
Holiday rentals with a patio in Winthrop
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Top-rated rentals with patio in Winthrop
Guests agree: these rentals with a 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).

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.

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.

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

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.

Walk to Nantasket Beach-Retro Cottage with Parking
Walk just 10 minutes to Nantasket Beach from this charming coastal cottage tucked into a large private yard. Enjoy the perfect mix of beach-town charm and modern comfort, with driveway parking and a peaceful outdoor space to unwind after a day by the ocean. Enjoy all Hull has to offer, from fresh seafood to nature reserves and paddleboarding. Convenient ferry access makes a day trip to Boston a breeze.

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.

Newly Renovated Ocean View 2 Bdrm Apt
Come relax in a newly renovated apartment with ocean view that sleeps up to 4 people (2 separate bedrooms & sofa bed in living room) w/ new kitchen & bathroom w/ top line appliances and walking distance to beach. TVs in every room will keep your friends / kids entertained and desk (w/ standing option) is ready if the office calls.
Popular amenities for rentals with patio in Winthrop
Flat rentals with a patio

Entire 1st floor apt in charming seaside Beverly

Wonderful Cambridge Apt. for Short and Long Stays!

Cozy modern retreat near Tufts

A King Bed | Apartment | Middle of Boston

2 BDR/2b- walk to Seaport & BCEC

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

Modern Apt Central to Logan Airport & Downtown

Seaside Getaway - Ocean Views
House rentals with a patio

Entire Apartment in Stoneham

Charming South End Farmhouse - Near Northeastern!

Luxury large house minutes to Cambridge and Boston

Spacious 4 bedroom home with large yard

Spacious vacation unit in premium suburban town

Sea Forever - Oceanfront Home in Nahant!

Cozy & Modern Entire Residential Home ❤️

Beautiful 3BR Home by the Water - Family Friendly
Apartment rentals with a patio

Condo in downtown Boston

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

The Plant Haus

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

The Salem Porch House

Charming and Historic Apartment

One bedroom apartment near Boston and Salem.

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £106 | £111 | £114 | £129 | £125 | £131 | £132 | £132 | £150 | £118 | £110 |
| 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 holiday rentals with a patio in Winthrop

Total holiday rentals
Explore 90 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at £29 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Winthrop holiday 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
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- Rentals with a patio United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Brown University
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- Onset Beach
- Good Harbor Beach
- North Hampton Beach





