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Medway holiday lettings

We found 116 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Medway that are perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Medway

Find out more about Medway

Why visit Medway

  • Outdoor Activities: Medway is perfect for nature walks and sports, offering a wide range of outdoor pursuits.
  • Scenic Parks: Discover beautiful state and urban parks that provide a serene environment for relaxation and family outings.
  • Community Spirit: Experience the warmth of welcoming locals and a vibrant community atmosphere throughout your stay.
  • Charming Accommodations: Choose from a diverse selection of stylish apartments and cosy homes tailored to your needs.
  • Nearby Exploration: Venture into surrounding towns to enjoy a delightful mix of recreation and romance.

Popular types of accommodation in Medway

Vrbo offers a diverse selection of vacation rentals in Medway, catering to all types of travellers. Whether you’re seeking a stylish apartment, a cosy private home, or a comfortable condo, you’ll find the perfect option for your stay. With a variety of Medway apartment rentals and homes available, you can enjoy a memorable getaway tailored to your needs. Explore your choices and start planning your ideal escape in this charming region.

  • Apartments: The most sought-after choice for vacation rentals in Medway, ideal for those seeking convenience and comfort during their stay.
  • Houses: A popular option for families and groups, offering a homely atmosphere and ample space.
  • Condos: A stylish alternative for travellers, these properties combine modern amenities with a sense of community.
  • House Boats: A unique lodging experience, allowing you to enjoy the charm of waterfront living.
  • Cottages: Quaint and picturesque, these rentals provide a cosy retreat in a serene setting.**

Top attractions near Medway

Medway, Massachusetts, offers a delightful blend of outdoor activities, sports, and scenic beauty, making it an ideal spot for a holiday. Visitors can explore interesting places such as modern universities, state parks, and urban parks, providing a rich cultural and family-friendly experience. Whether you're keen on nature walks or family outings, Medway has plenty to offer for a memorable visit.

  • Dean College: A vibrant modern university offering a dynamic atmosphere just 3.1km from Medway. Enjoy the lively campus life and explore a variety of programs and events that reflect the spirit of academia.
  • Hall at Patriot Place: Situated 5.0km from Medway, this museum celebrates New England's sports culture, featuring interactive exhibits and memorabilia that immerse you in the region's athletic history.
  • Xfinity Center: Located 13.1km away, this entertainment venue hosts a range of concerts and family-friendly events, providing a fun atmosphere for all ages to enjoy.

Things to do recommended for couples

Seeking a romantic getaway in Medway? Enjoy a lively evening at Showcase Live, indulge in luxury at Westborough Country Club, or embrace the thrill of skiing at Blue Hills Ski Area. Each destination offers a unique experience, perfect for couples looking to create unforgettable memories together.

Things to do recommended for families

For a delightful family experience in Medway, visit Gillette Stadium for thrilling sports, enjoy the serene beauty of Medfield Rhododendrons for relaxation, and have a blast at Apex Entertainment Center for fun-filled adventures. Each location offers unique vibes for a memorable family outing.

Things to do recommended for groups

Explore Wrentham Village Premium Outlets for a fantastic shopping experience, just a short drive from Medway. Enjoy a round of golf at Pinecrest Golf Club, or take in the fresh air while cycling along the Vietnam Mountain Biking Trail, perfect for outdoor enthusiasts.

What do I need to keep in mind when booking a vacation in 'Medway

Whether you're travelling with a group, a family, bringing your pets along, or seeking extended stays, be sure to use the appropriate filters to align with your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Medway with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Medway with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities for their age, such as a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Medway: For many, a family holiday isn’t truly complete without their four-legged companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Medway: If you're in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Medway

Medway, Massachusetts, is a charming destination perfect for outdoor enthusiasts and sports lovers alike. Enjoy the scenic beauty and family-friendly atmosphere while exploring nearby towns that offer a blend of recreation and romance. With tropical vibes and welcoming locals, Medway promises an unforgettable experience, whether you're hiking in nature or enjoying beach access. Venture into the surrounding areas to discover a delightful mix of community spirit and leisure activities that cater to every traveller.

  • Holliston: Holliston is a charming city located a mere 1.2km from Medway, offering a delightful blend of outdoor activities and family-friendly experiences. Visitors can enjoy music concerts and explore local shopping centres, making it an ideal spot for a day out. Nature enthusiasts will appreciate the picturesque lakes and well-maintained sports facilities, including a stadium that hosts various events. With its welcoming atmosphere, Holliston is perfect for those looking to engage in sports or simply enjoy the great outdoors with loved ones.
  • Millis: Situated 1.9km from Medway, Millis is another lovely city that beckons travelers seeking outdoor adventures, romantic outings, and sports activities. The area is known for its vibrant music scene and educational venues, providing plenty of opportunities for enrichment and enjoyment. Golf enthusiasts will find excellent courses nearby, while the local lakes and stadium facilities offer a range of recreational options. Millis captures the essence of small-town charm while providing modern conveniences, making it a fantastic addition to your itinerary.
  • Franklin: Just 3.1km from Medway, Franklin is a city that promises an entertainment-themed experience alongside family fun and sports. Visitors can enjoy live music concerts and shop at the bustling shopping mall centre, ensuring a lively atmosphere for all. The city is home to a modern college university, adding a youthful energy to the area. With its sports facilities and stadium, Franklin provides ample opportunities for sporting events and community gatherings. This vibrant city is sure to enhance your vacation with its diverse attractions and welcoming spirit.

Best time to go to Medway

If you're planning a trip to Medway, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like October and December to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnySlightly LowSlightly Low
February30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnySlightly HighSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyAverageAverage
September64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
October54.3°F (12.4°C)Light RainMostly SunnySlightly LowSlightly High
November43.2°F (6.2°C)Light RainMostly SunnyAverageAverage
December34.5°F (1.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, booking an extended stay can lead to substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you last stopped, or manage your travel arrangements. Here, you’ll find your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the tropical beauty of Medway

Learn about the unique charm of Medway with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Medway

Do you want to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Medway a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Fore Kicks Sports Complex and Golf Course (7.1 mi / 11.4 km)
  • Family Funway Foxboro (8.6 mi / 13.9 km)
  • Supercharged Entertainment (9.2 mi / 14.9 km)
  • Plainridge Race Course (9.7 mi / 15.6 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (10 mi / 16.1 km)
  • Fun and Games Family Entertainment Center (10.2 mi / 16.3 km)

Exploring the natural landscape of Medway

Whether you're an active traveller or just want to take in the scenery, Medway is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Moose Hill Wildlife Sanctuary (10.4 mi / 16.8 km)
  • Framingham Town Common (10.4 mi / 16.8 km)
  • Cochituate State Park (11 mi / 17.7 km)
  • Wayland Town Beach (11.6 mi / 18.7 km)
  • Lake Chauncy Public Beach (14 mi / 22.6 km)
  • Moynihan Recreation Area (15.8 mi / 25.5 km)

Transport to and around Medway

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 12.1 mi (19.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Pawtucket, RI (SFZ-North Central State), which is 16.6 mi (26.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday rental in Medway?
A number of factors affect the price of a holiday rental in Medway, like the time of year, length of stay and property type. But, all of our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Medway?
When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Click on your Medway travel dates to view your available options on Vrbo. Can't live without a private pool? Use the filters to choose the amenities and features you need.
What are the top attractions for families in Medway?
Keep the kids happy at these top family-friendly attractions in Medway:

  • Family Funway Foxboro
  • 5-Wits
  • Broadmoor Wildlife Sanctuary

How old do you have to be to rent a holiday rental in Medway?
The minimum required age is usually 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your chosen Medway holiday home before booking your stay.
How long can I rent a holiday rental in Medway for?
The amount of time you can book a Medway holiday rental for differs depending on the property. Simply enter your dates of travel to find options that offer long-term stays. They come with the things you need to make your extended break more convenient and enjoyable, like kitchens and air conditioning. Some properties may also offer weekly or monthly discounts, so you can stick around for longer for less.

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