Holiday Rentals in Milton

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Our top choices for Milton holiday rentals

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 €341
includes taxes & fees
29 Mar - 30 Mar
8-Peaceful & Bright apt/3br right to Boston line

Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
Prestigious Milton Designer Home

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

Hot Deal up to 20%, 6BR Milton, Parking & Pets - 172
Milton
The price is €393
includes taxes & fees
1 Mar - 2 Mar
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 €251
includes taxes & fees
3 Mar - 4 Mar
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

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)
"A group of 8 stayed here for a week while we were visiting the city. The accommodations were great. The neighborhood is quite. Jenny was super responsive to any questions I had and very helpful. We had no issues and we would stay here again. "
United States
Jared C.
14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by
Thompson Square - Bunker Hill
10.0 out of 10, Exceptional, (57 reviews)
"Really loved our stay here. The room was well stocked with everything we could need and more. Would definitely book here again! "
United States
Daniel S.
The price is €386
includes taxes & fees
9 Mar - 10 Mar
Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Charlestown
10.0 out of 10, Exceptional, (241 reviews)
"We had a great stay! We enjoyed the area and our house boat experience. Would definitely come back in the future and recommend to others "
United States
Winona S.
The price is €381
includes taxes & fees
10 Mar - 11 Mar
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Capricornus: Oceanside Vacation

Capricornus: Oceanside Vacation
Boston
9.2 out of 10, Wonderful, (41 reviews)
"The boat was awesome, great location, would definitely recommend anyone going to Boston"
United States
Joseph A.
The price is €473
includes taxes & fees
23 Mar - 24 Mar
Capricornus: Oceanside Vacation

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, (619 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 €189
includes taxes & fees
12 Mar - 13 Mar
Marriott Vacation Club® at Custom House, Boston

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 €296
includes taxes & fees
28 Feb - 1 Mar
The Chester Hotel

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (665 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
Global Luxury Suites Downtown Boston

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, (45 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is €278
includes taxes & fees
1 Mar - 2 Mar
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

Ocean Dreams, Waves as far as the eyes can see...........

Ocean Dreams, Waves as far as the eyes can see...........
Scituate
9.8 out of 10, Exceptional, (158 reviews)
"Beautiful beach house with everything we needed and the location can’t be beat. Hope to stay again the next time I’m looking for ocean views and beach time!"
United States
Elise T.
The price is €897
includes taxes & fees
27 Feb - 28 Feb
Ocean Dreams, Waves as far as the eyes can see...........

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.8 out of 10, Exceptional, (18 reviews)
"Overall comfortable stay"
United States
Jolly J.
The price is €192
includes taxes & fees
1 Mar - 2 Mar
Charming 2-bedroom apartment with WiFi, AC in superb Canton

Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
10.0 out of 10, Exceptional, (51 reviews)
"The home is wonderful in every way! My family particularly enjoyed the sun room and use of the well stocked kitchen. I would absolutely stay here again."
United States
Danny G.
Village Colonial / Harbor Views.

1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is €298
includes taxes & fees
10 Mar - 11 Mar
1 Mi to Downtown Salem: Studio w/ Fire Pit Access

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
Hyde Park
9.6 out of 10, Exceptional, (25 reviews)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is €334
includes taxes & fees
9 Mar - 10 Mar
Hidden Gem right in the city of Boston!

Entire Lower Level of the House, Across From The Beach

Entire Lower Level of the House, Across From The Beach
Swampscott
9.8 out of 10, Exceptional, (25 reviews)
"Wonderful place! Diana was a wonderful host and provided everything we needed for a cozy stay on our girls trip!"
United States
Dana F.
The price is €304
includes taxes & fees
27 Feb - 28 Feb
Entire Lower Level of the House, Across From The Beach

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (15 reviews)
"Great location, clean and comfortable! Even though they were traveling overseas they were very responsive....would stay there again...."
United States
L
The price is €206
includes taxes & fees
27 Feb - 28 Feb
Bright 2BR by Boston Waterfront

Scituate Seaside Escape – Sleeps 8, Walk to Beach

Scituate Seaside Escape – Sleeps 8, Walk to Beach
Scituate
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay at this property. The location works very well for weddings at the Barker house and the location to downtown. I would recommend staying here.. "
United States
Rick L.
Scituate Seaside Escape – Sleeps 8, Walk to Beach
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, apart-hotels, 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 favorite 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 depends 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 €142 per night. Entering your travel dates in the search wizard you might find 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 Gillette Stadium.

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.