Best Vacation Homes in Milford
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Milford Luxury Rentals
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Milford Pet Friendly Vacation Rentals
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Milford Large Vacation Homes
Why Choose Rent By Owner for your Milford 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 Milford
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you enjoy the best weather and local experiences, making your stay in this destination's vacation rentals truly memorable.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak season, making it an ideal time for outdoor activities and exploring the scenic region.
Average Temperature Daytime: around 80°F (27°C) - Nighttime: about 60°F (16°C)
Fall (September to November)
The vibrant foliage and mild weather attract visitors seeking a picturesque autumn experience in this area’s natural surroundings.
Average Temperature Daytime: roughly 70°F (21°C) - Nighttime: approximately 50°F (10°C)
Off-Season Highlights
Winter (December to February)
In the colder winter months, fewer travelers visit, offering a quieter opportunity to enjoy the tranquility and cozy accommodations here.
Average Temperature Daytime: around 40°F (4°C) - Nighttime: close to 25°F (-4°C)
Spring (March to May)
As the region transitions from winter, early spring offers fewer crowds, with mild temperatures ideal for visiting before the busy summer season begins.
Average Temperature Daytime: about 55°F (13°C) - Nighttime: roughly 35°F (2°C)
Weekly Weather Forecast for Milford
How to Book Your Milford 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 Milford
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 seating areas such as patios or decks for relaxing and dining al fresco.
- Take advantage of private gardens or landscaped yards to unwind amid natural beauty.
- Make use of outdoor grilling stations to prepare meals while enjoying the fresh air.
- Benefit from access to walking trails or nearby parks for outdoor adventures in the region.
- Swim in private or shared pools that offer a refreshing escape during your stay.
- Relax in cozy fire pits perfect for evening gatherings under the stars.
- Utilize designated parking spaces within the outdoor premises for added convenience.
Top Attractions Around Milford
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and explore local parks, perfect for outdoor enthusiasts seeking memorable experiences in this welcoming destination.
Family Activities
- Knollwood Golf Course: Enjoy a family-friendly round of golf at this scenic course, perfect for introducing younger players to the game amidst beautiful surroundings.
- Mendon Twin Drive-In Theatre: Experience classic movie nights under the stars at this historic drive-in, offering an entertaining evening for all ages in the region.
- Milford Historical Society: Discover the area's rich history through engaging exhibits and programs that educate and entertain visiting families alike.
- Wilkinson Memorial Forest: Embark on outdoor adventures while exploring trails and natural beauty at this local forest reserve, ideal for family walks and picnics near here.
Adult Activities
- Milford Historical Society Museum: Dive into the area's rich history by exploring exhibits that showcase Milford’s cultural heritage and significant local stories.
- Pinz Entertainment Center: Enjoy a lively evening with bowling, arcade games, and entertainment options that cater to adult visitors seeking fun and relaxation.
- The Shaw's Shopping Center: Experience retail therapy at this convenient shopping destination that offers a variety of stores and eateries for a leisurely day out.
- Local Fine Dining Restaurants: Savor the flavors of the region through a selection of upscale restaurants that highlight the culinary delights preferred by adults visiting here.
Other Places to Stay in Milford, MA
Milford Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the event calendar to align your stay with local festivals or markets, enhancing your experience in this welcoming destination.
- Explore Outdoor Activities: Take advantage of nearby parks and recreational areas to enjoy outdoor pursuits that highlight the region’s natural beauty.
- Utilize Nearby Amenities: Choose a vacation rental close to essential amenities to make dining, shopping, and transportation more convenient during your visit.
- Discover Hidden Gems: Consult local tips and reviews to find lesser-known spots that offer authentic experiences unique to this part of the area.
Transportation Options
- Milford Train Station: This station offers convenient rail connectivity for exploring the region or commuting to nearby cities.
- Major Highway Access: The area is well-connected by highways, making it easy to drive your own vehicle or rent one for local travel.
- Local Bus Services: Public bus options provide affordable and accessible transportation within Milford and to neighboring towns.
- Taxi and Ride-Sharing Services: Reliable taxis and ride-sharing apps are readily available, offering flexible travel options throughout this destination.
Local Customs Options
- Salute to the Flag: Observing the American flag with respect is a common practice here, especially during local events and national holidays.
- Community Barbecues: Participating in or attending neighborhood cookouts is a cherished tradition that fosters neighborly bonds within the area.
- Local Festivals and Fairs: Engaging in annual town celebrations showcases the region's rich history and community spirit.
- Historic Preservation Practices: Respect for historical sites and traditions is evident, reflecting the area's appreciation for its cultural heritage.
Frequently Asked Questions About Milford?
1. What are the top vacation rentals in Milford?
There are a lot of options in Milford. If you plan on staying in the Milford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Milford:
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Modern Cottage in the heart of the Berkshires with new exterior flex space!
- Tranquil 3 BR Stockbridge House w/Private Deck!
- Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
- Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
- Contemporary house on 8 acres of wild flowers, trees and trails; pet friendlyn
- *Winter Special* Lovely Home on Golden Hill
- 2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!
- Spectacular Waterfront Cape Cod Home, Oceanfront And Beach,AC,Deck,Grill,Hot Tub
- Exceptional Lakefront "Deck" House with incredible water views!
2. How many vacation rentals have private pools in Milford?
There are 19 vacation rentals with private pools near Milford. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Milford are best for families?
If you are looking for a family-friendly vacation home in Milford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Milford:
4. How many Rentbyowner vacation rentals are available in Milford?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 431 in the Milford 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 Milford.
5. What is the cancellation policy for vacation rentals in Milford, Massachusetts?
The cancellation policy varies depending on the listing. You should review the specific property's cancellation terms listed on the booking page or contact the owner directly for detailed information.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or security deposits are often listed with the property details. It’s best to read the full listing description or ask the owner for clarification before booking.
7. How do I confirm the availability of a vacation rental during my travel dates?
Availability is shown in real-time on the listing page. If you have specific dates in mind, you can request a reservation or contact the host directly for confirmation.
8. What amenities are typically included in vacation rentals in this destination?
Most properties provide essential amenities like Wi-Fi, parking, and kitchen facilities. For a complete list of included amenities, please review the property details or contact the owner prior to booking.
9. Is there a minimum stay requirement for booking a vacation rental in the area?
Minimum stay requirements vary by property. To ensure your preferred dates meet the criteria, check the listing details or communicate directly with the host.
Milford Top Rated Vacation Rentals
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