Discover Your Ideal Medfield, Massachusetts Vacation Rental for a Memorable Getaway
Discover Your Perfect Medfield Vacation Homes
Best Vacation Homes in Medfield
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Medfield Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Security/Safety
- Child Friendly
- Internet
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Medfield Pet Friendly Vacation Rentals
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Internet
Medfield Large Vacation Homes
- Air Conditioner
- TV
- Bedding/Linens
- Air Conditioner
- Parking
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Medfield Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Medfield
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can significantly enhance your experience with the region’s unique climate and seasonal offerings, ensuring your stay in Medfield, Massachusetts, USA, aligns perfectly with your vacation goals.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, the area experiences warm weather and lush scenery, making it ideal for enjoying outdoor activities and exploring local charm.
Early Fall (September to October)
This season offers pleasant temperatures and vibrant foliage, perfect for scenic drives and outdoor adventures in the region.
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather and quieter surroundings, providing a peaceful retreat with occasional snow-covered landscapes.
Late Fall (November)
As the region transitions into winter, the area becomes less crowded, offering a cozy atmosphere for those seeking tranquility.
Weekly Weather Forecast for Medfield
How to Book Your Medfield Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Medfield
Common Vacation Rentals Amenities
What amenities can you expect?
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 a private outdoor patio or deck for relaxing and entertaining amidst the scenic surroundings.
- Make use of the well-maintained garden or lawn area perfect for outdoor activities and picnics.
- Take advantage of an outdoor swimming pool to cool off during warm summer days in this region.
- Benefit from access to a fire pit or outdoor fireplace, ideal for cozy evenings with family or friends.
- Experience the convenience of parking spaces designated for outdoor gatherings and excursions.
- Utilize outdoor dining setups, such as picnic tables or BBQ grills, to enjoy meals al fresco.
- Explore nearby walking trails or nature paths that are often part of outdoor amenities in this destination.
Top Attractions Around Medfield
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, explore scenic parks, and experience local dining just moments from your vacation rental in Medfield, Massachusetts.

Family Activities
- Medfield State Hospital Trail: Enjoy a family hike along this scenic trail that offers a peaceful natural escape within the region, perfect for outdoor adventures with kids.
- Medfield Historical Society Museum: Discover local history through engaging exhibits that provide educational fun for children and adults alike while exploring this charming town.
- Lake Street Park: Spend a relaxing day at this local park featuring open fields and playgrounds, ideal for picnics, sports, and playing in the fresh air.
- Family-friendly Events and Festivals: Experience seasonal festivals and community events throughout the year that bring families together for entertainment and local culture in the area.
Adult Activities
- Medfield State Hospital Historic Site: Explore the remnants of a historic site that offers a glimpse into local history and architecture, perfect for an engaging outdoor activity.
- Turkey Hill Park: Enjoy peaceful walks, picnics, or relaxing afternoons amidst scenic natural surroundings in this well-maintained park nearby your vacation rental.
- The Charles River: Experience kayaking or fishing along the tranquil waters of the nearby river, ideal for outdoor recreation enthusiasts.
- Farmers Market at Medfield: Visit the local farmers market to savor fresh produce and handcrafted goods, offering a taste of regional charm and community spirit.
Other Places to Stay in Medfield, MA
Medfield Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region's renowned eateries to enjoy authentic flavors and support local businesses during your stay.
- Visit Nearby Outdoor Spaces: Make the most of the area's scenic parks and trails to relax, hike, or have a picnic amidst natural beauty.
- Plan Your Arrival and Departure Times: Coordinate your schedule to avoid peak traffic hours and ensure smooth check-in and check-out processes at your vacation rentals.
- Utilize Expert Local Tips: Seek insights on hidden gems and must-see spots from hosts or locals to enrich your experience here in this charming destination.
Transportation Options
- Medfield Transportation Services: Local transportation options such as shuttle services and private car hires make exploring the area convenient for visitors staying in vacation rentals here.
- Massachusetts Bay Transportation Authority (MBTA): The MBTA provides commuter rail and bus routes that connect this destination with greater Boston and nearby regions, ideal for day trips or commuting.
- Airport Access via Logan International Airport: Located within driving distance, Logan International Airport offers extensive domestic and international flights for travelers arriving at or departing from the region.
- Rental Car Agencies: Numerous rental car companies operate near here, giving you the flexibility to explore the region at your own pace during your stay in local vacation rentals.
Local Customs Options
- Community Events and Celebrations: Participating in local festivals and parades gives you a genuine taste of the area's community spirit here in Medfield.
- Historical Respect and Preservation: Maintaining respect for historic sites and traditions reflects the region’s dedication to preserving its rich heritage.
- Dining Etiquette and Local Cuisine: Savoring traditional Massachusetts fare with an open mind helps you embrace the culinary customs of this destination.
- Environmental Awareness: Practicing eco-friendly habits aligns with the community's commitment to protecting the scenic landscapes surrounding the area.
Frequently Asked Questions About Medfield?
1. What are the top vacation rentals in Medfield?
There are a lot of options in Medfield. If you plan on staying in the Medfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Medfield:
- Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.
- The Cozy Colonial - 4 BDRM that's close to train and only 35 min from City!
- Modern/Luxury Condo Norwood
- Boston - Norwood, Stylish Apartment
- Family Vacation Modern Norwood
- Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment
- Trail Access On-Site: Gorgeous MCM Deck House!
- Boston Mansion Heated Pool Fire Pit Tennis
- Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
- Norwood Luxe Suite- Pet friendly & Commuter friendly
2. Which vacation homes in Medfield are best for families?
If you are looking for a family-friendly vacation home in Medfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Medfield:
3. How many Rentbyowner vacation rentals are available in Medfield?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Medfield 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 Medfield.
4. What is the cancellation policy for vacation rentals in this area?
5. Are there any additional fees I should be aware of when booking a vacation rental here?
6. How do I ensure my booking in this region is secure and reliable?
7. What amenities can I expect at vacation rentals in this destination?
8. How can I communicate with the property owner if I have questions about my stay?
Medfield Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool