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Wayland Holiday Rentals

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Our top choices for Wayland holiday rentals

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,310 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is NZ$268
includes taxes & fees
10 Nov - 11 Nov
Crescent Suites Hotel

2. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is NZ$422
includes taxes & fees
2 Nov - 3 Nov
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

3. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (33 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is NZ$686
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

4. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (255 reviews)
"Wonderful!!"
United States
Huynh
The price is NZ$211
includes taxes & fees
14 Oct - 15 Oct
Residences at Solomon Pond

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (329 reviews)
"Absolutely gorgeous apartments! Concierge was very friendly!"
United States
Kelly
The price is NZ$556
includes taxes & fees
4 Nov - 5 Nov
Kasa Boston at Fenway

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (334 reviews)
"Area is quiet, building is modern, super clean and roomy. Plenty of places to eat within walking distance. Green line is an easy, short walk. Elevator wasn't working, but we were notified ahead of time and we easily managed the one flight of stairs. Would stay here again."
United States
Katerina
The price is NZ$382
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 89 Marion

7. 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, (675 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is NZ$1,013
includes taxes & fees
8 Nov - 9 Nov
Marriott Vacation Club® at Custom House, Boston

8. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is NZ$490
includes taxes & fees
3 Nov - 4 Nov
The Chester Hotel

9. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (762 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is NZ$475
includes taxes & fees
10 Nov - 11 Nov
Global Luxury Suites Downtown Boston

10. Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (65 reviews)
"I was very satisfied with my stay at this property. Mehmet, our host, made sure that we had everything we needed to make our stay comfortable. If I returned to this area, I would definitely stay here again."
United States
Melissa F.
The price is NZ$398
includes taxes & fees
14 Oct - 15 Oct
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

11. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (442 reviews)
"Great price for the place given the location."
United States
Beenish
The price is NZ$449
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway

12. 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, (16 reviews)
"Will not be disappointed!"
United States
Dave O.
The price is NZ$498
includes taxes & fees
12 Nov - 13 Nov
Charming 1-bedroom well located Garden Apartment in Historic West Medford

13. The Harvard Room conveniently near BC & Harvard

The Harvard Room conveniently near BC & Harvard
Brighton
9.0 out of 10, Wonderful, (40 reviews)
"The stay here was perfect for my wife and me. It is close ( 0.5 miles) to the purple line, even closer (.2 miles) to a bus stop, and close to restaurants and a brewery (Notch).Note: Big Daddy's Pizza is very close.2 miles) and was superb!"
United States
Michael D.
The price is NZ$629
includes taxes & fees
22 Oct - 23 Oct
The Harvard Room conveniently near BC & Harvard

14. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (28 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is NZ$739
includes taxes & fees
10 Nov - 11 Nov
Symple Live

15. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (241 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is NZ$717
includes taxes & fees
14 Oct - 15 Oct
Charlesgate Suites

16. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is NZ$470
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 245 Newbury St

17. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (34 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is NZ$630
includes taxes & fees
2 Nov - 3 Nov
The Concord Hotel

18. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (367 reviews)
"Great location,"
United States
Rosemary
The price is NZ$291
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village

19. 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, (156 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 NZ$451
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St

20. 3 Bedroom Apartment with Parking

3 Bedroom Apartment with Parking
Brighton
9.6 out of 10, Exceptional, (82 reviews)
"Great trip to Boston for the weekend. Perfect location, 20 minutes from everything! Would stay here again"
United States
Tim W.
3 Bedroom Apartment with Parking
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wayland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wayland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wayland. Seeing all the best attractions is bound to make you fall in love with Wayland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wayland short-term rentals, that won’t be hard to do.

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?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: This holiday home rental outside of Wayland has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.