Historic Assabet Woolen Mill, built in 1847, on Main Street on Assabet River in Maynard historic town center in spring, Maynard, Massachusetts, USA.

Maynard Vacation Rentals

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Our top choices for Maynard vacation rentals

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is CA $142
CA $427 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful 1BR near Fenway Park + Kenmore!

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 CA $201
CA $396 total
includes taxes & fees
Jun 30 - Jul 1
Free Parking at 1 Bed Basement Apt, Near BU & MIT

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
The price is CA $269
CA $447 total
includes taxes & fees
Jul 2 - Jul 3
Symple Live

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is CA $253
CA $866 total
includes taxes & fees
Jun 30 - Jul 1
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

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, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is CA $205
CA $330 total
includes taxes & fees
Jun 29 - Jun 30
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Lovely Fenway 1br | New to VRBO!

Lovely Fenway 1br | New to VRBO!
Fenway–Kenmore
The price is CA $223
CA $549 total
includes taxes & fees
Jun 30 - Jul 1
Lovely Fenway 1br | New to VRBO!

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
The price is CA $158
CA $320 total
includes taxes & fees
Jun 24 - Jun 25
Maverick Suites at 28 Fenway

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

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
The price is CA $175
CA $310 total
includes taxes & fees
Jul 1 - Jul 2
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (1 review)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is CA $178
CA $280 total
includes taxes & fees
Jul 1 - Jul 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is CA $191
CA $378 total
includes taxes & fees
Jun 24 - Jun 25
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
The price is CA $184
CA $491 total
includes taxes & fees
Jun 29 - Jun 30
Stunning 1BR | Steps to Fenway!

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (45 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is CA $241
CA $446 total
includes taxes & fees
Jun 30 - Jul 1
On River/Harvard Sq. two blocks

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
7.0 out of 10, Good, (2 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is CA $173
CA $456 total
includes taxes & fees
Jun 28 - Jun 29
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is CA $206
CA $436 total
includes taxes & fees
Jun 24 - Jun 25
Charming 3-bedroom house in delightful Ashland for your getaway

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very good, (37 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is CA $241
CA $452 total
includes taxes & fees
Jun 24 - Jun 25
Great Apartment on River/ Harvard Square two blocks

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford Hillside
9.4 out of 10, Exceptional, (23 reviews)
"The quiet side street in Medford was great after spending our days in Boston. The close proximity to public transportation was also a plus. No worries about city parking at all.The house was super clean and cozy just as advertised!"
United States
Marla M.
The price is CA $220
CA $514 total
includes taxes & fees
Jul 1 - Jul 2
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

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

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (60 reviews)
"Owner accessible, and cleanliness and convenience was very good."
United States
Ian
The price is CA $229
CA $447 total
includes taxes & fees
Jun 30 - Jul 1
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
10.0 out of 10, Exceptional, (3 reviews)
"Great location with comfortable accommodations!! Easy access to great restaurants, Fenway, and the T. Host provided excellent communication and was extremely responsive. Highly recommend!"
United States
Andrea G.
The price is CA $225
CA $555 total
includes taxes & fees
Jul 6 - Jul 7
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (33 reviews)
"Wonderful stay"
United States
Brent H.
The price is CA $205
CA $328 total
includes taxes & fees
Jul 19 - Jul 20
✨Private Studio w/ Loft Center Historic Carlisle✨

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
9.0 out of 10, Wonderful, (10 reviews)
"Stayed at this property for a little over a week. Property is in good shape, location is convenient. Host is very responsive to questions. Highly recommend this property"
United States
Brendan D.
The price is CA $357
CA $771 total
includes taxes & fees
Jun 24 - Jun 25
Modern Three Bedroom Condo - Near Boston
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 Maynard Hotel Reviews

Find out more about Maynard

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Maynard. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Maynard?

Yes, we give you a choice of vacation rentals in Maynard near Maynard Outdoor Store, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Maynard?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This vacation home rental outside of Maynard has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Maynard?

Family-friendly attractions include Maynard Outdoor Store and Jam Time, whereas Maynard Dog Park is a spot to enjoy the outdoors. Sanctuary (Maynard, MA) and Butternut Farm Golf Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Maynard like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Maynard. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.