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Compare 19 Apartments in Winchendon with updated reviews, rates, and availability.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Exterior
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
9.2 out of 10, Wonderful, (7)
"The studio apartment was nice. The owner resolved quickly to our questions. The only issue was the traffic noise."
The price is AED 312
AED 618 total
includes taxes & fees
11 Nov - 12 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Updated Vintage Apartment < 1/2 Mi to Main St
Living area
Updated Vintage Apartment < 1/2 Mi to Main St
3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Relaxing Retreat
Corporate apartment entrance is at the bottom right of the main house
Relaxing Retreat
9.8 out of 10, Exceptional, (23)
"Had a wonderful stay here."
Relaxing Retreat
Lakefront Orange Vacation Rental - Pet Friendly!
Orange Vacation Rental | 1BR | 1BA | 902 Sq Ft | Access Only By Stairs
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (10)
"I enjoyed my stay at Lakefront Orange. Crystal the host greeted me when I arrived. She was very accommodating and friendly. The place itself was ready and clean. Although I had no trouble, just be aware that there are a few steep stairs to navigate to get from the driveway to the entrance. There is a railing and it is well lit. All in all this was a perfect place for me to stay for the 3 days! Thank you."
Lakefront Orange Vacation Rental - Pet Friendly!
Enjoy the country life!
Exterior
Enjoy the country life!
10.0 out of 10, Exceptional, (15)
"We just had an absolutely wonderful weekend stay at the apartment at Sweet Brier Farm! It was quiet, relaxing, comfortable, and well-equipped. We met the adorable farm animals, went in the hot tub, and had two AMAZING homemade breakfasts in the main house. Helen and Keith were so kind and made sure we promptly had everything we needed! We will definitely be staying here again!!!"
Enjoy the country life!
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
Leominster Vacation Rental | 1BR | 1BA | Stairs Required | 900 Sq Ft
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!
Stunning brand new 2 bedroom Loft amidst nature
Living room
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
Updated Vintage Apartment < 1/2 Mi to Main St
Keene Vacation Rental | 2BR | 1BA | 1,100 Sq Ft | Steps Required for Entry
Updated Vintage Apartment < 1/2 Mi to Main St
10.0 out of 10, Exceptional, (11)
"This property was just as expected and Close to top notch restaurants. Kitchen was well equipped and I was able to bake a few casseroles for our family we were visiting.The area was nice and quiet. Will visit again."
Updated Vintage Apartment < 1/2 Mi to Main St
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
Living area
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
3.0 star property
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
Cozy side-by-side 1 bed 1 bath Apartment - Relaxing Getaway
Room
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!"
The price is AED 544
AED 1,067 total
includes taxes & fees
18 Nov - 19 Nov
Cozy side-by-side 1 bed 1 bath Apartment - Relaxing Getaway
The Covey House Retreat with InfraRed Sauna
Room
The Covey House Retreat with InfraRed Sauna
10.0 out of 10, Exceptional, (2)
"Great place"
The Covey House Retreat with InfraRed Sauna
Entire Rental unit 5 bed 1.5 bath
Room
Entire Rental unit 5 bed 1.5 bath
Entire Rental unit 5 bed 1.5 bath
Remodeled One bedroom Apto with beautiful View
Interior
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
Relax peacefully in Gardner Ma, near Mt Wachusett
Private kitchen
Relax peacefully in Gardner Ma, near Mt Wachusett
Relax peacefully in Gardner Ma, near Mt Wachusett
Driving distance to Wachusett Mountain, Boston, Wocester
Private kitchen
Driving distance to Wachusett Mountain, Boston, Wocester
Driving distance to Wachusett Mountain, Boston, Wocester
Night stay 2 bedroom and bathroom
Dining
Night stay 2 bedroom and bathroom
Night stay 2 bedroom and bathroom
Great looking Private bedroom with a queen size bed
Room
Great looking Private bedroom with a queen size bed
Great looking Private bedroom with a queen size bed
Lakefront Orange Vacation Rental - Pet Friendly!
Living area
Lakefront Orange Vacation Rental - Pet Friendly!
3.0 star property
Lakefront Orange Vacation Rental - Pet Friendly!
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

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Exterior
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Exterior
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
10.0 out of 10, Exceptional, (4)
"This property was great. Wonderfully modern lake front home. Recommend renting the pontoon to fish for larger fish. Kayaks, Paddleboards, great restaurants and sauna. Picture perfect scenery. "
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
Pool
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
10.0 out of 10, Exceptional, (1)
"Very nice house on lake with great pool area. Close to town, but not too close. Comfortable beds. Co-located and adjacent to other VRBO houses able to accomadate large family gatherings."
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
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 7 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?
Listed 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. Lakefront Orange Vacation Rental - Pet Friendly!: 10.2 mi/16.4 km away in Orange. Amenities include fireplaces. Stunning brand new 2 bedroom Loft amidst nature: It’s located in Lyndeborough, 21.3 mi/34.3 km from Winchendon. Includes free WiFi and Smart TVs.
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 Wendall P. Clark Memorial 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, Beals Memorial Library and Winchendon Town Hall 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.