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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

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
1 bedroom, iron/ironing board, free WiFi, bed sheets

♥ 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 AED 382
AED 988 total
includes taxes & fees
23 Jun - 24 Jun
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Coastal Charm: Lobster Châto
TV, fireplace

Coastal Charm: Lobster Châto

2.0 star property
7.0 out of 10, Good, (2)
"I was quite disappointed with my recent stay. The hot tub was not as advertised; it was empty, not able to be used and the cleanliness left much to be desired. I also experienced issues with the Wi-Fi connection, making it difficult to stay connected for work. Additionally, the bed broke nearly caused an injury to my family. Overall, I expected a more comfortable and smooth experience given the price. Unfortunately, I left feeling unsatisfied. "
The price is AED 1,296
AED 2,955 total
includes taxes & fees
17 Jun - 18 Jun
Coastal Charm: Lobster Châto
Family Perfection: 3BR, BBQ, Parking, Fast WiFi
Fridge, microwave, oven, stovetop

Family Perfection: 3BR, BBQ, Parking, Fast WiFi

10.0 out of 10, Exceptional, (2)
"4 adults and one toddler stayed at unit . Very clean and up to date . Great location to Boston and North Shore . Walking distance to nice park and coffee houses. Enjoyed our stay !! "
The price is AED 823
AED 1,522 total
includes taxes & fees
24 Jun - 25 Jun
Family Perfection: 3BR, BBQ, Parking, Fast WiFi
★Downtown Condo~Steps from the Water & Common★
Exterior detail

★Downtown Condo~Steps from the Water & Common★

10.0 out of 10, Exceptional, (49)
"Easy location and beautiful spot!"
The price is AED 529
AED 1,144 total
includes taxes & fees
24 Jun - 25 Jun
★Downtown Condo~Steps from the Water & Common★
*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."
The price is AED 1,575
AED 2,611 total
includes taxes & fees
10 Jul - 11 Jul
*Historic1710 Spacious 2Br |Halloween+Downtown
*Spacious 3BR Halloween|Downtown Salem+Beverly
Exterior

*Spacious 3BR Halloween|Downtown Salem+Beverly

10.0 out of 10, Exceptional, (13)
"Very clean, everything we needed. Very nice place, highly recommend it."
The price is AED 749
AED 1,637 total
includes taxes & fees
17 Jun - 18 Jun
*Spacious 3BR Halloween|Downtown Salem+Beverly
*New Charming Downtown Halloween2BR| Salem+Beverly
Exterior

*New Charming Downtown Halloween2BR| Salem+Beverly

10.0 out of 10, Exceptional, (24)
"Was easy to work and play!"
The price is AED 518
AED 1,247 total
includes taxes & fees
24 Jun - 25 Jun
*New Charming Downtown Halloween2BR| Salem+Beverly
Downtown Salem Chic - 3 Bedroom w/ Parking
Interior

Downtown Salem Chic - 3 Bedroom w/ Parking

10.0 out of 10, Exceptional, (1)
"This property was booked last minute. It was exactly as listed. The host was extremely helpful!"
The price is AED 808
AED 1,727 total
includes taxes & fees
17 Jun - 18 Jun
Downtown Salem Chic - 3 Bedroom w/ Parking
Downtown Salem - Park & Play Modern 3 Bedroom
Interior

Downtown Salem - Park & Play Modern 3 Bedroom

10.0 out of 10, Exceptional, (47)
"It was a beautiful area."
The price is AED 764
AED 1,670 total
includes taxes & fees
17 Jun - 18 Jun
Downtown Salem - Park & Play Modern 3 Bedroom
The Warlock House
Condo (The Warlock House) | Exterior

The Warlock House

3.0 star property
The price is AED 951
AED 2,558 total
includes taxes & fees
18 Jun - 19 Jun
The Warlock House
The Warlock House: A Magical Experience - Speak Spells, Wave Wands, Ride Brooms, WiFi, Parking
Exterior

The Warlock House: A Magical Experience - Speak Spells, Wave Wands, Ride Brooms, WiFi, Parking

9.8 out of 10, Exceptional, (50)
"It was a great location. And a really nice place to stay."
The price is AED 731
AED 2,439 total
includes taxes & fees
18 Jun - 19 Jun
The Warlock House: A Magical Experience - Speak Spells, Wave Wands, Ride Brooms, WiFi, Parking
Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!
Fridge, microwave, oven, stovetop

Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!

