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Milton Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Milton vacation rentals

Smart TV

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, (21 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.
$589 nightly
The price is $623
Jul 12 - Jul 13
Total with taxes and fees
10-Spacious 5BR apt with gym, games room in the attic
Fridge, microwave, oven, stovetop

Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
$1,069 nightly
The price is $1,129
Jul 25 - Jul 26
Total with taxes and fees
Spacious 5BR Executive Retreat - 10 Min to Boston
Interior

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.
$567 nightly
The price is $599
Jul 23 - Jul 24
Total with taxes and fees
8-Peaceful & Bright apt/3br right to Boston line
Fridge, microwave, oven, stovetop

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.
$1,439 nightly
The price is $1,546
Jul 12 - Jul 13
Total with taxes and fees
Peaceful Milton Getaway- Trails & City Nearby
Exterior detail

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.
$615 nightly
The price is $650
Aug 2 - Aug 3
Total with taxes and fees
Prestigious Milton Designer Home
Smart TV

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)
$674 nightly
The price is $713
Jul 19 - Jul 20
Total with taxes and fees
Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172
Interior

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
$499 nightly
The price is $527
Aug 2 - Aug 3
Total with taxes and fees
Bright 3BR Milton 1st-floor Apt • Pet-Friendly near I-93 & Blue Hills 14-1
Smart TV

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 traveler
$523 nightly
The price is $553
Jul 20 - Jul 21
Total with taxes and fees
Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2
Rooftop terrace

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, (640 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
$365 nightly
The price is $419
Jul 30 - Jul 31
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (34 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
$270 nightly
The price is $310
Jul 12 - Jul 13
Total with taxes and fees
The Chester Hotel
Interior

Family Suite in Boston with Pool, Gym & Balcony - Perfect Stay!

Family Suite in Boston with Pool, Gym & Balcony - Perfect Stay!
South End
$1,642 nightly
The price is $1,949
Jul 12 - Jul 13
Total with taxes and fees
Family Suite in Boston with Pool, Gym & Balcony - Perfect Stay!
Outdoor dining

Luxury South End Apartment with City Views

Luxury South End Apartment with City Views
South End
10.0 out of 10, Exceptional, (1 review)
"The whole view was amazing and a perfect place for me to enjoy the scenery of Boston!"
United States
Christian
$1,288 nightly
The price is $1,509
Jul 12 - Jul 13
Total with taxes and fees
Luxury South End Apartment with City Views
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (128 reviews)
"Location Location Location"
United States
Rebecca
$252 nightly
The price is $290
Jul 12 - Jul 13
Total with taxes and fees
Maverick Suites at 40 Temple St
Exterior

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, (183 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
$277 nightly
The price is $318
Jul 27 - Jul 28
Total with taxes and fees
Maverick Suites at 245 Newbury St
Studio | Iron/ironing board, free WiFi

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
$294 nightly
The price is $338
Jul 12 - Jul 13
Total with taxes and fees
The Concord Hotel
Terrace/patio

Boston Gem: 1BR Apartment with Pool

Boston Gem: 1BR Apartment with Pool
South End
$1,288 nightly
The price is $1,509
Jul 12 - Jul 13
Total with taxes and fees
Boston Gem: 1BR Apartment with Pool
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (6 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
$317 nightly
The price is $365
Aug 3 - Aug 4
Total with taxes and fees
Symple Live
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (717 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
$287 nightly
The price is $329
Jul 30 - Jul 31
Total with taxes and fees
Global Luxury Suites Downtown Boston
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (384 reviews)
$238 nightly
The price is $274
Jul 13 - Jul 14
Total with taxes and fees
Maverick Suites at 28 Fenway
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (158 reviews)
"Great location!"
United States
Kevin
$203 nightly
The price is $223
Jul 12 - Jul 13
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location, friendly staff, clean and comfortable rooms. Only downside was that there was no microwave in the room. Would definitely stay here again!"
Christine 6-night trip
Posted less than an hour ago
Harborside Inn Of Boston

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Milton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $171 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Centrally located in the heart of Boston near T: This vacation home rental outside of Milton has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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.