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Milton Summer Rental

New
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $341/Night For 7 Nights CA $2,391
8.5
Fabulous
(18 Reviews)
1851.39 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
CA $267/Night For 7 Nights CA $1,871
10.0
Exceptional
(18 Reviews)
18 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
CA $987/Night For 7 Nights CA $6,913
New
1302.43 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
CA $843/Night For 7 Nights CA $5,901
9.6
Exceptional
(4 Reviews)
10 Guests 3 Bedrooms 1 Bathroom
Pet Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
CA $590/Night For 7 Nights CA $4,129
9.4
Exceptional
(3 Reviews)
1894 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
CA $1,015/Night For 7 Nights CA $7,108
8.2
Excellent
(44 Reviews)
1860 ft² 6 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
CA $341/Night For 7 Nights CA $2,389
New
1400 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $568/Night For 7 Nights CA $3,975
New
1400 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
CA $405/Night For 7 Nights CA $2,837
9.4
Exceptional
(33 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
CA $325/Night For 7 Nights CA $2,276
5.0
Average
(1 Review)
2000 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Kitchen
  • Air Conditioner
  • Internet
CA $772/Night For 7 Nights CA $5,401
4.5
Average
(2 Reviews)
2000 ft² 15 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • View
  • Kitchen
  • Air Conditioner
CA $619/Night For 7 Nights CA $4,331

Why Choose Rent By Owner for your Milton Summer Rental?

What makes our Summer Rental special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Milton

When should you plan your Summer Rental stay?

Timing your visit during the warmest months ensures you experience the best of this destination’s welcoming atmosphere and natural beauty, making it the ideal time to secure summer rentals in the area through RentByOwner.com for a memorable stay.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

Experience the vibrant atmosphere as the area comes alive with pleasant weather perfect for outdoor activities and exploring local surroundings.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

Enjoy the mild temperatures and beautiful seasonal changes, making it an ideal time for outdoor adventures and sightseeing.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Mid Winter (January to February)

During this quieter period, you can visit when the region is less crowded, with cooler temperatures offering a peaceful retreat.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Late Fall (November to December)

As the region transitions into winter, fewer visitors come, providing a serene setting for those seeking tranquility.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Milton

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.

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 garden space to relax and unwind amidst nature.
  • Take advantage of a barbecue grill for outdoor cooking and al fresco dining experiences.
  • Make the most of spacious yards perfect for outdoor activities and family gatherings.
  • Benefit from access to scenic walking trails or nearby parks to explore the natural beauty of the area.
  • Relish in outdoor seating areas designed for enjoying the warm summer weather.
  • Utilize well-maintained decks or porches for socializing or simply soaking up the sunshine.
  • Discover picturesque views that provide an ideal backdrop for outdoor photography or relaxing mornings.
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Family Activities

  • Blue Hills Reservation: Explore the expansive natural beauty and family-friendly hiking trails that make this outdoor escape perfect for outdoor adventures.
  • Milton Public Library: Enjoy engaging children’s programs and storytime sessions that foster a love of reading in a welcoming community setting.
  • Franklin Park Zoo: Visit this nearby zoo to see a variety of animals and participate in educational activities suitable for all ages.
  • Houghton’s Pond Recreation Area: Spend quality time swimming, picnicking, or relaxing by the water at this scenic spot ideal for family outings.
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Adult Activities

  • Cultural Exploration at the Milton Historical Society Museum: Dive into the region's rich history by exploring exhibits that showcase the area's heritage and development.
  • Walking Tour through the Historic District: Enjoy a leisurely stroll along charming streets lined with well-preserved architecture, offering a glimpse into the area's storied past.
  • Relaxing Picnic at Blue Hills Reservation: Spend a peaceful day outdoors in this scenic natural park, ideal for picnicking and appreciating the lush surroundings.
  • Bird Watching and Nature Observation: Discover local wildlife in the nearby natural reserves, perfect for nature enthusiasts seeking tranquility and outdoor activity.

Other Places to Stay in Milton, MA

Pierce Reservation
Governor Hutchinson's Field
Blue Hills Reservation
Blue Hills Ski Area

Milton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area’s charming eateries to enjoy authentic regional flavors during your stay.
  • Visit Nearby Parks and Trails: Discover outdoor activities by exploring the region’s scenic parks and walking trails for a memorable experience.
  • Experience Cultural Events: Check out local calendars for seasonal festivals and community events that add a unique touch to your visit.
  • Plan Convenient Transportation: Arrange reliable transportation options ahead of time to easily access all the attractions here without hassle.

Transportation Options

  • MBTA Commuter Rail: This regional rail service provides convenient access to Boston and beyond, making it ideal for exploring the area from your summer rental.
  • Bus Services: Local bus options connect you to key destinations within the region, offering an affordable way to get around during your stay.
  • Taxi and Rideshare: Taxis and rideshare services like Uber and Lyft offer flexible transportation directly from your vacation property to nearby attractions or transit hubs.
  • Personal Vehicles: Having a car gives you the freedom to explore the surrounding scenery and visit neighboring towns at your own pace while staying in this destination.

Local Customs Options

  • Respectful Greetings: Visitors often notice the friendly, informal way locals greet each other, reflecting the area's welcoming community spirit.
  • Celebration of Patriots’ Day: The region observes Patriots’ Day with historical commemorations, emphasizing its rich American history and community pride.
  • Local Seafood Cuisine: Enjoying fresh seafood is a common custom, highlighting the area's coastal proximity and dedication to maritime traditions.
  • Community Green Initiatives: Participating in local environmental efforts, such as park clean-ups and conservation programs, showcases the community’s commitment to sustainability here.

Frequently Asked Questions About Milton Luxury Rentals

1. How many Summer Rentals are available in Milton?

Currently, the total number of properties listed by RBO in 2026 is over 14 in the Milton area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Milton. 

2. What is the cancellation policy for summer rentals in Milton, Massachusetts?

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the property page or contact the host directly for clarification.

3. Are there any additional fees associated with booking summer rentals in Milton?

Additional fees such as cleaning, service charges, or security deposits are detailed in the listing. Be sure to read the full description or contact the owner to understand all costs before confirming your reservation.

4. How do I secure my booking for a summer rental here?

Booking procedures typically involve submitting a reservation request through the listing, followed by confirmation from the owner. For specific steps, refer to the booking instructions on the property page or reach out to the host.

5. Can I make special requests or modifications to my stay at these summer rentals?

Special requests are generally handled by contacting the host directly after booking. It’s recommended to discuss any modifications or requirements prior to confirming your reservation to ensure they can be accommodated.

6. What amenities are included with summer rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. You should review each listing’s amenities section and contact the owner for any specific needs or questions.

More Rentals You May Like Near Milton

New
1900 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Child Friendly
CA $783/Night For 7 Nights CA $5,478
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Kitchen
  • Air Conditioner
  • Internet
CA $152/Night For 7 Nights CA $1,061