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Our top choices for Milton holiday rentals

1. 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
9.2 out of 10, Wonderful, (18 reviews)
"Great place! I recomend"
United States
Booking I.
The price is £251
includes taxes & fees
28 Sept - 29 Sept
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

2. 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, (23 reviews)
"Perfect fit for our group!"
United States
Nancy L.
The price is £390
includes taxes & fees
23 Sept - 24 Sept
10-Spacious 5BR apt with gym, games room in the attic

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

8-Peaceful & Bright apt/3br right to Boston line
Milton
9.8 out of 10, Exceptional, (6 reviews)
"Excellent in all respects "
United States
bob p.
The price is £340
includes taxes & fees
29 Sept - 30 Sept
8-Peaceful & Bright apt/3br right to Boston line

4. 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 £385
includes taxes & fees
1 Oct - 2 Oct
Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172

5. Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
10.0 out of 10, Exceptional, (2 reviews)
"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 £406
includes taxes & fees
27 Sept - 28 Sept
Prestigious Milton Designer Home

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

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
The price is £572
includes taxes & fees
1 Oct - 2 Oct
Spacious 5BR Executive Retreat - 10 Min to Boston

7. 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 £995
includes taxes & fees
29 Sept - 30 Sept
Peaceful Milton Getaway- Trails & City Nearby

8. 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, (10 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 £353
includes taxes & fees
28 Sept - 29 Sept
14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

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

The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2
Milton
The price is £757
includes taxes & fees
23 Sept - 24 Sept
The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2

10. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (90 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is £265
includes taxes & fees
5 Oct - 6 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖

11. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (28 reviews)
"Fantastic experience! Clean and tidy upon arrival! Great communication and excellent to work with! We loved the location and would book again if we ever return to Boston! "
United States
Jessica D.
The price is £292
includes taxes & fees
28 Sept - 29 Sept
New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

12. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is £255
includes taxes & fees
27 Sept - 28 Sept
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

13. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (70 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is £175
includes taxes & fees
30 Sept - 1 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

14. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (124 reviews)
"Lovely full apartment with a great location. Our host was highly responsive, the property was clean, quiet, and perfectly well appointed. This is a perfect location to catch the T and explore all of Boston from."
United States
Elizabeth F.
The price is £363
includes taxes & fees
30 Sept - 1 Oct
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

15. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is £344
includes taxes & fees
5 Oct - 6 Oct
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

16. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (44 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is £248
includes taxes & fees
28 Sept - 29 Sept
Bright 2BR by Boston Waterfront

17. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (56 reviews)
"Great overall stay!"
United States
Chris R.
The price is £386
includes taxes & fees
30 Sept - 1 Oct
Cozy three-bedroom home close to Boston w/ plenty of parking

18. 14a-Cozy and well decorated apartment in awesome Boston

14a-Cozy and well decorated apartment in awesome Boston
Dorchester
10.0 out of 10, Exceptional, (34 reviews)
"The whole place is excellent, location and services just around the corner "
United States
Ramon G.
The price is £370
includes taxes & fees
28 Sept - 29 Sept
14a-Cozy and well decorated apartment in awesome Boston

19. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
The price is £366
includes taxes & fees
23 Sept - 24 Sept
284 - Cozy House with free huge parking

20. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (314 reviews)
"Room was clean, neat area."
United States
Keir
The price is £164
includes taxes & fees
27 Sept - 28 Sept
Maverick Suites at 89 Marion
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 £135 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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of Milton offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 1 hot tub and a selection of books.

How many holiday rentals are there in Milton?

With 15 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.