Milton Holiday Rentals from €138: Search Short-Term Rentals

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Our top choices for Milton holiday rentals

A modern kitchen with white cabinets, a refrigerator, and a dining area with a table and chairs.

1. 14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

Milton

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

A white door with frosted glass panels, a small plant on a wooden stand, and a white textured vase on a white surface.

2. 8-Peaceful & Bright apt/3br right to Boston line

Milton

bob p.

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a grey sofa, a white coffee table, and a bookshelf with decorative items.

3. 10-Spacious 5BR apt with gym, games room in the attic

Milton

Nancy L.

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a sofa set, a coffee table, and a potted plant.

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

Milton

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a stone staircase leading to the front door, surrounded by well-maintained bushes and a brick pathway.

5. Prestigious Milton Designer Home

Milton

"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!"

Marl R.

A modern kitchen with dark cabinets, a large island, and pendant lighting.

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

Milton

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and pendant lighting.

7. Peaceful Milton Getaway- Trails & City Nearby

Milton

The P.

A hallway leading to a dining area with wooden flooring and white walls.

8. 14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

Milton

Deborah M.

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a grey sectional sofa, a wooden coffee table, and a white console table with a decorative bowl.

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

Milton

An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

Dorchester

Katie C.

includes taxes & fees

18 Oct - 19 Oct

A wooden front door with a glass panel and the number 383.

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

Quincy

Alicia R.

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

Mattapan

Jessica D.

includes taxes & fees

12 Oct - 13 Oct

A gazebo with a stone barbecue grill and a table with chairs.

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

Dedham

Cortney

includes taxes & fees

5 Nov - 6 Nov

A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

14. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Quincy

Kasey F.

includes taxes & fees

13 Oct - 14 Oct

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

Quincy

Sheldon S.

includes taxes & fees

13 Oct - 14 Oct

A wooden hallway with a patterned floor leading to a door.

16. Maverick Suites at 89 Marion

Coolidge Corner

Katerina

includes taxes & fees

9 Nov - 10 Nov

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

17. Maverick Suites at 28 Fenway

Fenway–Kenmore

Beenish

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

18. The Concord Hotel

South End

Carla Patricia

includes taxes & fees

12 Oct - 13 Oct

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

19. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

includes taxes & fees

1 Nov - 2 Nov

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

20. Premier Suites - Bay Village

Bay Village

Kayla

includes taxes & fees

9 Nov - 10 Nov

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Top Milton Hotel Reviews

The Revolution Hotel

10/10 Excellent

"Everything"

Garner Hotel Brockton - Boston by IHG

10/10 Excellent

"The hotel room was very clean and nice it was me and my daughter and her friend we stayed in room with 2 queen beds and it was great . They had a small fridge and microwave and everything was spotless they have ice machines and a small snack place to buy snacks they also have a laundry room but you do have to pay. The pool looked really nice and they give you a standard breakfast. I deff would stay there again ."

Copley Square Hotel, a FOUND Hotel

8/10 Good

"I was disappointed there was no one to help me lift my baggage from the sidewalk into the hotel up three steps. The sidewalk is on a slope and my bags are on wheels. I was worried they would roll away. Also, I was disappointed in the bar/restaurant offering; my first night I was informed that they did not serve breakfast and so did not try to eat in there until my last night which was pleasant but a very limited menu."

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 €138 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.

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Check prices for these dates

Our top choices for Milton holiday rentals

1. 14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

2. 8-Peaceful & Bright apt/3br right to Boston line

3. 10-Spacious 5BR apt with gym, games room in the attic