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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Condo Rentals in Winchester

♥ 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, (60)
"Thanks for having us"
The price is SAR 311
SAR 905 total
includes taxes & fees
26 Aug - 27 Aug
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
🎖The Boiler Room - Close to Subway & Downtown🎖
Interior

🎖The Boiler Room - Close to Subway & Downtown🎖

9.8 out of 10, Exceptional, (71)
"I came into town for a convention I was working at, and couldn't be happier with the Boiler Room. It was a short drive to the convention center and a lovely place to relax after my long days. "
The price is SAR 484
SAR 1,277 total
includes taxes & fees
24 Aug - 25 Aug
🎖The Boiler Room - Close to Subway & Downtown🎖
Stylish home next to train to Boston, near Salem
Smart TV

Stylish home next to train to Boston, near Salem

2.0 star property
10.0 out of 10, Exceptional, (3)
"we were in Massachusetts for our youngest granddaughters college graduation. This place was great. Good location and great hosts! Beautiful neighborhood Easy to walk to breakfast, lunch or dinner. "
The price is SAR 657
SAR 1,677 total
includes taxes & fees
24 Aug - 25 Aug
Stylish home next to train to Boston, near Salem
*Spacious Ghostly 2BR Home| Salem+Beverly| Parking
Exterior

*Spacious Ghostly 2BR Home| Salem+Beverly| Parking

10.0 out of 10, Exceptional, (27)
"The apartment was clean, conveniently located, and super cute! Communication with the owners was very easy. We never had any problems!"
The price is SAR 649
SAR 1,429 total
includes taxes & fees
27 Aug - 28 Aug
*Spacious Ghostly 2BR Home| Salem+Beverly| Parking
Modern & Stylish 1-Bedroom Condo near Downtown
In-room safe, desk, iron/ironing board, free WiFi

Modern & Stylish 1-Bedroom Condo near Downtown

10.0 out of 10, Exceptional, (1)
"I had a great stay at Daniel’s place. The apartment was exactly as described—clean, and comfortable. It had everything I needed, and the bed was especiallyf comfortable after long days out. The location made it easy to get around, short ride uber to most shops, restaurants, and public transit close by.Daniel was a responsive and thoughtful host. He checked in to make sure everything was going well and responded quickly when I had a question. I appreciated how easy the whole process was, from...
The price is SAR 512
SAR 1,400 total
includes taxes & fees
4 Sep - 5 Sep
Modern & Stylish 1-Bedroom Condo near Downtown
Lg suite for up to 8 ppl/2 floor
Dining

Lg suite for up to 8 ppl/2 floor

10.0 out of 10, Exceptional, (12)
"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 SAR 563
SAR 1,808 total
includes taxes & fees
1 Sep - 2 Sep
Lg suite for up to 8 ppl/2 floor
Back-Bay Upscale Central Condo Bos Common Downtown
Terrace/patio

Back-Bay Upscale Central Condo Bos Common Downtown

10.0 out of 10, Exceptional, (6)
"Great location for this apartment. Check in was a breeze. Would definitely come back and stay here!"
The price is SAR 1,524
SAR 3,955 total
includes taxes & fees
26 Aug - 27 Aug
Back-Bay Upscale Central Condo Bos Common Downtown
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Outdoor dining

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

10.0 out of 10, Exceptional, (1)
"Good place to crash each night for business trip Nice outside areas "
The price is SAR 514
SAR 834 total
includes taxes & fees
2 Sep - 3 Sep
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Outdoor dining

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

10.0 out of 10, Exceptional, (17)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
The price is SAR 745
SAR 1,582 total
includes taxes & fees
2 Sep - 3 Sep
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Beach

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

9.8 out of 10, Exceptional, (56)
"It was a great location. And a really nice place to stay."
The price is SAR 897
SAR 2,570 total
includes taxes & fees
26 Aug - 27 Aug
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
The Warlock House
Condo (The Warlock House) | Exterior

The Warlock House

3.0 star property
The price is SAR 2,207
SAR 3,894 total
includes taxes & fees
2 Sep - 3 Sep
The Warlock House
Downtown Salem Chic - 3 Bedroom w/ Parking
Interior

Downtown Salem Chic - 3 Bedroom w/ Parking

10.0 out of 10, Exceptional, (3)
"Check in went very smooth and kitchen was well stocked with everything needed."
The price is SAR 976
SAR 1,886 total
includes taxes & fees
24 Aug - 25 Aug
Downtown Salem Chic - 3 Bedroom w/ Parking
Large & Modern Luxury Duplex Home close to Boston & Cambridge with Free Parking
Fridge, microwave, oven, stovetop

