Photo by Beth Comstock

Search Vacation Homes in Medway

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 224 Vacation Homes in Medway with updated reviews, rates, and availability.

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Smart TV, video games, computer monitors, printers

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (54)
"We truly enjoyed our stay. The house is adorable and located in a beautiful suburban neighbourhoid. It was an excellent home base from which to explore Boston. The host is extremely accommodating and is easily contacted.We would 100% recommend this place as long as you have your own car to get around the city."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
2 bedrooms, free WiFi

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.8 out of 10, Exceptional, (21)
"Love this place. Quiet and has everything you need to feel welcome. Thank you to Eben the host as he is always on top of things"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Belmont Home < 3 Mi to Harvard Square!
Interior

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice place"
The price is AED 448
AED 893 total
includes taxes & fees
28 Apr - 29 Apr
Belmont Home < 3 Mi to Harvard Square!
Charming home with deck- walkable to transit, shops & restaurants
Fridge, microwave, oven, stovetop

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (2)
"Everything was great! Our host was very quick to respond if there was a question. Plenty of room for all 5 adults (and then some). The only negative about the location is pulling out of the driveway. Easy enough to deal with though. For us, the proximity of this location to our family and friends for this visit was great. 20-25 minutes at most whether going into Boston or heading out to family in the suburbs."
Charming home with deck- walkable to transit, shops & restaurants
Hidden Gem right in the city of Boston!
Interior

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
The price is AED 529
AED 1,495 total
includes taxes & fees
27 Apr - 28 Apr
Hidden Gem right in the city of Boston!
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
Property grounds

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

10.0 out of 10, Exceptional, (14)
"Great location with all the amenities to make for a memorable weekend with friends!"
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
Historic house renovated for modern convenience
Exterior detail

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (121)
"Really great location and the right size for our group! We had a great time"
Historic house renovated for modern convenience
Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony
Fridge, microwave, oven, stovetop

Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony

8.0 out of 10, Very Good, (2)
"Parking was confusing - and nothing in the instructions between VRBO or the Vacasa that it was actually booked through (?), stated where to park. The metal gate was closed when we came in, so I suppose you’re just suppose to know that it’s not locked, and you need to park there. So there you go for the next person. Other than the start of that, it was fine. Quick drive to Forrest Hills station so you don’t have to drive into the city. "
Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (166)
"We had a great time staying at this property for a post-Christmas family celebration"
Beautiful Lakefront Home with Private Beach
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
9.8 out of 10, Exceptional, (10)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Norwood Luxe Suite- Pet friendly & Commuter friendly
Pool

Norwood Luxe Suite- Pet friendly & Commuter friendly

9.8 out of 10, Exceptional, (10)
"Wonderful accommodations, was able to fit all of us in comfortably 6 adults 4 children"
Norwood Luxe Suite- Pet friendly & Commuter friendly
Boston's Best Vacation Home
Exterior

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (45)
"It was a great little house in a quiet neighborhood Victor was easy to get a hold of if we had issues and it was a very clean and comfortable little place. Would stay there again."
Boston's Best Vacation Home
JACARANDA. A comfortable, secure two-story colonial. Whole house.
Outdoor dining

JACARANDA. A comfortable, secure two-story colonial. Whole house.

8.4 out of 10, Very Good, (36)
"Great location and very nice host. Enjoyed staying in this property "
JACARANDA. A comfortable, secure two-story colonial. Whole house.
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (33)
"The property is very cozy and clean.Excellent location we loved it. Thank you very much."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Nature’s Haven Boston
Highchair, dining tables

Nature’s Haven Boston

10.0 out of 10, Exceptional, (18)
"This property was clean and safe and exactly what we needed! We will definitely be back! Thank you Hitesh! "
The price is AED 889
AED 2,132 total
includes taxes & fees
7 May - 8 May
Nature’s Haven Boston
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
Fridge, microwave, oven, stovetop

Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities

9.2 out of 10, Wonderful, (28)
"As described. Nice place for a great price. "
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
Cozy bedrooms in Shrewsbury warm town and convenient
Interior

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient
Charming 4-bedroom house with WiFi, AC in amazing Foxborough
Miscellaneous

Charming 4-bedroom house with WiFi, AC in amazing Foxborough

10.0 out of 10, Exceptional, (4)
"Lovely stay"
The price is AED 2,388
AED 3,885 total
includes taxes & fees
5 May - 6 May
Charming 4-bedroom house with WiFi, AC in amazing Foxborough
Perfect Getaway in Historic NewtonHighland (CDC Safe)
Exterior

Perfect Getaway in Historic NewtonHighland (CDC Safe)

8.6 out of 10, Excellent, (17)
"Great location."
Perfect Getaway in Historic NewtonHighland (CDC Safe)
Spacious and luxurious 3-bedroom home w/jetted bathtub
Private kitchen

Spacious and luxurious 3-bedroom home w/jetted bathtub

10.0 out of 10, Exceptional, (3)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub
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.
Don't see what you're looking for?
See all available properties in Medway
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Medway

Crescent Suites Hotel
Property grounds

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (984)
"On the Charles, cute walking area"
The price is AED 621
AED 693 total
includes taxes & fees
4 May - 5 May
Crescent Suites Hotel
Maverick Suites at 89 Marion
Interior entrance

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very Good, (224)
"Perfect for our stay."
The price is AED 441
AED 821 total
includes taxes & fees
27 Apr - 28 Apr
Maverick Suites at 89 Marion
Residences at Solomon Pond
Business center

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very Good, (167)
"It was very cosy "
The price is AED 436
AED 487 total
includes taxes & fees
4 May - 5 May
Residences at Solomon Pond
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.