A forest path with tall trees and sunlight filtering through.

Milton Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Milton holiday rentals

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

1. 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, (659 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is S$384
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

2. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (410 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 S$345
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 28 Fenway
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (307 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
The price is S$295
includes taxes & fees
20 Sept - 21 Sept
Kasa Boston at Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

4. 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, (201 reviews)
"Great location, really cool place!"
United States
lane
The price is S$332
includes taxes & fees
31 Aug - 1 Sept
Maverick Suites at 245 Newbury St
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

5. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (168 reviews)
"Well located"
United States
Evelyn
The price is S$332
includes taxes & fees
31 Aug - 1 Sept
Maverick Suites at 400 Columbus Ave
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

6. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,257 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
The price is S$228
includes taxes & fees
20 Sept - 21 Sept
Crescent Suites Hotel
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (37 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is S$493
includes taxes & fees
27 Aug - 28 Aug
The Chester Hotel
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

8. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (142 reviews)
"Worth the stay"
Canada
Akansha
The price is S$322
includes taxes & fees
30 Aug - 31 Aug
Maverick Suites at 40 Temple St
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

9. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (736 reviews)
"Great for the price; central to everything"
United States
afshin
The price is S$419
includes taxes & fees
27 Aug - 28 Aug
Global Luxury Suites Downtown Boston
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (17 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is S$413
includes taxes & fees
8 Sept - 9 Sept
The Concord Hotel
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

11. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (331 reviews)
"Lovely apartment and great stay. Location is very good with lots to do around"
United States
Obianuju
The price is S$209
includes taxes & fees
27 Aug - 28 Aug
Premier Suites - Bay Village
A modern kitchen with a central island, a dining area with a round table and chairs, and a large window providing a view of the city at night.

12. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is S$962
includes taxes & fees
27 Aug - 28 Aug
The Monty Boston
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

13. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (452 reviews)
"Great location so close to everything"
United States
Hunter
The price is S$222
includes taxes & fees
31 Aug - 1 Sept
Temple Place Suites

14. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (19 reviews)
The price is S$548
includes taxes & fees
7 Sept - 8 Sept
Symple Live
A wooden hallway with a patterned floor leading to a door.

15. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (310 reviews)
"Stayed in the economy suite, very suitable for a couple! Very clean room and I have never had an easier check-in process!!"
United States
Paula
The price is S$301
includes taxes & fees
31 Aug - 1 Sept
Maverick Suites at 89 Marion
A modern hotel room with a bed, a desk, a sofa, and a dining area.

16. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (228 reviews)
"Kitchen is excellent and rooms excellent"
United States
AKIN
The price is S$484
includes taxes & fees
7 Sept - 8 Sept
Charlesgate Suites
A living room with a sofa, a coffee table, a fireplace, and a television.

17. Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown
3.0 star property
Hyde Park
The price is S$666
includes taxes & fees
6 Sept - 7 Sept
Boston Duplex w/ Foosball Table: 11 Mi to Downtown
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

18. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (82 reviews)
"It was very close to stores to go shopping and amazing spot to get last minute reservations for dinner"
United States
Talyciah
The price is S$349
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 402 Columbus Ave
A modern living room with a sofa, a dining table, and a kitchen area with appliances.

19. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
5.6 out of 10, (4 reviews)
Luxury 2BR near Cambridge
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

20. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (205 reviews)
"Good place and nice location but bed sheets and pillows were stained and had hair on them which is unacceptable."
United Kingdom
Leigh
The price is S$399
includes taxes & fees
30 Aug - 31 Aug
Global Luxury Suites East Boston
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
"Good location to the long wharf and shopping area"
Susan 2-night trip
Posted 1 hour ago
Harborside Inn Of Boston

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.

How many holiday rentals are there in Milton?

With 16 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 TD Garden.

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.