Aerial view of Chelmsford, Massachusetts in winter

Chelmsford Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chelmsford holiday rentals

✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (33 reviews)
"Wonderful stay"
United States
Brent H.
The price is NZ$396
includes taxes & fees
16 July - 17 July
✨Private Studio w/ Loft Center Historic Carlisle✨

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is NZ$1,044
includes taxes & fees
30 June - 1 July
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is NZ$397
includes taxes & fees
29 June - 30 June
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very good, (37 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is NZ$555
includes taxes & fees
24 June - 25 June
Great Apartment on River/ Harvard Square two blocks

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (45 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is NZ$539
includes taxes & fees
30 June - 1 July
On River/Harvard Sq. two blocks

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino
Everett
9.2 out of 10, Wonderful, (5 reviews)
"This is a fantastic home with a lot of amenities. Barry, the host, was awesome to work with and went above and beyond to make our stay perfect. "
United States
Deanna K.
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
The price is NZ$407
includes taxes & fees
5 July - 6 July
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (60 reviews)
"Great spot and very convenient! "
United States
Cailey Faye S.
The price is NZ$827
includes taxes & fees
13 July - 14 July
Luxury and Modern Apt near Mall/ Hospital

Extra large 1 Bedroom apartment!

Extra large 1 Bedroom apartment!
Salem
9.8 out of 10, Exceptional, (9 reviews)
"Great property"
United States
Chris G.
Extra large 1 Bedroom apartment!

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
9.0 out of 10, Wonderful, (10 reviews)
"Stayed at this property for a little over a week. Property is in good shape, location is convenient. Host is very responsive to questions. Highly recommend this property"
United States
Brendan D.
The price is NZ$1,010
includes taxes & fees
25 June - 26 June
Modern Three Bedroom Condo - Near Boston

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford Hillside
9.4 out of 10, Exceptional, (23 reviews)
"The quiet side street in Medford was great after spending our days in Boston. The close proximity to public transportation was also a plus. No worries about city parking at all.The house was super clean and cozy just as advertised!"
United States
Marla M.
The price is NZ$629
includes taxes & fees
2 July - 3 July
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (60 reviews)
"Owner accessible, and cleanliness and convenience was very good."
United States
Ian
The price is NZ$550
includes taxes & fees
29 June - 30 June
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces

3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces
East Somerville
10.0 out of 10, Exceptional, (24 reviews)
"Marina was welcoming & available for all our needs. Beautiful place to stay. "
United States
Josephine A.
The price is NZ$788
includes taxes & fees
7 July - 8 July
3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Everett
10.0 out of 10, Exceptional, (8 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is NZ$615
includes taxes & fees
29 June - 30 June
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

Adorable 1-bedroom apartment in welcoming Cambridge

Adorable 1-bedroom apartment in welcoming Cambridge
North Cambridge
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay in Cambridge for the Boston marathon. Walking distance to the red line and busses made it very easy to get downtown. This place had everything you could think of to make it a comfortable stay, and the host had excellent communication. Would stay here again!"
United States
Peter C.
The price is NZ$631
includes taxes & fees
5 July - 6 July
Adorable 1-bedroom apartment in welcoming Cambridge

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
9.6 out of 10, Exceptional, (5 reviews)
"Clean rooms and comfortable beds "
United States
camilo r.
The price is NZ$710
includes taxes & fees
20 July - 21 July
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.6 out of 10, Excellent, (8 reviews)
"Good stay! Host was extremely nice and welcoming! It snowed during the night of the stay, and they were nice enough to still shovel a path in the morning and even cleared a path around my vehicle. Thank you! There is only a microwave, but easy to make work for food options. "
United States
Logan R.
The price is NZ$282
includes taxes & fees
21 July - 22 July
Private Luxury 2 Bedroom Suite

Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath

Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
West Cambridge
The price is NZ$656
includes taxes & fees
24 June - 25 June
Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (24 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is NZ$680
includes taxes & fees
5 July - 6 July
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Cozy Salem Studio Near Tuscan Village & Boston

Cozy Salem Studio Near Tuscan Village & Boston
Salem
9.6 out of 10, Exceptional, (24 reviews)
"Super clean and beautiful inside! Easy to find!"
United States
Brianna
The price is NZ$631
includes taxes & fees
28 June - 29 June
Cozy Salem Studio Near Tuscan Village & Boston
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chelmsford Hotel Reviews

Find out more about Chelmsford

Everything you need to know about Chelmsford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelmsford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelmsford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chelmsford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelmsford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelmsford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelmsford holiday rentals we have selected for you start as low as NZ$306 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chelmsford rentals

At Expedia, we put the best Chelmsford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelmsford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelmsford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelmsford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Chelmsford?

Yes, there are holiday rentals close to the most popular sights in Chelmsford, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Chelmsford. While you're here, grab a bite or have a drink at the coffee shops.

What are some of the best holiday rentals that Chelmsford has to offer?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This holiday home rental outside of Chelmsford has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Chelmsford?

Explore the area and family-friendly sights such as Collins Bowladrome, or get out into nature at a spot like Concord River. Great Brook Farm State Park and Cambodia Town are a couple of places you'll find in the wider area.

What are holiday rentals like in Chelmsford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chelmsford. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.