Vacation rentals in Milton

New Spacious Home in Boston

Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

🎖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.

NEW! Upscale 3Bed~Parking~W&D~ Near MBTA

☆ Modern upscale 3-bedroom unit ☆ Free parking (3-car driveway) ☆ 2 minutes from public transportation ☆ In-unit washer & dryer ☆ A/C (split units) ☆ Heat included ☆ Fully equipped kitchen w/ granite countertops ☆ New stainless steel appliances ☆ Coffee maker, tea, cookware, plates, utensils, etc ☆ Starter essentials: dish soap, paper towels, sponge, etc. ☆ Smart TVs in bedrooms and living room ☆ Minutes to restaurants, grocery stores All you need for a Comfortable & Stylish stay!

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and limited on-street parking. Pet friendly!

FREE Parking & Cozy 3BR/2BA Near Boston + AC, W/D

✨ Peaceful Milton Retreat | 5 Min to Blue Hills Reservation | 18 Min to Downtown Boston | Perfect for Nature Lovers & City Explorers | Quiet Neighborhood Escape to a peaceful summer retreat in Milton — perfect for hiking, scenic trails, outdoor adventures, and relaxing nature walks. • Blue Hills Reservation – 5 min (skiing, snowboarding, scenic winter trails) • Milton Village – 7 min (cafés & restaurants) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Spacious, Comfy Colonial minutes to Boston

Elegant and comfortable living at its best in this 2600 sq. ft. colonial home. The warm and inviting space is an ideal retreat whether visiting your student at Milton Academy or Curry College, visiting Boston, or remodeling your home. 3 levels of large, open, and beautifully decorated rooms, central A/C, off-street parking & minutes from Boston. Sip your morning coffee on the patio and relax by the fire pit in the evening or watch tv in the finished basement. Great for family/business/fun!

Stunning, New, 2BR Close Boston

Stunning New 2 BR, in Quincy, 7 miles to Boston, walk to train station- 5 stops to Boston South Station. ✔ Sleek new Modern custom built 2-bedroom, 2 floors ✔ Highest Speed Wi-Fi- Gigabit Plus speed ✔ Luxury living- Matouk luxury linens, towels and pillows ✔ Luxury King Sized Hybrid Mattresses ✔ Furnishings from Restoration Hardware and CB2 ✔ Private outdoor deck and patio with Pollywood Adirondack Chairs ✔ Great Location- In City of Quincy, walk to stores, restaurants, close to Boston

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Luxury Milton Home

Newly renovated home in a safe environment and proximity to Boston with easy access to public transportation, renowned museums and top universities. Inside, the open concept with the living room to dining room and the kitchen with an oversized center island. 3 master bedrooms with 3.5 bathrooms. The hallway has a laundry area and a half bath for your convenience. Outdoor included patio with dining area, grill, fire pit, and a mini golf. Many off street parking spaces available.

BEAUTIFUL SINGLE FAMILY VICTORIAN in Hyde Park!

Meticulously renovated 1873 Victorian on a sheltered street in the Hyde Park area of Boston. Enjoy over 2000 sq ft, as well as a grill and patio in the private backyard! Our cats will NOT be home during your stay. However, even though it is professionally cleaned before every stay, it's important for people with allergies to know that this is a cat house. Our home is professionally cleaned before every stay. We are completely committed to following Airbnb's Cleaning Protocol.

Guest Suite in Milton

This private suite features 2 comfortable bedrooms with cozy bedding. The suite includes a fully equipped kitchenette stocked with essentials for preparing meals. A clean, modern bathroom is supplied with fresh towels and basic toiletries for your convenience. It’s perfect for small families, couples, or business travelers. Enjoy complete privacy with your own separate entrance from the main house, allowing you to come and go as you please without disturbance.

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.