Photo by Mark D

Search Cottages in Chelmsford

  • 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
The PondeRosa cottage at Cobbett's pond
Property grounds

The PondeRosa cottage at Cobbett's pond

10.0 out of 10, Exceptional, (19)
"Location worked perfect for us to be near family and friends "
The PondeRosa cottage at Cobbett's pond
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Exterior

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.
Pool

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.
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Exterior detail

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
Exterior detail

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
Outdoor pool, a heated pool

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
Aerial view

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
Inviting Summer Village Cottage: Golf Cart & More!
Outdoor dining

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
Pool

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
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Private kitchen

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Waterfront Cottage in Summer Village w/ Grill
Interior

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
Terrace/patio

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
Terrace/patio

Beautiful waterview and water access from adorable cottage

Beautiful waterview and water access from adorable cottage
Entire near Boston Cottage House: MBTA, T, all major roads, parking
Terrace/patio

Entire near Boston Cottage House: MBTA, T, all major roads, parking

Entire near Boston Cottage House: MBTA, T, all major roads, parking
Gated Resort Community
Interior

Gated Resort Community

Gated Resort Community
Lakefront Salem Retreat - Fish, Swim, Kayak & More
Living area

Lakefront Salem Retreat - Fish, Swim, Kayak & More

3.0 star property
Lakefront Salem Retreat - Fish, Swim, Kayak & More
Waterfront Cottage in Summer Village w/ Grill
Interior

Waterfront Cottage in Summer Village w/ Grill

3.0 star property
Waterfront Cottage in Summer Village w/ Grill
Peek-a-boo Lake Views & Yard: Windham Home
Interior

Peek-a-boo Lake Views & Yard: Windham Home

3.0 star property
Peek-a-boo Lake Views & Yard: Windham Home
Summer Village Family Cottage w/ Community Perks!
Outdoor dining

Summer Village Family Cottage w/ Community Perks!

3.0 star property
Summer Village Family Cottage w/ Community Perks!
Inviting Summer Village Cottage: Golf Cart & More!
Microwave, oven, stovetop, dishwasher

Inviting Summer Village Cottage: Golf Cart & More!

3.0 star property
Inviting Summer Village Cottage: Golf Cart & More!
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 Chelmsford
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 Chelmsford

Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (406)
"Perfect location!"
The price is HK$999
HK$1,158 total
includes taxes & fees
2 Jan - 3 Jan 2025
Sonder 907 Main
Maverick Suites at 89 Marion
Interior entrance

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (203)
"Good location, nice property, just wish that I there were an option to check in earlier because I had to walk around with a suitcase for 4 hours."
The price is HK$839
HK$1,631 total
includes taxes & fees
1 Jan - 2 Jan 2025
Maverick Suites at 89 Marion
Crescent Suites Hotel
Property grounds

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (957)
"Parking easily available, short walk to restaurants. Property is clean, quiet, and the rooms are warm and friendly."
The price is HK$1,235
HK$1,379 total
includes taxes & fees
27 Dec - 28 Dec
Crescent Suites Hotel
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 Chelmsford with Expedia?
Booking a cottage in Chelmsford is as simple as working out your travel dates and choosing an ideal place for outdoor fun and relaxation. From chic retreats to affordable stays and cottages that offer perks like a hot tub, Expedia has something for all styles. As for epic deals? We’ve got them too!
How can I find cheap cottages in Chelmsford?
Expedia is here to help you track down cheap cottages in Chelmsford. To lock in the perfect stay in a couple of quick clicks, try out the filter tool to refine your search results by star rating, budget and amenities.