
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.

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

Ann and Esther's Cozy Studio near the Heart of JP
This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

🎖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.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

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.

Urban Guest Suite
Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line “T” and a 10 minute walk to local restaurants and super markets.

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

The Plant Haus
A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.
Popular amenities for Milton vacation rentals
Other great vacation rentals in Milton

Lovely 1-Bedroom Apartment in Milton Lower Mills

Steps to the Green Line & Minutes from Boston! #28

Milton Retreat: 10 Min to Boston, Near Amenities

Treetop Hideaway Close to Boston/ 2 bedrooms

Cozy & Bright Guest Unit

Milton 3bd Condo - Welcome Home! 2nd floor

Milton Villa | Spacious Home with Yard & Parking

Stylish Retreat in Historic Quincy | Pet Friendly
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 | € 127 | € 125 | € 129 | € 122 | € 127 | € 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 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.
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 310 vacation rentals in Hyde Park, over 2,650 vacation rentals in Montclair, and over 310 vacation rentals in Stony Brook - Cleary Square.
Are there family-friendly vacation rentals in Milton?
Milton has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do hotel rentals in Milton have wifi?
Absolutely! We offer over 10 hotel 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 50 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 60 homes with air conditioning, over 40 homes with free parking, over 60 homes with a kitchen, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Milton?
Experience the best of Milton with our apartment rentals, starting at about $40 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 60 apartment rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milton have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.
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 € 25 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
Destinations to explore
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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- East Sandwich Beach
- Freedom Trail
- Boston University
- New England Aquarium
- MIT Museum
- Boston Seaport
- Canobie Lake Park
- Boston Convention and Exhibition Center
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- Onset Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station




