
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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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

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.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand spanking 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 are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

AKBrownstone: cozy private studio by T
🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Treetop Hideaway Close to Boston/ 2 bedrooms
Escape to our serene 3rd floor private suite & living room in a quiet Milton neighborhood with beautiful gardens, 9 miles to Boston, close to public transit. This beautifully furnished retreat offers a 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, 2 sinks vanity & heated floors.. - Washer & dryer in unit - WiFi. - Pets Welcome

Cozy Loft | 5BR | Gym & Play room | Boston line
Discovering your ideal retreat and relax in our 5-bedroom apartment on the 2nd & 3rd floor of a 1900’s vintage 2 family home with a lot of characteristics to it. Hidden on a quiet street in Milton, safe family neighborhood. It is conveniently located on the bus stop and closes to all major Highways I93/95. From the #215 bus transferring to the MBTA Red Line and minutes from downtown Boston. Steps away from restaurants, supermarket, pharmacy, fast food and coffee shops

Milton Villa | Spacious, Yard & 2 Living Rooms
Spacious Milton villa with big yard, 2 living rooms, king & queen bedrooms, and pet-friendly comfort just minutes from Boston. The first floor (1,800+ sq ft) includes a full kitchen, dining area, bathroom with washer/dryer, and a large deck. Safe, quiet neighborhood with parking for 4 cars. Walk to Blue Hills trails, near top private schools, and quick access to Boston, Cambridge, and Quincy. Perfect for families, business travelers, and longer stays.

Luxury, Location, Privacy. Walk to train. Boston
Luxury. Convenient. Short walk to train. 5 stops to South Station, The main station in Boston. Short walk to stores, restaurants. All brand new. Full gut renovation. Parking spot right outside your private entrance. This is a true getaway. Washer and Dryer also in unit. Beautiful park right across the street. One bedroom unit with a pullout couch in living room.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Lovely 1-Bedroom Apartment in Milton Lower Mills
Spacious 1 bedroom rental located in Milton Lower Mills. The apartment is on the first floor of a 1920's vintage 2 family home. It is conveniently located on the MBTA Red Line and minutes from downtown Boston and Cambridge. Steps away from restaurants, supermarket, pharmacy and coffee shops.
Popular amenities for Milton holiday rentals
Other great holiday rentals in Milton

Suite Boston, With Private Bath

Serene Bright Private Bedroom in Deluxe Unit

⭐️Perfect for business travelers & college visits⭐️

Boston Charm 4: Private Room Near Downtow

Quiet Garden Suite near Boston

Room with private 1/2 bath, a few 5 min walk to T

Sunny room with Free parking

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 | $153 SGD | $150 SGD | $163 SGD | $182 SGD | $182 SGD | $196 SGD | $192 SGD | $199 SGD | $187 SGD | $183 SGD | $182 SGD | $171 SGD |
| 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 290 vacation rentals in West Street - River Street, over 290 vacation rentals in Hyde Park, and over 2,530 vacation rentals in Montclair.
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 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.
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 Hotel Rentals in Milton?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in hotel rentals in Milton?
Experience the best of Milton with our hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Milton have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Milton have air conditioning?
Absolutely! We offer over 60 apartment rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Milton

Total holiday rentals
Explore 150 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
150 of Milton holiday rentals include wifi 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
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Onset Beach
- Quincy Market
- Oakland Beach
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Salem Willows Park




