Photo by Mark D

Chelmsford vacation rentals

We found 128 vacation rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

August 2025

September 2025

Discover a selection of vacation rentals in Chelmsford that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Chelmsford

Your Relaxing Getaway Awaits! Perfect for Merrimac River Frontage! Outdoor Pool!

Sleeps 2 · 1 bedroom · 1 bathroom

Summer Village! Charming 2-bedroom cottage with AC, WiFi in delightful Westford

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - Chelmsford

Premier Host

Top Notch

Four of us competing in a sporting event stayed in this Lowell house, the top floor of a duplex. It is in a good location in a fine neighborhood and the traffic is quiet. Great layout with open-concept living room, dining room and kitchen. Three bedrooms and two bathrooms tucked away around a corner past the kitchen made for quiet and privacy. Furniture and beds very comfortable. TV has plenty of regular broadcast and streaming options. Some nice amenities on the kitchen counter including coffee pods, organic teas and some sweets. Don't be fooled by the modest prices at the nearby Mama's Italian Restaurant where the dinners are excellent and the servings plentiful.

DAVE G.

Stayed Nov 2024

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Chelmsford

Why visit Chelmsford

Family-friendly activities: Chelmsford is perfect for families, offering a range of attractions suitable for all ages.
Cultural experiences: Discover engaging arts, historical sites, and local events that highlight Chelmsford's rich heritage.
Beautiful parks: Enjoy the numerous urban parks that provide ample opportunities for outdoor recreation and relaxation.
Welcoming community: Experience the friendly locals and vibrant neighbourhoods that make Chelmsford feel like home.
Diverse accommodations: Choose from cozy apartments, spacious homes, or modern condos for a comfortable stay.

Popular types of accommodation in Chelmsford

Planning a getaway to Chelmsford? The excitement begins with selecting the perfect accommodation! Whether you're searching for cozy apartments, spacious houses, or modern condos, Chelmsford has a range of options to suit your needs. Explore our selection of Chelmsford apartments and house rentals to find the ideal spot for your stay, ensuring a memorable and comfortable experience in this charming Canadian destination.

Apartments: The top choice for visitors to Chelmsford, offering a comfortable and convenient stay with modern amenities.
Houses: A popular option for families and groups, providing spacious living and a home-like atmosphere.
Condos: A great alternative for those seeking a blend of privacy and community, featuring shared facilities.
House Boats: For a unique experience, these floating accommodations offer a picturesque stay on the water.
Cottages: A charming option that delivers a cozy retreat, perfect for a romantic getaway or a peaceful escape.**

Top attractions in Chelmsford

Chelmsford, Massachusetts, is an ideal destination for families and culture enthusiasts alike. With a blend of modern colleges, historic sites, and urban parks, there's something for everyone to enjoy. Whether you're seeking outdoor activities or cultural experiences, Chelmsford offers a variety of attractions that cater to travellers looking for a memorable family getaway. Explore the local charm and make lasting memories in this vibrant community.

University of Massachusetts Lowell: A vibrant modern university offering a dynamic atmosphere. Explore its innovative programs and engage with students in a lively urban setting, just 6.4km from Chelmsford.
Lowell Memorial Auditorium: This cultural landmark hosts a variety of performances and events, celebrating local history and artistry. Experience its rich heritage and enjoy its beautiful architecture, located 6.4km away.
Lowell National Historical Park: A fascinating historic site that showcases the city's industrial past, featuring restored mills and engaging exhibits. Immerse yourself in the culture of Lowell, only 6.4km from Chelmsford.

Things to do recommended for couples

Searching for a romantic getaway in Chelmsford? Enjoy skiing at Nashoba Valley Ski Area for thrilling winter fun, indulge in luxury at the Country Club of Billerica, or embrace adventure with water sports at Pomps Pond. Each spot offers unique experiences to create lasting memories together.

Things to do recommended for families

Your family will have a fantastic time in Chelmsford! Enjoy the energetic atmosphere at Tsongas Arena, unwind in the serene Great Brook Farm State Park, and indulge in sweet treats at Kimball Farm. These experiences promise to create lasting memories for everyone!

Things to do recommended for groups

Experience the vibrant Burlington Mall for shopping and entertainment, tee off at the scenic Swanson Meadows Golf Course, or enjoy a captivating performance at the Merrimack Repertory Theater. Chelmsford offers a delightful mix of activities for your group to create lasting memories.

What do I need to keep in mind when booking a vacation in Chelmsford

When planning your trip, whether you're with a group, family, travelling with pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

Traveling to Chelmsford with a group: Think about how many bedrooms you'll require, along with amenities like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
Traveling to Chelmsford with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Chelmsford: For many families, a vacation isn’t truly fulfilled without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
Planning for a long term stay visiting Chelmsford: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding amenities like parking, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Chelmsford

Experience the charm of Chelmsford, Massachusetts, a delightful city perfect for family-friendly and cultural adventures. Explore the vibrant neighborhoods of North Chelmsford and the convenient downtown area, where friendly locals welcome you. Discover historical sites, engaging arts, and entertainment options that make Chelmsford a unique destination. Nearby towns also offer rich experiences, ensuring your vacation is filled with delightful memories and a warm community atmosphere.

