Wayland Vacation Rentals from $188: Search Short-Term Rentals

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Our top choices for Wayland vacation rentals

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

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

Framingham

roger n.

$199 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

2. Crescent Suites Hotel

South Side

Mark

$168 nightly

Sep 27 - Sep 28

Total with taxes and fees

A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

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

Framingham

Michelle M.

$327 nightly

Oct 4 - Oct 5

Total with taxes and fees

A modern hotel lobby with a seating area, a bar, and a kitchen.

4. Residences at Solomon Pond

Marlborough

Huynh

$110 nightly

Sep 27 - Sep 28

Total with taxes and fees

A living room with a sofa, a glass coffee table, a TV mounted on the wall, a wooden floor, and a window with a view of trees.

5. NEW Modern Apartment Near Boston & Harvard Square.

Watertown

Kimberly M.

$196 nightly

Oct 25 - Oct 26

Total with taxes and fees

A residential house with a covered porch, a garage, and a well-maintained garden.

6. Charming 1-bedroom well located Garden Apartment in Historic West Medford

West Medford

Dave O.

$264 nightly

Sep 30 - Oct 1

Total with taxes and fees

A stone house with a garden bed, a hose, and a brick pathway.

7. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Medford

Michael C.

$238 nightly

Sep 28 - Sep 29

Total with taxes and fees

A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

8. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Billerica

Jonathan

$230 nightly

Oct 4 - Oct 5

Total with taxes and fees

A spacious living room with hardwood floors, a sofa, a chair, a coffee table, and a ceiling light fixture.

9. Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Ward Two

Jan L.

A wooden hallway with a patterned floor leading to a door.

10. Maverick Suites at 89 Marion

Coolidge Corner

Keir

$234 nightly

Sep 27 - Sep 28

Total with taxes and fees

A gazebo with a stone barbecue grill and a table with chairs.

11. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Dedham

Cortney

$203 nightly

Sep 30 - Oct 1

Total with taxes and fees

A bedroom with a large bed, a smaller bed, a nightstand with a lamp, a mirror, and a window with a view of greenery.

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

Watertown

Melissa F.

$202 nightly

Oct 13 - Oct 14

Total with taxes and fees

An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

13. 🎖The Boiler Room - Close to Subway & Downtown🎖

Dorchester

Katie C.

$302 nightly

Oct 5 - Oct 6

Total with taxes and fees

A living room with a grey sofa, a black armchair, a coffee table, and a blue rug. There are two windows with blinds, a bookshelf, and a potted plant.

14. Bright 2BR by Boston Waterfront

East Boston

Bridget

$287 nightly

Sep 28 - Sep 29

Total with taxes and fees

A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

15. Sleek Studio Apartment in the South End

Back Bay

Unspecified U.

$226 nightly

Oct 4 - Oct 5

Total with taxes and fees

A wooden building entrance with two lanterns, a paved path, and a tree with pink leaves in the background.

16. The heart Cambridge/Boston Studio private yard free permit parking 1#

Cambridgeport

Karen B.

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

17. The Chester Hotel

South End

Shanida

$301 nightly

Sep 30 - Oct 1

Total with taxes and fees

A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

18. Temple Place Suites

Downtown Boston

Julia

$199 nightly

Sep 28 - Sep 29

Total with taxes and fees

A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

19. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Fenway–Kenmore

Matthew G.

$363 nightly

Oct 4 - Oct 5

Total with taxes and fees

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Top Wayland Hotel Reviews

Hyatt Regency Boston/Cambridge

10/10 Excellent

"Great place. Highly recommended!"

Encore Boston Harbor

10/10 Excellent

"The room itself was outstanding, spacious, beautifully appointed, and exactly the kind of luxury experience you'd expect from a Wynn property. Great views, comfortable bedding, spotless bathroom. What really stood out, though, was the staff. With the strike going on during our visit, I fully expected some disruption or strain in service, but the team on the ground went above and beyond regardless. Everyone we interacted with was professional, attentive, and clearly working hard to make sure guests had a great experience despite the circumstances. That kind of dedication doesn't go unnoticed. Overall, a fantastic stay"

Hyatt Regency Boston Harbor

10/10 Excellent

"My husband and I loved our stay!!! Our room view was awesome every night and morning! You could also sit outside by the harbor and enjoy a walk with the stunning view! My husband called ahead for our anniversary and they did this beautiful presentation on the bed! The bed was comfortable, loved the bathroom lighting. The clam chowder was so lovely. The closeness to the airport was a plus with the shuttle and you didn’t hear any airplane noise inside. We used the shuttle for the train station as well and all of our shuttle drivers were a delight. A special shoutout to CHAD!!!! Chad is the man!! Hotel provided water as well."

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 $188 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.

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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?

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

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.

Wayland Vacation Rentals

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Check prices for these dates

Our top choices for Wayland vacation rentals

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

2. Crescent Suites Hotel

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

4. Residences at Solomon Pond

5. NEW Modern Apartment Near Boston & Harvard Square.

6. Charming 1-bedroom well located Garden Apartment in Historic West Medford

7. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

8. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

9. Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

10. Maverick Suites at 89 Marion

11. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

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

13. 🎖The Boiler Room - Close to Subway & Downtown🎖

14. Bright 2BR by Boston Waterfront

15. Sleek Studio Apartment in the South End

16. The heart Cambridge/Boston Studio private yard free permit parking 1#

17. The Chester Hotel

18. Temple Place Suites

19. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Find vacation rentals that suit your style

Top Wayland Hotel Reviews

Hyatt Regency Boston/Cambridge

Find out more about Wayland

Explore a world of travel with Expedia

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