Winchendon Vacation Rentals from ￥16,990: Search Short-Term Rentals

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

Modern Waterfront Gem w/ Dock on Lake Monomonac : Visitors give good reviews to this Winchendon vacation home rental, which is located on a lake and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, kitchenware, and a coffee maker.

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Vacation Rentals in Winchendon

"Me and my children had an amazing time exploring the lake."

Fridge, coffee/tea maker, toaster, cookware/dishes/utensils

"Beautiful cottage on the lake. Everything seams new and spotless. Would definitely stay again."

"Very nice, clean, and great area. We enjoyed it very much!"

"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "

￥72,536 total

includes taxes & fees

Aug 11 - Aug 12

"This comfortable 2-bedroom house on a tranquil NH pond was the perfect weekend escape! We absolutely loved the peaceful setting and beautiful views. It was incredibly relaxing and exactly what we needed. Highly recommend!"

￥45,669 total

includes taxes & fees

Aug 11 - Aug 12

"Matressess were outdated but otherwise great!"

"Property was clean and super close to the downtown square! "

￥29,656 total

includes taxes & fees

Sep 1 - Sep 2

"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "

￥37,991 total

includes taxes & fees

Aug 11 - Aug 12

￥27,941 total

includes taxes & fees

Aug 17 - Aug 18

"We really enjoyed our time at the lake house! The deck and fire pit was fun and everything was very nicely decorated and had enough supplies to make it very easy and a quiet peaceful setting!"

"Beautiful little cabin, perfect for yourself or with a significant other if you need a night getaway. "

￥35,059 total

includes taxes & fees

Aug 11 - Aug 12

"Had a great time, the grounds are spectacular with the river waterfall in the background. The Bathroom was stunning. Had everything we needed. The bed was super comfy too. The screened-in porch was convenient, too."

￥37,991 total

includes taxes & fees

Aug 12 - Aug 13

"If you want to relax in a serene lake setting with a spectacular outdoor patio - this is the place to be! Enjoy the lake and get out on the water with kayaks and don’t miss a pontoon boat ride."

"House was great and plenty of towels and such. The board games were fabulous. "

"What an absolutely charming place!! It was so lovely staying here. This place is exactly what we wanted... a little weekend escape not too far from home, nestled in the woods. Absolutely beautiful. The hosts were so kind, too!"

￥32,221 total

includes taxes & fees

Sep 9 - Sep 10

3 bedrooms, travel crib, free WiFi, bed sheets

"We really appreciated the solitude and quiet retreat this cabin offered. "

"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "

￥81,035 total

includes taxes & fees

Aug 26 - Aug 27

"We really enjoyed our stay. The seating outside was lovely!"

"What a lovely, family-friendly gem! The setting was peaceful with birds singing and dodging around the trees. The lodging was unusually well supplied and the decorations had innumerable personal touches. This would be a fabulous place to relax in peace or enjoy time together with family. "

￥64,119 total

includes taxes & fees

Aug 14 - Aug 15

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Top Winchendon Hotel Reviews

The Birchwood Inn

10/10 Excellent

"Great Spot!"

Best Western Plus Keene Hotel

10/10 Excellent

"We were completely stunned with how wonderful this hotel was from top to bottom. The staff was very friendly and accommodating (they let us have a 1 hour late check out with no charge), the breakfast was fantastic (best I’d ever had in a hotel that offers it free), it was extremely clean, and the attention to detail was amazing. This hotel should have reviews over 9.0!"

Find out more about Winchendon

Search for holiday rentals in Winchendon on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchendon using one of the methods below:

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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?

Modern Waterfront Gem w/ Dock on Lake Monomonac: Visitors give good reviews to this Winchendon vacation home rental, which is located on a lake and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, kitchenware, and a coffee maker.

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 scenic spots to enjoy the outdoors, whereas The Robinson-Broadhurst Foundation Performing Arts Ampitheater is one of the cultural attractions. V F W Park and Blueberry Island are other places to visit while you're in town.

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.

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Winchendon Vacation Rentals

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Vacation Rentals in Winchendon

Cozy Lakefront Cottage

Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

Cozy Updated Log Cabin with Mountain Views close to Monadnock

Downtown Hot Tub Escape

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

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

Cottage beside a waterfall

Cozy Cabin in a Rural setting #8

Quiet private pond getaway

Cozy Cabin in a Rural setting-14

River Room overlooking the waterfall

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Charming Waterfront Log Cabin

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

2 queen and 2 twin beds

Unique Cozy private 1-bedroom apartment in charming Temple

Top Winchendon Hotel Reviews

The Birchwood Inn

Hampton Inn & Suites Keene

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Days Inn by Wyndham Keene NH

Best Western Plus Keene Hotel

Motel 6 Leominster, MA

The Colonial Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Centennial House

Find out more about Winchendon

Frequently asked questions