Vacation rentals in Milton

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!

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

Luxury Milton Home 2

Newly renovated home in a safe neighborhood of Milton. Minutes to Boston with easy access to public transportation, renowned museums and top universities. Inside, the open floor concept with the living room to dining room and the kitchen with an oversized center island. 4 bedrooms with 4 bathrooms. The hallway has a laundry area with one of the full baths for your convenience. Outdoor deck and a patio with dining area, grill, fire pit, and a mini golf. Many off street parking space available.

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

🎖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!

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!

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.

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

🔥 SUMMER SPECIAL: SAVE UP TO 30% ON SELECTED STAYS! Escape to a peaceful summer retreat in Milton, just minutes from Boston and close to Blue Hills Reservation — 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 6BR/2BA Apt w/ Parking, W/D near Airport

Pet-Friendly 6-Bedroom Retreat | Minutes to Boston & Blue Hills | Perfect for Large Families & Groups | Peaceful Milton neighborhood What You'll Love: ★ Pet-friendly ★ Reserved parking spots (rare in the area) ★ Easy self check-in with secure keypad ★ Central A/C & heating ★ Free high-speed Wi-Fi ★ Premium UHD Smart TV ★ Fully equipped kitchen ★ Washer & dryer ★ Fresh linens, towels, toiletries & coffee pods provided

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.