Holiday houses in Milton

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.

Location · Value · Parks

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 abundance on-street parking. Pet friendly!

Value · Location · Parks

~*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

Family · Location · Parks

Modern 2BR | Rare 4-Car Parkings | Red Line Access

Enjoy a delightful stay at this centrally-located apartment in Quincy. Minutes to Wollaston beach & marinas. Explore multiple nearby hiking trails at Quincy Quarries & the infamous Blue Hill Reservations or nearby coastal cities. Quincy is famous for its vibrant food scenes with multiple cafes, dim sums, restaurants & bars. This quaint city offers a healthy blend of urban, suburban & coastal vibe. Closed to highways, hospitals, shopping centers, subways, just short drive to downtown Boston.

Location · Family · Checkout

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

Family · Location · Pets

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.

Location · Value · Accuracy

Summer Escape in Milton | 2BR Near Blue Hills 14/1

🔥 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 for a warm meal) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Location · Family · Condition

Spacious, Comfy Colonial minutes to Boston

Welcome to your World Cup home base. Spacious 4BR colonial minutes to Boston with easy access to Gillette Stadium. Comfortable for groups with central A/C, fast WiFi, off-street parking, patio, fire pit, and finished basement to relax after game day. About 25–35 min to Gillette, 15–20 min to Boston, and 20–25 min to Logan. Quiet neighborhood, easy check-in, and plenty of space to unwind. Great for families, friends, or fans—dates will go fast.

Family · Location · Pets

Prestigious Milton Designer Home

Spacious designer home in one of Massachusetts’ most prestigious and safest towns. Located right off I-93, 15 min from Boston Downtown, and only 10 minutes from Blue Hills Reservation for hiking, skiing, and year-round outdoor activities. With 3 large bedrooms, 1.5 baths, and room for up to 12 guests plus free parking for 4 cars, this home offers comfort, style, and convenience for families and groups.

Location · Value · Check-in

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.

Location · Value · Hospitality

Home in Boston/Milton

This newly renovated property boasts an open floor plan, offering a modern design with brand-new appliances. Located in a peaceful neighborhood, it provides the perfect balance of tranquil living and convenient access to all that Boston has to offer. Just minutes from Downtown Boston, Blue Hills Reservation, Milton Academy, and local beaches, it's an ideal spot for both relaxation and adventure.

Location · Family · Indoor spaces

Milton - Immaculate & renovated 3 bed 2 .5 bath!

Welcome to our attached duplex family home. We recently renovated this home from top to bottom with brand new finishes and custom design. Our home has three large bedrooms with two full bathrooms with two living room areas that are a great fit for your family and friends. Some key features of the home are hardwood floors, quartz counter, bright recessed lights, and large yard for outdoor play.

Location · Value · Condition