Aerial view of Chelmsford, Massachusetts in winter

Chelmsford Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Chelmsford vacation rentals

Exterior

✨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 ￥17,743
￥30,689 total
includes taxes & fees
Jun 22 - Jun 23
✨Private Studio w/ Loft Center Historic Carlisle✨
TV, books

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is ￥39,109
￥110,626 total
includes taxes & fees
Jun 25 - Jun 26
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Smart TV, fireplace

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 ￥23,389
￥37,477 total
includes taxes & fees
Jun 29 - Jun 30
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
2 bedrooms, WiFi, bed sheets

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 ￥27,437
￥51,709 total
includes taxes & fees
Jun 24 - Jun 25
Great Apartment on River/ Harvard Square two blocks
Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (44 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is ￥27,437
￥50,603 total
includes taxes & fees
Jul 5 - Jul 6
On River/Harvard Sq. two blocks
Fridge, cookware/dishes/utensils

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.
The price is ￥23,001
￥46,749 total
includes taxes & fees
Jun 22 - Jun 23
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino
Interior

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 ￥23,982
￥40,660 total
includes taxes & fees
Jul 2 - Jul 3
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Interior

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 ￥40,325
￥77,295 total
includes taxes & fees
Jul 13 - Jul 14
Luxury and Modern Apt near Mall/ Hospital
Hair dryer, towels, soap, shampoo

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.
The price is ￥21,630
￥32,919 total
includes taxes & fees
Jun 23 - Jun 24
Extra large 1 Bedroom apartment!
Shower, hair dryer, towels

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 ￥49,455
￥99,252 total
includes taxes & fees
Jun 24 - Jun 25
Modern Three Bedroom Condo - Near Boston
Dining

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 ￥38,397
￥75,680 total
includes taxes & fees
Jul 3 - Jul 4
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Property grounds

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 ￥18,695
￥41,421 total
includes taxes & fees
Jun 22 - Jun 23
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Fridge, microwave, oven, stovetop

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 ￥26,131
￥70,447 total
includes taxes & fees
Jul 7 - Jul 8
3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces
Fridge, microwave, oven, stovetop

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 ￥26,131
￥57,835 total
includes taxes & fees
Jun 29 - Jun 30
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Microwave, oven, stovetop, dishwasher

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 ￥31,357
￥58,963 total
includes taxes & fees
Jul 5 - Jul 6
Adorable 1-bedroom apartment in welcoming Cambridge
Dining

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 ￥19,635
￥66,254 total
includes taxes & fees
Jul 20 - Jul 21
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
Shower, bidet, towels, soap

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 ￥20,163
￥26,126 total
includes taxes & fees
Jul 21 - Jul 22
Private Luxury 2 Bedroom Suite
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 ￥21,150
￥61,683 total
includes taxes & fees
Jun 24 - Jun 25
Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
Fridge, microwave, oven, stovetop

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 ￥41,954
￥63,079 total
includes taxes & fees
Jul 5 - Jul 6
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Interior

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 ￥23,542
￥59,470 total
includes taxes & fees
Jun 28 - Jun 29
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.
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Top Chelmsford Hotel Reviews

Best Western Plus Waltham Boston

Best Western Plus Waltham Boston

10/10 Excellent
"Stayed here for the World Cup in Boston. Family of 3 adults. Room was clean and spacious. Cleaned every day and towels changed. Breakfast was included in the stay. Lots of choice, hot and cold. Coffee/tea/water was available 24 hours a day. Lovely pool. Also a fitness suite. There was a bar/ restaurant attached to the hotel The Copper Tavern. Lovely cafe within walking distance Roots to Rise. All staff at the hotel were friendly and helpful, reception staff, breakfast staff and house keeping. If you don’t have a car you can get an uber to Alewife Station and take a quick train into Boston. Definitely recommend."
Linda 8-night trip
Posted 2 hours ago
Best Western Plus Waltham Boston

Find out more about Chelmsford

Search for holiday rentals in Chelmsford on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelmsford using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chelmsford!

Frequently asked questions

Can I find vacation rentals in Chelmsford?

Yes, we give you a choice of vacation rentals close to top sights in Chelmsford, or you can select a more secluded option if you want a relaxing place to 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 coffeehouses.

What are some of the best vacation rentals in Chelmsford?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This vacation home rental near 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 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 larger area.

What are vacation rentals like in Chelmsford?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Chelmsford. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.