Vacation Rentals By Owner In Milton, MA

Quiet Suburban Neighborhood | 10 Mi to Downtown BostonbrbrDiscover the perfect base for all-season adventures and downtown delights when you retreat with a special someone to this quaint Milton vacation rental! Glide down Blue Hills Ski Area's powdery slopes, tour world-class universities, or visit historic hot spots like the Faneuil Hall Marketplace. Ready to unwind Return to the 1-bedroom, 1-bath apartment and top off the evening with your favorite show. Book your Bay State stay today!brbr-- THE PROPERTY --brbrC0565771890brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbrbrMAIN FEATURESbr- 2 Smart TVsbr- 2-person dining tablebr- Refrigeratorbr- Covered balconybrbrGENERAL br- Free WiFi br- Window A/C units, central heatingbr- Linens/towelsbr- Trash bags/paper towelsbrbrACCESSIBILITYbr- Single-story unit, on 3rd floorbr- 2 flights of stairs to enterbrbrPARKINGbr- Shared driveway (1 vehicles, first-come, first-served)br- Street parking (first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- There are 2 additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- 1 mile to laundromatsbr- 2 miles to Eustis Estate Museum & Historic Sitebr- 3 miles to Curry College & Blue Hills Reservation w/ ski slopes & hiking/biking trailsbr- 4 miles to Houghton's Pond Recreation Areabr- 5 miles to Wollaston Beachbr- 10 miles to Boston Common & Public Garden, Faneuil Hall Marketplace, Freedom Trailbr- 14 miles to Harvard Universitybr- 13 miles to Boston Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story unit is located on the 3rd floor and requires 2 flights of stairs to enterbr- There are other bookable vacation rentals on-site; other travelers may be present during your stay

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$463.82

Quiet Suburban Neighborhood | 10 Mi to Downtown BostonbrbrWhether you want to ski, hike, tour world-class universities, or explore historic landmarks, you'll find everything you need at this Milton vacation rental! After checking out the iconic Faneuil Hall Marketplace, head inside the inviting 3-bed, 2-bath apartment to watch your favorite show. Bringing more family or friends Feel free to book one of the other properties on-site. Your unforgettable escape to the Bay State is just a click away!brbr-- THE PROPERTY --brbrMA STATE ROOM OCCUPANCY TAX: C0565771890brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbrbrMAIN FEATURESbr- 4 Smart TVsbr- Dining roombr- En-suite bathroombr- BalconybrbrKITCHEN br- Stove/oven, refrigeratorbr- Microwave, toaster, air fryerbr- Drip coffee maker, electric kettle, blenderbr- Cooking basics, dishware/flatwarebr- Trash bags/paper towelsbrbrGENERAL br- Free WiFi br- Mini-split air conditioning/heatbr- Linens/towelsbr- Iron/boardbrbrACCESSIBILITYbr- Single-story unit, on 2nd floorbr- Flight of stairs to enterbrbrPARKINGbr- Shared driveway (1 vehicles, first-come, first-served)br- Street parking (first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- There are 2 additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- 1 mile to laundromatsbr- 2 miles to Eustis Estate Museum & Historic Sitebr- 3 miles to Curry College & Blue Hills Reservation w/ ski slopes & hiking/biking trailsbr- 4 miles to Houghton's Pond Recreation Areabr- 5 miles to Wollaston Beachbr- 10 miles to Boston Common & Public Garden, Faneuil Hall Marketplace, Freedom Trailbr- 14 miles to Harvard Universitybr- 13 miles to Boston Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story unit is located on the 2nd floor and requires a flight of stairs to enterbr- There are other bookable vacation rentals on-site; other travelers may be present during your stay

