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 Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Wayland vacation rentals

Studio | Iron/ironing board, free WiFi

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
$276 nightly
The price is $317
Jul 2 - Jul 3
Total with taxes and fees
The Concord Hotel
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

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
$164 nightly
The price is $189
Jul 5 - Jul 6
Total with taxes and fees
Temple Place Suites
Premium Apartment | Living area | 24-inch Smart TV with digital channels

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
$270 nightly
The price is $310
Jun 30 - Jul 1
Total with taxes and fees
The Chester Hotel
Exterior

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.
$194 nightly
The price is $250
Jul 6 - Jul 7
Total with taxes and fees
Light-filled Studio | Back Bay
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (294 reviews)
"Great location and well maintained"
United States
EDDIE
$154 nightly
The price is $177
Jul 2 - Jul 3
Total with taxes and fees
Premier Suites - Bay Village
Desk, iron/ironing board, WiFi, bed sheets

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
$252 nightly
The price is $325
Jul 6 - Jul 7
Total with taxes and fees
Bright 1 Bedroom | Downtown Boston
Exterior

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
$146 nightly
The price is $168
Jul 1 - Jul 2
Total with taxes and fees
Maverick Suites at 245 Newbury St
Exterior

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.
$243 nightly
The price is $314
Jun 30 - Jul 1
Total with taxes and fees
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (377 reviews)
"Great stay. "
United States
Anna
$184 nightly
The price is $211
Jul 1 - Jul 2
Total with taxes and fees
Maverick Suites at 28 Fenway
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (156 reviews)
"Great location!"
United States
Kevin
$165 nightly
The price is $189
Jun 30 - Jul 1
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Exterior

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
$199 nightly
The price is $217
Jun 30 - Jul 1
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (710 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
$270 nightly
The price is $311
Jul 1 - Jul 2
Total with taxes and fees
Global Luxury Suites Downtown Boston
TV

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.
$377 nightly
The price is $433
Jul 2 - Jul 3
Total with taxes and fees
Prime Central 1brm in North End Boston
TV

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
$287 nightly
The price is $370
Jun 30 - Jul 1
Total with taxes and fees
Beautiful 1BR near Fenway Park + Kenmore!
1 bedroom, desk, iron/ironing board, WiFi

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
$201 nightly
The price is $236
Jun 30 - Jul 1
Total with taxes and fees
Perfect One Bedroom Stay In Downtown Boston!
1 bedroom, desk, iron/ironing board, WiFi

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
$201 nightly
The price is $236
Jun 30 - Jul 1
Total with taxes and fees
Downtown Crossing, Affordable Stay, Book Now!
1 bedroom, iron/ironing board, WiFi, bed sheets

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (15 reviews)
"Great place, amazing location!"
United States
Christopher W.
$366 nightly
The price is $421
Jul 15 - Jul 16
Total with taxes and fees
Primo North End Studio
TV

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
$320 nightly
The price is $412
Jul 2 - Jul 3
Total with taxes and fees
Boston Financial District 1BR | Walk to anything!
Rooftop terrace

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, (635 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
$314 nightly
The price is $361
Jun 30 - Jul 1
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (4 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
$283 nightly
The price is $325
Jul 2 - Jul 3
Total with taxes and fees
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Fantastic hotel with a great central location. Clean rooms and very nice staff!"
Tiffany Lynn 8-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Wayland

Everything you need to know about Wayland 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 Wayland 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 Wayland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wayland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wayland. 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 Wayland 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 $168 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 Wayland rentals

At Expedia, we put the best Wayland 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 Wayland 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 Wayland 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 Wayland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wayland?

Yes, we have vacation rentals near popular sights in Wayland, or you can go with a 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's the top vacation rental that Wayland has to offer?

Boston's Best Vacation Home : This vacation 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 vacation rentals are there in Wayland?

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

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 favorite places to visit like Fenway Park and Boston Harbor in the larger area.

What’s a vacation rental in Wayland like?

Vacation rentals are privately owned properties you can book for a long or short time in Wayland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.