Photo by Raisa Mura

Milton holiday lettings

We found 2,433 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Milton that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a fireplace. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Milton

Showing deals for:24 Oct - 31 Oct

Why visit Milton

  • Historic charm: Discover the rich history of Milton, including the iconic Milton Abbey and its charming streets.
  • Scenic parks: Enjoy outdoor activities at picturesque urban parks, perfect for families and nature enthusiasts.
  • Cultural experiences: Explore local bars, churches, and cultural sites that reflect Milton's vibrant community.
  • Outdoor adventures: Hike up Milton Hill for stunning views and a variety of recreational opportunities.
  • Welcoming neighbourhoods: Immerse yourself in friendly local atmospheres while exploring charming residential areas.

Popular types of accommodation in Milton

You've chosen Milton for your next getaway, and now it's time to find the perfect place to stay. From charming houses to modern apartments and comfortable condos, there’s something for everyone. Whether you're searching for affordable apartments or hotels like those at Stony Brook and EWB Motels, Milton offers a variety of options to suit your needs. Explore your choices and enjoy a memorable stay in this delightful location!

  • Houses: The top choice for visitors to Milton, these homes offer a comfortable and spacious environment for families or groups, ensuring a home-like experience during your stay.
  • Apartments: A popular selection for those seeking convenience, apartments provide a modern living space, perfect for couples or solo travellers.
  • Condos: Ideal for a more upscale experience, condos often come with added amenities and are perfect for a relaxing getaway.
  • Cottages: These quaint dwellings offer a charming escape, perfect for a cosy retreat surrounded by nature.
  • House Boats: For a unique experience, house boats provide a distinctive stay on the water, blending adventure with comfort.**

Top attractions near Milton

Milton, Massachusetts, offers a delightful blend of family-friendly activities, sports, and cultural experiences. Explore the scenic urban parks, visit historic colleges and universities, and stroll down charming streets. Notable attractions include local bars, churches, the historic Milton Abbey, and the picturesque peak of Milton Hill, perfect for outdoor enthusiasts and culture seekers alike. Discover the rich history of this quaint town while enjoying its vibrant community.

  • Fenway Park: A historic sports stadium, Fenway Park is a must-visit for sports enthusiasts. Experience the vibrant atmosphere of baseball culture as you watch a game in this iconic venue, known for its unique features and rich history.
  • Boston Common: As America's oldest public park, Boston Common offers a delightful blend of family-friendly activities and serene outdoor spaces. Enjoy leisurely strolls, picnics, and various events amidst lush greenery in the heart of the city.
  • Copley Square: This modern square is a bustling hub of city life, surrounded by stunning architecture and cultural landmarks. Discover shops, cafes, and art installations while soaking in the vibrant urban atmosphere.

Things to do recommended for couples

For a romantic getaway in Milton, indulge in a concert at the House of Blues Boston, only 4.3km away. Alternatively, enjoy a day of skiing at Blue Hills Ski Area, 2.5km distant, or immerse yourselves in the arts at the Roxbury Centre, just 1.9km away.

Things to do recommended for families

During your family holiday in Milton, Massachusetts, enjoy an exhilarating day at Sky Zone Boston Indoor Trampoline Park, relax at Quincy Quarries Reservation, and experience the lively atmosphere at Agganis Arena, just a short drive away. Perfect for creating cherished memories together!

Things to do recommended for groups

Explore Faneuil Hall Marketplace for shopping and dining, only 5.0km from Milton. Enjoy an adrenaline rush at F1 Boston's motor racing, just 1.9km away. For a relaxing day, play a round at Granite Links Golf Club, located a mere mile from your base.

Booking with Vrbo is simple

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

Where to stay in and around Milton

Milton, Massachusetts, offers a delightful blend of family-friendly activities, cultural richness, and scenic beauty. As you explore this historic town, you'll find ample opportunities for recreation and leisure. Nearby, charming neighbourhoods provide a welcoming atmosphere, perfect for immersing yourself in local history and enjoying friendly encounters. Whether indulging in sports or leisurely strolls, Milton promises a memorable experience for all types of travellers seeking both relaxation and adventure.

  • Lower East Mills - Cedar Grove: Nestled a mere two miles from Milton, Lower East Mills - Cedar Grove is a charming neighbourhood that offers a delightful blend of family-friendly activities and outdoor experiences. Visitors can enjoy a variety of attractions, including urban parks and historic sites, perfect for leisurely strolls or family picnics. The area is also home to shopping centres where you can find everything from boutique shops to larger retail outlets, making it an ideal spot for those looking to indulge in some retail therapy.
  • Lower Mills: Located within close proximity to Milton, Lower Mills is a vibrant community steeped in culture and outdoor fun. This neighbourhood is known for its lively theatre scene, offering a range of performances that appeal to all ages. The local urban parks provide a picturesque backdrop for outdoor activities, while the historic sports stadium is a must-visit for sports enthusiasts. Whether you’re attending a concert or simply enjoying the local scenery, Lower Mills promises an engaging experience for every visitor.
  • Mattapan: Just two miles away from Milton, Mattapan is a diverse neighbourhood that combines family, culture, and a city vibe. This area boasts an array of attractions, including a historic college and sports stadiums that attract sports fans and history buffs alike. With several shopping mall centres dotted throughout the neighbourhood, you’ll find plenty of options for browsing and dining. Additionally, the local music concerts offer a taste of the vibrant cultural scene, making Mattapan a lively destination for tourists.