All-Season Fun! Charming Apt 3 Mi to Blue Hills

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$163.06

This well appointed apartment is a spacious 1 bedroom rental unit located in Milton Lower Mills. This unit is a lived in apartment. The kitchen contains spices and other condiments. Freezer may contain a few items. Personal property is stored in containers and restricted areas. Closets and bedroom furniture are clear of clothing but closets have some storage containers.brbrThe unit is on the second floor of a 1920's vintage 2 family home that is conveniently located on the MBTA Red Line and minutes from downtown Boston and Cambridge. It provides easy access to and from Logan Airport and we are steps away from a supermarket, pharmacy and coffee shops, ice cream, dry cleaner as well fine dining, restaurants, and numerous pubs and bars. You can even dine on the outdoor terrace at Madras on the Neponset River just down the hill in back of the unit.brbrThe apartment is adjacent to the 'Dorchester Lower Mills” neighborhood. Everything you need is is safely within walking distance including restaurants, the subway (Red line Milton Trolley Stop), grocery/drug stores, parks, There a walking/bike path along the trolley track and the Neponset River that spans from Mattapan through Milton and connects to the JFK Library all the way to Castle Island. brbrOur 1,100 square-ft immaculate, spacious 1 bedroom 4-room apartment has an enclosed porch and features its own separate entrance, air conditioning, speedy Wifi, and a sizable eat-in dining room. brbrWe have hosted visitors from around the world, employees attending trainings and conferences, and parents visiting their children at Boston areas schools that include many colleges and private schools including Milton Academy - all who enjoy the benefit of our convenient location to downtown, the airport, public transport and Boston's main attractions including the Freedom Trail/Boston Common, Fenway Park, many museums, including the Gardner, the Museum of Fine Arts, The Science Museum, the JFK Library/Museum and Library, as well as many others. The Forbes House Museum a a few steps away. There is no need to rent a car unless traveling well outside the city limits, although there is a free parking spot you in the rear of the unit. It is only a 5 ride from the Milton trolley just down the hill from to Ashmont station (Red Line) that will take you directly to downtown Boston, Harvard Square, Central Square, South Boston, Kendall/MIT, U Mass. brbrThere are many great restaurants with a short walking distance including – Madras, Steel and Rye, The Lower Mills Tavern, The Bowery, Sweet Life for breakfast, and The Ice Cream Smith for dessert. brbrbrWe think you will thoroughly enjoy your stay with and will be astounded by the convenience of the location.

2nd Floor Apartment 5 minutes to the subway to Boston & Cambridge.

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$763.68

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!

Spacious, Comfy Colonial, minutes to Boston and highways

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$181.46

This well appointed apartment is a spacious 1 bedroom rental unit located in Milton Lower Mills. It is on the first floor of a 1920's vintage 2 family home that is conveniently located on the MBTA Red Line and minutes from downtown Boston and Cambridge. It provides easy access to and from Logan Airport and we are steps away from a supermarket, pharmacy and coffee shops, ice cream, dry cleaner as well fine dining, restaurants, and numerous pubs and bars. You can even dine on the outdoor terrace at Madras on the Neponset River just down the hill in back of the unit.brbrThe apartment is adjacent to the 'Dorchester Lower Mills” neighborhood. Everything you need is is safely within walking distance including restaurants, the subway (Red line Milton Trolley Stop), grocery/drug stores, parks, There a walking/bike path along the trolley track and the Neponset River that spans from Mattapan through Milton and connects to the JFK Library all the way to Castle Island. brbrOur 1,100 square-ft immaculate, spacious 1 bedroom 4-room apartment has an enclosed porch and features its own separate entrance, air conditioning, speedy Wifi, and a sizable eat-in dining room. brbrWe have hosted visitors from around the world, employees attending trainings and conferences, and parents visiting their children at Boston areas schools that include many colleges and private schools including Milton Academy - all who enjoy the benefit of our convenient location to downtown, the airport, public transport and Boston's main attractions including the Freedom Trail/Boston Common, Fenway Park, many museums, including the Gardner, the Museum of Fine Arts, The Science Museum, the JFK Library/Museum and Library, as well as many others. The Forbes House Museum a a few steps away. There is no need to rent a car unless traveling well outside the city limits, although there is a free parking spot you in the rear of the unit. It is only a 5 ride from the Milton trolley just down the hill from to Ashmont station (Red Line) that will take you directly to downtown Boston, Harvard Square, Central Square, South Boston, Kendall/MIT, U Mass. brbrThere are many great restaurants with a short walking distance including – Madras, Steel and Rye, The Lower Mills Tavern, The Bowery, Sweet Life for breakfast, and The Ice Cream Smith for dessert.

