
Holiday rentals with outdoor seating in Milton
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Milton
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Home Away from Home | Next to Boston & Beach, EV+
Enjoy a comfortable stay in this beautiful, newly renovated 2 bedroom apartment less than a 10 min walk to the beach and convenient access to Boston by car (15-25min) or public transportation (30-45min). It's a spacious 1200 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, two comfortable king beds, 55" smart TV, new sofas, work & dining area, sun porch, AC and free street parking.

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

“Very Modern Apartment” Dedicated Driveway Parking
Whether you are just getting away for the weekend or looking for an extended stay, we are committed to creating a comfortable experience. Professionally cleaned & sanitized Great customer service High quality linens and towels. Very spacious 1100 sq ft 2 bedrooms and 1 bath unit with high ceiling. Each bedroom features a queen bed with foldable twin beds. Fully stocked with everything you might need for longer comfortable stay. Located in a very nice residential area.Dedicated driveway parking

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 unlimited on-street parking. Pet friendly!

🎖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.

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.

Two bedrooms, full bathroom, and breakfast room
We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Sunset LAKE VIEW studio. Recently upgraded!
Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

Conveniently Located Private Garden Apartment
Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.
Popular amenities for outdoor seating rentals in Milton
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

Absolutely Gorgeous 3 Bedroom Close to Boston

Stone Cottage with meadow view

Cozy, well-equipped beach cottage, steps to beach!

All New Private Country Setting (2 Level-No Share)

Beautiful 3BR Home by the Water - Family Friendly

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Gorgeous Retreat - Amazing Kitchen - Hosts 6
Apartment rentals with outdoor seating

Near Boston / Everett historic two-bedroom

Couples Retreat - Apt in Charming Colonial Home

Winter Island Retreat

Coastal Home Walk to Beach

Perfect & Practical Boston Rental (1,500+ sqft)

2 BR | 1 BA Close to DWTN & Medical, Free PRKG

Ocean views, Large Deck, Grill, Kid/Dog Friendly

Apartment Floris
Apartment rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

Newly Renovated Victorian close to Salem

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

Spacious, cozy home near Boston!

Harbor Hideaway

Spacious 5BR Condo w/parking near METRO

Luxury Condo in Boston w/ backyard & parking
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £97 | £89 | £102 | £128 | £104 | £111 | £135 | £106 | £93 | £111 | £94 | £107 |
| 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 |
Quick stats about holiday rentals with outdoor seating in Milton

Total holiday rentals
Explore 30 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Milton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milton rentals

4.8 Average rating
Milton stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Milton’s top spots include Milton Station, Central Avenue Station and Butler Station
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- East Sandwich Beach
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- Onset Beach
- Roxbury Crossing Station
- Prudential Center




