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Vacation Homes in Winchendon

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (17)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is AED 781
AED 1,405 total
includes taxes & fees
4 Sep - 5 Sep
Downtown Hot Tub Escape

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (9)
"Beautiful, beautiful, beautiful! Peaceful location. Clean and welcoming. Everyone in our party loved it and would like to stay again. Wish we could’ve stayed longer. Highly recommend!"
Story Book Lake Front Chateau with Private Beach!

Quiet private pond getaway

9.4 out of 10, Exceptional, (14)
"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!"
Quiet private pond getaway

Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

10.0 out of 10, Exceptional, (67)
"We enjoyed our stay at this beautiful spacious property. The owner was very helpful and responsive. I’d definitely recommend staying here if you are in the area."
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

9.8 out of 10, Exceptional, (20)
"Beautiful place"
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Cozy Lakefront Cottage

9.8 out of 10, Exceptional, (17)
"Me and my children had an amazing time exploring the lake."
Cozy Lakefront Cottage

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (41)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (17)
"Very clean, well equipped and thoughtfuly supplied. An extra bonus were the great assortment of books, games, movies, and puzzles available. A great deal of experience and generosity went into choices made, and it was much appreciated. "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

Beautiful Lakefront home - perfect getaway for every season!

10.0 out of 10, Exceptional, (5)
"We had an incredible stay at the lake house. Michelle and Patrick were absolutely wonderful to work with and very responsive throughout our stay. The home is beautiful. Waking up to the lake each morning was such a treat. We definitely hope to visit again!"
Beautiful Lakefront home - perfect getaway for every season!

earthship forest exile

10.0 out of 10, Exceptional, (5)
"Great house for myself and my staff who run the NEW HAMPSHIRE OUTDOOR EXPO to stay and chill. House is clean, nice layout and the woodstove is awesome. We will be coming back to this property as our event is ANNUAL."
earthship forest exile

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

2.0 star property
9.0 out of 10, Wonderful, (8)
"House was great and plenty of towels and such. The board games were fabulous. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

9.8 out of 10, Exceptional, (89)
"Perfect location for all our wedding venues. Very spacious and comfortable accommodations. "
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

Delightful Classic Farmhouse With Gorgeous Views

4.0 star property
10.0 out of 10, Exceptional, (4)
"The house is amazing. so very beautiful. Comfortable for all 5 of us. Very clean. the fireplace and kitchen stove an absolute bonus. the cows, chickens and other wild life only added to the charm. Aaron and Susan were wonderful hosts! they made us feel right at home! Will stay there, hopefully, yearly! truly a treasure."
Delightful Classic Farmhouse With Gorgeous Views

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (54)
"Its a great retreat to stay at .we enjoyed the kayaks and paddle boards,roasted marshmellows,played games all in all a very relaxing time"
Waterfont log home nestled in the pines

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (24)
"Our family gets together for Christmas and this home is the ideal place for part of the family to stay."
Lovely 3-bedroom City Escape

3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

2.0 star property
The price is AED 2,972
AED 4,759 total
includes taxes & fees
4 Sep - 5 Sep
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

8.0 out of 10, Very Good, (2)
"There was a bit of a mix up during the check in process, but it was straightened out. Luckily for us this was trip to catch up with family and friends so we could go somewhere to figure it out, as there is no service without the wifi. The house is gorgeous, clean and spacious inside. There is some sort of day camp (?) thing going on at the property next to it, so kids are running around and swimming in that area all day. It wasn’t bothersome to us. Also the road getting to the place is full of...
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Charming 4-BR + 6 bathroom chateau with WiFi, in Marlborough view on Monadnock

Charming 4-BR + 6 bathroom chateau with WiFi, in Marlborough view on Monadnock

Magic Lakehouse, Waterfront, Private Beach and Dock

10.0 out of 10, Exceptional, (1)
"The house is exactly as advertised. Very peaceful and quiet. It has everything a family may need. Highly recommended."
Magic Lakehouse, Waterfront, Private Beach and Dock

Charming Home Walk to Downtown!

10.0 out of 10, Exceptional, (1)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
Charming Home Walk to Downtown!
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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Top Winchendon Hotel Reviews