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

Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 27 Cottages in Chelmsford with updated reviews, rates, and availability.

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.
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
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
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
The PondeRosa cottage at Cobbett's pond
Aerial view

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

Inviting Summer Village Cottage: Golf Cart & More!

Inviting Summer Village Cottage: Golf Cart & More!
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!
Bright & Pet-friendly Home: 2 Mi to Harvard Square
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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
Pond Access: Waterfront Littleton Hideaway!
Fridge, microwave, stovetop, coffee/tea maker

Pond Access: Waterfront Littleton Hideaway!

Pond Access: Waterfront Littleton Hideaway!
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
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
Gated Resort Community
Interior

Gated Resort Community

Gated Resort Community
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
Summer Village Family Cottage w/ Community Perks!
Outdoor dining

Summer Village Family Cottage w/ Community Perks!

2.0 star property
Summer Village Family Cottage w/ Community Perks!
The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC
Terrace/patio

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC
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
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, (449)
"Very comfortable room and close to everything."
The price is SAR 650
SAR 754 total
includes taxes & fees
6 Apr - 7 Apr
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, (217)
"Initial number code for front door didn’t work and it wasn’t very easy to find a contact phone number for Maverick to resolve. Luckily I checked in at 4pm, but if I’d checked in at, say, 10pm, I’m nervous that even with the phone number I wouldn’t’ve been able to get in contact with anyone."
The price is SAR 428
SAR 813 total
includes taxes & fees
6 Apr - 7 Apr
Maverick Suites at 89 Marion
Crescent Suites Hotel
Property grounds

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (970)
"Nice spot for a quick or long term stay"
The price is SAR 596
SAR 666 total
includes taxes & fees
6 Apr - 7 Apr
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?
Expedia has some wonderful cottages in Chelmsford, so start packing for a memorable vacay close to nature. If you need to stick to a budget, select how much you’d like to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap cottages in Chelmsford?
With Expedia’s filter tool, comparing cheap cottages in Chelmsford is easy. To find accommodations that are very pocket friendly, tailor your search results by star rating, amenities and budget.