
Family-friendly vacation rentals in Milton
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Milton

Total vacation rentals
Explore 90 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at G$14,619 GYD per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Milton vacation rentals include wi-fi 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
Top-rated family-friendly rentals in Milton
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

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!

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

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.

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

~*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

TLC Boston- private unit in family home.
One bedroom unit, with a well decorated open space living room area. Queen bed and queen modular sofa and optional air bed. 15 miles from Logan Airport and located just .2 miles once you exit the highway. Convenient highway access to Boston, Foxboro Stadium, and Cape Cod. Short distance to the Blue Hills hiking trails, shopping mall, shopping centers, and restaurants. Few blocks walk to bus stop to access public transportation into Boston. A diverse community and family friendly!

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

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.
Popular amenities for Milton family-friendly rentals
Family-friendly home rentals with a hot tub

South Boston. Minutes away from Convention Center

Romantic Getaway w/private Jacuzzi• Fire Pit•

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

1 BR full apt w/ private hot tub, yard; sleeps 4

1BR—Peaceful Guest House—20 Min to Boston—Hot Tub

Oceanfront Pool. Close to Boston. Free Parking.

Explore Boston in style! Dream home (STR-26-3)

Headers’ Haven
Family- and pet-friendly home rentals

Home Away from Home | Next to Boston & Beach, EV+

Tiny Farm House on a Horse Farm

Flower Farm Getaway 2BR, 20 Min To Boston

Guest suite on cranberry bog, 1 mile from beach

The Day-Burrill-Wadsworth-La Voix House

Cozy Kid Friendly Home near Adams Park•Parking 383

Beautiful 3BR Home by the Water - Family Friendly

Peaceful Garden Apartment
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D

the house of id; vintage shop, accessible space

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Private Pool Retreat w/Fire Pit Near Singing Beach

Cozy Private Suite halfway between Cape & Boston

Cozy Private Studio Unit w/ Laundry and Parking!

Pool Is Open! Steps from Harbor + Walk to Old MHD
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,845 GYD | G$38,636 GYD | G$41,351 GYD | G$44,275 GYD | G$47,199 GYD | G$47,407 GYD | G$44,692 GYD | G$48,869 GYD | G$44,692 GYD | G$48,034 GYD | G$41,351 GYD | G$39,680 GYD |
| 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 |
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- Family-friendly rentals Norfolk County
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- Family-friendly rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Freedom Trail
- Onset Beach
- MIT Museum
- Canobie Lake Park
- East Sandwich Beach
- Crane Beach
- Duxbury Beach
- Boston College
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University





