Photo by Donny Campos

Apartments in Winchester for Rent

Compare 18 Apartments in Winchester with updated reviews, rates, and availability.

Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
10.0 out of 10, Exceptional, (2)
"Very clean and centrally located in Peterborough. Check in was flexible and easy. Hosts were very friendly."
The price is $100
$186 total
includes taxes & fees
May 27 - May 28
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Property grounds
Sunlit Santuary Above Healing Spa
Sunlit Santuary Above Healing Spa
Property grounds
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (6)
"Crystal was an exceptional hostess! "
Lakefront Orange Vacation Rental - Pet Friendly!
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Fridge, microwave, stovetop, dishwasher
Updated Vintage Apartment < 1/2 Mi to Main St
9.8 out of 10, Exceptional, (8)
"Place is great! Pricing is deceiving…fees were double the actual rent. Small ramp from kitchen to living room is dangerous!"
Updated Vintage Apartment < 1/2 Mi to Main St
Interior
Unique People & Pet-Welcoming Country Haven
9.8 out of 10, Exceptional, (197)
"My daughter and I brought our 2 beloved Beagles for their first lengthy car ride and holiday to Pat’s lovely rescue haven. As our little guys are also rescues, we are endeavoring to give them the best life ever….experiencing Cavalier Cottage allowed us to do just that. Many thanks to Pat and all her very loved rescues for sharing this slice of Heaven with us. We will be back."
Unique People & Pet-Welcoming Country Haven
Fridge, microwave, oven, stovetop
Quiet Neighborhood, For Bird Lovers
10.0 out of 10, Exceptional, (41)
"Clean quiet mother in law type unit attached to the main dwelling. The hosts were friendly and attentive to any needs, of which there were very few. Fridge was stocked with milk, eggs, butter, English muffins and bagels. Also beer and some juice. Fresh fruit on the table. We had a wonderful stay."
Quiet Neighborhood, For Bird Lovers
View from property
'Red Sweetheart Barn Studio' w/ Mtn & River Views!
10.0 out of 10, Exceptional, (3)
"It was cozy and beautiful and very inviting loved every part"
'Red Sweetheart Barn Studio' w/ Mtn & River Views!
Fridge, microwave, oven, dishwasher
"The Murdock Suite @ The Large House"
9.6 out of 10, Exceptional, (4)
"This was a great place to stay for an extended weekend while attending a family event. Swanzey is literally 5 miles from from Keene, NH. The 2 bed upstairs unit offered plenty of seating in both the (very comfortable) living room and the nice sized (6 seat) dining room. The bedrooms were nearly identical and the Americana decor is fresh. The mattresses were comfortable. Having laundry available was a great relief. The finishes are beautiful and the basic supplies were “spot on”. The owner...
"The Murdock Suite @ The Large House"
Exterior
HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley
HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley
Private kitchen
1 BR Apt in Wilmington
10.0 out of 10, Exceptional, (1)
"Clean and comfy and near the mtn!"
The price is $249
$376 total
includes taxes & fees
May 25 - May 26
1 BR Apt in Wilmington
Interior
Updated Vintage Apartment < 1/2 Mi to Main St
3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Exterior
Quiet New England neighborhood-Greenfield, Ma.
10.0 out of 10, Exceptional, (5)
"The property was very clean and had everything I would ever need. The landlord was very nice and took care of trash weekly! A perfect stay"
Quiet New England neighborhood-Greenfield, Ma.
Property grounds
Escape the city, Stunning Open Plan Sanctuary with InfraRed Sauna
Escape the city, Stunning Open Plan Sanctuary with InfraRed Sauna
1 bedroom, premium bedding, iron/ironing board, WiFi
Studio Close to Downtown w/ Trail Access
Studio Close to Downtown w/ Trail Access
View from property
'red Sweetheart Barn Studio' w/ Mtn & River Views!
3.0 star property
'red Sweetheart Barn Studio' w/ Mtn & River Views!
Fridge, oven, stovetop
Relax peacefully in Gardner Ma, near Mt Wachusett
Relax peacefully in Gardner Ma, near Mt Wachusett
Property grounds
The Pines Cabin | New Tiny Home Near Mt Snow!
The Pines Cabin | New Tiny Home Near Mt Snow!
Interior
Lakefront Orange Vacation Rental - Pet Friendly!
3.0 star property
Lakefront Orange Vacation Rental - Pet Friendly!
Don't see what you're looking for?
See all available properties in Winchester
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.

Other property types in Winchester

Interior
Charming Waterfront Log Cabin
10.0 out of 10, Exceptional, (24)
"Wonderful place it’s are 3rd time staying there an you can’t beat the location, pond view or the nature surrounding you. An a very fast response. I will be staying agsin!"
The price is $189
$407 total
includes taxes & fees
Jun 11 - Jun 12
Charming Waterfront Log Cabin
Property grounds
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (24)
"Awesome cabin, fireplace was amazing. Spacious open and a great place to spend time and relax"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (33)
"Charming house with everything we needed!"
Cozy Cottage Along Idyllic Green River
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.

Winchester Apartments information

Number of reviews
98
Accommodation
18 Apartments
Lowest Price
Highest Price

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You’ll find 5 hotels and other accommodations in Winchester. Though there aren’t many apartments, we can help you find accommodations with similar amenities. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like condos, vacation homes, or cottages. Why not take time to appreciate the lakeside during your visit?
How do you know if an apartment is the right choice for you?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families wanting the conveniences of home.
What's a favorite apartment for a stay in Winchester?
Here’s a favorite apartment in the area to consider: Lakefront Orange Vacation Rental - Pet Friendly!: It’s situated in Orange, 12.1 mi/19.4 km away. Includes fireplaces.
What will the weather be like when I travel to Winchester?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, April, and February, with each month seeing an average of 11 inches of snowfall.
What are the must-see places to visit in Winchester?
Winchester is known for its lakeside. Birch Point and Pisgah State Park are a couple of lovely local spots to get outside and enjoy nature. Rhododendron State Park and Ashuelot River are other places to visit while you’re in town.

Recent reviews of Winchester hotels
Expedia verified reviews

The Putney Inn

The Putney Inn

5/5 Excellent
"Easy, quick check in, friendly staff. Some noise from neighbors to be expected. Very clean, good sleep, pleasant stay. Would return. "
A verified traveler stayed at The Putney Inn
Posted 3 days ago
The Putney Inn