Medway Vacation Rentals

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Our top choices for Medway vacation rentals

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 $179
CA $294 total
includes taxes & fees
Jun 14 - Jun 15
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Prime 1st Floor Apt Near Hospitals, Brown & I-95 Wi-Fi, All Utilities Included

Prime 1st Floor Apt Near Hospitals, Brown & I-95 Wi-Fi, All Utilities Included
Pawtucket
8.4 out of 10, Very good, (61 reviews)
"No A/C in 80degress There’s no air conditioning in this room, and it’s already 80 degrees. . The last 2 nights were hell and the owner lives in above and you hear kids running ."
United States
FREDERICK
The price is CA $141
CA $192 total
includes taxes & fees
Jun 2 - Jun 3
Prime 1st Floor Apt Near Hospitals, Brown & I-95 Wi-Fi, All Utilities Included

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (26 reviews)
"Everything was fine, place is clean and convenient"
United States
Tyson P.
The price is CA $150
CA $286 total
includes taxes & fees
Jun 8 - Jun 9
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (2 reviews)
"Room was clean and quiet. Beautifully done.Only 15 minutes from the train into Boston. We will definitely be going back."
United States
Stephenie Y.
The price is CA $163
CA $243 total
includes taxes & fees
Jun 2 - Jun 3
Private Suite w/ Bath & Free Parking

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 $186
CA $370 total
includes taxes & fees
Jun 7 - Jun 8
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Serene 2-bedroom apartment in quaint Pawtucket perfect for relaxing

Serene 2-bedroom apartment in quaint Pawtucket perfect for relaxing
Pawtucket
9.0 out of 10, Wonderful, (9 reviews)
"clean, easy entry, great parking. great value for money!"
United States
Daniel
The price is CA $161
CA $346 total
includes taxes & fees
Jun 2 - Jun 3
Serene 2-bedroom apartment in quaint Pawtucket perfect for relaxing

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

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (59 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is CA $199
CA $330 total
includes taxes & fees
Jun 9 - Jun 10
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.2 out of 10, Wonderful, (20 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is CA $222
CA $284 total
includes taxes & fees
Jun 4 - Jun 5
Charming 2-bedroom apartment with WiFi, AC in superb Canton

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is CA $222
CA $424 total
includes taxes & fees
Jun 2 - Jun 3
totally remodeled house with fitness room, close to Boston and Worcester

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
9.0 out of 10, Wonderful, (4 reviews)
"Homeowner was very warm and welcoming, he accomdated my friend and i for two nights, rooms were very clean, and spacious, provided everything we needed and loved it. Highly recommend."
United States
T U.
The price is CA $155
CA $204 total
includes taxes & fees
Jun 2 - Jun 3
Private Luxury 2 Bedroom Suite

Boho Breeze Romantic stay by UHome

Boho Breeze Romantic stay by UHome
Pawtucket
The price is CA $166
CA $324 total
includes taxes & fees
Jun 2 - Jun 3
Boho Breeze Romantic stay by UHome

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
9.8 out of 10, Exceptional, (22 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is CA $283
CA $447 total
includes taxes & fees
Jun 2 - Jun 3
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Cozy 2-bedroom apartment in marvelous Pawtucket walking distance to stadium

Cozy 2-bedroom apartment in marvelous Pawtucket walking distance to stadium
Pawtucket
The price is CA $199
CA $385 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 2-bedroom apartment in marvelous Pawtucket walking distance to stadium

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,208 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is CA $197
CA $220 total
includes taxes & fees
Jun 7 - Jun 8
Crescent Suites Hotel

Modern 3BR nest near Franklin Park 558/2

Modern 3BR nest near Franklin Park 558/2
Dorchester
10.0 out of 10, Exceptional, (17 reviews)
"Very nice property, parking is safe, owner give clear checkin and checkout instructions. Very good."
United States
Kevin
The price is CA $191
CA $488 total
includes taxes & fees
Jun 2 - Jun 3
Modern 3BR nest near Franklin Park 558/2

12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
10.0 out of 10, Exceptional, (1 review)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is CA $232
CA $531 total
includes taxes & fees
Jun 2 - Jun 3
12B-Cozy 3BR Apartment with Koi Pond in Worcester

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 $216
CA $440 total
includes taxes & fees
Jun 14 - Jun 15
Charming 3-bedroom house in delightful Ashland for your getaway

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17
Randolph
10.0 out of 10, Exceptional, (6 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is CA $323
CA $764 total
includes taxes & fees
Jun 7 - Jun 8
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

60-3 3BR Boston - Sleek Apartment near Franklin Park

60-3 3BR Boston - Sleek Apartment near Franklin Park
Mattapan
9.6 out of 10, Exceptional, (26 reviews)
""Wonderful stay! The apartment was exactly as described—very clean, quiet, and perfectly located near the city center. The host was proactive with communication and check-in was seamless. Highly recommended!" "
United States
Annalyn
The price is CA $294
CA $622 total
includes taxes & fees
Jun 7 - Jun 8
60-3 3BR Boston - Sleek Apartment near Franklin Park

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 $248
CA $370 total
includes taxes & fees
Jun 8 - Jun 9
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
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 Medway Hotel Reviews

Find out more about Medway

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 Medway. 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

Are there vacation rentals in Medway?

Yes, we offer vacation rentals near top attractions in Medway, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Medway?

Charming house with WiFi and AC in superb Randolph: This vacation home rental outside of Medway has air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Medway?

Explore the area and cultural attractions such as Gillette Stadium, or visit a family-friendly sight such as Supercharged Entertainment. Charles River and Regal Bellingham are a couple of places you'll find in the larger area.

What’s a vacation rental in Medway like?

A vacation rental is a private property you can stay in for short or long periods in Medway. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family gatherings.