A forest with a large fallen tree, rocky ground, and pine trees.

Milton Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Milton vacation rentals

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

1. 10-Spacious 5BR apt with gym, games room in the attic

Milton

Michael J.

CA $652 total

includes taxes & fees

Nov 12 - Nov 13

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

2. FREE Parking & Entire Cozy 5BR Milton Home, Pet-Friendly near I-93 & Blue Hills

Milton

Monica

CA $566 total

includes taxes & fees

Nov 12 - Nov 13

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

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

Milton

bob p.

CA $523 total

includes taxes & fees

Nov 12 - Nov 13

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

4. Prestigious Milton Designer Home

Milton

Kellie R.

CA $822 total

includes taxes & fees

Dec 11 - Dec 12

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

5. FREE Parking & Bright 3BR Boston Stay 1st-floor Apt • Pet-Friendly Near I-93 141

Milton

Deborah M.

CA $407 total

includes taxes & fees

Nov 12 - Nov 13

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

6. Peaceful Milton Getaway- Trails & City Nearby

Milton

The P.

CA $1,502 total

includes taxes & fees

Dec 7 - Dec 8

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

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

Milton

CA $650 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Milton

CA $1,084 total

includes taxes & fees

Nov 30 - Dec 1

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

9. FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

Mattapan

"Our stay was wonderful. The house was exactly what was pictured. Very clean and brand new. Felt very comfortable. Nicely decorated. Beds were very comfortable as well. Linens and towels were provided as well as shampoo and body wash and hair dryer. Bedrooms are large as well. Great for large groups too. Our host was very nice and easy to contact. She also replied right away. You always hear about the owner not responding right away, but Jenny always did. I highly recommend!"

Julia

CA $468 total

includes taxes & fees

Nov 11 - Nov 12

A dining area with a wooden table, chairs, and a chandelier. There is a brick wall and a sofa in the background.

10. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

Dorchester

Christina B.

CA $773 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Quincy

Mark T.

CA $478 total

includes taxes & fees

Nov 12 - Nov 13

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

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

Quincy

Sheldon S.

CA $478 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

13. The Chester Hotel

South End

Tracy

CA $412 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

14. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Quincy

Ryan E.

CA $446 total

includes taxes & fees

Dec 1 - Dec 2

A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

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

North Braintree

Chris R.

CA $607 total

includes taxes & fees

Nov 11 - Nov 12

A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

16. Renovated Beach House Close to Everything, Minutes to Boston

Quincy

Samuel K.

CA $550 total

includes taxes & fees

Nov 12 - Nov 13

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

Quincy

Jeff L.

CA $533 total

includes taxes & fees

Nov 19 - Nov 20

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Fenway–Kenmore

antonio

CA $419 total

includes taxes & fees

Nov 24 - Nov 25

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

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

Dorchester

Michael P.

CA $544 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

20. Crescent Suites Hotel

South Side

Kasandra

CA $240 total

includes taxes & fees

Dec 4 - Dec 5

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Find vacation rentals that suit your style

Top Milton Hotel Reviews

A modern lobby with a sectional sofa, two round tables, and a dining area in the background.

Marriott Boston Quincy

Quincy

10/10 Excellent

Christina

A building with a brick facade partially covered in green ivy.

Copley House

Back Bay

10/10 Excellent

Alex

An outdoor seating area with a fire pit, sofas, and chairs.

Hyatt Place Boston/Seaport District

Seaport District

10/10 Excellent

Brian

A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

Hampton by Hilton at the Boston Seaport District

Seaport District

10/10 Excellent

Liam

An outdoor patio with seating areas, tables, and string lights.

DoubleTree by Hilton Boston - Downtown

Bay Village

10/10 Excellent

Camille

A restaurant interior with wooden tables, a bar area, and a mural on the wall.

The Godfrey Hotel Boston

Downtown Boston

10/10 Excellent

Arlene

A bar area with a city view, bar stools, and a bar counter.

citizenM Boston Back Bay

Fenway–Kenmore

10/10 Excellent

Very fabulous hotel, combination of Scandinavian functionality and aesthetics. Everything in the room (tiny, but not as tiny as a Japanese hotel room) is so well-thought out. The iPad controls everything in the room: lights, curtains, TV, temperature etc. The night curtain truly blacks out the room. The mattress is not saggy - super comfortable. The light in the bathroom changes colour on command; there’s also a memory game to play (“Marvin” changes the colour of the light and you have to...

Constant

A spacious indoor area with a high ceiling, multiple seating arrangements, and a bar area.

Arcadian Hotel

Coolidge Corner

10/10 Excellent

Stéfanie

An outdoor cafe with tables and chairs, a building entrance, and a street sign.

Harborside Inn Of Boston

Downtown Boston

10/10 Excellent

Wendy

YOTEL Boston

Seaport District

10/10 Excellent

Elaine

A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Praful

A waterfront patio with outdoor seating, a fire pit, and a city skyline in the background.

Hyatt Regency Boston Harbor

East Boston

10/10 Excellent

Pavel

A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

Omni Boston Hotel at the Seaport

Seaport District

10/10 Excellent

Darlene

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton vacation rentals we have selected for you start as low as CA $142 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 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.

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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals are there in Milton?

With 15 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 Gillette Stadium.

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.

Milton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Milton vacation rentals

1. 10-Spacious 5BR apt with gym, games room in the attic

2. FREE Parking & Entire Cozy 5BR Milton Home, Pet-Friendly near I-93 & Blue Hills

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

4. Prestigious Milton Designer Home

5. FREE Parking & Bright 3BR Boston Stay 1st-floor Apt • Pet-Friendly Near I-93 141

6. Peaceful Milton Getaway- Trails & City Nearby

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

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

9. FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

10. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

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

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

13. The Chester Hotel

14. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

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

16. Renovated Beach House Close to Everything, Minutes to Boston

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

18. Kasa Boston at Fenway

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

20. Crescent Suites Hotel

Find vacation rentals that suit your style

Top Milton Hotel Reviews

Marriott Boston Quincy

10/10 Excellent

Find out more about Milton

Milton vacation rentals: An excellent choice for every season

How to find incredible deals on Milton rentals

Frequently Asked Questions

Can I find a vacation rental in Milton?

What are some of the best vacation home rentals that Milton has to offer?

How many vacation rentals are there in Milton?

What can I see and do in Milton?

What are vacation rentals like in Milton?