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Compare 31 Cottages in Pepperell with updated reviews, rates, and availability.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.4 out of 10, Exceptional, (16)
"Place was pristine, great location on the lake. Beautiful scenery with the mountains, used the kayaks to get around the lake and catch some fish! My son and i caught pickerel, perch, bass, crappies, and pumkinseeds. Quick drive from Boston @ a little over a hour."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, (17)
"This was perfect for our needs. "
The PondeRosa cottage at Cobbett's pond
Cottage on Partridge Pond
10.0 out of 10, Exceptional, (16)
"Lovely home with a small dock in a large pond! Kayaks in the back yard. Beautiful looking out to the pond. Very comfortable home. Hosts are very responsive. We would definitely stay here again. Nice job!"
Cottage on Partridge Pond
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
Finnish cottage with Sauna on Lake Monomonac
2.0 star property
10.0 out of 10, Exceptional, (9)
"We really enjoyed our stay at this peaceful cottage on the lake. We wanted to enjoy nature, unplug, and do some fishing and this location did not disappoint. Even though it rained it did not deter us from enjoying the dock and fishing. The next night we used the fantastic natural sauna and I swear my skin feels softer. We also used the firepit on site. Jim was an awesome host and easy to communicate with. We did not have any issues and would return in a heartbeat. "
The price is AED 657
AED 1,040 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Finnish cottage with Sauna on Lake Monomonac
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
9.6 out of 10, Exceptional, (18)
"Our kids said the beds were the most comfortable beds they'd ever slept on, with the coziest blankets. The cabin was warm, cozy, and homey. Host was very nice and communication was timely and helpful. Beautiful view on the lake. Close to all amenities, shopping, and grocery stores."
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
9.2 out of 10, Wonderful, (10)
"When we arrived we were immediately struck by how spotlessly clean the whole cabin was. And there were very thoughtful welcome packs too. The cabin has quaint cottage touches and the surround sounds from the woods were lovely. Very relaxing and comfortable environment. Full-sized washer and dryer came in handy. Don’t miss America’s Stonehenge just up the road. Would happily stay here again."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
9.6 out of 10, Exceptional, (4)
"Third time staying here we love everything the place has to offer. It’s great for my family. Also can’t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
10.0 out of 10, Exceptional, (13)
"Property better than expected! The host, Joe and his wife could not be any more accommodating. So Pleasant. House clean, plenty of room, amazing views of the lake and the mountains. Outdoor space was spectacular and we loved the outdoor kitchen space. Lake tour on their boat was so much fun. We all relaxed, kayaked and enjoyed our time so much! This is a must if looking for a nice house on a lake for your next getaway."
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
9.6 out of 10, Exceptional, (10)
"Good stay"
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Beach & pond Cottage
9.6 out of 10, Exceptional, (5)
"The cottage was well laid-out for a small to medium size family to stay. Golf cart was great for taking small children to nearby water features (swimming pools and lake). Other visitors and local residents were very friendly and courteous. Perfect place for a week away from hectic city life."
Beach & pond Cottage
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
10.0 out of 10, Exceptional, (3)
"We stayed here for 5 weeks. I had no idea when I booked it how amazing it would be. My kids say it was the best summer ever. The cottage is so cute. The location is amazing and all the amenities are amazing. They cottage community has so many activities going all the time, the beach and lake are so fun with a dock you can swim to, there is a restaurant on the weekends, riding the gold cart around, the swimming pool… I can’t say enough good about this place! I wish I owned one. Don’t hesitate to...
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
10.0 out of 10, Exceptional, (2)
"Family reunion at our favorite summer place ."
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
The Cozy Cottage
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay. The seating outside was lovely!"
The Cozy Cottage
Inviting Summer Village Cottage: Golf Cart & More!
Inviting Summer Village Cottage: Golf Cart & More!
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
2.0 star property
10.0 out of 10, Exceptional, (1)
"My wife literally did not want to leave John's cottage at Summer Village. John updated and his wife tastefully decorated their cottage and thought of everything including spices, toiletries, swim toys and a fully stocked kitchen allowing for great home cooked meals. The location is very quiet and private abutting a nature preserve and the neighbors were friendly and welcoming. We swam in the pool and played on the beach every day. John promptly answered any questions we had and offered...
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
Beautiful Modern Cottage with Sauna on Lake Monomonac
2.0 star property
10.0 out of 10, Exceptional, (1)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is AED 731
AED 1,243 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Beautiful Modern Cottage with Sauna on Lake Monomonac
Waterfront Cottage in Summer Village w/ Grill
2.5 star property
Waterfront Cottage in Summer Village w/ Grill
Remodeled Cottage retreat on the Lake, close to Boston but nestled in the woods
Remodeled Cottage retreat on the Lake, close to Boston but nestled in the woods
Beautiful waterview and water access from adorable cottage
Beautiful waterview and water access from adorable cottage
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 Pepperell

Private house on historic farm in the heart of New England
10.0 out of 10, Exceptional, (9)
"The house was absolutely gorgeous and spotless upon arrival, comfortably fit 4 adults and 4 kids from 1y-7y. House has everything you need for your stay, we were so appreciative Theresa put up a baby gate, pack n play, booster seats and children’s dishes for us. We loved the coffee station. House is in a beautiful setting and close to farms! We thoroughly enjoyed our stay!"
Private house on historic farm in the heart of New England
Two large bedroom townhome with in-unit laundry and parking.
9.8 out of 10, Exceptional, (6)
"Very good city location, yet 5 minutes, you are in the country, close to groceries, restaurants, and very clean neighborhoods. Home was very clean throughout, host very accommadating, smal minor issue, (low batteries in alarms) laalarming)"
The price is AED 551
AED 935 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Two large bedroom townhome with in-unit laundry and parking.
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
10.0 out of 10, Exceptional, (42)
"There were so many great amenities included with this stay. A very modern, energy efficient and health conscious guest house. Our favorite parts were the wood-burning stove, wrap around deck, fully stocked, high-end kitchen, heated towel rack and bathroom floor, and a very remote location. A small-town getaway within an hour's drive of downtown Boston."
The price is AED 1,102
AED 1,957 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Contemporary house on 8 acres of wild flowers, trees and trails; 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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