Winthrop Holiday Rentals

Compare Villas, Resorts, & Rentals in Winthrop, Massachusetts, USA

Stylish 3BR Revere Home Sleeps 8 Near Boston, Revere Beach and Airport
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10.0 (3 Reviews)
3 Bedrooms 8 Guests
Château sur Mer Bed & Breakfast
FromUS $211 per night
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8.6 (211 Reviews)
1 Bedroom 2 Guests
Walk to Constitution Beach Mid-Century Boston Gem
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
Hilton Garden Inn Boston Logan Airport
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9.2 (2323 Reviews)
1 Bedroom 2 Guests
Ikram's Place so close to Boston, Subway & Logan international Airport
10.0 (118 Reviews)
2 Bedrooms 5 Guests
Modern 3BR Walk to Subway 2 Min to LOGAN Airport
10.0 (2 Reviews)
3 Bedrooms 6 Guests
Hyatt Regency Boston Harbor
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9.2 (1817 Reviews)
1 Bedroom 2 Guests
Pet-Friendly Revere Getaway, Steps from the T!
10.0 (61 Reviews)
2 Bedrooms 4 Guests
Waterfront Escape - Close to Airport & Downtown
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9.7 (3 Reviews)
4 Bedrooms 10 Guests
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
10.0 (53 Reviews)
3 Bedrooms 6 Guests
Cozy Apt, minutes from Boston!
FromUS $375 per night
9.3 (9 Reviews)
1 Bedroom 4 Guests
Luxury Furnished Apartment Near Logan Airport
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9.1 (20 Reviews)
6 Bedrooms 12 Guests
Cody's Place Winthrop Boston Logan Airport Beaches
10.0 (37 Reviews)
1 Bedroom 2 Guests
Revere Vacation Rental Near MBTA about 7 Mi to Boston!
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9.0 (4 Reviews)
3 Bedrooms 6 Guests
Spectacular Oceanfront 1 Bedroom Unit in Winthrop
10.0 (14 Reviews)
1 Bedroom 3 Guests
Eagle's Landing - Logan Airport
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9.0 (4 Reviews)
1 Bedroom 2 Guests
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
10.0 (2 Reviews)
2 Bedrooms 6 Guests
Entire apartment, Boston in 14min, Beach in 4min!
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Cozy Room in Revere near Beachmont Blue Line Station
8.5 (2 Reviews)
1 Bedroom 2 Guests
Next to ocean, 5 min to downtown or to the airport by T
10.0 (1 Review)
2 Bedrooms 4 Guests
Boston 3BD-Walk to Train station-Beach-Near Airport
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8.0 (2 Reviews)
3 Bedrooms 8 Guests
North Shore Luxury Suite
FromUS $325 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
Château sur Mer Bed & Breakfast
FromUS $186 per night
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7.9 (183 Reviews)
3 Bedrooms 6 Guests
Cozy full condo. Walkable to the T. Boston at your doorstep.
10.0 (1 Review)
2 Bedrooms 4 Guests
Boston Area Vacation Rental 3 Mi to Airport!
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6.5 (2 Reviews)
2 Bedrooms 3 Guests
1Bedroom.Boston.Airport.Magnificent view.
10.0 (1 Review)
1 Bedroom 2 Guests
Vibrant Winthrop Apartment - Close to Ocean!
9.8 (18 Reviews)
1 Bedroom 4 Guests
Forever Green Manor - 6 bedroom - Stunning Ocean Views
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New
6 Bedrooms 16 Guests
Bright 2BR by Boston Waterfrontn
9.8 (17 Reviews)
2 Bedrooms 5 Guests
Pet-Friendly Revere Getaway, Steps from the T!
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New
2 Bedrooms 4 Guests
Modern Beachside Space - Near Boston/Airport/Train
9.6 (45 Reviews)
2 Bedrooms 4 Guests
Sage Apartments Boston Logan Airport Chelsea
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New
5 Bedrooms 16 Guests
Studio Close to Beach, Boston, Logan Airport & Train Station
9.6 (36 Reviews)
1 Bedroom 3 Guests
Steps to Short Beach: Ocean-View Apt w/Deck!
8.0 (1 Review)
2 Bedrooms 4 Guests
Dazzling Oceanview-4 Train Stop Logan Airport
8.0 (1 Review)
2 Bedrooms 4 Guests
Hilton Boston Logan Airport
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9.0 (3702 Reviews)
1 Bedroom 2 Guests
Stylish and Cozy at Revere Beach
FromUS $397 per night
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New
1 Bedroom 3 Guests
Comfort Inn & Suites Logan International Airport
9.0 (2246 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express Boston Logan Airport - Revere by IHG
9.0 (1322 Reviews)
1 Bedroom 2 Guests
Walk to Constitution Beach: Mid-Century Boston Gem
10.0 (8 Reviews)
3 Bedrooms 6 Guests
2 Bedroom apartment
FromUS $597 per night
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New
2 Bedrooms 5 Guests
Luxurious 1BR, Pool, Gym, nr Blue Line
FromUS $558 per night
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New
2 Bedrooms 5 Guests
Luxury 3BD Short Walk to Airport
10.0 (2 Reviews)
3 Bedrooms 6 Guests
NomadiQ - Walk to Airport, 5 min to Downtown 01
New
1 Bedroom 6 Guests
The Maverick Upstairs - Lux Apartment - Near Airport/Downtown - NEW!
10.0 (2 Reviews)
4 Bedrooms 10 Guests
Modern 2BR Getaway Near Revere Beach
FromUS $491 per night
New
2 Bedrooms 6 Guests
Cozy 3B near Beach/Boston
FromUS $341 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
Ocean Spray Inn
FromUS $172 per night
New
11 Bedrooms 36 Guests
3 BDRM Apt Next to Airport/5 min to Downtown
10.0 (1 Review)
3 Bedrooms 6 Guests
Hilton Garden Inn Boston Logan Airport
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8.6 (1718 Reviews)
255 Bedrooms 18 Guests
Cape Cod style Oceanside cottage, near Boston, train, Airport
9.8 (156 Reviews)
3 Bedrooms 6 Guests
Hyatt Regency Boston Harbor
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8.5 (1705 Reviews)
269 Bedrooms 27 Guests

About Casai's Private Villas and Holiday Rentals in Winthrop

Discover more than 216 vacation rentals available in Winthrop. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winthrop.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winthrop, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winthrop. On average, places to stay near Winthrop offer 696.34 ft², with nightly prices averaging US $334.

With Casai, finding and comparing holiday rentals in Winthrop is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Nearby Neighborhood (2)

NeighborhoodProperty Count
East Boston Vacation Rentals in Boston, Massachusetts 79
Harbor View - Orient Heights Vacation Rentals in Boston, Massachusetts 687