1-Bedroom Apartment in Milton Lower Mills convenient to Boston & Cambridge

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$376.07

Newly Renovated open concept living space 3 beds, 2.5 baths, 3 levels livings. Walk in basement for entertainment, board game, spacious out door space for games, off street parking spaces. 2nd level is kitchen, dinning and living room open concept, 3 level is bedrooms. We are located in East Milton Square, easy access to 93 highway, 15 mins to Downtown Boston, 2 mins walk to a bus stop to get to a train station, 5 mins drive to Wollaston Train Station.brbrSince we are living next door and this is out home, not a hotel, please respect our house rules. We also need to verify your ID upon booking to protect our home. br

Newly Renovated Open-Concept living space, close to Boston, plenty of parking

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$453.45

The home is located in Milton Ma , 5 minutes from Boston , close to all major Highways 93 /95 and public transit. The home has off street parking and is a duplex. The home has more than ample sleeping accommodations and has four bedrooms to accommodate travelers. I would consider pets if they are trained . The kitchen and bathroom have been recently been remodeled and the home is a comfortable retreat after visiting Boston for the day.. The house can accommodate 8 guests . 1 king , 1 full, 3 queen . Perfect for holidays and Marathon . The home is located within walking distance or bus to Central Ave transit station which takes you to Ashmont Station and the red line to downtown Boston. The home is 5 minutes to Blue Hills for recreational fun , walking , hiking and nighttime skiing in the winter. The Home has mini-splits for hotter months central ac/ extra heat source in winter.brThe property is close to Curry College , Milton Academy and Blue Hills .

Milton Retreat, 5 min to Boston ,major highways . Safe family neighborhood .

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$736.36

Spacious 6BR Apartment in Milton – 15 Mins to Boston & Blue HillsbrWelcome to our beautifully renovated apartment in Milton, MA! Located on the 2nd and 3rd floors, this bright and spacious apartment offers the perfect blend of comfort, privacy, and convenience — ideal for large families, groups of friends, or business travelers.brbrPeaceful yet Central LocationbrSet in a quiet neighborhood in the heart of Milton, you'll enjoy a true local experience with friendly neighbors, while being just minutes away from Blue Hills Reservation, Milton Village, and downtown Boston.brbrRoom to Relax – 6 Cozy BedroomsbrEach bedroom is filled with natural light and comes with fresh linens and a flat-screen TV:brbrBedroom 1: 1 Queen bed & 1 Bunk bedbrBedroom 2: 1 King bedbrBedroom 3: 1 King bedbrBedroom 4: 1 Queen bed & 1 Bunk bedbrBedroom 5: 1 King bed & 1 Bunk bedbrBedroom 6: 2 Queen bed & 1 Twin bedbrbrSpacious Living RoombrUnwind on a comfortable sofa and stream your favorite shows on the premium UHD Smart TV.brbrFully Equipped KitchenbrCook meals with ease using our complete kitchen setup, including cookware, utensils, and appliances — just like home!brbrTwo Full BathroomsbrClean and convenient, stocked with towels, shampoo, shower gel, and hair dryer.brbrIncluded AmenitiesbrCentral air conditioning & heatingbrFree Wi-FibrWasher & dryer (in the basement)brEssentials provided: bed linens, toiletries, coffee pods, and morebrLaundry area is set up in the basement for your convenience.brbrWhether you're here for a short getaway or an extended stay, this home has everything you need for a comfortable, relaxing, and memorable visit near Boston.brbrBook now and enjoy a warm, welcoming stay in Milton!brbrExtra Perks for a Comfortable StaybrEasy Self Check-InbrEnjoy a smooth arrival with keypad self check-in — no waiting, no hassle.brbrPet-FriendlybrTraveling with pets Your furry friends are welcome!brbrAmple ParkingbrGuests have access to 2 reserved parking spots — a rare find in the area!brbrPrime Location – Close to Top AttractionsbrbrNestled in a peaceful neighborhood of Milton, our home offers quick access to many of Greater Boston’s most popular destinations:brbrBlue Hills Reservation – Just 5 minutes away, perfect for hiking, scenic views, and outdoor adventuresbrbrMilton Village – Only 7 minutes by car for charming cafes, local shops, and neighborhood charmbrbrFranklin Park Zoo – A fun family outing just 14 minutes from the homebrbrAlexander the Great Park – A local gem for picnics and walks, 15 minutes awaybrbrQuincy Center – Reach this vibrant district in 17 minutes for dining, shopping, and MBTA Red Line accessbrbrDowntown Boston – Explore the heart of the city in just 18 minutesbrbrBoston Common – Stroll through one of America’s oldest parks, only 22 minutes awaybrWhether you’re here for adventure, history, or relaxation, our location makes it easy to explore the best of Greater Boston!brbrWe’ll primarily communicate through the Vrbo platform. However, if any issues arise during your stay, we’re happy to send someone over to assist you in person.brbrAdditional InformationbrWe’re local and available via Vrbo messaging or phone to support you during your stay.brbrEarly Check-In / Late Check-Outbr Available upon request, based on availability.brbrLong-Term Staysbr Discounts available for extended bookings — feel free to ask!brbrEssentials Providedbr We stock toiletries, cleaning supplies, coffee pods, and more for your convenience.brbrDining & Activities Nearbybr Great restaurants, cafes, and recreation spots just minutes away.brbrSpecial Requests Welcomebr Need local tips or custom accommodations Just reach out!brbrExtra Guest Feebr After 8 guests, $30 per additional guest per night applies.brbrPet Feebr Pets are welcome! $40 per pet per night applies.brbrImportant Guest Policy & House RulesbrCheck-In: 3:00 PM | Check-Out: 11:00 AMbrAge to Book: 18+ with valid government IDbrNo SmokingbrSmoking is strictly prohibited. A $250 fine applies for violations.brStrict No Party PolicybrNo parties, events, or gatherings are permitted. Violations may result in immediate cancellation without a refund and a $250 fine.brbrSecurity FeaturesbrbrOne camera at the front entrance for your safetybrbrSmoke detectors and essential safety systems throughoutbrbrRegistered Guests OnlybrbrMax occupancy: 23 guestsbrbrBedrooms are opened based on the number of registered guests.brbrNo unregistered visitors allowed — we may verify via security footagebrbrNo Parties or EventsbrbrQuiet hours: 10:00 PM – 7:00 AMbrbrNo loud gatherings or disturbances. Violations = immediate cancellation with no refund.brbrDisclaimer & Liability WaiverbrBy booking, you and your group agree to the following:brbrAssumption of Risk: You accept all risks related to accidents, injuries, or loss during your stay.brbrHost Liability: We are not responsible for personal injury, loss, or property damage.brbrDamage Policy:br • Report any issues at check-inbr • Guests are responsible for any damages causedbr • We reserve the right to use the security deposit to cover losses or repairsbr • Charges may exceed the deposit if necessarybrbrZero Tolerance PolicybrPolice visits = immediate eviction with no refundbrbrBooking = AgreementbrBy confirming your reservation, you acknowledge and accept all house rules. Let’s make your stay safe, respectful, and enjoyable!

