Milton Holiday Rentals

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Our top choices for Milton holiday rentals

10-Spacious 5BR apt with gym, games room in the attic

10-Spacious 5BR apt with gym, games room in the attic
Milton
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay and easy to get to lots of attractions. "
United States
Michael J.
The price is AU$727
includes taxes & fees
2 Mar - 3 Mar
10-Spacious 5BR apt with gym, games room in the attic

8-Peaceful & Bright apt/3br right to Boston line

8-Peaceful & Bright apt/3br right to Boston line
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The location had plenty of space for our family. Clean, close to shops and restaurants. Central location. "
United States
Andrea S.
The price is AU$516
includes taxes & fees
16 Feb - 17 Feb
8-Peaceful & Bright apt/3br right to Boston line

Hot Deal up to 20%, 6BR Milton, Parking & Pets - 172

Hot Deal up to 20%, 6BR Milton, Parking & Pets - 172
Milton
The price is AU$646
includes taxes & fees
16 Feb - 17 Feb
Hot Deal up to 20%, 6BR Milton, Parking & Pets - 172

14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
Milton
9.4 out of 10, Exceptional, (11 reviews)
"Just as lovely in person as in the pictures! Host was quick to respond to questions and very proactive with check in procedure. Wish we could have stayed longer!"
United States
Johnna K.
The price is AU$451
includes taxes & fees
1 Mar - 2 Mar
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
The price is AU$557
includes taxes & fees
16 Feb - 17 Feb
Prestigious Milton Designer Home

14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton
Milton
9.4 out of 10, Exceptional, (9 reviews)
"Over all we had a great stay and Jenny was great to communicate with."
United States
Lori M.
The price is AU$587
includes taxes & fees
17 Feb - 18 Feb
14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (618 reviews)
"I can’t recommend The Custom House enough, it is perfect! The staff are wonderful, it’s very clean and the perfect location to see Boston! "
United States
Melissa
The price is AU$289
includes taxes & fees
22 Feb - 23 Feb
Marriott Vacation Club® at Custom House, Boston

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (201 reviews)
"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "
United States
Stacey W.
The price is AU$622
includes taxes & fees
16 Feb - 17 Feb
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89 reviews)
"Such a unique experience.We loved the relaxing views after a long day of site seeing.Great access to sites and airport."
United States
Laura M.
The price is AU$586
includes taxes & fees
16 Feb - 17 Feb
Fun houseboat. Walk to Boston attractions WIFI

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is AU$495
includes taxes & fees
17 Feb - 18 Feb
The Chester Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (331 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is AU$236
includes taxes & fees
16 Feb - 17 Feb
Temple Place Suites

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (16 reviews)
"Great location in the Northend!"
United States
Carol T.
The price is AU$717
includes taxes & fees
19 Feb - 20 Feb
North End Entire House

Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
Beacon Hill
10.0 out of 10, Exceptional, (2 reviews)
"Had a wonderful stay! Beautiful condo in a beautiful neighborhood that is walking distance to the commons."
United States
Grant T.
The price is AU$414
includes taxes & fees
17 Feb - 18 Feb
Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (658 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
Global Luxury Suites Downtown Boston

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (7 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is AU$397
includes taxes & fees
16 Feb - 17 Feb
Stylish Back Bay Retreat, Steps from Prudential

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is AU$332
includes taxes & fees
18 Feb - 19 Feb
Perfect One Bedroom Stay In Downtown Boston!

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (103 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (2 reviews)
"Great overall stay! "
United States
Tessa
The price is AU$516
includes taxes & fees
16 Feb - 17 Feb
1 Mi to Downtown: Salem Vacation Rental!

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is AU$501
includes taxes & fees
20 Feb - 21 Feb
Gorgeous Beacon Hills Studio next to State house

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Quincy
9.6 out of 10, Exceptional, (44 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is AU$471
includes taxes & fees
17 Feb - 18 Feb
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Milton Hotel Reviews

Find out more about Milton

Everything you need to know about Milton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton holiday rentals we have selected for you start as low as AU$236 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Milton?

Yes, there are holiday rentals in Milton close to Blue Hills Reservation, or you can select a more secluded option if you're looking for a relaxing stay. Milton is known for its shopping and restaurants.

What are some of the best holiday rentals that Milton has to offer?

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino: This holiday home rental outside of Milton is located on the waterfront, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Milton?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Milton stay.

What can I see and do in Milton?

Family-friendly attractions include Blue Hills Reservation and Pierce Reservation, whereas Governor Hutchinson's Field is a spot to enjoy the outdoors. Other popular places to visit in the area include Fenway Park and TD Garden.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.