Winchendon Vacation Rentals from $95: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Winchendon has to offer?

Charming Waterfront Log Cabin : This vacation home near Winchendon is located on the waterfront and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Vacation Rentals in Winchendon

Winchendon Vacation Rental Travel Info

Popular accommodation	Winchendon private vacation homes
Known landmarks	Doane's Falls, Dunn State Park and Lake Dennison State Recreation Area
International airport	Boston, MA (BOS-Logan Intl.)

Other types of properties in Winchendon you may be interested in

"A unique enjoyable experience "

$523 total

includes taxes & fees

May 22 - May 23

4 indoor pools, seasonal outdoor pool, cabanas (surcharge)

"We had a very safe stay and enjoyed the water park. :) We were looking forward to using the gym there, but upon arrival, we were told that went away after COVID. The locker system was difficult to use, we were told the credit card reader was acting up. Also, we were charged an unexpected $200 damage deposit upon arrival."

$235 total

includes taxes & fees

May 22 - May 23

"Friendly, helpful staff. Clean; comfortable bed. Walked to breakfast in the morning. Reserved room was on the quiet side of the building."

$111 total

includes taxes & fees

Jun 16 - Jun 17

Everything you need to know about Winchendon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchendon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchendon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchendon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchendon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchendon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchendon rentals

At Expedia, we put the best Winchendon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchendon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchendon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchendon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Winchendon?

Yes, we offer vacation rentals near well known points of interest in Winchendon, or you can choose a secluded option if you're looking for relaxation. Winchendon is known for its parks.

What are some of the best vacation rentals that Winchendon has to offer?

Charming Waterfront Log Cabin: This vacation home near Winchendon is located on the waterfront and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Winchendon?

Choose from 6 Expedia vacation rentals in Winchendon for a memorable vacation.

What’s there to see and do in Winchendon?

Lake Dennison State Recreation Area and Millers River are a couple of lovely local spots to get outside and enjoy nature. The Winchendon School and Wetmore Trailhead are a couple of places you'll find in the larger area.

What’s a vacation rental in Winchendon like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Winchendon. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.