
Vacation rentals in Chelmsford
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chelmsford
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chelmsford vacation rentals
Other great vacation rentals in Chelmsford

Charming Brick Cape near Walden Pond, Concord, MA
Karen's home is lovely and well situated in a peaceful tree-lined neighborhood close to all the historic sites in Concord. The bedroom is spacious, comfortable, clean and beautifully appointed. Karen and Brook were very friendly and welcoming hosts. We enjoyed our stay -- and the chance to walk to beautiful Walden Pond.

Private room with private bathroom in a cozy home
Patricia was incredibly accommodating, considerate, and understanding. The home was beautiful, clean, and welcoming. Highly recommend!”

O-Comfy Clean Safe moon view with room lock
Sue was great! She was very kind and accommodating. She was also super helpful and easy to communicate with.

LG Place
Wavel's place was in a safe neighborhood. I was happy that there was a parking space and getting in the house was easy. I greatly appreciated the fridge and microwave in the room. He was great at communicating when I had a question.

Quiet Lowell Rm w/ Friendly Cat
Brendan is a very kind and friendly host. He was very flexible; in fact, when I had accidently booked the wrong arrival day (2 day stay, instead of 3), he had no problem in adjusting it and refunding a day (I believe minus whatever fees AirBnB charges). Quiet neighborhood. We weren't around much, but when we were, Brendan was around to make sure all was good. The last day, I had a nice conversation with him about a few different things. My wife called him "a kind old soul" and when you meet him, it's true. Thanks, Brendan for making it a great stay!

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.

King Bedroom-Near Boston but suburban
Stephen place its amazing very quiet and very clean and peaceful this one its my favorite airbnb ever. Very respectful and kind i cant wait to go back again and enjoy a amazing stay 🙏🏻

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.
Quick stats about vacation rentals in Chelmsford
Total rentals
100 properties
Nightly prices starting at
G$8,366 GYD 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 160 vacation rentals in South Lowell, and over 80 vacation rentals in Heart Pond.
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 Apartment Rentals in Chelmsford?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, 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 hotel rentals in Chelmsford have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chelmsford have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chelmsford have air conditioning?
Absolutely! We offer over 10 apartment 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.
Destinations to explore
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Montreal Vacation rentals
- Pocono Mountains Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club