Hot Deal up to 20%, 6BR Milton, Parking & Pets - 172

Milton, Massachusetts, United States

Bed

Welcome to this EXQUISITE Custom Royal Barry Wills English Country home located in the Historic Scotts Woods area of Milton. This home offers Magnificent Architectural Detail and Superior Craftsmanship throughout. Pride of Ownership exudes in this Light Filled 4 bedroom 4 Bath home which is situated amongst Beautiful Grounds and Mature Plantings. Many parts of the Garden Area were planted by one of the homes First Owners, the Head Horticulturalist at the Arnold Arboretum. An Oversized Entertaining Kitchen with High End Appliances opens to a Window Filled Family Room which allows you to capture the Beautiful Outside Surroundings. Random Width Pine Flooring on the 1st floor as well as a Fire placed Living Rm and Dining Rm add to the Splendor of this Unique Home. A spacious Finished Basement with Full Steam Shower, Game Room/Bar Area has its own entrance through a Heated Two Car Garage. All This within Walking Distance to Beautiful Trails of the Blue Hills yet only 8 miles to Downtown and 22 minutes to FIFA Games

Bath

23

Sleeps

Select Dates for Price

Country House

22 minutes to Foxboro - FIFA GAMES 20 MINUTE AWAY - SLEEPS 10, FITNESS AND SPA

Milton, Massachusetts, United States

4

Bed

4

Bath

10

Sleeps

$901.19

2 Combined Units | Quiet Neighborhood | 10 Mi to Downtown BostonbrbrExperience the ultimate Bay State balance at this versatile Milton vacation rental! Whether you’re shredding powder at Blue Hills Ski Area or touring prestigious local universities, this charming apartment provides the perfect launching point for your group. Spend your mornings hiking scenic trails and your afternoons exploring Faneuil Hall Marketplace before returning home to unwind. Lock in your Massachusetts retreat today!brbr-- THE PROPERTY --brbrC0565771890brbrMAIN FEATURESbr- 6 Smart TVsbr- Dining roombr- Multiple living areasbr- En-suite bathroombr- 2 balconiesbrbrKITCHEN br- Stove/oven, refrigeratorbr- Microwave, toaster, air fryerbr- Drip coffee maker, electric kettle, blenderbr- Cooking basics, dishware/flatwarebr- Trash bags/paper towelsbrbrGENERAL br- Free WiFi br- Main level: mini-split air conditioning/heatbr- Upper level: window A/C units, central heatingbr- Linens/towels, iron/boardbrbrACCESSIBILITYbr- 2-story unit, flight of stairs required to enterbr- Bedrooms & bathrooms on main levelbrbrPARKINGbr- Shared driveway (2 vehicles, first-come, first-served)br- Street parking (first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- There is an additional property available on-site with a separate nightly rate. If you would like to reserve the other rental, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- 1 mile to laundromatsbr- 2 miles to Eustis Estate Museum & Historic Sitebr- 3 miles to Curry College & Blue Hills Reservation w/ ski slopes & hiking/biking trailsbr- 4 miles to Houghton's Pond Recreation Areabr- 5 miles to Wollaston Beachbr- 10 miles to Boston Common & Public Garden, Faneuil Hall Marketplace, Freedom Trailbr- 14 miles to Harvard Universitybr- 13 miles to Boston Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story property is located on the 2nd floor and requires a flight of stairs to access; there are bedrooms and full bathrooms available on the main levelbr- There is another bookable vacation rental on-site; other travelers may be present during your stay

3 Mi to Blue Hills: Cozy Dual-Unit Retreat

Milton, Massachusetts, United States

4

Bed

Bath

8

Sleeps

$563.91

Enjoy a peaceful stay with the whole family or a group of friends in this bright and quiet home. Relax and savor the atmosphere on the beautiful and breezy screened-in porch. The fantastic layout creates a cozy atmosphere where guests feel right at home: 3 bedrooms, 2 full bathrooms, and a pull-out couch in the living-room. Amenities include a small pool and ping-pong table inside, and a play structure and hammock outside. brWalking distance to beautiful Cunningham Park and East Milton Square (shops, restaurants and MBTA access). brYou won't believe you are only 10 miles from Boston Center! brIf you are coming for the FIFA World Cup 2026, we are only 16 miles from Boston Stadium!

