Vacation rentals in Milton

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Top-rated vacation rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 201 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Mar 5 – 12

€ 155 per night
Superhost

Apartment in Boston

4.89 out of 5 average rating, 247 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

This unique private suite is brand new & comes w/ its own private entrance. Including a queen size bed, ensuite bathroom, & a wine/craft beer minibar! The unit is extremely clean and very nicely decorated. A quick 5 minute walk to Ashmont Station (Red Line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. Great restaurants nearby - Molinari's & Tavolo Ristorante - as well as a local coffee shop + a Dunkin just across the Ashmont metro station.

Dec 21 – 28

€ 156 per night
Guest favorite

Guest suite in Sharon

4.97 out of 5 average rating, 142 reviews

Cozy Lakeview Guesthouse

This Lakeview Guesthouse is private and stunning! It has its private entrance, deck, and parking. It features 1 bedroom with a Queen Bed, TV, with a sliding door that opens to a deck. The living room has a view of the Lake and a smart TV. The bathroom includes a tub (not a jacuzzi) and sitting on bench shower. The kitchen is fully equipped with stainless steel appliances. Guests have access to the lake, via beach pass during the summer. During the winter you can skate at your own risk.

Feb 27 – Mar 6

€ 193 per night

Popular amenities for Milton vacation rentals

Stay near Milton's top sights

Massachusetts State House118 locals recommend
AMC Braintree 1022 locals recommend
MATTAPAN SQUARE3 locals recommend
FLAMING GRILL & BUFFET (Roslindale Location)5 locals recommend
Star Market81 locals recommend
Shaw's12 locals recommend

Other great vacation rentals in Milton

Guest favorite

Home in Dedham

4.98 out of 5 average rating, 182 reviews

Cozy, historic 3 bedroom home close to Boston!

Nov 9 – 16

€ 396 per night
Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 194 reviews

Private guest house on beautiful country road

Feb 6 – 13

€ 117 per night
Guest favorite

Guest suite in Brookline

4.88 out of 5 average rating, 178 reviews

Brookline Home with a Garden

Jun 19 – 26

€ 159 per night
Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 597 reviews

Cozy studio apartment in Jamaica plain!

Guest favorite

Loft in Boston

4.93 out of 5 average rating, 196 reviews

Sunny Artist Loft In Historic Brownstone

Aug 24 – 31

€ 185 per night
Guest favorite

Home in Dedham

5.0 out of 5 average rating, 143 reviews

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Nov 9 – 16

€ 514 per night
Guest favorite

Guest suite in Watertown

4.92 out of 5 average rating, 261 reviews

Private 1BR Pied-a-terre

Aug 9 – 16

€ 101 per night
Guest favorite

Loft in Abington

4.99 out of 5 average rating, 116 reviews

Modern, Naturally lit Loft

Dec 28 – Jan 4

€ 158 per night
Guest favorite

Apartment in Framingham

4.9 out of 5 average rating, 300 reviews

Apartment Floris

Dec 4 – 11

€ 94 per night
Guest favorite

Guest suite in Scituate

4.91 out of 5 average rating, 173 reviews

Private Scituate Getaway - walk to harbor

Apr 20 – 27

€ 149 per night
Guest favorite

Guest suite in Newton

4.98 out of 5 average rating, 551 reviews

Spacious suite with private entrance, parking spot

Aug 17 – 24

€ 144 per night
Guest favorite

Home in Milton

5.0 out of 5 average rating, 46 reviews

Spacious, Comfy Colonial min. to Boston

Feb 22 – Mar 1

€ 645 per night

Quick stats about vacation rentals in Milton

Total rentals

130 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

4K reviews

Nightly prices starting at

€ 28 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Milton?

    Yes! Work meets play with ease at over 60 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Milton have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Milton?

    Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in West Street - River Street, over 250 vacation rentals in Hyde Park, and over 2,500 vacation rentals in Montclair.

  • Are there family-friendly vacation rentals in Milton?

    Milton has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Milton have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Milton?

    Four-legged friends are welcome in Milton. Choose from more than 30 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Apartment Rentals in Milton?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with a kitchen, over 30 homes with free parking, over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Milton?

    Experience the best of Milton with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Milton have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Milton have air conditioning?

    Absolutely! We offer over 40 apartment rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  4. Norfolk County
  5. Milton