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Milton Vacation Rentals

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Our top choices for Milton vacation rentals

1. FREE Parking & Bright 3BR 1st-floor Apt • Pet-Friendly near I-93 & Boston 14-1

FREE Parking & Bright 3BR 1st-floor Apt • Pet-Friendly near I-93 & Boston 14-1
Milton
9.2 out of 10, Wonderful, (18 reviews)
"Great place! I recomend"
United States
Booking I.
The price is CA $188
CA $445 total
includes taxes & fees
Aug 12 - Aug 13
FREE Parking & Bright 3BR 1st-floor Apt • Pet-Friendly near I-93 & Boston 14-1

2. Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
10.0 out of 10, Exceptional, (1 review)
"From initial contact with Serene the communication could not have been any better. The house is wonderful and ideally located to all amenities in Milton. The bedrooms and living areas comfortable. Big shout out to the people of Milton! We were treated like minor celebrities. Applauded into Chans Chinese restaurant..free beers...and everyone so warm and welcoming. If Scotland get back to Boston and you are a larger group (we were 8) then book it!"
United States
Marl R.
The price is CA $481
CA $815 total
includes taxes & fees
Sep 9 - Sep 10
Prestigious Milton Designer Home

3. 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 $406
CA $740 total
includes taxes & fees
Aug 16 - Aug 17
8-Peaceful & Bright apt/3br right to Boston line

4. 10-Spacious 5BR apt with gym, games room in the attic

10-Spacious 5BR apt with gym, games room in the attic
Milton
9.8 out of 10, Exceptional, (22 reviews)
"Nice place to stay and easy to get to lots of attractions. "
United States
Michael J.
The price is CA $388
CA $802 total
includes taxes & fees
Aug 12 - Aug 13
10-Spacious 5BR apt with gym, games room in the attic

5. Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
The price is CA $393
CA $868 total
includes taxes & fees
Aug 17 - Aug 18
Spacious 5BR Executive Retreat - 10 Min to Boston

6. Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172

Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172
Milton
6.0 out of 10, (1 review)
The price is CA $267
CA $706 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172

7. 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 $250
CA $633 total
includes taxes & fees
Aug 13 - Aug 14
Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2

8. 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 $1,079
CA $2,083 total
includes taxes & fees
Aug 19 - Aug 20
Peaceful Milton Getaway- Trails & City Nearby

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is CA $210
CA $418 total
includes taxes & fees
Aug 12 - Aug 13
The Chester Hotel

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is CA $195
CA $400 total
includes taxes & fees
Aug 13 - Aug 14
The Concord Hotel

11. 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, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is CA $216
CA $376 total
includes taxes & fees
Aug 19 - Aug 20
Maverick Suites at 245 Newbury St

12. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
The price is CA $196
CA $353 total
includes taxes & fees
Aug 19 - Aug 20
Maverick Suites at 40 Temple St

13. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (161 reviews)
"Well located"
United States
Evelyn
The price is CA $201
CA $327 total
includes taxes & fees
Aug 30 - Aug 31
Maverick Suites at 400 Columbus Ave

14. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (402 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is CA $210
CA $378 total
includes taxes & fees
Aug 13 - Aug 14
Maverick Suites at 28 Fenway

15. Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603

Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603
Mattapan
9.6 out of 10, Exceptional, (28 reviews)
"Perfect home. Great location. Would recommend!!!!"
United States
Nicole M.
The price is CA $207
CA $509 total
includes taxes & fees
Aug 12 - Aug 13
Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603

16. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (9 reviews)
"Perfect location! On a quiet street right in the heart of the Back Bay. Can easily walk to restaurants, grocery stores, the Prudential Center, and pubic transportation. Close to the nearby colleges which was helpful for our stay. We were able to support our college-age kid through a tough moment. It was clean, comfortable, and management was responsive and friendly. It was easy in and out. We’ll definitely come back. This would be perfect if you had any kind of medical emergency or needed to...
United States
Gretchen J.
The price is CA $177
CA $443 total
includes taxes & fees
Aug 19 - Aug 20
Light-filled Studio | Back Bay

17. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
United States
Mark T.
The price is CA $223
CA $513 total
includes taxes & fees
Aug 16 - Aug 17
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

18. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (324 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is CA $137
CA $229 total
includes taxes & fees
Aug 12 - Aug 13
Premier Suites - Bay Village

19. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (653 reviews)
"Best hotel for stay in Boston!"
United States
Frank
The price is CA $425
CA $489 total
includes taxes & fees
Aug 30 - Aug 31
Marriott Vacation Club® at Custom House, Boston

20. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (433 reviews)
"Great location so close to everything"
United States
Hunter
The price is CA $137
CA $245 total
includes taxes & fees
Aug 12 - Aug 13
Temple Place Suites
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Milton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Modern 2BR Home Close to Campus & 10 min Boston: This vacation home rental outside of Milton offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 TD Garden.

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.