Bright, sunny house with large screened-in porch in Milton, MA

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$783.25

Step into a home designed for professionals and families seeking a quiet sanctuary. At Cedar House, we`ve curated this space so you can simply unpack your suitcase and find that everything else you need is already here. With a coastal aesthetic, welcoming new furniture, tasteful decor, and warm wood floors, every corner of this 2,000 sq. ft. retreat invites you to relax and stay a while.brbrImagine starting your morning in the beautiful rear addition, where vaulted ceilings and skylights flood the room with natural light. Its the perfect spot for your first cup of coffee before heading out. Spend some time reading on one of your two decks in your tree lined back yard. Time to work...you have three quiet office spaces to choose from. When the day is done, you`ll find true rest on our beds, made from premium memory foam that remembers you. Whether you`re in the Master King suite or the bunk room, you`ll sleep deep and wake up recharged for whatever comes next. We can host up to 12 guests with 2 Kings, 3 Queens, 1 Bunkbed and a Crib.brbrWe believe a five-star stay is in the details. Youll have everything you need to feel right at home from day one:brbrThe Chefs Kitchen: Fully equipped with stainless steel appliances, a dishwasher, and all the cookware needed for to cook and enjoy meals at home.brbrSpa-Inspired Bath: Refresh in the custom walk-in rain shower, finished with high-end tile work.brbrWork & Play: High-speed WiFi and a dedicated workspaces make it easy to stay productive, while our Smart TVs are ready for your favorite streaming services.brbrLaundry & Parking: Enjoy the convenience of a two in-unit washer and dryer and a private driveway with space for up to three cars.brbrThe city is close and the world is within reach. You will find that this house in East Milton is a quiet place that is near everything a traveler needs.brbr-Beth Israel Deaconess HospitalMilton: 3 minutes. It is very close, just a short walk or drive down the road.br-Downtown Boston: 10 minutes. It is a direct drive to where the history and the city life are.br-Wollaston Beach: 10 minutes. You can walk by the water and feel the salt air.br-Milton T-Station: 3 minutes. The train is there to take you where you need to go.br-Blue Hills Reservation: 12 minutes. The hiking is good there, and the views are honest.br-Logan International Airport: 15 minutes. It is a simple trip for those who are coming or going.br-Acela Amtrak Train Station, Westwood: 10 minutes. Catch the train to New York or Maine.brbrPrivate Driveway Parking for up to three cars. Additional cars can park for free on the street.brbrYou are a 1-minute walk from the bus stop at Squantum St & Antwerp St. Catch the Route 12 bus to Ashmont Station. From Ashmont, board the Red Line subway for a direct ride to Downtown Crossing or South Station.brTotal Time: Approximately 30-40 minutes from your front door to the heart of Boston.brbrCedar Home boasts five smart TVs. The living room and great rooms each have large screen TVs and three of the bedrooms have TVs. Enjoy your favorite content on our high-definition Smart TVs, featuring pre-loaded apps for easy login to your personal Netflix, Hulu, or Disney+ accounts. The large TVs both also have digital antennas for local stations.brbrAt King Rental Homes, we keep the house clean and the policies honest. We believe a house should be exactly what it says it is. If you have questions, you should ask them. We are here to help you find your stay, please reach out to King Rental Homes with your questions.

