A calm lake surrounded by dense forest with autumn foliage.

Medway Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Medway vacation rentals

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

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,355 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is CA $216
CA $241 total
includes taxes & fees
Nov 13 - Nov 14
Crescent Suites Hotel
A paved pathway leading to a white fence with string lights.

2. Walk to Gillette Stadium - Sleeps 6 - Parking

Walk to Gillette Stadium - Sleeps 6 - Parking
Walpole
9.6 out of 10, Exceptional, (5 reviews)
"Communication was top notch as they welcomed us immediately after we booked then stayed in touch as our visit approached and while we were there. The apartment suited our needs very well. We will definitely look at staying there again in the future."
United States
Gilbert W.
The price is CA $455
CA $810 total
includes taxes & fees
Nov 20 - Nov 21
Walk to Gillette Stadium - Sleeps 6 - Parking
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

3. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is CA $226
CA $303 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Private kitchen

4. Game Day Hub < 1 Mi to Stadium & Patriot Place!

Game Day Hub < 1 Mi to Stadium & Patriot Place!
Foxborough
10.0 out of 10, Exceptional, (8 reviews)
"Our host was amazing. We had an excellent time visitng family and part of this was due to our accommodations. The host made sure we had even had wood for the fireplace outside."
United States
mark
The price is CA $932
CA $1,799 total
includes taxes & fees
Nov 19 - Nov 20
Game Day Hub < 1 Mi to Stadium & Patriot Place!
A gazebo with a cushioned seating area and wooden chairs, surrounded by a gravel area with string lights.

5. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
10.0 out of 10, Exceptional, (3 reviews)
"Not only was Joseph, our host, very accommodating, but the house was amazing! Each bed was comfortable, and each room had a TV. The life size connect 4, the video games, and the fact that every room had AC was an exciting surprise. I would definitely recommend staying here."
United States
Chris B.
The price is CA $468
CA $997 total
includes taxes & fees
Nov 20 - Nov 21
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
A modern hotel lobby with a seating area, a bar, and a kitchen.

6. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (269 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is CA $155
CA $173 total
includes taxes & fees
Nov 22 - Nov 23
Residences at Solomon Pond
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with two chairs.

7. Bright & Cozy Woodland Home Near Foxborough

Bright & Cozy Woodland Home Near Foxborough
Foxborough
9.2 out of 10, Wonderful, (10 reviews)
"This is the ideal place to stay before or after an event at Gillette. Our stay was wonderful!"
United States
Laura
The price is CA $524
CA $859 total
includes taxes & fees
Nov 16 - Nov 17
Bright & Cozy Woodland Home Near Foxborough
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

8. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
The price is CA $304
CA $352 total
includes taxes & fees
Dec 7 - Dec 8
Zen Inspired Retreat with Private Forest Trails
Interior

9. Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is CA $1,081
CA $1,857 total
includes taxes & fees
Nov 19 - Nov 20
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

10. 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, (8 reviews)
"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 $319
CA $439 total
includes taxes & fees
Nov 18 - Nov 19
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

11. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.2 out of 10, Very good, (14 reviews)
"Overall we had a great time"
United States
David W.
The price is CA $175
CA $215 total
includes taxes & fees
Nov 16 - Nov 17
Private Luxury 2 Bedroom Suite
A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

12. Modern Upper-Level Oasis, Minutes to Boston.

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is CA $284
CA $594 total
includes taxes & fees
Dec 1 - Dec 2
Modern Upper-Level Oasis, Minutes to Boston.
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

13. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is CA $543
CA $858 total
includes taxes & fees
Nov 15 - Nov 16
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
A modern living room with a blue sofa, a leather armchair, and a patterned rug.

14. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is CA $463
CA $869 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

15. 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, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is CA $187
CA $306 total
includes taxes & fees
Dec 1 - Dec 2
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

16. 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, (36 reviews)
"We had a great stay."
United States
Jessica D.
The price is CA $323
CA $521 total
includes taxes & fees
Nov 30 - Dec 1
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

17. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
The price is CA $527
CA $1,068 total
includes taxes & fees
Nov 23 - Nov 24
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A modern kitchen with white cabinets, a central island with bar stools, a stainless steel stove, and a pendant light.

18. Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Dedham
10.0 out of 10, Exceptional, (14 reviews)
"A comfortable property in a lovely neighborhood."
United States
Mary Lynn M.
The price is CA $348
CA $853 total
includes taxes & fees
Nov 15 - Nov 16
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

19. 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, (34 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is CA $173
CA $302 total
includes taxes & fees
Nov 24 - Nov 25
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A wooden hallway with a patterned floor leading to a door.

20. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (356 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is CA $112
CA $252 total
includes taxes & fees
Nov 15 - Nov 16
Maverick Suites at 89 Marion
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

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

10/10 Excellent
"Nice."
Jiaqi 2-night trip
Posted less than an hour ago
Four Points by Sheraton Boston Newton

Find out more about Medway

Everything you need to know about Medway 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 Medway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Medway vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Medway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Medway. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Medway vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Medway vacation rentals we have selected for you start as low as CA $150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Medway rentals

At Expedia, we put the best Medway 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 Medway 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 Medway 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 Medway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Boston's Best Vacation Home : This vacation home rental outside of Medway is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

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.