
Vacation rentals in Chelmsford
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Top-rated vacation rentals in Chelmsford
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chelmsford vacation rentals
Other great vacation rentals in Chelmsford

Quiet Lowell Rm w/ Friendly Cat
Perfect place to relax and feel at home. Brendan was an amazing host, always making sure we were comfortable and had everything we needed. A genuinely kind, sweet, intelligent, hospitable and open-minded young man! We were honored to be he and Tally's guests at their cozy home! Loved cooking in his kitchen, too!

Private Suite in Mysterious Lowell Neighborhood
Great place, good people and very clean

B1 Safe Haven | Private Room + All Essentials
I had a wonderful stay! Sue was great—very responsive and accommodating. The amenities were just as described, and the place was quiet, private, and felt very safe.

Private Leominster 3rd Floor Apartment
I love Lenny’s Place and I’m so happy I found it. Lenny and his family are beautiful and good people. Lenny’s Mom Maria made me a beautiful dinner one evening I had asked for more towels and came home to find the towels and dinner. I grew up in Leominster but I hadn’t been back in 41 years. This was perfect for me and very close to town a 10 minute walk and a very short walk to Barrettes Pond right down the St. I used to swim there as a child. The surrounding area is stunning very green and many maple trees.

The Pool House at The Acropolis
We loved staying here, it felt very private. Stephen does a great job at maintain professional boundaries while still being amicable and friendly. Restroom was very clean and the pool house was comfortable to sleep in.

Private Room | AC | Full Kitchen | WiFi | Parking
The place is very quiet and clean. Found is a great host who is very responsive and eager to help. I would definitely recommend and return.

Mema's Place --Lovely apartment in private home
We loved Ellen's place from the minute we walked in. It was warm, welcoming and had everything that we needed for a week's stay. The house/apartment is set on a quiet street set in the woods but a very close drive to Concord where we spend most of our time sightseeing. Helen's is the best restaurant to try in town. Ellen and her husband Kevin were there to welcome us and answered any concerns we had about the place. Her place is very comfortable with a large living room to relax in, a kitchen to cook in and a very comfortable bed to sleep in. I give her place 10 stars and more and I recommend it to anyone who is staying in Concord. Thank you Ellen for the wonderful stay and we look forward to seeing you again

Unique Spacious Basement room
Susans place is great. she keeps it very tidy. the kitchen is really helpful to use. make sure not to clutter shared spaces
Quick stats about vacation rentals in Chelmsford
Total rentals
100 properties
Nightly prices starting at
R710 ZAR before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Chelmsford?
Make yourself at home in Chelmsford by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in North Chelmsford, over 80 vacation rentals in Heart Pond, and over 160 vacation rentals in South Lowell.
Do house rentals in Chelmsford have free parking?
Absolutely! We offer over 30 house rentals with free parking in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Chelmsford?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in bed and breakfast rentals in Chelmsford?
Experience the best of Chelmsford with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chelmsford?
Four-legged friends are welcome in Chelmsford. Choose from more than 20 vacation rentals for guests traveling with pets.
Do bed and breakfast rentals in Chelmsford have wifi?
Absolutely! We offer over 20 bed and breakfast rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Chelmsford have a kitchen?
Absolutely! We offer over 20 bed and breakfast rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chelmsford have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chelmsford?
Chelmsford has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Chelmsford?
Yes! Work meets play with ease at over 70 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Bear Brook State Park
- Pats Peak Ski Area
- Wentworth by the Sea Country Club