Best Vacation Homes in Medway
Apartment
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $156/Night
7 Nights - US $1,094
Hotel
9.0(109 Reviews)
1 Bath
Private Pool
Pool- Balcony/Terrace
Pet Friendly
US $174/Night
7 Nights - US $1,220
Hotel
9.2(277 Reviews)
1 Bath
- Pool
Breakfast- Parking
Internet
US $163/Night
7 Nights - US $1,141
Hotel
10.0(1 Review)
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $385/Night
7 Nights - US $2,696
Hotel
8.7(328 Reviews)
1 Bath
315.74 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $464/Night
7 Nights - US $3,249
Hotel
10.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $144/Night
7 Nights - US $1,009
Hotel
9.0(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $191/Night
7 Nights - US $1,336
Hotel
8.0(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $154/Night
7 Nights - US $1,076
Medway Luxury Rentals
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
Air Conditioner- Internet
Child Friendly
US $1,599/Night
7 Nights - US $11,191
House
6 Bedrooms
7 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $1,316/Night
7 Nights - US $9,215
House
10.0(27 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $876/Night
7 Nights - US $6,133
Hotel
7.9(216 Reviews)
1 Bath
744.5 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $849/Night
7 Nights - US $5,943
House
9.6(43 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $772/Night
7 Nights - US $5,401
New
House
4 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $580/Night
7 Nights - US $4,057
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
1380 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $528/Night
7 Nights - US $3,698
Hotel
6.7(438 Reviews)
1 Bath
248.47 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $396/Night
7 Nights - US $2,771
Medway Pet Friendly Vacation Rentals
House
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $170/Night
7 Nights - US $1,191
Hotel
8.1(182 Reviews)
6 Baths
505.9 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $177/Night
7 Nights - US $1,237
US $140/Night
7 Nights - US $978
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $393/Night
7 Nights - US $2,752
Hotel
7.6(282 Reviews)
1 Bath
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $105/Night
7 Nights - US $735
Cottage
1 Bedroom
1 Bath
2 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $319/Night
7 Nights - US $2,232
House
10.0(2 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
US $214/Night
7 Nights - US $1,498
House
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $143/Night
7 Nights - US $1,002
Medway Large Vacation Homes
Villa
10.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $198/Night
7 Nights - US $1,387
House
5 Bedrooms
4 Baths
10 Guests
- Internet
- Child Friendly
Security/Safety
US $800/Night
7 Nights - US $5,597
House
3.3(3 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Kitchen
- Air Conditioner
Laundry
TV
US $299/Night
7 Nights - US $2,093
House
5 Bedrooms
3 Baths
10 Guests
Hot Tub- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $428/Night
7 Nights - US $2,995
Why Choose Rent By Owner for your Medway Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Medway
When should you plan your Vacation Rentals stay?
Choosing the right time to visit can enhance your experience, so consider planning your stay during the region’s optimal seasons when the area’s natural beauty and local events are at their best.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you'll enjoy warm daytime temperatures ideal for outdoor activities and exploring the scenic surroundings. The region begins to come alive with vibrant local events, making it a great time to book vacation rentals here.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Early Fall (September to October)
This season offers pleasant weather and stunning fall foliage, perfect for relaxing in your vacation rental after a day of sightseeing. It's a popular time to visit the area as the crowds thin out and the scenery transforms beautifully.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Mid Winter (January to February)
The cold winter months bring quieter times to the region, offering peaceful stays in cozy vacation rentals. This season is ideal if you prefer fewer visitors and enjoy the charm of winter tranquility.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Early Spring (March to April)
As the region transitions from winter to spring, the weather begins to warm gradually, making it an off-peak time for more relaxed visits. You can find excellent deals on vacation rentals while witnessing the early signs of spring.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Medway
How to Book Your Medway Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Medway
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining on a spacious patio or deck, perfect for relaxing evenings in the region.
- Take advantage of private gardens or lush lawns for picnics and outdoor activities.
- Make use of a pool or hot tub to unwind and cool off during your stay here.
- Utilize a fire pit area for cozy gatherings and evening entertainment under the stars.
- Benefit from access to walking trails or nature paths that showcase the area's scenic beauty.
- Experience outdoor sports amenities such as basketball hoops or volleyball courts commonly found at local properties.
- Relax in shaded areas or pergolas designed for enjoying the peaceful ambiance of this destination's outdoors.
Top Attractions Around Medway
What attractions are nearby?
Within this region, you can enjoy a variety of outdoor activities, explore scenic parks, and discover charming local attractions—all conveniently accessible from your Medway, Massachusetts, USA accommodation.
Family Activities
- Medway Community Farm: Spend a day exploring this family-friendly farm where children can learn about sustainable farming and interact with farm animals.
