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Compare 24 Apartments in Winchendon with updated reviews, rates, and availability.

Relaxing Retreat

9.8 out of 10, Exceptional, (27)
"We had a great stay at this location. It was clean, spacious and quiet nice neighborhood. Very good location to visit our family who live nearby. The owner is very easy to communicate and is friendly. We would recommend this to any family or friends wanting to visit Central MA. Good restaurants, state parks, rail trail and MT Washussett to visit.nearby. 5star location! "
Relaxing Retreat

Stunning brand new 2 bedroom Loft amidst nature

10.0 out of 10, Exceptional, (16)
"Place was great! Roomy, comfortable, we felt so welcome! Took my dog for a nice walk around the area in the morning and the country roads were safe and well maintained for a walk. "
Stunning brand new 2 bedroom Loft amidst nature

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

9.6 out of 10, Exceptional, (12)
"Great location, a short walk to downtown Peterborough.the rental had everything i needed. Ben and Maryann were helpful with any questions i had. I would stay here again if in the area."
The price is SAR 319
SAR 631 total
includes taxes & fees
8 Apr - 9 Apr
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

New and Modern 3 B- 5 min FSU - 15 min Wachusett's

10.0 out of 10, Exceptional, (1)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
The price is SAR 278
SAR 954 total
includes taxes & fees
27 Mar - 28 Mar
New and Modern 3 B- 5 min FSU - 15 min Wachusett's

Updated Vintage Apartment < 1/2 Mi to Main St

10.0 out of 10, Exceptional, (14)
"Great experience. "
Updated Vintage Apartment < 1/2 Mi to Main St

Barre Common Overlook

6.0 out of 10, (1)
"We loved this place. It was well appointed, good location, and very comfortable. However, it was a little expensive given its location and we were shocked by the 180 cleaning fee for two nights. We would like to stay again but the overall price was 340 a night."
Barre Common Overlook

The Covey House Retreat with InfraRed Sauna

10.0 out of 10, Exceptional, (3)
"We had an amazing stay, your place is awesome!"
The Covey House Retreat with InfraRed Sauna

Lakefront Orange Vacation Rental - Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Very cozy basement apartment overlooking the water. Quiet road. Owner was very pleasant and accommodating."
Lakefront Orange Vacation Rental - Pet Friendly!

Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

10.0 out of 10, Exceptional, (10)
"Nice stay. Kind owner who helped us find the right door when we arrived after dark and hadn’t thoroughly read the instructions. So kind!"
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

Entire private apartment suite in home with own entrance, views and private gym.

Entire private apartment suite in home with own entrance, views and private gym.

Cozy side-by-side 1 bed 1 bath Apartment - Relaxing Getaway

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great to visit to our old haunts - stationed at Fort Devans 20+ years ago... Enjoyed staying at the property - nice and quiet - great sleeping on a very comfortable bed. Nice shower and amenities. Thanks!"
Cozy side-by-side 1 bed 1 bath Apartment - Relaxing Getaway

Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

3.0 star property
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

Updated Vintage Apartment < 1/2 Mi to Main St

3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St

Modern Mid-Century in Fitchburg

Modern Mid-Century in Fitchburg

Entire Rental unit 5 bed 1.5 bath

Entire Rental unit 5 bed 1.5 bath

Relax peacefully in Gardner Ma, near Mt Wachusett

Relax peacefully in Gardner Ma, near Mt Wachusett

Remodeled One bedroom Apto with beautiful View

2.0 out of 10, (1)
"The place is not set up to sleep 4 people."
Remodeled One bedroom Apto with beautiful View

Driving distance to Wachusett Mountain, Boston, Wocester

Driving distance to Wachusett Mountain, Boston, Wocester

Great looking Private bedroom with a queen size bed

Great looking Private bedroom with a queen size bed

Night stay 2 bedroom and bathroom

Night stay 2 bedroom and bathroom
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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Other property types in Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (1)
""Our stay at the Lake Monomonac cottage was absolutely perfect! The home was impeccably clean, beautifully decorated, and had everything we needed for a comfortable stay. The location was ideal for us to visit family nearby. The host was incredibly responsive and accommodating. We will definitely book again!"
Modern Waterfront Gem w/ Dock on Lake Monomonac

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (12)
"This was our second time and definitely not the last. Great location for the ski week. Has everything you need. Pet friendly which is a big plus for us. Welcoming basket very much appreciated. "
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Relaxing Retreat

9.8 out of 10, Exceptional, (27)
"We had a great stay at this location. It was clean, spacious and quiet nice neighborhood. Very good location to visit our family who live nearby. The owner is very easy to communicate and is friendly. We would recommend this to any family or friends wanting to visit Central MA. Good restaurants, state parks, rail trail and MT Washussett to visit.nearby. 5star location! "
Relaxing Retreat
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.

Frequently asked questions

What's it like to stay at an apartment in Winchendon?
You’ll find 9 lodging options in Winchendon. Though there aren’t many apartments, we can help you search for similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins.
Are you thinking about an apartment for your stay?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in at night and plan out their next day.
What's the best apartment for my stay in Winchendon?
Below are some of the top apartments in the area: Relaxing Retreat: Situated in Westminster, 12 mi/19.3 km from the heart of Winchendon. Stunning brand new 2 bedroom Loft amidst nature: Located 21.3 mi/34.3 km away in Lyndeborough. Free WiFi and Smart TVs are included. New and Modern 3 B- 5 min FSU - 15 min Wachusett’s: It’s situated in Fitchburg, 14.8 mi/23.8 km away. Includes free WiFi and Smart TVs. Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.: 14.2 mi/22.8 km away in Peterborough. Free WiFi and Smart TVs are included. Lakefront Orange Vacation Rental - Pet Friendly!: It’s located in Orange, 10.2 mi/16.4 km from Winchendon. Includes fireplaces.
What will the weather be like when I travel to Winchendon?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Winchendon. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in Winchendon?
Lake Dennison State Recreation Area and Millers River are a couple of scenic spots to enjoy the outdoors, whereas The Robinson-Broadhurst Foundation Performing Arts Ampitheater is one of the cultural attractions. While here, Hyde Park and Otter River State Forest are other places worth a visit.
What's the best way to get to and around Winchendon?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Nashua, NH (ASH-Nashua Municipal), which is located 28 mi (45.1 km) from the heart of the city. You can also search for flights into Worcester, MA (ORH-Worcester Regional), which is 30.1 mi (48.5 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.