Best time to go to Milton

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.9°F (-1.7°C)Light RainMostly SunnySlightly LowSlightly Low
February30.2°F (-1.0°C)Light RainMostly SunnyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnyAverageAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
October55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly High
November43.9°F (6.6°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowAverage

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

If you’re planning a trip with a group, family, or pets, or if you’re considering an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Milton with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Milton with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Milton: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Milton: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and organise your travel plans. You can easily find properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore and utilise the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Milton

The wildlife and other outdoor surroundings create an inviting atmosphere in Milton. Well known for its hiking, shopping and restaurants, this scenic city won't disappoint. Fenway Park and TD Garden are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Milton

Do you want to discover attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Milton has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (7.6 mi / 12.3 km)
  • Encore Boston Harbor (10.1 mi / 16.2 km)
  • Granite Links Golf Club (1 mi / 1.7 km)
  • F1 Boston (2.5 mi / 4 km)
  • Blue Hills Ski Area (3.5 mi / 5.6 km)
  • Franklin Park Zoo (4 mi / 6.5 km)

Exploring the natural features in Milton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Milton is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (7.3 mi / 11.7 km)
  • Copley Square (7 mi / 11.2 km)
  • Adams National Historic Park (2.8 mi / 4.5 km)
  • Wollaston Beach (3.4 mi / 5.5 km)
  • Squantum Point Park (4 mi / 6.4 km)
  • Eleanor Cabot Bradley Estate (4.4 mi / 7.1 km)

How to get to and around Milton

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 7.2 mi (11.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8 mi (12.8 km) away.

You can see more of Milton by jumping on the metro at Milton Station, Central Ave. Station or Valley Rd. Station.

Frequently asked questions

What is the best area to stay in Milton when booking a holiday rental?
One of the more popular neighbourhoods to book a holiday rental in Milton is Lower Mills. Find your dream stay on Vrbo and experience this area as a local.
What is the most popular type of holiday rental accommodation in Milton?
The most in-demand types of holiday rentals in Milton are apartments. Prefer something different? Vrbo offers a variety of options to match our guests' unique requirements, so you'll see holiday homes in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Milton?
Length of stay, property type and time of year are some factors that can determine the price of a holiday home. Simply enter your dates of travel to find your ideal escape. From quaint country cottages to sprawling luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Milton?
The average price for a holiday home near the beach in Milton depends on when you're visiting the area and the size and type of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates and destination. Then use the handy filters to pick the number of bedrooms and amenities that you need, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday rentals in Milton?
Good news! Yes. You can choose from 14 holiday rentals that cater to pets in Milton. Several of our pet-friendly holiday rentals even have a backyard for your four-legged pal to have fun in, special dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.
What are popular rental amenities in Milton?
An electric car charging station, a nearby waterfront and nearby museums are the most popular rental amenities in Milton. Whether you're planning to travel on your own, with your significant other or a group of best friends, Vrbo can help you find a holiday home that fits your tastes with all the features you're looking for.
Are there large group holiday rentals in Milton?
With five Milton holiday homes that can host a group of five or more people, you can invite a few extra friends or family members along. Whether you're planning an informal get-together or a celebratory event, Vrbo will help you book a comfortable space for the occasion.
Are there holiday rentals in Milton that welcome kids?
With 14 family-friendly holiday rentals to select from in Milton, now is a superb time to introduce the kiddos to the excitement of travel. Just click on our "Properties good for families" filter to view stays that feature conveniences ideal for holidaying families, like multiple bedrooms, pools, bunk beds and hot tubs.
What are the top attractions for families in Milton?
You'll find lots of fun things to do and see with the family in Milton, such as:

  • New England Aquarium
  • Museum of Science
  • Boston Tea Party Ship

Are there one-bedroom holiday rentals in Milton?
There are four one-bedroom properties in Milton to pick from. A one-bedroom holiday home is a wonderful choice if it's only the two of you or if you're holidaying solo. Add in more privacy, space and convenience compared to a regular hotel, and you'll be sure to have a break to remember.
Can I find two-bedroom holiday rentals in Milton?
Choose from two two-bedroom homes in Milton. Put your little ones in the second room or fill it with a couple of your favourite people. There's ample space for whoever's lucky enough to be joining your journey.
Are there holiday rentals with WiFi in Milton?
You can pick from six holiday rentals with WiFi in Milton. If you'd like to disconnect from daily life during your break, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Milton?
There are 14 holiday rentals with air conditioning in Milton giving you that cool, cool breeze and extra element of comfort. Enter your travel dates and then take advantage of our filters to search for properties with air conditioning.
How old do you have to be to rent a holiday rental in Milton?
We recommend checking with the Milton holiday property you're considering on Vrbo as the minimum age differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday rental in Milton for?
It's really down to the Milton property. To look at a list of options offering extended stays, just type your travel dates and number of people into Vrbo's search page. Enjoy having the place to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and an outdoor space to run around in. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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