A forest path with tall trees and sunlight filtering through.

Milton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Milton vacation rentals

Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2

Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2
Milton
9.4 out of 10, Exceptional, (9 reviews)
"The space was perfect for a family of 12 traveling together. Our host was very responsive and made sure we had everything we needed for the stay. We highly recommend it should you need a lot of rooms in a nice quiet neighborhood. We would definitely stay there again should the need arise. "
United States
Anonymous traveller
The price is CA $241
CA $635 total
includes taxes & fees
Jul 6 - Jul 7
Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2

Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172

Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172
Milton
6.0 out of 10, (1 review)
The price is CA $317
CA $778 total
includes taxes & fees
Jul 6 - Jul 7
Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172

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

8-Peaceful & Bright apt/3br right to Boston line
Milton
9.6 out of 10, Exceptional, (5 reviews)
"Excellent in all respects "
United States
bob p.
The price is CA $386
CA $723 total
includes taxes & fees
Jul 6 - Jul 7
8-Peaceful & Bright apt/3br right to Boston line

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, (20 reviews)
"Apartment was exactly advertised, clean and comfortable. Bonus that there was parking off the street. Our group had a wonderful time, and would 100% recommend!"
United States
Leslie R.
The price is CA $581
CA $1,045 total
includes taxes & fees
Jul 13 - Jul 14
10-Spacious 5BR apt with gym, games room in the attic

The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2

The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2
Milton
The price is CA $772
CA $1,443 total
includes taxes & fees
Jul 6 - Jul 7
The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2

Peaceful Milton Getaway- Trails & City Nearby

Peaceful Milton Getaway- Trails & City Nearby
Milton
10.0 out of 10, Exceptional, (3 reviews)
"Very beautiful place and clean. The hosts were very nice and gave speedy responses. "
United States
The P.
The price is CA $1,027
CA $1,995 total
includes taxes & fees
Jul 28 - Jul 29
Peaceful Milton Getaway- Trails & City Nearby

Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
The price is CA $650
CA $1,198 total
includes taxes & fees
Jul 10 - Jul 11
Spacious 5BR Executive Retreat - 10 Min to Boston

Bright 3BR Milton 1st-floor Apt • Pet-Friendly near I-93 & Blue Hills 14-1

Bright 3BR Milton 1st-floor Apt • Pet-Friendly near I-93 & Blue Hills 14-1
Milton
9.2 out of 10, Wonderful, (17 reviews)
"Everything was a pictured on the site. Exceptionally clean and all logistics easy. Host is very responsive and welcoming."
United States
Margaret
The price is CA $436
CA $744 total
includes taxes & fees
Aug 2 - Aug 3
Bright 3BR Milton 1st-floor Apt • Pet-Friendly near I-93 & Blue Hills 14-1

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (24 reviews)
"Friendly hosts"
United States
Jan
The price is CA $135
CA $308 total
includes taxes & fees
Jul 6 - Jul 7
Free Parking at 1 Bed Basement Apt, Near BU & MIT

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is CA $227
CA $441 total
includes taxes & fees
Jul 6 - Jul 7
The Chester Hotel

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (382 reviews)
"Great stay. "
United States
Anna
The price is CA $118
CA $274 total
includes taxes & fees
Jul 6 - Jul 7
Maverick Suites at 28 Fenway

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (180 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is CA $176
CA $333 total
includes taxes & fees
Jul 6 - Jul 7
Maverick Suites at 245 Newbury St

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (125 reviews)
"Very quiet, great location. "
United States
Cole
The price is CA $176
CA $203 total
includes taxes & fees
Jul 6 - Jul 7
Maverick Suites at 40 Temple St

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (401 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is CA $139
CA $250 total
includes taxes & fees
Jul 6 - Jul 7
Temple Place Suites

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
The price is CA $231
CA $445 total
includes taxes & fees
Jul 7 - Jul 8
The Concord Hotel

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (33 reviews)
"Good location for our trip. Quaint and safe neighborhood. Host very responsive. "
United States
Michelle S.
The price is CA $130
CA $423 total
includes taxes & fees
Jul 6 - Jul 7
Bright 2BR by Boston Waterfront

Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.4 out of 10, Exceptional, (3 reviews)
"A little issue getting in with the door code operation but otherwise great"
United States
Unspecified U.
The price is CA $216
CA $507 total
includes taxes & fees
Jul 10 - Jul 11
Sleek Studio Apartment in the South End

Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Was worth the price all around"
United States
steven l.
The price is CA $121
CA $398 total
includes taxes & fees
Jul 6 - Jul 7
Downtown Studio | Students Welcome | W/D in unit

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.6 out of 10, Excellent, (7 reviews)
"Would stay again"
United States
mark p.
The price is CA $162
CA $327 total
includes taxes & fees
Jul 6 - Jul 7
Studio Awaits Your Next Stay!

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (302 reviews)
"Great location and well maintained"
United States
EDDIE
The price is CA $139
CA $234 total
includes taxes & fees
Jul 6 - Jul 7
Premier Suites - Bay Village
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Milton Hotel Reviews

Find out more about Milton

Everything you need to know about Milton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milton vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Milton vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton vacation rentals we have selected for you start as low as CA $185 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 vacation 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 vacation.

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 vacation rental in Milton?

Yes, we give you a choice of vacation rentals in Milton near Blue Hills Reservation, or you can select a secluded option if you'd like a relaxing place to stay. Milton is known for its shopping and restaurants.

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

Boston's Best Vacation Home : This vacation home rental outside of Milton is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Milton?

With 16 Expedia vacation rentals, you're sure 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 vacation rentals like in Milton?

Vacation rentals are privately owned accommodations you can book for several days or more in Milton. Vacation rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.