Highlands: Located 3.2km from Chelmsford, the Highlands neighbourhood offers a vibrant mix of family-friendly activities and cultural experiences. Visitors can enjoy educational venues, lively theatre performances, and entertainment options including a nearby casino. The area boasts notable landmarks such as a modern college university, a sports facility stadium, and a thrilling theme park, making it an ideal spot for families and culture enthusiasts alike. The welcoming atmosphere and diverse recreational opportunities make Highlands a must-visit during your stay.
Lowell: Just 4.8km from Chelmsford, Lowell is a dynamic city steeped in history and culture. Known for its family-oriented attractions, Lowell offers a variety of engaging activities, including theatre, education, and an arts centre. Visitors can explore local landmarks such as a sports facility stadium and beautiful family-friendly beaches, providing ample opportunities for relaxation and recreation. The rich cultural tapestry and vibrant community events ensure that there is always something exciting happening in Lowell.
North Chelmsford: Situated 4.8km from Chelmsford, North Chelmsford is a charming city that embodies family, culture, and entertainment. The area is home to a variety of activities, including theatre productions and educational venues, along with an arts centre that showcases local talent. Key attractions include a sports facility stadium, a modern college university, and an event conference venue, making it a great destination for both leisure and business travellers. North Chelmsford's friendly community and engaging activities make it a delightful place to explore.

Best time to go to Chelmsford

If you're planning a trip to Chelmsford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	27.3°F (-2.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	28.8°F (-1.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.0°F (2.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
April	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Average	Average
May	58.3°F (14.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.0°F (22.2°C)	Light Rain	Mostly Sunny	Average	Average
September	64.8°F (18.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	53.8°F (12.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	42.1°F (5.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.6°F (0.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? We recommend staying flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new getaways, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The lush setting of Chelmsford is ready to explore

The forests and surrounding scenery provide a peaceful ambiance to your vacation home in Chelmsford. Travelers to this welcoming city praise the local tours, football games and shopping. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Chelmsford

Are you searching for top things to see and do in the city? Venture out of your vacation home and check out everything that makes Chelmsford a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Nashoba Valley Ski Area (6.1 mi / 9.9 km)
Kimball Farm (6.3 mi / 10.2 km)
Tewksbury Country Club (7.5 mi / 12 km)
Fun World (9.4 mi / 15.2 km)
Cyclones Arena (12.5 mi / 20.1 km)
Butternut Farm Golf Club (14.3 mi / 23 km)

Exploring the natural landscape of Chelmsford

Whether you're an active traveler or just want to take in the scenery, Chelmsford is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

Westford Town Common (4.6 mi / 7.3 km)
Veterans Memorial Park (5.9 mi / 9.5 km)
Concord River (8.9 mi / 14.3 km)
Minute Man National Historical Park (10.1 mi / 16.3 km)
Walden Pond (10.9 mi / 17.6 km)
DeCordova Sculpture Park and Museum (11.8 mi / 19 km)

Traveling to and around Chelmsford

The nearest airport is in Bedford, MA (BED-Laurence G. Hanscom Field), located 9.8 mi (15.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 14.2 mi (22.9 km) away.

Frequently asked questions

What is the best area to stay in Chelmsford when booking a vacation rental?

When considering a vacation rental in Chelmsford, Massachusetts, a popular area to stay in is the charming neighbourhood of South Chelmsford. This area boasts a delightful mix of suburban tranquillity and easy access to local amenities. Visitors will find a variety of properties available, offering a comfortable and inclusive setting for a pleasant stay.

In South Chelmsford, you'll be close to the scenic Chelmsford Town Common, a lovely park that serves as a community hub, often hosting events and activities throughout the year. It's a great spot for leisurely strolls or picnics. Additionally, the nearby Bruce Freeman Rail Trail provides an excellent opportunity for walking, biking, or simply enjoying the outdoors, making it a favourite for nature enthusiasts.

Another appealing option is the neighbourhood surrounding Chelmsford Centre, which is conveniently located near a selection of shops, restaurants, and cafes. Staying here puts you within walking distance of the historic Chelmsford Centre for the Arts, where you can enjoy various cultural events and performances. This area typically has a good number of vacation rental properties, suiting a range of preferences and budgets.

How much does it cost to rent a vacation home in Chelmsford?

Prices for vacation rentals in Chelmsford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chelmsford to more spacious homes.

Are there any discounts for Chelmsford vacation house rentals?

You can find great discounts on house rentals in Chelmsford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in Chelmsford?

A long-stay vacation rental in Chelmsford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Chelmsford vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Chelmsford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Chelmsford vacation rental?

Book your Chelmsford vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my Chelmsford home rental booking on Vrbo?

To find Chelmsford vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Chelmsford vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

It's easy to contact hosts and keep track of all your messages when you have a Vrbo account

Find spaces that suit your style

Find the best place to stay - Chelmsford

Your Relaxing Getaway Awaits! Perfect for Merrimac River Frontage! Outdoor Pool!

Lakeview Getaway with Hot Tub

Home Away From Home in Lowell

Newly renovated, spacious, clean, 3-bedroom home.

Lake Access 4 Bed 3 Full Bath