
Holiday rentals in Chelmsford
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Top-rated holiday rentals in Chelmsford
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Entire Unit Condo close to UMASS Lowell
My place is close to restaurants, UMASS. Lowell, and almost anything you need. You’ll love my place because instead of having a spare room in someone's house, you get an entire condo and privacy available to you (owner lives in separate unit). The unit includes basic amenities included (toiletries, bedding etc). In addition, the unit comes with a PlayStation 4 for the kids (or the husband/boyfriend) to keep them busy :) My place is good for couples, solo adventurers, and business travelers.

Perfect getaway, enjoy the seasons!
Travelers Welcome! Just bring yourself. Each season, cozy up in this quaint space and slip on a plush robe with some slippers, which can be found onsite. We do have central ac! Located in the Historic town of North Chelmsford, a little more like “city life” during rush hour and on the weekends. 2-5 minutes in walking distance to so many spots- Restaurants, the lake, the park, the Merrimack River and 45 minute drive to Boston. I hope you agree this space is filled with peace and relaxation

The Art Experience
The Art House at the Ellison Building was built in 1878. This unit was renovated in 2004 and 2022. It is walking distance to both Freeman lake beach and also a boat launch for the Merrimack River. It's situated between Lowell and Nashua NH. 40 minute drive to Boston or Manchester. This 2 bedroom condo was renovated by artist/architect Daniel Forcier. All of the artwork hanging is for sale and Daniel has his art studio on site where classes are available for the complete art experience.

Cozy Private Bedroom and Private Bathroom
Privacy of a hotel room for half the price. This guest suite includes a private entrance with a private bedroom&bath, we are located in a good neighborhood about 7 mins away from Walmart/CVS/Market Basket. Keyless entry *Safe street parking around the area, will provide parking information before arrival* Room comes with WiFi and a smart TV with a free Netflix account so you can enjoy the latest shows/movies. Bathroom also has a nice overhead bluetooth speaker! No smoking- $200 fee

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Westford Woods Retreat
Perfect for a couple or single traveler, Westford Woods Retreat is a cozy place to be on a winter day! This centrally-located studio apartment is the place to stay when visiting the snowy mountains of New England. Nashoba Valley Ski Area is just 15 minutes away! Guests also have access to two sets of adult snow shoes with multiple snowshoeing trails within 15 minutes of the Airbnb. With a private entry to the 2nd floor, it's the perfect place to relax after a day of adventuring.

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Furnished Cozy Apartment in quiet neighborhood
Come stay in this great place with nice cozy apartment features in a quiet neighborhood. Are you looking to getaway for a few days, relax, rejuvenate and get back to your everyday hustle? Are you looking for a perfect place to work remotely at shoe string budget? Conveniently located this place offer these and more including recreational activities all year long - NE beaches in summer, fishing, leaf peeping in Fall, skiing in winter etc Close to UMass Lowell

Exclusive Stay: Entire Unit by UMASS
A cozy, private entire unit perfect for couples or a small family. This standalone home offers a full kitchen, full bath, and a comfortable, secure stay in a central Lowell location. Conveniently close to Chelmsford, Dracut, Tewksbury, Billerica, and Andover, with restaurants, parks, coffee shops, and local attractions just minutes away Walk to UMASS Lowell, Tsongas center, Middlesex Community College, Stoklosa Middle School, and Lowell General Hospital.

Hidden Gem
This memorable hidden gem in historical Acton, is anything but ordinary. With your own parking area and semi-private entrance this tastefully decorated guest house is close to many hot spots. The Bruce Freemen Rail Trail, Nara Park, Kimball’s farm in Westford and historical Concord just to name a few. Situated Thirty minutes west of Boston makes it easily accessible to all routes north, south, east and west.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Country Retreat
About this place: This is the ideal location to explore the joys of New England particularly during our nation’s 250th anniversary. Although in a rural area the apartment is conveniently positioned at the junction of interstate 495 (North and South) and route 2 (East and West). Historic Concord is 5 minutes away, Lexington 10 minutes and just 25 minutes to Boston (depending on traffic).
Popular amenities for Chelmsford holiday rentals
Other great holiday rentals in Chelmsford

overflow room by Tufts Cambridge Davis Square 闪家@4

Postmodern Pastoral Suite | 25min to Cambridge

B1 Engineer and Interns Discounts Private Entrance

King Bedroom-Near Boston but suburban

Bright Bedroom with Queen bed

Heaven behind the trees

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi

Charming Burlington, Mass. home
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $82 SGD | $82 SGD | $82 SGD | $80 SGD | $82 SGD | $85 SGD | $88 SGD | $82 SGD | $82 SGD | $85 SGD | $87 SGD | $86 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
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 180 vacation rentals in North Chelmsford, over 100 vacation rentals in Heart Pond, and over 150 vacation rentals in Pawtucketville.
Do apartment rentals in Chelmsford have free parking?
Absolutely! We offer over 10 apartment 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 hotel rentals in Chelmsford?
Experience the best of Chelmsford with our hotel rentals, starting at about $190 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 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Chelmsford have wifi?
Absolutely! We offer over 10 apartment 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 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 80 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about holiday rentals in Chelmsford

Total holiday rentals
Explore 110 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,410 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Chelmsford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelmsford rentals

4.8 Average rating
Chelmsford stays are highly rated by guests – averaging 4.8 out of 5!
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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Pats Peak Ski Area
- Boston University
- Freedom Trail
- New England Aquarium
- Boston Seaport
- MIT Museum
- Monadnock State Park
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Gillette Stadium
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Symphony Hall




