Wayland historic town center panoramic aerial view in summer at Boston Post Road and MA Route 27, including First Parish Church and Town Hall, Wayland, Massachusetts MA, USA.

Wayland Holiday Rentals

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Our top choices for Wayland holiday rentals

The Concord Hotel

The Concord Hotel
2.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Overall had a great experience here. Took just a couple minutes texting the host to get the check in information that was to be emailed- but they sent it pretty quickly when I said it wasn't sent yet. I didn't need anything else from the host. It was clean and overall pretty nice! The stairs you take to get up to the room are pretty loud, so I woke up one time when other people got home to other rooms during my stay, but that was it! Overall good. I was there for a holiday weekend so the price...
United States
Jessica
The price is HK$1,395
HK$2,595 total
includes taxes & fees
30 Jun - 1 Jul
The Concord Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (396 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is HK$769
HK$1,380 total
includes taxes & fees
30 Jun - 1 Jul
Temple Place Suites

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is HK$1,254
HK$2,433 total
includes taxes & fees
30 Jun - 1 Jul
The Chester Hotel

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (3 reviews)
"It was a great stay!"
United States
Adina S.
The price is HK$1,247
HK$2,863 total
includes taxes & fees
16 Jul - 17 Jul
Light-filled Studio | Back Bay

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (295 reviews)
"Great location and well maintained"
United States
EDDIE
The price is HK$769
HK$1,290 total
includes taxes & fees
6 Jul - 7 Jul
Premier Suites - Bay Village

Bright 1 Bedroom | Downtown Boston

Bright 1 Bedroom | Downtown Boston
Bay Village
10.0 out of 10, Exceptional, (1 review)
"Great location to explore Boston with your dogs"
Canada
Thiery
The price is HK$870
HK$2,548 total
includes taxes & fees
6 Jul - 7 Jul
Bright 1 Bedroom | Downtown Boston

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, (175 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is HK$1,263
HK$1,452 total
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 245 Newbury St

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"Host was very communicative. The apartment was very clean and spacious and the location was fantastic! A lot of things in walking distance and train stop nearby for getting to other parts of the city was convenient. I would highly recommend this host and their space! Thank you for your hospitality! Would love to come back."
United States
Rachael M.
The price is HK$842
HK$2,460 total
includes taxes & fees
30 Jun - 1 Jul
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (378 reviews)
"Great stay. "
United States
Anna
The price is HK$790
HK$1,675 total
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 28 Fenway

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (157 reviews)
"Great location!"
United States
Kevin
The price is HK$1,291
HK$1,484 total
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 400 Columbus Ave

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very good, (23 reviews)
"Friendly hosts"
United States
Jan
The price is HK$745
HK$1,700 total
includes taxes & fees
30 Jun - 1 Jul
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (711 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is HK$1,264
HK$2,354 total
includes taxes & fees
1 Jul - 2 Jul
Global Luxury Suites Downtown Boston

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Excellent location, wonderful unit! "
United States
Mary M.
The price is HK$1,490
HK$3,245 total
includes taxes & fees
2 Jul - 3 Jul
Prime Central 1brm in North End Boston

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is HK$1,145
HK$2,902 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful 1BR near Fenway Park + Kenmore!

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.4 out of 10, Very good, (21 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is HK$933
HK$1,860 total
includes taxes & fees
6 Jul - 7 Jul
Perfect One Bedroom Stay In Downtown Boston!

Downtown Crossing, Affordable Stay, Book Now!

Downtown Crossing, Affordable Stay, Book Now!
Downtown Boston
6.2 out of 10, (14 reviews)
"Great location!"
United States
Sean
The price is HK$933
HK$1,851 total
includes taxes & fees
30 Jun - 1 Jul
Downtown Crossing, Affordable Stay, Book Now!

Primo North End Studio

Primo North End Studio
North End
9.4 out of 10, Exceptional, (16 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is HK$1,568
HK$3,245 total
includes taxes & fees
15 Jul - 16 Jul
Primo North End Studio

Boston Financial District 1BR | Walk to anything!

Boston Financial District 1BR | Walk to anything!
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"The room was great, for what little time we spent in it, it was a really cozy place. The bed was huge, and really comfortable, I loved how much light the place got as well, with the windows. We were slightly off put by the pictures of the place with how incredibly beige the place looked, but I can assure you it looks way better in person lol. The location is great as well, I've never been to a city this walkable, so I'm glad we picked somewhere right in the middle of it, almost every direction...
United States
Kyle
The price is HK$1,370
HK$3,233 total
includes taxes & fees
2 Jul - 3 Jul
Boston Financial District 1BR | Walk to anything!

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, (636 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is HK$2,459
HK$2,827 total
includes taxes & fees
30 Jun - 1 Jul
Marriott Vacation Club® at Custom House, Boston

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (5 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is HK$1,717
HK$2,740 total
includes taxes & fees
2 Jul - 3 Jul
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.
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Top Wayland Hotel Reviews

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
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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.

What are some of the best holiday rentals that Wayland has to offer?

Boston's Best Vacation Home : This holiday home rental outside of Wayland is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay.

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?

Wayland Town Beach and Cochituate State Park 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 Boston Harbor 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.