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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Condo Rentals in Winchester

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
TV, DVD player, books, music library

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

9.6 out of 10, Exceptional, (161)
"Great place! Convenient location and our host was very accommodating."
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Stylish, Comfortable Luxury | Near T
Fridge, microwave, oven, stovetop

Stylish, Comfortable Luxury | Near T

9.0 out of 10, Wonderful, (4)
"Overall clean and comfortable. You will hear noise from the upstairs apartment and there is not enough space for everyone to relax in the living room. "
Stylish, Comfortable Luxury | Near T
*Historic1710 Spacious 2Br |Halloween+Downtown
2 bedrooms, desk, iron/ironing board, travel crib

*Historic1710 Spacious 2Br |Halloween+Downtown

10.0 out of 10, Exceptional, (43)
"We had a wonderful stay. The house was lovely and the property owner left us a lovely note giving us guidance to some delicious restaurants."
*Historic1710 Spacious 2Br |Halloween+Downtown
Downtown Salem - Park & Play Modern 3 Bedroom
Interior

Downtown Salem - Park & Play Modern 3 Bedroom

10.0 out of 10, Exceptional, (49)
"It was a beautiful area."
The price is SAR 690
SAR 1,593 total
includes taxes & fees
23 Jun - 24 Jun
Downtown Salem - Park & Play Modern 3 Bedroom
Modern 2br with W/D in unit, Parking, central air
Fridge, microwave, oven, stovetop

Modern 2br with W/D in unit, Parking, central air

10.0 out of 10, Exceptional, (46)
"Very clean, and all amenities were provided. We felt very comfortable during our 3 night stay here. Would recommend!"
Modern 2br with W/D in unit, Parking, central air
Victorian home
Living area

Victorian home

10.0 out of 10, Exceptional, (2)
"Thank you for being an exceptional host! From the moment we booked, you were responsive, attentive, and incredibly gracious. You went above and beyond to make sure my wife and family felt welcome and comfortable throughout our stay. Your hospitality made a big difference in our trip, and we truly appreciated your kindness and quick communication. We would absolutely stay here again and highly recommend your place to others!"
The price is SAR 2,533
SAR 5,051 total
includes taxes & fees
23 Jun - 24 Jun
Victorian home
Boston Apartment | near T
Fridge, microwave, oven, stovetop

Boston Apartment | near T

9.6 out of 10, Exceptional, (4)
"Nice, clean and had everything we needed. Great locations"
Boston Apartment | near T
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Smart TV, DVD player, books, music library

Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

8.6 out of 10, Excellent, (149)
"Great location for a weekend trip to visit my son"
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D
Fridge, microwave, oven, stovetop

3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D

10.0 out of 10, Exceptional, (14)
"Spacious, clean, and well-equipped home, nice walks through the neighborhood and to nearby waterfront parks. Responsive and helpful hosts. Easy drive to local attractions as well as Boston and Cambridge. Would stay there again. "
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D
Convenient and Charming 2-bedroom condo with Private Parking, in South Boston
Living area

Convenient and Charming 2-bedroom condo with Private Parking, in South Boston

2.0 star property
4.4 out of 10, (16)
"The property was nice, it just lacked thoughtfulness. There was no shower curtain, no hand soap, no hair dryer. Not deal breakers but just small things that would’ve made the stay much more enjoyable. "
The price is SAR 807
SAR 1,432 total
includes taxes & fees
2 Jul - 3 Jul
Convenient and Charming 2-bedroom condo with Private Parking, in South Boston
Charming 2-bedroom condo minutes from airport Boston with WiFi, AC, and laundry
Fridge, microwave, oven, stovetop

Charming 2-bedroom condo minutes from airport Boston with WiFi, AC, and laundry

7.2 out of 10, Good, (5)
"Great location, away from hustle and bustle, but still just a few train stops away. Property is nice, clean and modern. "
The price is SAR 769
SAR 1,605 total
includes taxes & fees
7 Jul - 8 Jul
Charming 2-bedroom condo minutes from airport Boston with WiFi, AC, and laundry
Excellent 2 bedroom condo in South Boston
Fridge, microwave, oven, stovetop

Excellent 2 bedroom condo in South Boston

9.8 out of 10, Exceptional, (24)
"This property was exactly as described."
Excellent 2 bedroom condo in South Boston
Direct ocean view 4-bed 2 bath in fabulous Hull with AC,WiFi deck walk to beach
Interior

Direct ocean view 4-bed 2 bath in fabulous Hull with AC,WiFi deck walk to beach

10.0 out of 10, Exceptional, (1)
Direct ocean view 4-bed 2 bath in fabulous Hull with AC,WiFi deck walk to beach
Cozy 2-bedroom condo with AC, WiFi in brilliant Boston/Allston & Private Parking
Exterior detail

Cozy 2-bedroom condo with AC, WiFi in brilliant Boston/Allston & Private Parking

The price is SAR 612
SAR 1,173 total
includes taxes & fees
1 Jul - 2 Jul
Cozy 2-bedroom condo with AC, WiFi in brilliant Boston/Allston & Private Parking
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marina

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

10.0 out of 10, Exceptional, (56)
"Thanks for having us"
The price is SAR 429
SAR 1,058 total
includes taxes & fees
16 Jul - 17 Jul
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
*New Charming Downtown Halloween2BR| Salem+Beverly
Exterior

*New Charming Downtown Halloween2BR| Salem+Beverly

10.0 out of 10, Exceptional, (25)
"Was easy to work and play!"
The price is SAR 450
SAR 1,174 total
includes taxes & fees
24 Jun - 25 Jun
*New Charming Downtown Halloween2BR| Salem+Beverly
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Fridge, microwave, oven, stovetop

Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!

2.0 star property
9.6 out of 10, Exceptional, (8)
"This home had everything we needed. Great living space. Beds are comfortable and location lends access to all parts of town. Would definately stay here again. "
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer
Exterior detail

Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer

9.4 out of 10, Exceptional, (9)
"- just as advertised and reviewed"
Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer
Your cozy home away from home, close to subway and downtown Boston
Fridge, microwave, oven, stovetop

Your cozy home away from home, close to subway and downtown Boston

10.0 out of 10, Exceptional, (2)
"Great location, lots of space, clean and well equipped "
Your cozy home away from home, close to subway and downtown Boston
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Interior

Beautiful 3 BR Home w/ Workspace: 20 Min to Boston

10.0 out of 10, Exceptional, (11)
"Great home for 4 people, newly renovated, easy to get to many places quickly, quiet neighborhood. Home has everything you might need for cooking, relaxing, and even laundry."
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do condos in Winchester cost?
Condos in Winchester range from SAR 429 to SAR 2,533 per night. These properties offer loads of space for the whole family at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winchester?
Take your pick of 183 condos in Winchester. No matter if you're traveling with the kids or planning a weekend escape with your buddies, Expedia will help you find the right space for your entire crew.
Why book your condo in Winchester with Expedia?
Booking a condo in Winchester is as simple as deciding on your travel dates and selecting an option that satisfies your needs. Seeking something upscale or budget friendly, or a stay that also features a laundry and kitchen? Use Expedia's search filters to further narrow your search results and find the ideal fit at the right price.