
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.

Milton Retreat: 10 Min to Boston, Near Amenities
Welcome to our delightful 2-bedroom apartment in Milton, perfect for your stay! Our home features two comfortable queen beds and a fully equipped kitchenware.Situated on the first floor in a quiet area, the apartment offers easy access to North Quincy Station (5-minute drive), downtown Boston, and Logan Airport (15-minute drive). Wollaston Beach is just 7 minutes away. Nearby amenities include grocery stores, restaurants, a pharmacy, and a nail salon. Book your stay with us for a cozy apartment.

Boston arbor oasis - cute one bedroom suite
Upbeat, beautiful one bedroom with attached bathroom. Have the ground floor / lower level of our home to yourself. Your own private entrance, come and go as you like. Located on a quiet, dead end street in a very safe, residential Boston neighborhood, with big beautiful evergreen trees. Convenient to 93. Five minute Uber or short bus ride to Ashmont station, from here take the train downtown Boston. Free off street parking. Easy walk to coffee shops, restaurants, bars, and Neponset River trail!

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

Charming Townhouse in Historic Town near Boston.
Spacious freshly renovated townhouse, part of an antique two family house. Separate entrance, private parking space. One big bedroom with a very comfortable queen size bed and huge closet. Living room has a queen size sofa sleeper, new smart TV, and two closets. Window a/c in the bedroom, window fan in the living room. Fully equipped eat-in kitchen. Brand new beautiful bathroom with a tub. For stays longer than 3 nights you can use washer and dryer that are located in the basement. (Not shared)

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Treetop Hideaway Close to Boston/ 2 bedrooms
Escape to our serene 3rd floor private suite & living room in quiet Milton neighborhood with beautiful gardens, 9 miles to Boston, close to public transit. This beautifully furnished retreat offers comfortable short/mid-term stay. Spacious master bedroom, king-size bed, built-in closets. 2nd bedroom for extra guests, Living area with electric fireplace, kitchenette & coffee maker. Luxury bathroom with 2 sinks - Washer & dryer in unit - WiFi. - Pets Welcome - Hosting World Cup Soccer 2026

Milton 3bd Condo - Welcome Home! 2nd floor
1200sqft of living.Relax with the whole family in this condo (2nd flr of 2apt Home) w/plenty of natural light! Beautiful hardwood floors with spacious bedrooms and office/bdrm. 2nd Bedroom has twin and queen size bed for extra room. Washer/Dryer in Unit, dishwasher, dining room and upgraded bathroom. Off street parking and close to downtown Boston (8miles / 15 min). Plenty of nice restaurants and close to everything (supermarkets, restaurants, downtown, Blue Hills (hiking), etc.)

Sunset LAKE VIEW studio. Recently upgraded!
Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Welcome to Your Luxurious Urban Haven!
Modern 2BR/2BA home for families, groups, or business travelers: • 2 bedrooms with queen beds • King leather sofa bed in living room serves as master sleeping area • 2 bathrooms with rainfall showers • Full kitchen, open living/dining, smart TVs, fast Wi-Fi • In-unit washer/dryer, central A/C & heat • Private and on-street parking • Quiet neighborhood near shops, parks, transit & Boston attractions. NO PARTIES AND NO UNREGISTERED GUESTS ARE ALLOWED

Warm Family Getaway|Minutes to Blue Hills Ski 14/1
🔥 SPECIAL OFFER: SAVE UP TO 30% ON SELECTED STAYS! Escape to a peaceful winter retreat in Milton, just minutes from Boston and only 5 minutes to Blue Hills Ski Area — perfect for skiing, snowboarding, and snowy nature walks. • Blue Hills Reservation – 5 min (skiing, snowboarding, scenic winter trails) • Milton Village – 7 min (cafés & restaurants for a warm meal) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Popular amenities for Milton vacation rentals
Other great vacation rentals in Milton

Boston Charm 5: Private Room Near Downtown

W.R. Private double bed flr 1 pet friendly

2 cozy twin bed,free breakfast,a few min walk to T

Serene Bright Private Bedroom in Deluxe Unit

Stylish, Homey,Cozy Room&Private Bath in Braintree

Single Private Room B

Boston Queen Room 1.1

219 on the Ocean with Private Bath
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 99 | € 98 | € 106 | € 118 | € 118 | € 128 | € 125 | € 129 | € 122 | € 128 | € 122 | € 113 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Milton?
Milton has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Milton?
Experience the best of Milton with our hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Milton?
Four-legged friends are welcome in Milton. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Milton?
Yes! Work meets play with ease at over 90 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Milton?
Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 310 vacation rentals in Stony Brook - Cleary Square, over 2,650 vacation rentals in Montclair, and over 310 vacation rentals in Hyde Park.
Do hotel rentals in Milton have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milton have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Milton have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milton have free parking?
Absolutely! We offer over 50 house rentals with free parking in Milton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Milton?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with air conditioning, over 60 homes with wifi, over 50 homes with free parking, over 60 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Milton

Total vacation rentals
Explore 160 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 5,130 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
160 of Milton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Milton rentals

4.7 Average rating
Milton stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Milton's top spots, include Milton Station, Central Avenue Station, and Butler Station
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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- East Sandwich Beach
- Boston University
- Freedom Trail
- New England Aquarium
- Boston Seaport
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Gillette Stadium
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo




