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Holiday homes in Milton You’ll Love

Top-Rated Milton Holiday homes for Every Budget and Style!

Looking for a holiday home in Milton (Massachusetts)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $53.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Milton.

We found 13 Holiday-homes in Milton and the surrounding area (within 40 miles)

Spacious 4BR suburban home! in Randolph, USA

Spacious 4BR suburban home!

Holiday home in Randolph near Milton, Massachusetts , 28 Liberty Street
Spacious 4BR suburban home! is located in Randolph, just 13 miles from JFK Presidential Library & Museum and 13 miles from Boston Museum of Fine Arts.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $75.00 Show details »

Convenient Braintree Home - 3 Bedroom Sleeps 8 in Braintree, USA

Convenient Braintree Home - 3 Bedroom Sl...

Holiday home in Braintree near Milton, Massachusetts , 8 Myrtle Avenue
Convenient Braintree Home - 3 Bedroom Sleeps 8 offers accommodations in Braintree, 11 miles from JFK Presidential Library & Museum and 13 miles from B...
  • Parking
  • Pets allowed

Fabulous 2 Reviews 9.0

from $404.31 Show details »

XMAS 15 PERCENT OFF !41-Convenient Townhouse in Quincy, USA

XMAS 15 PERCENT OFF !41-Convenient Townh...

Holiday home in Quincy near Milton, Massachusetts , 41 Copeland Street
XMAS 15 PERCENT OFF!41-Convenient Townhouse is located in Quincy, just 9.3 miles from Boston South Station and 9.3 miles from Back Bay.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 20 Reviews 9.8

from $383.48 Show details »

Jacaranda in Milton, USA

Jacaranda

Holiday home in Milton, Massachusetts , 342 Blue Hill Avenue
Offering free bikes, Jacaranda provides accommodations in Milton.
  • Parking
  • Family rooms

Very good 21 Reviews 8.2

from $283.83 Show details »

284-Newbuilt Entire House with free huge parking lot in Quincy, USA

284-Newbuilt Entire House with free huge...

Holiday home in Quincy near Milton, Massachusetts , 284 State Street
284-Newbuilt Entire House with free huge parking lot is located in Quincy, just 1.9 miles from Wollaston Beach and 7.8 miles from JFK Presidential Lib...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $362.72 Show details »

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN in Boston, USA

~*Pet Friendly 30min to Downtown*~ THE B...

Holiday home in Boston near Milton, Massachusetts , 709 Metropolitan Avenue
~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN offers accommodations in Boston, 6.1 miles from Boston Museum of Fine Arts and 6.9 miles from Fenway ...
  • Parking
  • Pets allowed

Superb 34 Reviews 9.1

from $143.15 Show details »

~*30min to Downtown*~ THE COSMOPOLITAN in Boston, USA

~*30min to Downtown*~ THE COSMOPOLITAN

Holiday home in Boston near Milton, Massachusetts , 709 Metropolitan Avenue
~*30min to Downtown*~ THE COSMOPOLITAN is located in Boston, just 6.1 miles from Boston Museum of Fine Arts and 6.9 miles from Fenway Park.
  • Parking
  • Family rooms

Fabulous 63 Reviews 8.9

from $148.24 Show details »

Bostons Best Vacation House in Boston, USA

Bostons Best Vacation House

Holiday home in Boston near Milton, Massachusetts , 61 Temple Street
Bostons Best Vacation House offers accommodations in Boston, 5.3 miles from JFK Presidential Library & Museum and 6 miles from Boston Museum of Fine A...
  • Parking

Very good 1 Reviews 8.0

from $371.36 Show details »

Cottage Modern Charm in Quincy, USA

Cottage Modern Charm

Holiday home in Quincy near Milton, Massachusetts , 6 Morse St
Cottage Modern Charm offers accommodations in Quincy, a 2-minute walk from Wollaston Beach and 5.5 miles from JFK Presidential Library & Museum.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $63.00 Show details »

A Little Piece of History in Boston, USA

A Little Piece of History

Holiday home in Boston near Milton, Massachusetts
A Little Piece of History is located in Boston, just 4.7 miles from Boston South Station and 4.8 miles from Hynes Convention Center.
  • Parking
  • Pets allowed

Superb 27 Reviews 9.1

from $313.04 Show details »

Park-Side Home in Jamaica Plain in Boston, USA

Park-Side Home in Jamaica Plain

Holiday home in Boston near Milton, Massachusetts , Glen Road 91
Park-Side Home in Jamaica Plain offers accommodations in Boston, 2.7 miles from Boston Museum of Fine Arts and 3.6 miles from Fenway Park.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $348.93 Show details »

Modern Single Family Home minutes from Fort hill in Boston, USA

Modern Single Family Home minutes from F...

Holiday home in Boston near Milton, Massachusetts , 5 Hilton Terrace
A recently renovated vacation home, Modern Single Family Home minutes from Fort hill offers accommodations in Boston.
  • Parking

Fabulous 20 Reviews 8.7

from $348.41 Show details »

Sun-filled 2br, In-unit Laundry, Near T & Medical in Brookline, USA

Sun-filled 2br, In-unit Laundry, Near T...

Holiday home in Brookline near Milton, Massachusetts , 91 Chestnut Street
Sun-filled 2br, In-unit Laundry, Near T & Medical offers accommodations in Brookline, 2.5 miles from Fenway Park and 3 miles from Hynes Convention Cen...

Passable 2 Reviews 5.0

from $97.00 Show details »

Number of Holiday homes in Milton 13
Number of guest ratings 32
Average price per night $353.00
Lowest price per night $53,00
Highest price per night $3.129,32

Top 10 Cheapest Holiday-homes in Milton

Discover the Cheapest Holiday-homes in Milton – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Milton

Check out the Most Booked Holiday-homes in Milton – Based on Guest Popularity.

Holiday homes in Milton (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Milton can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Milton for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Milton should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com