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 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Wayland vacation rentals

Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (706 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
$269 nightly
The price is $309
Jul 6 - Jul 7
Total with taxes and fees
Global Luxury Suites Downtown Boston
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, (633 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
$322 nightly
The price is $370
Jul 6 - Jul 7
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
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, (390 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
$186 nightly
The price is $213
Jul 12 - Jul 13
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
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
8.0 out of 10, Very Good, (2 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
$300 nightly
The price is $345
Jun 21 - Jun 22
Total with taxes and fees
Symple Live
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
6.2 out of 10, (291 reviews)
"Great location and well maintained"
United States
EDDIE
$179 nightly
The price is $206
Jun 17 - Jun 18
Total with taxes and fees
Premier Suites - Bay Village
Lobby

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (288 reviews)
"Amazing location we loved it"
United States
MARLYN
$399 nightly
The price is $459
Jun 17 - Jun 18
Total with taxes and fees
Kasa Boston at Fenway
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (214 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
$346 nightly
The price is $398
Jun 30 - Jul 1
Total with taxes and fees
Charlesgate Suites
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
$240 nightly
The price is $309
Jul 6 - Jul 7
Total with taxes and fees
Bright 1 Bedroom | Downtown Boston
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.8 out of 10, Excellent, (11 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
$389 nightly
The price is $418
Jul 1 - Jul 2
Total with taxes and fees
Stylish Back Bay Retreat, Steps from Prudential
Exterior

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"It was a great stay!"
United States
Adina S.
$197 nightly
The price is $254
Jul 6 - Jul 7
Total with taxes and fees
Light-filled Studio | Back Bay
Iron/ironing board, free WiFi

The Concord Hotel

The Concord Hotel
2.0 star property
South End
$288 nightly
The price is $331
Jun 17 - Jun 18
Total with taxes and fees
The Concord Hotel
Living area

Exquisite North End 1brm

Exquisite North End 1brm
North End
9.6 out of 10, Exceptional, (35 reviews)
"Great location and place was perfect do what we needed. "
United States
Kimberly S.
Exquisite North End 1brm
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
$244 nightly
The price is $287
Jun 21 - Jun 22
Total with taxes and fees
Perfect One Bedroom Stay In Downtown Boston!
Terrace/patio

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
$318 nightly
The price is $366
Jun 30 - Jul 1
Total with taxes and fees
Gorgeous Beacon Hills Studio next to State house
TV

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
$271 nightly
The price is $350
Jun 21 - Jun 22
Total with taxes and fees
Beautiful 1BR near Fenway Park + Kenmore!
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.
$286 nightly
The price is $369
Jun 21 - Jun 22
Total with taxes and fees
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
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
$311 nightly
The price is $401
Jun 30 - Jul 1
Total with taxes and fees
Boston Financial District 1BR | Walk to anything!
Exterior

Blissful South End Studio

Blissful South End Studio
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
$282 nightly
The price is $364
Jun 29 - Jun 30
Total with taxes and fees
Blissful South End Studio
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
$254 nightly
The price is $280
Jun 20 - Jun 21
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
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

Omni Parker House

Omni Parker House

10/10 Excellent
"Excellent Hotel."
Paul 2-night trip
Posted 7 hours ago
Omni Parker House

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 $141 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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: This vacation home rental outside of Wayland is equipped with a patio, free WiFi, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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?

Cochituate State Park and Wayland Town Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Fenway Park and Harvard Square 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.