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

Chelmsford Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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, (35 reviews)
"Wonderful stay"
United States
Brent H.
The price is ￥16,209
￥29,247 total
includes taxes & fees
Aug 3 - Aug 4
✨Private Studio w/ Loft Center Historic Carlisle✨
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, (14 reviews)
The price is ￥16,351
￥34,006 total
includes taxes & fees
Jul 30 - Jul 31
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
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 ￥24,694
￥90,314 total
includes taxes & fees
Aug 3 - Aug 4
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Coffee/tea maker, fridge, microwave, oven

Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (22 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 ￥55,054
￥124,367 total
includes taxes & fees
Jul 30 - Jul 31
Lake Access 4 Bed 3 Full Bath
Coffee/tea maker, fridge, microwave, oven

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub
Billerica
9.0 out of 10, Wonderful, (2 reviews)
"Great stay!"
United States
KrackleJak
The price is ￥49,720
￥104,584 total
includes taxes & fees
Jul 30 - Jul 31
Lakeview Getaway with Hot Tub
Dining

Cottage Suite "B" - Walk to Shops, Train, History

Cottage Suite "B" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Convenient location and peaceful respite. "
United States
Maria S.
The price is ￥25,069
￥54,357 total
includes taxes & fees
Aug 3 - Aug 4
Cottage Suite "B" - Walk to Shops, Train, History
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, (62 reviews)
"Owner accessible, and cleanliness and convenience was very good."
United States
Ian
The price is ￥19,613
￥42,955 total
includes taxes & fees
Aug 12 - Aug 13
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Interior

Cozy Salem Studio Near Tuscan Village & Boston

Cozy Salem Studio Near Tuscan Village & Boston
Salem
9.6 out of 10, Exceptional, (24 reviews)
"It is right near the center of town so everything is perfectly located. We had a great stay here. Everything was clean and nicely organized."
United States
Lamont M.
The price is ￥23,896
￥60,188 total
includes taxes & fees
Aug 13 - Aug 14
Cozy Salem Studio Near Tuscan Village & Boston
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,234 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is ￥26,245
￥29,316 total
includes taxes & fees
Aug 8 - Aug 9
Crescent Suites Hotel
Terrace/patio

5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.8 out of 10, Exceptional, (27 reviews)
"Perfect stay!"
Canada
Billee
The price is ￥15,227
￥36,212 total
includes taxes & fees
Aug 16 - Aug 17
5 Mi to Salem: Furnished Patio at Danvers Studio!
Coffee/tea maker, fridge, microwave, oven

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, (20 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 ￥39,160
￥72,000 total
includes taxes & fees
Aug 11 - Aug 12
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Charming & Cozy Stay Just Minutes from Boston

Charming & Cozy Stay Just Minutes from Boston
Woburn
10.0 out of 10, Exceptional, (1 review)
"Hi, what a nice place and excellent location. We didn't use the hot tub but what a fantastic feature. And the bottle of wine was very nice too.Christina is a great host and so friendly and communicative.My brother has mobility issues and the home was so accommodating for him to get in and out easily and move around. All around a great stay."
United States
Joanne S.
The price is ￥32,746
￥73,155 total
includes taxes & fees
Aug 27 - Aug 28
Charming & Cozy Stay Just Minutes from Boston
Smart TV

Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.8 out of 10, Exceptional, (16 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is ￥29,324
￥63,663 total
includes taxes & fees
Aug 3 - Aug 4
Spacious & Convenient 1BR unit-20min to Boston
Exterior

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, (7 reviews)
"Mikkie's place is very clean, comfortable and in a convenient location. She met us at check in to go over all the features in the apartment and answer any questions. The space had everything we needed for a relaxing stay. We would definitely come again."
United States
Ginny D.
The price is ￥25,217
￥47,384 total
includes taxes & fees
Aug 12 - Aug 13
Charming 1-bedroom well located Garden Apartment in Historic West Medford
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 ￥25,659
￥50,933 total
includes taxes & fees
Jul 30 - Jul 31
Adorable 1-bedroom apartment in welcoming Cambridge
Coffee/tea maker, fridge, microwave, oven

Beautiful & Relaxing Nashua Home - Minutes from Downtown

Beautiful & Relaxing Nashua Home - Minutes from Downtown
Nashua
10.0 out of 10, Exceptional, (19 reviews)
"Great home that had everything we needed for our stay! Many great amenities close by. Amazing communication by host! "
United States
Kristina M.
The price is ￥38,931
￥95,753 total
includes taxes & fees
Aug 10 - Aug 11
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Interior

Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (9 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is ￥29,493
￥58,383 total
includes taxes & fees
Aug 9 - Aug 10
Cottage Suite "A" - Walk to Shops, Train, History
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, (24 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 ￥32,221
￥68,386 total
includes taxes & fees
Aug 10 - Aug 11
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Smart TV, books, computer monitors

Bright & Cozy Entire Apartment - Your New England Hub

Bright & Cozy Entire Apartment - Your New England Hub
Haverhill
9.8 out of 10, Exceptional, (7 reviews)
"It was a great place to stay."
United States
Lorraine B.
The price is ￥26,667
￥61,818 total
includes taxes & fees
Aug 10 - Aug 11
Bright & Cozy Entire Apartment - Your New England Hub
Living area

Prime 2BR Near Tufts & Downtown Boston

Prime 2BR Near Tufts & Downtown Boston
East Somerville
9.6 out of 10, Exceptional, (9 reviews)
"Loved our stay here. "
United States
Melissa A.
The price is ￥14,599
￥43,761 total
includes taxes & fees
Aug 17 - Aug 18
Prime 2BR Near Tufts & Downtown 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
"Room was clean and in great condition. Restaurant in the hotel was very good. Ended up eating there 3 times during our stay. Would stay again if I am back in the area."
Iain 3-night trip
Posted 7 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?

Modern 2BR Home Close to Campus & 10 min Boston: This vacation home rental near Chelmsford offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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 New England Quilt Museum 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.