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Vacation Rentals in Winthrop, MA

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 199 Rentals in the Winthrop Area
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The following rentals are within 5 miles of Winthrop, Massachusetts.

From
$225
Per Night
Response Rate: 100%
Boston
2 Bedrooms, 2 Bathrooms, Sleeps 4
31 photos Details
Reviews (1) Make Inquiry
From
$175
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Inquiry
From
$125
Per Night
Response Rate: 100%
Boston
2 Bedrooms, 2 Bathrooms, Sleeps 5
12 photos Details
Reviews (1) Make Inquiry
Also consider
Vintage Yacht in Boston Harbor. Free Parking/WiFi
2 Bedrooms, sleeps 6
$200 - $300 / night
Beatiful, Beacon Hill location
1 Bedroom, sleeps 3
$200 / night
Best priced apt in  Boston's little Italy
1 Bedroom, sleeps 5
$119 - $189 / night
Harvard MIT MGH Subway 100ft
2 Bedrooms, sleeps 4
$129 - $169 / night
From
$265
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
19 photos Details
Reviews (7) Make Inquiry
From
$145
Per Night
Response Rate: 100%
Boston
Studio, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (1) Make Inquiry
From
$210
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
17 photos Details
Reviews (10) Make Inquiry
From
$235
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 3
8 photos Details
Reviews (8) Make Inquiry
From
$195
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (7) Make Inquiry
Get the List
From
$207
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (6) Make Inquiry
From
$195
Per Night
Response Rate: 100%
Boston
Studio, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (13) Make Inquiry
From
$320
Per Night
Response Rate: 100%
Boston
4 Bedrooms, 3 Bathrooms, Sleeps 10
19 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
Response Rate: 100%
Boston
3 Bedrooms, 1 Bathroom, Sleeps 8
21 photos Details
Make Inquiry
From
$150
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Make Inquiry
From
$160
Per Night
Response Rate: 100%
Boston
Studio, 1 Bathroom, Sleeps 2
13 photos Details
Make Inquiry
From
$103
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Make Inquiry
From
$150
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
8 photos Details
Make Inquiry
From
$225
Per Night
Response Rate: 100%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 6
5 photos Details
Make Inquiry
From
$100
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
6 photos Details
Make Inquiry
From
$215
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Make Inquiry
From
$175
Per Night
Response Rate: 100%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Make Inquiry
From
$160
Per Night
Response Rate: 100%
Boston
Studio, 1 Bathroom, Sleeps 2
7 photos Details
Make Inquiry
From
$250
Per Night
Response Rate: 100%
Boston
3 Bedrooms, 1 Bathroom, Sleeps 8
20 photos Details
Make Inquiry
From
$286
Per Night
Response Rate: 95%
Boston
3 Bedrooms, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (1) Make Inquiry
From
$1,250
Per Night
Response Rate: 95%
Boston
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (3) Make Inquiry
From
$100
Per Night
Response Rate: 95%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 5
7 photos Details
Reviews (2) Make Inquiry
From
$335
Per Night
Response Rate: 95%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 4
21 photos Details
Reviews (4) Make Inquiry
From
$195
Per Night
Response Rate: 95%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
Make Inquiry
From
$2,150
Per Month
Response Rate: 94%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 2
5 photos Details
Make Inquiry
From
$400
Per Night
Response Rate: 90%
Boston
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (1) Make Inquiry
From
$210
Per Night
Response Rate: 95%
Boston
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Make Inquiry
From
$150
Per Night
Response Rate: 80%
Boston
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
Reviews (4) Make Inquiry
From
$371
Per Night
Response Rate: 85%
Boston
3 Bedrooms, 2 Bathrooms, Sleeps 4
6 photos Details
Make Inquiry
From
$120
Per Night
Response Rate: 84%
Boston
3 Bedrooms, 2 Bathrooms, Sleeps 6
42 photos Details
Make Inquiry
From
$127
Per Night
Response Rate: 79%
Boston
3 Bedrooms, 1 Bathroom, Sleeps 8
6 photos Details
Make Inquiry
From
$1,075
Per Night
Response Rate: 75%
Boston
4 Bedrooms, 3 Bathrooms, Sleeps 12
30 photos Details
Make Inquiry
From
$410
Per Night
Response Rate: 75%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 4
17 photos Details
Make Inquiry
From
$450
Per Night
Response Rate: 75%
Boston
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
Make Inquiry
From
$350
Per Night
Response Rate: 75%
Boston
3 Bedrooms, 6 Bathrooms, Sleeps 5
31 photos Details
Make Inquiry
From
$350
Per Night
Response Rate: 75%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (2) Make Inquiry
From
$185
Per Night
Response Rate: 70%
Boston
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Make Inquiry
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Book Online(140)
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Suitability

  • Wheelchair access (16)
  • Elder access (62)
  • Suitable for children (96)
  • Pet friendly (29)
  • Smoking allowed (1)

Amenities

  • Internet (146)
  • Air Conditioning (140)
  • Washer/Dryer (82)
  • Other outdoor space (75)
  • Parking (38)
  • View all amenities
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Book Online(140)

Suitability

  • Wheelchair access (16)
  • Elder access (62)
  • Suitable for children (96)
  • Pet friendly (29)
  • Smoking allowed (1)

Amenities

  • Internet (146)
  • Air Conditioning (140)
  • Washer/Dryer (82)
  • Other outdoor space (75)
  • Parking (38)
  • View all amenities