Spacious 5BR Executive Retreat - 10 Min to Boston

Milton, Massachusetts, United States

5

Bed

Bath

12

Sleeps

$552.44

Bring the whole family to this newly renovated home in Milton, a sought after neighborhood just south of Boston. Conveniently located between Rt.138 and Blue Hills Pkwy, 10 minutes to I-95 or I-93. Whether you're traveling with family, friends, or a group, this home is designed to give you both comfort and convenience with off-street parking.brbrThe space:brbrKEY FEATURES:br☀ Large open floor planbr☀ Sleeps 6; 3 bedroomsbr☀ Stocked with family friendly amenities br☀ 1 Bathroom br☀ Modern and well-equipped kitchen with plenty of seating optionsbr☀ Hi-Speed WiFi and Smart TVbr☀ Quick 20 minute drive to downtown Bostonbr☀ Located a short distance from Blue Hills Reservationbrbrbr Fully stocked kitchen w/ Coffee and Tea provided brbr Dining area: 6 person dining tablebrbr Living room: Large sectional and TVbrbr Full Bathroom w/ Showerbrbr Bedroom 1: 1 Queen Bed (Firm)brbr Bedroom 2: 2 Twin Beds (Medium) + TV brbr Bedroom 3: 1 Queen Bed (Medium)brbrBasement: brbrWasher and Dryer brbrLocation Proximity:br12 Miles / ~30 min drive to Logan International Airportbr12 Miles / ~30 min drive to TD Gardenbr14 Miles / ~40 min drive to Encore Casinobr16 Miles / ~30min drive to Gillette Stadiumbr25 Miles / ~40min drive to Xfinity CenterbrbrbrWe supply towels and linens, basic toiletries, body wash, shampoo & conditioner. The kitchen includes basic cooking utensils, oil and spices. We also provide a roll of paper towel and a few rolls of toilet paper to get you started. Please plan accordingly for the length of your stay.brbrOther things to note:brbrYou will ascend 5 concrete steps to the entrance. The door to your unit is on the right. brbrThis property has a long shared driveway for both units. This is a shared rental unit, please be mindful of this when using the driveway. It can fit up to 4 small cars total. Parking is first‑come, first‑served, and guests in both units will need to coordinate with each other for smooth parking.brbrStreet parking is also available during the day, but not overnight - unless otherwise posted.

The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1 - FIFA World Cup 2026

Milton, Massachusetts, United States

Bed

1

Bath

Sleeps

$494.94

This stylish 3 bed 1 ba unit to stay is perfect for group trips. This unit has a private entrance. It has all of the modern updates with stainless steel appliances. Enjoy the bar cart for all of your favorite libations. The best part is that the house is on a huge lot of land so plenty of backyard space for gatherings. The front of the house has a circular parking space that can fit around 30 cars. Pet allowed: max 1 dog or cat. I usually charge extra fees for events (e.g. weddings, baby showers, birthdays etc). Plus you are responsible for cleaning up. Price is outlined here: an extra $400 is ok for you for a party of max 20 people. $600 for max 30 people. $800 extra for max 40 people and $1000 max for 50 people. Add administartive fees to your booking when olanning on having a party otherwise we will have to shut it down. We look forward to hosting you and/or your group!

