
Vacation rentals with a patio in Winthrop
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Winthrop
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

The Day-Burrill-Wadsworth-La Voix House
The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

2BR Spacious Yacht - Heat & AC- On Freedom Trail
Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

1 BR Gem 5min to Train & Airport explore the city
This modern stylish place to stay is perfect to explore the city of Boston. It’s a hidden gem 1 block away from the Blue Line T station, two stops away from downtown, the aquarium, TD Garden, Faneuil Hall, and multiple museums. 2 mins walking distance from the apartment to Piers Park and spectacular views of Boston Harbor and the skyline.Hop on the ferry to explore Seaport restaurants and bars close by with differing cultures and cuisines. Only 2 min from Logan Airport via train or car.

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

Sunny 3 bedroom on beach
Welcome to our beautiful 3 bedroom apartment on the beach! Enjoy stunning ocean views and easy access to Winthrop Beach, only 2 minutes away. Accommodations for up to six guests, making it perfect for families or groups of friends. Bright and airy living area with plenty of natural light and a cozy seating area, perfect for relaxing after a long day at the beach. The dining area offers ample seating, and the fully equipped kitchen, private deck with breathtaking views of the ocean.

3 bedroom house near Boston and Salem
House is located between Boston and Salem , we’re 4.1 mi from Downtown Salem, 8.3 mi from Boston Logan International Airport, 10.0 mi from Downtown Boston, and just 1.0 mi from the beach. Parties are not allowed. Absolutely no smoking inside. Tampering with or disabling smoke or CO detectors is a safety violation and will result in a $1,000 fee. One car parked at the house. There is an Airbnb apartment located downstairs. Backyard is shared among the guests - please be considerate.

The Salem House | First floor 2 bedroom apartment
Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Shoreview Studio Lounge
This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.

Steps from Harbor, Pool, Backyard Garden, Parking
HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces

Spacious & Luxury House |Overlooking Boston Harbor
Updated and modern unit with 2 levels of living space filled with endless options for entertainment. Lots of space for big families. Lots of space for Parking. Please list correct number of guests on your reservation to avoid additional charges for undisclosed guests. For larger groups feel feel to book the unit below this as well to have the whole house to yourselves.

Modern Suite Near Boston, Airport & Downtown
Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.

Peaceful 2BR near US Route 1 and Boston.
Welcome to this brand-new cozy apartment to unwind and relax after a busy day whether it be work or leisure. This apartment features 2 bedrooms, 1 bathroom, a fireplace, patio. Kitchen features granite countertops and a suite of stainless steel appliances. Drift to sleep in the queen bed with quality linens. Wake each morning to refresh in the full bathroom.
Popular amenities for Winthrop accommodations with an outdoor patio
Apartment rentals with a patio

Peaceful suite in Boston with city views

Entire 1st floor apt in charming seaside Beverly

Wonderful Cambridge Apt. for Short and Long Stays!

Modern yet Historic Pad steps from Derby Street

800sq ft, 2BR Apartment w/ AC, Laundry, Parking

2 BDR/2b- walk to Seaport & BCEC

Modern Apt Central to Logan Airport & Downtown

New 3 bedroom, 2 bath unit, meadow view!
House rentals with an outdoor patio

Entire Apartment in Stoneham

Absolutely Gorgeous 3 Bedroom Close to Boston

Spacious vacation unit in premium suburban town

Sea Forever - Oceanfront Home in Nahant!

Heights House - 93 Walkscore|Halloween|Grill

Beautiful 3BR Home by the Water - Family Friendly

Entire Private home 3BDS 1.5BTHS

Spacious and Luxurious House
Condo rentals with a patio

Condo in downtown Boston

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

Spacious Luxury 3 BR, Spotless, W/D, Parking

The Plant Haus

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming and Historic Apartment

Stunning South End 1BR - private roof deck

Stylish garden level studio with a private patio
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 CAD | $197 CAD | $206 CAD | $212 CAD | $239 CAD | $232 CAD | $243 CAD | $245 CAD | $245 CAD | $278 CAD | $219 CAD | $204 CAD |
| Avg. temp | -1 °C | 0 °C | 4 °C | 9 °C | 15 °C | 20 °C | 23 °C | 23 °C | 19 °C | 13 °C | 7 °C | 2 °C |
Quick stats about vacation rentals with a patio in Winthrop

Total vacation rentals
Explore 90 vacation rentals in Winthrop

Nightly prices starting at
Winthrop vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 12,950 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Winthrop vacation rentals include wifi access

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

4.9 Average rating
Winthrop stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Winthrop’s top spots, include Orient Heights Station, Beachmont Station, and Suffolk Downs Station
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- Rentals with a patio Suffolk County
- Rentals with a patio Massachusetts
- Rentals with a patio United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- Gillette Stadium
- MIT Museum
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- Roxbury Crossing Station
- Onset Beach
- North Hampton Beach
- Prudential Center




