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Search Chelmsford Cottages

Compare 15 Cottages in Chelmsford with updated reviews, rates, and availability.

Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Exterior
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
10.0 out of 10, Exceptional, 8 reviews
"A short walk to the lake where we enjoyed kayaking and were the first to use the new firepit. Great location with all the amenities you would need."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Exterior
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
9.8 out of 10, Exceptional, 7 reviews
"This house has a big kitchen/living room and comfy beds. Not drinking the well water was odd-would be nice if the water provided was in glass and more plentiful. Also the paddle board was broken which was a bummer but the owner was very responsive and worked with us to make up for that. It’s a sweet cottage."
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
The PondeRosa cottage at Cobbett's pond
Lake
The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, 10 reviews
"The weekend that my girlfriend and I spent here was fantastic. Ana was very helpful and the cottage was beautiful and cozy. Hiking trails, food, bars, and stores all in 10 minutes or less driving range. Would easily stay here again, nothing negative to say at all!"
The PondeRosa cottage at Cobbett's pond
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Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Pool
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
10.0 out of 10, Exceptional, 2 reviews
"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.
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Pool | Outdoor pool, a heated pool
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
10.0 out of 10, Exceptional, 2 reviews
"The home had everything we needed. The amount of activities made it that we didn’t even have to leave the community if we didn’t want to. We spent three days relaxing at the pool and pond. The restaurant on site is exceptional. The location is perfect! We were able to take day trips to Cape Cod, Salem, Boston and Gloucester for whale watching. Pam, the host is very helpful and attentive. We were very happy with our experience and would recommend to friends and family! 10/10"
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
Property grounds
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
10.0 out of 10, Exceptional, 1 review
"This cottage, in Summer Village, was modern and comfortable, with a sunny front room, whose loungers we enjoyed! The resort community was fairly quiet, since it was after Labor Day. There were an active group of older adults who were quite friendly. The fact that the community was gated made it a little harder to have visitors. We really liked taking walks in the morning--some good hills! We were sorry the beach and pond were closed due to high algae levels--were told that it was not uncommon at...
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
Enchanted Cottage on 5 Acres
Private kitchen
Enchanted Cottage on 5 Acres
Enchanted Cottage on 5 Acres
Remodeled Cottage retreat on the Lake, close to Boston but nestled in the woods
Property grounds
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
Property grounds
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
Property grounds
Entire near Boston Cottage House: MBTA, T, all major roads, parking
Entire near Boston Cottage House: MBTA, T, all major roads, parking
Inviting Summer Village Cottage: Golf Cart & More!
Outdoor dining
Inviting Summer Village Cottage: Golf Cart & More!
Inviting Summer Village Cottage: Golf Cart & More!
Gated Resort Community
View from property
Gated Resort Community
Gated Resort Community
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Interior
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
3.0 star property
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Inviting Summer Village Cottage: Golf Cart & More!
Interior
Inviting Summer Village Cottage: Golf Cart & More!
3.0 star property
Inviting Summer Village Cottage: Golf Cart & More!
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Interior
Bright & Pet-friendly Home: 2 Mi to Harvard Square
3.0 star property
Bright & Pet-friendly Home: 2 Mi to Harvard Square
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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.

Other property types in Chelmsford

HYATT house Boston/Burlington
Courtyard
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, 2,209 reviews
"I’ve stayed here a few times now. Always a good experience."
The price is $155
$173 total
includes taxes & fees
Jun 16 - Jun 17
HYATT house Boston/Burlington
Crescent Suites Hotel
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, 832 reviews
"Didn’t feel like a hotel, gave off a “homey” kind of vibe."
The price is $179
$200 total
includes taxes & fees
Jun 16 - Jun 17
Crescent Suites Hotel
Sonder 907 Main
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very Good, 339 reviews
"Fabulous location and the rooms are awesome. So Boston!!"
The price is $263
$305 total
includes taxes & fees
Jun 28 - Jun 29
Sonder 907 Main
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.

Chelmsford Cottages information

Number of reviews
30
Accommodation
15 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Chelmsford with Expedia?
Expedia has some terrific cottages in Chelmsford, so start packing for an unforgettable vacation on nature’s doorstep. If you have a budget in mind, select how much you’re willing to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a hot tub or free WiFi. We’ll help you find a suitable place whatever your escape looks like.
How can I find cheap cottages in Chelmsford?
With Expedia’s useful filter tool, booking cheap cottages in Chelmsford is a cinch. To discover accommodations that’ll make your wallet happy, tailor your search results by amenities, star rating and budget.
What is there to do in Chelmsford near my cottage?
Chelmsford has enough experiences and activities to keep you busy for weeks, beginning with Nashoba Valley Ski Area. MIT Haystack Observatory, Fruitlands Museums and Westford Museum and Historical Society are other awesome attractions. If you’re staying a while longer, Butterfly Place and Mascuppic Lake Beach will cap off your itinerary nicely.

Recent reviews of Chelmsford hotels
Expedia verified reviews

The Arcadian powered by Sonder

The Arcadian powered by Sonder

5/5 Excellent
"Very convenient, clean, great staff, all I needed"
A verified traveler stayed at The Arcadian powered by Sonder
Posted 23 hours ago
The Arcadian powered by Sonder