Modern basement unit on 1+ acre with HUGE backyard

Milton, Massachusetts, United States

Bed

1

Bath

8

Sleeps

$820.22

Bring the whole family to this great place with lots of room for fun. Step into this newly renovated two‑story home in Milton, MA, offering seven spacious beds and two full bathrooms. Upon entering, there's a flight of stairs to the main living level. The home also features a dedicated kids’ space for play. With generous room for family, guests, or flexible use, this Milton home blends comfort, space, and modern updates in a sought‑after suburb just outside Boston.brbrbrKEY FEATURES:br☀ Large open floor planbr☀ Sleeps 10; 5 bedroomsbr☀ Stocked with family friendly amenities br☀ 2 Bathroomsbr☀ Modern and well-equipped kitchen with plenty of seating optionsbr☀ Hi-Speed WiFi and Smart TVbr☀ Quick 20 minute drive to downtown Bostonbr☀ Located a short distance from Blue Hills ReservationbrbrMain Level:brbr Dining area: 8 person dining tablebrbr Living room: Large sectional and TVbrbr Bedroom 1: 1 Queen Bed (Firm)brbr Bedroom 2: 2 Twin Beds (Medium) + TVbrbr Bedroom 3: 2 Twin Beds (Medium) brbrFully stocked kitchen w/ Coffee and Tea provided brbrFull Bathroom w/ ShowerbrbrbrUpper Level:br br Kids Area: Bean bag chairs, kids table, booksbrbr Full Bathroom w/ Showerbrbr Bedroom 4: Queen bed (Firm)brbr Bedroom 5: King bed (Extra Firm)brbrBasement: brbr Washer and Dryer brbrLocation Proximity:br12 Miles / ~30 min drive to Logan International Airportbr12 Miles / ~30 min drive to TD Gardenbr14 Miles / ~40 min drive to Encore Casinobr16 Miles / ~30min drive to Gillette Stadiumbr25 Miles / ~40min drive to Xfinity CenterbrbrbrWe supply towels and linens, basic toiletries, body wash, shampoo & conditioner. The kitchen includes basic cooking utensils, oil and spices. We also provide a roll of paper towel and a few rolls of toilet paper to get you started. Please plan accordingly for the length of your stay.brbrOther things to note:brbrThere's 5 steps to the entrance. The door to your unit is on the left. There’s a flight of stairs (14 steps) to the main living area with 3 bedrooms. There are 2 additional bedrooms and 1 bathroom on the top floor which require another set of stairs to reach.brbrThis property has a long shared driveway for both units. This is a shared rental unit, please be mindful of this when using the driveway. It can fit up to 4 small cars total. Parking is first‑come, first‑served, and guests in both units will need to coordinate with each other for smooth parking.brbrStreet parking is also available during the day, but not overnight - unless otherwise posted.

The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2 - FIFA World Cup 2026

Milton, Massachusetts, United States

Bed

Bath

Sleeps

$222.14

Jacaranda is a well appointed two story Colonial with lots of natural light, great space for entertaining, dinner parties, bar-b-qs, etc., in a secure neighborhood 6 miles from downtown Boston. Walking distance to public transport and shopping.brA couple of miles to Blue Hills State Park, with excellent hiking trails, and Houghton's Pond, with lifeguards and good swimming in summer, and 15 minutes to Wolliston Beach and Historic Quincy.

JACARANDA. A comfortable, secure two-story colonial. Whole house.

Milton, Massachusetts, United States

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Sleeps

$564.35

Enjoy a stylish 3‑bed, 2.5‑bath home in charming Milton, just minutes from Boston. Sleeps 6 with a full kitchen, workspace, smart TV, and free parking. Explore tree-lined streets, hike scenic trails, and take in panoramic views at Blue Hills Reservation, while staying close to Boston’s dining, culture, and attractions.brLarge parties of any kind over the max occupancy are not allowed. If you have a party and are disturbing the neighbors we have a right to go inside and to remove you from the property/premises without a refund. brbrPlease do not move furniture or furnishings without permission. brbrReport any issues: If you encounter any problems or have any concerns during your stay, please inform the host as soon as possible so that we can address the issue promptly. Any issues will inspected promptly and host has a right to enter to do so. brbrWe do not allow smoking of any kind inside the house (including but not limited to nicotine, tobacco derived products and/or cannabis derived substances. There will be a $500 ozone treatment fee imposed for removal of any smoke smell. brbrIf the house is left in an exceptionally messy state, you will be charged $40 for every extra hour of cleaning required. brbrGuests take full responsibility for any accidents, injuries, or illnesses that occur while on the premises or its facilities. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm arising from their use of the premises. Guests recognize that they may personally purchase insurance to protect themselves in such events. brbrWhen you make a reservation with us you are agreeing to all of the above house rules.

