Holiday homes in Winthrop

Enjoy your stay and find the best Holiday homes in Winthrop at affordable prices

Searching for a holiday home in Winthrop (Massachusetts)? Explore a great selection of vacation homes in Winthrop to find the one that best fits to your needs, starting from $95 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Winthrop and region (30 miles)

Pet-Friendly Revere Getaway, Steps from...

Holiday home in Revere near Winthrop, Massachusetts

Situated in Revere, 400 metres from Short Beach and 1.2 km from Revere Beach, Pet-Friendly Revere Getaway, Steps from the T! provides accommodation wi...

Parking
Pets allowed

Very good 1 Reviews 8.0

from $394.67 Show details »

Waterfront Retreat with Deck about 7 Mi...

Holiday home in Winthrop, Massachusetts

Boasting a spa bath, Waterfront Retreat with Deck about 7 Mi to Boston! is set in Winthrop.

Parking

no reviews

from $295.00 Show details »

Suite at House of L

Holiday home in Chelsea near Winthrop, Massachusetts , 20 Hancock St

Located in Chelsea, 6.1 km from Freedom Trail and 6.3 km from Boston North Station, Suite at House of L offers free WiFi and air conditioning.

Parking

Pleasant 3 Reviews 6.7

from $161.98 Show details »

Charming Boston Area Home Less Than 1 Mi...

Holiday home in Revere near Winthrop, Massachusetts

Situated in Revere, less than 1 km from Revere Beach and 11 km from Old State House, Charming Boston Area Home Less Than 1 Mi to Revere Beach! offers ...

Parking
Internet facilities
Shower
Air conditioning
Hairdryer

Good 3 Reviews 7.3

from $95.00 Show details »

Boston's Best Vacation House

Holiday home in Boston near Winthrop, Massachusetts , 61 Temple Street

Offering free WiFi and garden views, Bostons Best Vacation House is an accommodation located in Boston.

Parking

Very good 1 Reviews 8.0

from $359.68 Show details »

41-Convenient Townhouse

Holiday home in Quincy near Winthrop, Massachusetts , 41 Copeland Street

41-Convenient Townhouse is set in Quincy, 11 km from JFK Presidential Library & Museum, 15 km from Boston South Station, as well as 15 km from Back Ba...

Parking
Pets allowed
Family rooms

Fabulous 14 Reviews 8.8

from $374.18 Show details »

Jacaranda

Holiday home in Milton near Winthrop, Massachusetts , 342 Blue Hill Avenue

Located in Milton, 11 km from Boston Museum of Fine Arts and 11 km from JFK Presidential Library & Museum, Jacaranda provides accommodation with free ...

Parking
Family rooms
Tea/Coffee maker
Shower
Bath

Very good 18 Reviews 8.2

from $194.00 Show details »

~30min to Downtown~ THE COSMOPOLITAN

Holiday home in Boston near Winthrop, Massachusetts , 709 Metropolitan Avenue

Situated in Boston, 10 km from Boston Museum of Fine Arts and 11 km from Fenway Park, ~*30min to Downtown*~ THE COSMOPOLITAN offers free WiFi and air ...

Parking

Superb 55 Reviews 9.1

from $221.67 Show details »

~Pet Friendly 30min to Downtown~ THE B...

Holiday home in Boston near Winthrop, Massachusetts , 709 Metropolitan Avenue

Located in Boston, 10 km from Boston Museum of Fine Arts and 11 km from Fenway Park, ~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN offers free WiFi...

Parking
Pets allowed

Superb 32 Reviews 9.0

from $182.00 Show details »

Sweet Retreat

Holiday home in Marblehead near Winthrop, Massachusetts , 139 Pleasant St Unit 2

Situated 1.6 km from Devereux Beach, 1.7 km from Gas House Beach and 6.2 km from Peabody Essex Museum, Sweet Retreat features accommodation set in Mar...

Parking
TV
Hairdryer
Refrigerator
DVD player

Fabulous 5 Reviews 8.8

from $356.20 Show details »

Blue Hour

Holiday home in Marblehead near Winthrop, Massachusetts , 44 Evans Rd

Located in Marblehead, 1.6 km from Gas House Beach and 2 km from Riverhead Beach, Blue Hour provides accommodation with amenities such as free WiFi an...

Parking

Exceptional 7 Reviews 9.7

from $440.93 Show details »

The Loft

Holiday home in Salem near Winthrop, Massachusetts , 30 Northey Street

The Loft, a property with a garden and a terrace, is set in Salem, 2 km from Dead Horse Beach, 2.9 km from Glendale Cove Beach, as well as less than 1...

