A town with a prominent white church steeple, a snow-covered landscape, and a mix of residential and commercial buildings.

Chelmsford Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chelmsford holiday rentals

A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

1. 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, (17 reviews)
"It was a great stay. The place was cosy and had everything you need and stuff you forgot to bring . I will definitely be staying here again."
United States
Jonathan
The price is AU$315
includes taxes & fees
10 Nov - 11 Nov
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
A two-story house with a front porch and a garden with purple flowers.

2. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is AU$327
includes taxes & fees
12 Nov - 13 Nov
✨Private Studio w/ Loft Center Historic Carlisle✨
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

3. Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub
Billerica
9.4 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
KrackleJak
The price is AU$836
includes taxes & fees
10 Nov - 11 Nov
Lakeview Getaway with Hot Tub
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

4. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (24 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
The price is AU$1,054
includes taxes & fees
10 Nov - 11 Nov
Lake Access 4 Bed 3 Full Bath
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,352 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is AU$247
includes taxes & fees
10 Nov - 11 Nov
Crescent Suites Hotel
A hotel reception desk with a staff member, a guest, and a child.

6. 1 Queen Bed | Newly Redesigned

1 Queen Bed | Newly Redesigned
Nashua
10.0 out of 10, Exceptional, (6 reviews)
"It always seems like every time I stay at Motel 6. It’s very quiet and peaceful. People at the front desk are very professional and know how to do their job I tell people about my stays all the time By the way, the bathroom is beautiful"
United States
Joseph
The price is AU$130
includes taxes & fees
10 Nov - 11 Nov
1 Queen Bed | Newly Redesigned
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

7. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
The price is AU$303
includes taxes & fees
10 Nov - 11 Nov
Furnished Apartments near Encore Boston
A stone fireplace with a metal screen and a decorative horseshoe.

8. SOFIMA-Cozy and Charming 2-bedroom apartment!

SOFIMA-Cozy and Charming 2-bedroom apartment!
Woburn
10.0 out of 10, Exceptional, (11 reviews)
"Great place close to everything we needed. Accomidations are nice and everything we needed was there. "
United States
Mark K.
The price is AU$784
includes taxes & fees
16 Nov - 17 Nov
SOFIMA-Cozy and Charming 2-bedroom apartment!
A deck with two Adirondack chairs overlooking a lake.

9. Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing

Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
Littleton
The price is AU$787
includes taxes & fees
12 Nov - 13 Nov
Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
A modern kitchen with wooden cabinets, a white refrigerator, and a coffee maker.

10. 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, (68 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
The price is AU$345
includes taxes & fees
10 Nov - 11 Nov
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A bedroom with a brick fireplace, a bed with white bedding, a television on a stand, and a wooden floor.

11. Charming Groton Farmhouse Apartment

Charming Groton Farmhouse Apartment
Groton
9.4 out of 10, Exceptional, (3 reviews)
"This find was a gem. Check in and parking were very easy. The place was clean, had nice amenities (plenty of towels, amenities for kids, etc.), and matched the photos well. The best part of the trip was the host, though. Jamie was warm and hospitable, and made our afternoon very pleasant by setting out many toys for our kids to play with. We really appreciated the extra effort and would book with her again."
United States
Brian A.
The price is AU$603
includes taxes & fees
11 Nov - 12 Nov
Charming Groton Farmhouse Apartment
A modern hotel lobby with a seating area, a bar, and a kitchen.

12. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is AU$179
includes taxes & fees
11 Nov - 12 Nov
Residences at Solomon Pond
A wooden hallway with a patterned floor leading to a door.

13. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (355 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is AU$297
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 89 Marion
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

14. 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, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is AU$311
includes taxes & fees
11 Nov - 12 Nov
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

15. A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Nashua
9.6 out of 10, Exceptional, (22 reviews)
"My husband and I loved our visit to this charming home! We enjoyed the one level living, the simple yet perfect decor, and many great updates, which made this home perfect for us. Our dogs say it was their favorite backyard yet!!!"
United States
kelly N.
The price is AU$604
includes taxes & fees
7 Dec - 8 Dec
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

16. Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.8 out of 10, Exceptional, (12 reviews)
"Great stay"
United States
Alex c.
The price is AU$635
includes taxes & fees
11 Nov - 12 Nov
Stylish home next to train to Boston, near Salem
A wooden table with a sign that reads "Welcome, we're happy you're here" and a sign that says "The WiFi password is...".

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

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford Hillside
9.2 out of 10, Wonderful, (26 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 AU$425
includes taxes & fees
10 Nov - 11 Nov
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

18. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.2 out of 10, Very good, (17 reviews)
"Great location, easy to access, and quick to respond to questions"
United States
ANITA
The price is AU$328
includes taxes & fees
10 Nov - 11 Nov
Furnished Apartment Near Longwood
A living room with a black leather sofa, a patterned armchair, and a colorful throw pillow. There are three windows with blinds, and the room has a high ceiling.

19. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
9.0 out of 10, Wonderful, (12 reviews)
"Enjoyed our stay; close to Stop & Shop, Target and freeway."
United States
Jeff J.
The price is AU$678
includes taxes & fees
10 Nov - 11 Nov
Modern Three Bedroom Condo - Near Boston
A residential house with a covered porch, a garage, and a well-maintained garden.

20. Charming 1-bedroom well located Garden Apartment in Historic West Medford

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (18 reviews)
"Great stay and great host! Would come back! Area is super safe and lovely!"
United States
I A.
The price is AU$368
includes taxes & fees
12 Nov - 13 Nov
Charming 1-bedroom well located Garden Apartment in Historic West Medford
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.
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Top Chelmsford Hotel Reviews

Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

10/10 Excellent
"Nice"
Guillaume 1-night trip
Posted less than an hour ago
Hilton Garden Inn Tewksbury Andover

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 favourite 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 depend 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 AU$179 per night. Entering your travel dates in the search wizard might find you 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 offers a balcony, a selection of games and air conditioning 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 Kimball Farm, 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.