An aerial view of a town with a main road, residential houses, and surrounding greenery.

Search Holiday Rentals in Wayland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 Wayland holiday rentals

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

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,340 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is ฿5,138
฿5,739 total
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (266 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is ฿3,922
฿4,380 total
includes taxes & fees
2 Nov - 3 Nov
Residences at Solomon Pond
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (344 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is ฿6,073
฿10,018 total
includes taxes & fees
10 Nov - 11 Nov
Kasa Boston at Fenway
A wooden hallway with a patterned floor leading to a door.

4. 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 ฿3,466
฿6,889 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 89 Marion
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

5. 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 ฿3,891
฿8,744 total
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

6. 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 ฿8,211
฿9,439 total
includes taxes & fees
30 Nov - 1 Dec
Marriott Vacation Club® at Custom House, Boston
A modern living room with a round dining table, grey sofas, and large windows offering city views.

7. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.6 out of 10, Excellent, (17 reviews)
"spacious, clean, central location"
United States
Gregory
The price is ฿4,378
฿9,303 total
includes taxes & fees
1 Nov - 2 Nov
Furnished Apts near Harvard Stadium
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

8. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
The price is ฿4,188
฿8,452 total
includes taxes & fees
1 Nov - 2 Nov
Furnished Apartments near Encore Boston
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

9. 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 ฿3,641
฿8,178 total
includes taxes & fees
29 Nov - 30 Nov
Global Luxury Suites Downtown Boston
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, (468 reviews)
"Great location!"
United States
Mario Quezada
The price is ฿3,466
฿7,284 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 28 Fenway
A modern living room with a grey sofa, a dining table set for four, and a large window offering a view of the outdoors.

11. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.2 out of 10, Very good, (14 reviews)
"Great location, easy to access, and quick to respond to questions"
United States
ANITA
The price is ฿3,776
฿8,746 total
includes taxes & fees
1 Nov - 2 Nov
Furnished Apartment Near Longwood
A row of brick buildings with storefronts, including a bakery and a liquor store.

12. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (214 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 ฿4,864
฿8,697 total
includes taxes & fees
22 Nov - 23 Nov
Maverick Suites at 245 Newbury St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

13. 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 ฿5,405
฿10,479 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.

14. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (387 reviews)
"Good place to stay."
United States
Jaetaek
The price is ฿2,858
฿5,032 total
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
A modern hotel room with a bed, a desk, a sofa, and a dining area.

15. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (245 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is ฿5,810
฿12,503 total
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

16. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (161 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is ฿3,405
฿7,020 total
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 40 Temple St
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

17. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (214 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is ฿4,186
฿8,695 total
includes taxes & fees
23 Nov - 24 Nov
Global Luxury Suites East Boston
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.

18. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is ฿3,830
฿7,509 total
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
A hotel room with a bed, a desk, a lamp, a potted plant, and large windows with blinds.

19. Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
5.6 out of 10, (4 reviews)
"I loved this apartment. It was perfect for what we needed. I only gave four stars because the apartment could use a little love and updating, and that may be important to some people. It was not for me. We were just over 2 miles away from Mass General where my husband was having an operation. It had a full kitchen, 1 1/2 baths, and was surprisingly quiet. The description of the apartment was clear there was no parking space associated with the apartment; however, I found that every night...
United States
Christine
The price is ฿5,198
฿10,635 total
includes taxes & fees
1 Nov - 2 Nov
Furnished Apartment near BMC
Room

20. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (29 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is ฿8,073
฿12,968 total
includes taxes & fees
22 Nov - 23 Nov
Symple Live
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wayland Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Amazing stay! Didn’t want to leave and ended up extending. Amazing front desk staff. Fratelli’s was one of the best meals I’ve had in a long while. Will be back soon!"
Kathryn 1-night trip
Posted less than an hour ago
Encore Boston Harbor

Find out more about Wayland

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

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

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

Frequently asked questions

Can I find holiday rentals in Wayland?

Yes, there are holiday rentals close to the most popular sights in Wayland, or you can select a more secluded option if you're looking for a relaxing stay. Wayland is known for its shopping and sporting events. Make sure you have time to check out the restaurants and lake views during your trip.

How many holiday rentals are there in Wayland?

Choose from 3 Expedia holiday rentals in Wayland for a memorable holiday.

What’s there to see and do in Wayland?

Cochituate State Park and Wayland Town Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Fenway Park and Harvard Square in the wider area.

What’s a holiday rental in Wayland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wayland. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.