Parking
Family rooms

Fabulous 3 Reviews 8.7

from $247.78 Show details »

RiverView

Holiday home in Beverly near Winthrop, Massachusetts , 10 Jasper St

Set 2.9 km from Peabody Essex Museum, 3.1 km from The House of the Seven Gables and 27 km from Cambridge College, RiverView offers accommodation situa...

Parking
TV
Air conditioning
Hairdryer
Refrigerator

Pleasant 12 Reviews 6.7

from $265.69 Show details »

Quaint Beverly Townhome Walk to Beach an...

Holiday home in Beverly near Winthrop, Massachusetts

Located in Beverly, 800 metres from Dane Street Beach, 2.3 km from Patch Beach and 3.6 km from Peabody Essex Museum, Quaint Beverly Townhome Walk to B...

Parking

Exceptional 9 Reviews 9.9

from $143.00 Show details »

Extravagant Randolph Retreat with Privat...

Holiday home in Randolph near Winthrop, Massachusetts

Located in Randolph, 20 km from JFK Presidential Library & Museum and 21 km from Boston Museum of Fine Arts, Extravagant Randolph Retreat with Private...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $478.00 Show details »

Boston 4 Bedroom Home on the State Fores...

Holiday home in Georgetown near Winthrop, Massachusetts , 6 Corinthian Way

Boasting free bikes, a fitness centre, and a garden, Boston 4 Bedroom Home on the State Forest features accommodation in Georgetown with free WiFi and...

Parking
Pets allowed
Fitness centre
Family rooms

no reviews

from $359.10 Show details »

Lovely Blue Heron Cottage on Annisquam R...

Holiday home in Gloucester near Winthrop, Massachusetts

Offering river views, Lovely Blue Heron Cottage on Annisquam River! is an accommodation located in Gloucester, 1.7 km from Halfmoon Beach and 1.8 km f...

Parking

no reviews

from $353.00 Show details »

Waterfront Ipswich Escape 2 Miles to Cra...

Holiday home in Ipswich near Winthrop, Massachusetts

Waterfront Ipswich Escape 2 Miles to Crane Beach! is set in Ipswich, 2.7 km from Crane Beach, 25 km from Peabody Essex Museum, as well as 25 km from T...

Parking

no reviews

from $276.00 Show details »

Ipswich Cottage Beautiful Views, 5 Mins...

Holiday home in Ipswich near Winthrop, Massachusetts

Within 2.1 km of Crane Beach and 25 km of Peabody Essex Museum, Ipswich Cottage with Beautiful Views, 5 Mins to Beach offers free WiFi and a garden.

Parking
Pets allowed

no reviews

price on demand Show details »

Lawrence Retreat - 10 Mi to Canobie Lake...

Holiday home in Lawrence near Winthrop, Massachusetts

Lawrence Retreat - 10 Mi to Canobie Lake Park is situated in Lawrence, 31 km from The House of the Seven Gables, 41 km from Cambridge College, and 42 ...

Parking

Bad 1 Reviews 1.0

from $166.00 Show details »

Number of Holiday homes in Winthrop	20
Number of guest ratings	438
Average price per night	$423.05
Lowest price per night	$95.00
Highest price per night	$1.212.50

Most popular Holiday-homes in Winthrop

The most popular Holiday-homes in Winthrop based on average guest rating (Top 10).

Cheapest Holiday-homes in Winthrop

The cheapest Holiday-homes in Winthrop based on room rate per night (Top 10).

Waterfront Retreat with Deck about 7 Mi to Boston!

Holiday home in Winthrop, Massachusetts

Boasting a spa bath, Waterfront Retreat with Deck about 7 Mi to Boston! is set in Winthrop. It has sea views a...

Parking

from $295.00

Most booked Holiday-homes in Winthrop

The most booked Holiday-homes in Winthrop based on popularity with guests (Top 10).

Holiday homes in Winthrop (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Winthrop can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Winthrop for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Winthrop should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

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Holiday homes in Winthrop

Enjoy your stay and find the best Holiday homes in Winthrop at affordable prices

Most popular Holiday-homes in Winthrop

Cheapest Holiday-homes in Winthrop

Most booked Holiday-homes in Winthrop

Holiday homes in Winthrop (Massachusetts), comfortable and familiar

Find the best Holiday home in Winthrop for your needs