Charming Milton Escape- Blue Hills Reservation

Milton, Massachusetts, United States

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Bath

Sleeps

$1306.96

This is the perfect getaway for family gatherings. A delightful 6bd 5.5 bath duplex in Milton, MA. It offers comfort, convenience, and fun. Minutes from Boston and local attractions, it ensures an unforgettable experience. Spacious living area, fully equipped kitchen, cozy bedrooms create the perfect setting for relaxation and quality time. Explore Boston`s landmarks, museums, or enjoy outdoor adventures in Milton. You`ll have both units when reserving this listing. Book Now!brLarge parties of any kind over the max occupancy are not allowed. If you have a party and are disturbing the neighbors we have a right to go inside and to remove you from the property/premises without a refund. brbrPlease do not move furniture or furnishings without permission. brbrReport any issues: If you encounter any problems or have any concerns during your stay, please inform the host as soon as possible so that we can address the issue promptly. Any issues will inspected promptly and host has a right to enter to do so. brbrWe do not allow smoking of any kind inside the house (including but not limited to nicotine, tobacco derived products and/or cannabis derived substances. There will be a $500 ozone treatment fee imposed for removal of any smoke smell. brbrGuests take full responsibility for any accidents, injuries, or illnesses that occur while on the premises or its facilities. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm arising from their use of the premises. Guests recognize that they may personally purchase insurance to protect themselves in such events.brbrSecurity damage deposit fee of $500 will be collected two days before check-in and will be released 7 days after checking-out.

Peaceful Milton Getaway- Trails & City Nearby

Milton, Massachusetts, United States

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Bath

Sleeps

$582.28

Stay in charming Milton, a peaceful New England suburb just minutes from Boston. Enjoy scenic hikes and panoramic views at Blue Hills Reservation, while being close to Boston’s dining, shopping, and historic sites. Perfect for families, weekend getaways, or longer stays, this quiet, comfortable home offers the best of nature and city convenience. ✨brNo unregistered guests on property at any time. Any attempt of a party will result in a $500 fine and an immediate on site termination of stay with no refund.brbrWine fridge available and located on the kitchen island.brBluetooth capable speakers in bathroomsbrBluetooth capable refrigerator and stove to get things going.brbrNestled just south of Boston, Milton offers a peaceful and picturesque suburban setting with easy access to the bustling city.brbrKnown for its tree-lined streets, beautiful parks, and historic architecture, Milton exudes a sense of tranquility and charm. The neighborhood is a perfect retreat for those looking to escape the hustle and bustle of city life while still being just a short distance away from all that Boston has to offer.brbrNature enthusiasts will appreciate the abundance of green spaces in Milton. The Blue Hills Reservation, a scenic state park, is a true gem with its miles of hiking trails, stunning viewpoints, and opportunities for outdoor recreation. It`s a perfect place to go for a hike, have a picnic, or simply enjoy the natural beauty of the area.brbrCar RentalbrBiking and Walking: Milton offers a bike-friendly environment, with dedicated bike lanes and scenic routes.brTaxi and Ridesharing Services: Uber/Lyft brCommuter Rail: Milton has commuter rail stations that provide direct access to downtown Boston and other destinations in the greater Boston area. br~3 Miles to Franklin Park Zoobr~4 Miles to Arnold Arboretum of Harvard Universitybr~4 Miles Blue Hills Ski Areabr~6 Miles to Frederick Law Olmsted National Historic Sitebr~6 Miles Wollaston Beachbr~12 Miles to Boston Logan International AirportbrbrExtra parking in rear of propertybrReport any issues: If you encounter any problems or have any concerns during your stay, please inform the host as soon as possible so that they can address the issue promptly.brbrThere will be a $500 ozone treatment fee imposed for removal of any smoke smell.

Modern Red Door Haven +5mins to Boston public transportation, FREE Parking!!

Milton, Massachusetts, United States

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