Coffee Hawaii - Vacation Rentals in Winthrop

Château sur Mer Bed & Breakfast From US $211
         

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8.6 (211 Reviews)
Bed & Breakfast
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  • TV
Spectacular Oceanfront 1 Bedroom Unit in Winthrop From US $301
         

10.0 (14 Reviews)
Apartment
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  • Pet Friendly
Bright 2BR by Boston Waterfrontn From US $241
         

10.0 (12 Reviews)
Apartment
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  • TV
  • Security/Safety
The Maverick Upstairs - Lux Apartment - Near Airport/Downtown - NEW! From US $398
         

10.0 (2 Reviews)
Apartment
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  • TV
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Luxury Places to Stay in Winthrop

Over 190+ Luxury Places to Stay in or Near Winthrop
Luxurious 1BR, Pool, Gym, nr Blue Line From US $669
         

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New
Apartment
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2 Bedroom apartment From US $597
         

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New
Apartment
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Beautiful 4BD/2BA Gem! Near airport, city, subway! From US $476
         

6.0 (4 Reviews)
House
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Top-Rated Vacation Rentals with a Pool in Winthrop

Over 38+ Top-Rated Vacation Rentals with a Pool in or Near Winthrop
Cody's Place Winthrop Boston Logan Airport Beaches From US $268
         

10.0 (37 Reviews)
Apartment
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  • Pool
Hilton Garden Inn Boston Logan Airport From US $147
         

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9.2 (2302 Reviews)
Hotel
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Hilton Boston Logan Airport From US $200
         

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9.0 (3655 Reviews)
Hotel
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Comfort Inn & Suites Logan International Airport From US $121
         

9.0 (2248 Reviews)
Hotel
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  • Parking
  • Pool
Holiday Inn Express Boston Logan Airport - Revere by IHG From US $118
         

9.0 (1304 Reviews)
Hotel
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Staybridge Suites Boston Logan Airport - Revere by IHG From US $128
         

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9.0 (876 Reviews)
Hotel
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Embassy Suites Boston Logan Airport From US $133
         

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8.8 (2247 Reviews)
Hotel
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TownePlace Suites Boston Logan Airport/Chelsea From US $123
         

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8.8 (1002 Reviews)
Hotel
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  • Pool

Pet-Friendly Vacation Rentals in Winthrop

Over 71+ Pet-Friendly Vacation Rentals in or Near Winthrop
Cozy 3B near Beach/Boston From US $296
         

10.0 (1 Review)
Apartment
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  • Pet Friendly
Modern 3BR Walk to Subway 2 Min to LOGAN Airport From US $162
         

10.0 (2 Reviews)
Apartment
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Jeffries Point From US $182
         

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New
Condo
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Charming 2-bedroom condo in delightful Chelsea with WiFi, AC From US $276
         

10.0 (1 Review)
Condo
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  • Pet Friendly
Pet-Friendly Revere Getaway, Steps from the T! From US $277
         

9.8 (60 Reviews)
House
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  • Parking
  • Pet Friendly
50 Yards to Short Beach: Ocean-View Apt w/Deck! From US $189
         

8.0 (1 Review)
Apartment
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  • Parking
  • Pet Friendly
Blueground | East Boston, AC, nr parks & beach From US $182
         

See More Pet-Friendly Vacation Rentals in Winthrop on PetFriendly.io

Large Vacation Homes & Villas in Winthrop

Over 6+ Large Vacation Homes & Villas in or Near Winthrop
Boston 4BD-5 min walk to Train&Beach/10min-Airport-Free Parking From US $358
         

9.4 (3 Reviews)
Apartment
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  • Bedding/Linens
Luxury Furnished Apartment Near Logan Airport From US $266
         

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9.1 (20 Reviews)
Apartment
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Furnished Apartment Near Logan Airport From US $262
         

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8.2 (5 Reviews)
Apartment
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Sage Apartments Boston Logan Airport Chelsea From US $420
         

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Ocean Spray Inn From US $172
         

New
House
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Wheelchair Accessible Vacation Homes in Winthrop

Over 50+ Wheelchair Accessible Vacation Homes in or Near Winthrop
Holiday Inn Express - Boston Logan Airport - Revere by IHG From US $240
         

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8.5 (403 Reviews)
Hotel
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  • Pet Friendly
Hyatt Regency Boston Harbor From US $208
         

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9.2 (1795 Reviews)
Hotel
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  • Parking
  • TV
Blueground | East Boston, AC, balcony, nr park From US $163
         

Blueground | Revere, pool, nr Revere Beach From US $132
         

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Winthrop Varoom and Airbnb Places to Stay Under $200

Over 51+ Winthrop Varoom and Airbnb Places to Stay Under $200
Vibrant Winthrop Apartment - Close to Ocean! From US $190
         

9.8 (18 Reviews)
Apartment
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  • TV
Eagle's Landing - Logan Airport From US $112
         

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New
House
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Courtyard by Marriott Boston Logan Airport From US $138
         

Eagles Landing - Logan Airport From US $147
         

New
House
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Enjoyable 2-bedroom condo with AC in charming Boston
New
From US $144
         

New
Condo
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming B&B with AC, WiFi in Phenomenal Revere From US $143
         

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Bed & Breakfast
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Harborside Walk to Subway From US $137
         

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Instantly Bookable Vacation Homes in Winthrop

Over 84+ Instantly Bookable Vacation Homes in or Near Winthrop
Next to ocean, 5 min to downtown or to the airport by T From US $431
         

10.0 (1 Review)
Apartment
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  • TV
  • Security/Safety
Luxury 3BD Short Walk to Airport From US $426
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Entire apartment, Boston in 14min, Beach in 4min! From US $227
         

10.0 (1 Review)
Apartment
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  • Parking
  • TV
Modern Beachside Space - Near Boston/Airport/Train From US $223
         

9.6 (45 Reviews)
Apartment
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  • Parking
  • TV
Beachside condo Boston, Airport,Train From US $385
         

9.4 (13 Reviews)
House
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  • Parking
  • TV

About Winthrop Vacation Rentals

With more than 199 Winthrop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Coffeeshawaii and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winthrop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Coffeeshawaii Winthrop, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winthrop. Places to stay near Winthrop are 719.23 ft² on average, with prices averaging $279 a night.

Coffeeshawaii makes it easy and safe to find and compare vacation rentals in Winthrop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winthrop

Type Count
Holiday Apartments 125
Hotels with Suites 26
Vacation Homes 25
B&B 4
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winthrop

Pro Tip: Coffeeshawaii makes it easy to compare the best listings on Coffeeshawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Coffeeshawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winthrop.

Weather in Winthrop

View the weather forecast for Winthrop before booking your Winthrop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F