Photo by Donald Forster

Search Cottages in Pepperell

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 30 Cottages in Pepperell with updated reviews, rates, and availability.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior

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
Our cozy master bedroom with a queen size bed

The PondeRosa cottage at Cobbett's pond

10.0 out of 10, Exceptional, (18)
"We loved this home, it was perfect for our stay to attend our daughters wedding. Close to everything, but affords a lot of privacy. Our host was always available for questions and the dog walker she recommended was a gem. Would definitely recommended staying here!!"
The PondeRosa cottage at Cobbett's pond
Cottage on Partridge Pond
Lake

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
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
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
View from the lake

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!
The Firepit! Make a cocktail and warm up!

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.
Property grounds

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

9.2 out of 10, Wonderful, (5)
"The cabin is in a very nice, quiet and peaceful area. The property was clean and inviting. Once we figured how to work the pellet heater we were set. We were very pleased with our stay. "
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Property grounds

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
Front of House View

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
Terrace/patio

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
Heated pool next to gym, both overlooking the water.

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
Exterior

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
Outdoor dining

The Cozy Cottage

10.0 out of 10, Exceptional, (3)
"The cottage was exactly what my family needed for our visit . Tucked off the road and very quiet. Dan responded immediately to me whenever I reached out. "
The Cozy Cottage
Inviting Summer Village Cottage: Golf Cart & More!
Westford Vacation Rental | 2BR | 1BA | 800 Sq Ft | Steps Required

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
Exterior

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
Property grounds

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 SAR 597
SAR 1,075 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Modern Cottage with Sauna on Lake Monomonac
Finnish cottage with Sauna on Lake Monomonac
Exterior

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 SAR 559
SAR 921 total
includes taxes & fees
26 Nov - 27 Nov
Finnish cottage with Sauna on Lake Monomonac
Waterfront Cottage in Summer Village w/ Grill
Westford Vacation Rental | 2BR | 1BA | 5 Steps to Enter | 873 Sq Ft

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
Miscellaneous

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
Miscellaneous

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.
Don't see what you're looking for?
See all available properties in Pepperell
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Pepperell

Private house on historic farm in the heart of New England
Dining

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
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior

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
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
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

Why book your cottage in Pepperell with Expedia?
Expedia has some wonderful cottages in Pepperell, so get ready for a memorable stay on nature’s doorstep. If you need to stick to a budget, select how much you’re willing to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or a hot tub. We’ll help you find a suitable place whatever your plans or style of travel.
How can I find cheap cottages in Pepperell?
With Expedia’s handy filter tool, sourcing cheap cottages in Pepperell has never been easier. To view accommodations that’ll make your bank balance smile, tailor your search results by budget, star rating and amenities.