9.8 out of 10, Exceptional, (10)
"Check in was easy and parking is right out front. The place was nice and a great retreat from the busy streets during Halloween. "
The price is AED 1,405
AED 2,307 total
includes taxes & fees
18 Jun - 19 Jun
Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Smart TV

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

10.0 out of 10, Exceptional, (5)
"This place is wonderful. Walking distance to all of the Salem attractions and the decor is fantastic. A clean and spacious place with all the amenities you need. If I ever come back to Salem, I will stay here again. "
The price is AED 1,073
AED 1,838 total
includes taxes & fees
1 Jul - 2 Jul
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Ultra Cozy Ultra Convenient 2 Bedroom Condo convenient to all of Salem
Exterior

Ultra Cozy Ultra Convenient 2 Bedroom Condo convenient to all of Salem

2.0 star property
6.0 out of 10, (7)
"We just needed a night to stay between flights. Unit was spacious, 2 beds, and inflatable mattress that was super comfy. We all haad our own private "corner""
The price is AED 547
AED 1,050 total
includes taxes & fees
23 Jun - 24 Jun
Ultra Cozy Ultra Convenient 2 Bedroom Condo convenient to all of Salem
Spacious & Private, Next to Boston & Beach, EVchrg
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Spacious & Private, Next to Boston & Beach, EVchrg

9.8 out of 10, Exceptional, (7)
"Good place to stay"
The price is AED 1,473
AED 2,584 total
includes taxes & fees
27 Jun - 28 Jun
Spacious & Private, Next to Boston & Beach, EVchrg
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 AED 753
AED 1,549 total
includes taxes & fees
7 Jul - 8 Jul
Charming 2-bedroom condo minutes from airport Boston with WiFi, AC, and laundry
Stunning Waterfront Condo with Boston Skyline Views
Exterior detail

Stunning Waterfront Condo with Boston Skyline Views

10.0 out of 10, Exceptional, (4)
"Property was exactly as shown on VRBO listing. Very clean, recently renovated, modernly furnished. Walking distance to T-station, Logan airport, harbor parks, and restaurants. Property Manager was very helpful upon check-in.Note that parking is problematic. Limit of 2 hr free street parking M thru F from 8 am to 6 pm for visitors. A good location to stay if you don't have a car."
The price is AED 1,649
AED 3,613 total
includes taxes & fees
26 Jun - 27 Jun
Stunning Waterfront Condo with Boston Skyline Views
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
4.6 out of 10, (14)
"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 AED 790
AED 1,402 total
includes taxes & fees
2 Jul - 3 Jul
Convenient and Charming 2-bedroom condo with Private Parking, in South Boston
Lg suite for up to 8 ppl/3 floor
Terrace/patio

Lg suite for up to 8 ppl/3 floor

9.4 out of 10, Exceptional, (13)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
The price is AED 551
AED 1,617 total
includes taxes & fees
24 Jun - 25 Jun
Lg suite for up to 8 ppl/3 floor
Lg suite for up to 8 ppl/2 floor
Dining

Lg suite for up to 8 ppl/2 floor

9.8 out of 10, Exceptional, (10)
"Very clean and spacious flat. Plenty of room for the family. I was concerned about parking but was able to find a spot to park close by and easily over the weekend. Would recommend! "
The price is AED 624
AED 1,705 total
includes taxes & fees
13 Jul - 14 Jul
Lg suite for up to 8 ppl/2 floor
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 AED 382 to AED 1,649 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 188 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.