Large & Modern Luxury Duplex Home close to Boston & Cambridge with Free Parking

10.0 out of 10, Exceptional, (26)
"Excellent place for our stay during my daughter's graduation at Tufts. "
The price is SAR 824
SAR 1,804 total
includes taxes & fees
26 Aug - 27 Aug
Large & Modern Luxury Duplex Home close to Boston & Cambridge with Free Parking
Lovely Two Bedroom Condo in South Boston
Exterior detail

Lovely Two Bedroom Condo in South Boston

7.8 out of 10, Good, (6)
"Very clean "
The price is SAR 1,091
SAR 2,324 total
includes taxes & fees
3 Sep - 4 Sep
Lovely Two Bedroom Condo in South Boston
Designer Oceanfront Retreat Featured in Architectural Digest ☀ Steps from Beach
Outdoor pool

Designer Oceanfront Retreat Featured in Architectural Digest ☀ Steps from Beach

10.0 out of 10, Exceptional, (1)
"Hosts were fantastic and the apartment was very beautiful. View was gorgeous. Kitchen and bathroom were well stocked and I can’t say enough about how wonderful the water pressure was in the shower. There were 2 comfortable king sized beds and 2 roll out twin beds. Location was great for jumping on the train. Dryft restaurant a couple blocks away had really good food. The Starbucks was also just a couple blocks away but I used the Nespresso maker each morning to make an Americano. The...
The price is SAR 1,249
SAR 2,313 total
includes taxes & fees
24 Aug - 25 Aug
Designer Oceanfront Retreat Featured in Architectural Digest ☀ Steps from Beach
Modern Three Bedroom Condo - Near Boston
Fridge, microwave, oven, stovetop

Modern Three Bedroom Condo - Near Boston

8.8 out of 10, Excellent, (8)
"Two friends and myself went to Boston for a concert and stayed in this house. The description was right on and the house fit our needs. I would rent this property again if i go back to Boston. "
The price is SAR 1,001
SAR 2,104 total
includes taxes & fees
3 Sep - 4 Sep
Modern Three Bedroom Condo - Near Boston
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Smart TV

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

9.8 out of 10, Exceptional, (6)
"What a great experience, especially with the host! Awesome location with a 2 minute walk to a massive park! "
The price is SAR 1,010
SAR 1,769 total
includes taxes & fees
27 Aug - 28 Aug
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Downtown Salem - Park & Play Modern 3 Bedroom
Interior

Downtown Salem - Park & Play Modern 3 Bedroom

10.0 out of 10, Exceptional, (51)
"The condominium was in a great location. We were able to walk to shops and restaurants. The beds were quite comfortable. We enjoy cooking and found the kitchen well supplied. We definitely enjoyed our stay."
The price is SAR 983
SAR 1,966 total
includes taxes & fees
24 Aug - 25 Aug
Downtown Salem - Park & Play Modern 3 Bedroom
*Grand Halloween 5Br Home|Salem+Beverly|Parking
Exterior

*Grand Halloween 5Br Home|Salem+Beverly|Parking

2.0 star property
The price is SAR 1,430
SAR 3,177 total
includes taxes & fees
27 Aug - 28 Aug
*Grand Halloween 5Br Home|Salem+Beverly|Parking
Stunning Waterfront Condo with Boston Skyline Views
Exterior detail

Stunning Waterfront Condo with Boston Skyline Views

10.0 out of 10, Exceptional, (4)
"The condo is exactly as listed: spacious, comfortable, beautiful. The outdoor space is fantastic. Love the neighborhood: can walk to the waterfront park which is lovely; view of Boston over the harbor, and access Boston proper very easily. The hosts and manager are amazing at communicating and responded promptly to all questions. This is a very perfect rental. "
The price is SAR 1,516
SAR 3,719 total
includes taxes & fees
26 Aug - 27 Aug
Stunning Waterfront Condo with Boston Skyline Views
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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Top Winchester Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"The property was a bright modern building that was centrally located which made our stay in Boston memorable!! Everything was spotless and I felt safe."
James 5-night trip
Posted 8 hours ago
The Dagny Boston

Frequently asked questions

How much do condos in Winchester cost?
Condos in Winchester range from SAR 311 to SAR 1,197 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 191 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.