- Medway Public Library: Engage in storytime sessions and educational programs designed to entertain and inspire young minds in the region's welcoming library setting.
- Medway Town Forest: Discover scenic trails perfect for family hikes and outdoor adventures amidst the natural beauty of the area's lush woodlands.
- Charles River Canoe & Kayak: Enjoy a fun-filled water activity on the nearby river, where kayaking and canoeing options suit all ages and skill levels.
Adult Activities
- Explore the Medway Town Forest: Enjoy peaceful walks and nature observation in this lush, serene setting close to your vacation rental.
- Visit the Medway Public Library: Engage in community programs or browse a vast selection of books within a welcoming environment.
- Discover local eateries and cafes: Savor diverse culinary delights that showcase regional flavors just minutes from your stay.
- Enjoy outdoor recreation at Choate Park: Take part in sports, picnics, or simply relax while soaking up the natural beauty of this popular local spot.
Medway Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shops: Take advantage of the area's unique eateries and boutiques to experience the local flavor during your stay.
- Plan Outdoor Activities: Discover nearby parks and trails that offer a perfect setting for outdoor recreation and relaxation.
- Check Access to Transportation: Familiarize yourself with public transit options or nearby routes to easily explore this destination and its surroundings.
- Research Nearby Attractions: While here, look into popular spots in the region to enhance your trip without overextending your schedule.
Transportation Options
- Medway Transit Bus Service: The area's local bus system offers convenient public transportation for exploring Medway and nearby destinations with reliable schedules.
- Amtrak Stations in Nearby Worcester: For longer journeys, you can access Amtrak trains just outside the region, providing seamless travel options across the country.
- Boston Logan International Airport: Located within a reasonable drive, this major airport connects you to domestic and international flights, making this location easily accessible from afar.
- Private Car Services and Taxis: Numerous private transportation providers operate in this part of Massachusetts, offering flexible options for comfortable travel around the area.
Local Customs Options
- Traditional Massachusetts Celebrations: During special occasions, you might notice the region’s embrace of classic Massachusetts festivities that reflect its rich local heritage.
- Community Festivals: The area hosts lively community festivals where residents celebrate local arts, crafts, and seasonal traditions, providing an authentic experience for visitors.
- Dining Etiquette and Local Cuisine: When exploring here, you'll find that enjoying local cuisine often involves a relaxed dining etiquette rooted in New England culinary traditions.
- Historical Respect and Preservation: Respect for historical sites and local preservation efforts are important customs that define this destination's appreciation for its past.
Medway Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Medway?
There are a lot of options in Medway. If you plan on staying in the Medway area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Medway:
- Waterfront Lake house near Gillette Stadium and central to Boston and Providence
- Water access and fire pit. Relax and enjoy the nature!
- Charming 3-bedroom house in delightful Ashland for your getaway
- Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park
- Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land
- Spacious Cozy Cabin Style house.
- Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
- Home2 Suites by Hilton Boston Franklin
- Hampton Inn Franklin/Milford
- Home2 Suites By Hilton Boston Franklin
2. Which vacation homes in Medway are best for families?
If you are looking for a family-friendly vacation home in Medway, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Medway:
3. How many Rentbyowner vacation rentals are available in Medway?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 62 in the Medway area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Medway.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so you should review the specific terms on each property's page or contact the owner directly to understand the conditions and potential fees associated with cancellations.
5. How do I confirm my booking and what are the payment options?
Booking confirmation typically occurs after completing the online reservation process and making the required payment. Available payment methods include credit/debit cards and other secure online payment options, as specified in each listing.
6. Are there any additional fees or charges when renting here?
Additional fees such as cleaning, service charges, or security deposits are often included in the listing details. Always check the specific property page for a comprehensive breakdown of all applicable costs.
7. What amenities can I expect at vacation rentals in this destination?
Amenities vary across properties but often include essentials like Wi-Fi, parking, and full kitchens. Review each listing carefully to ensure it has the features important to your stay.
8. Who do I contact if I have questions or need assistance during my booking?
You can reach out directly to the property owner or manager through the contact information provided on the listing. For support related to your reservation, customer service channels are also available to assist you.
Medway Top Rated Vacation Rentals
Hotel
8.8(1000 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $189/Night
7 Nights - US $1,321
Hotel
8.6(1007 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $120/Night
7 Nights - US $838
Hotel
8.4(1001 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $146/Night
7 Nights - US $1,019
Hotel
8.2(898 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $142/Night
7 Nights - US $993
Hotel
8.0(1007 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $133/Night
7 Nights - US $930
Hotel
7.5(110 Reviews)
8 Baths
270.44 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
US $183/Night
7 Nights - US $1,283
Hotel
6.9(298 Reviews)
8 Baths
293.32 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $128/Night
7 Nights - US $898
Hotel
6.0(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $154/Night
7 Nights - US $1,079
