and a large window providing natural light.

17. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (337 reviews)
"This property is gorgeous! No need for anything once you arrive because it has everything!! The owner is great at communicating and accommodating. If you are in the Boston area and want a comfortable, safe and lovely place to stay this is it. Can’t wait to visit again!"
United States
Lesley M.
The price is HK$1,765
HK$2,427 total
includes taxes & fees
8 Nov - 9 Nov
Near Boston Historic two-bedroom with Modern Amenities
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

18. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is HK$1,257
HK$2,437 total
includes taxes & fees
2 Nov - 3 Nov
The Concord Hotel
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

19. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (388 reviews)
"Good place to stay."
United States
Jaetaek
The price is HK$664
HK$1,169 total
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village
A compact kitchen with white cabinets, a black countertop, and two wooden chairs.

20. Modern 2 BR, 1BA Near Menino Convention Center & Seaport District

Modern 2 BR, 1BA Near Menino Convention Center & Seaport District
South Boston
9.8 out of 10, Exceptional, (250 reviews)
"Great location!!"
United States
Kellie S.
Modern 2 BR, 1BA Near Menino Convention Center & Seaport District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wakefield Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"The hotel location was perfect. The view from our room was excellent. It was close to several restaurants and stores. The staff was friendly and helpful. The Jola restaurant & bar was in the hotel. Breakfast menu had several choices and the food was amazing. We truly enjoyed our stay."
Frederick 4-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Wakefield

Search for holiday rentals in Wakefield on Expedia! You can easily find your home rentals, villas, holiday apartments in Wakefield using one of the methods below:

  • View our selection of featured holiday rentals in Wakefield
  • Use the map to find apartments and other holiday homes in the Wakefield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wakefield while they last

Look no further and take a look at our great range of rental properties in Wakefield!

Frequently asked questions

Can I find holiday rentals in Wakefield?

Yes, there are holiday rentals close to the most popular sights in Wakefield, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Wakefield has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals are there in Wakefield?

Expedia has 5 holiday 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 holiday rentals like in Wakefield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wakefield. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.