Chelmsford Vacation 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 vacation rentals

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, (12 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 ¥16,944
¥31,350 total
includes taxes & fees
May 7 - May 8
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.4 out of 10, Exceptional, (6 reviews)
"Great stay"
United States
Alex c.
The price is ¥38,773
¥83,382 total
includes taxes & fees
May 3 - May 4
Stylish home next to train to Boston, near Salem

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (21 reviews)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
United States
Eric D.
The price is ¥24,843
¥57,671 total
includes taxes & fees
May 4 - May 5
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

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, (55 reviews)
"Very cozy and comfortable rental, neighborhood was very nice and has plenty around it, great place to stay while traveling and enjoyed the stay, would recommend to anyone, hosts were also nice and very easy to communicate with."
United States
Tony V.
The price is ¥18,684
¥40,689 total
includes taxes & fees
May 13 - May 14
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ¥20,366
¥33,773 total
includes taxes & fees
May 4 - May 5
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Cozy Large House close to TUFTS/Harvard/MIT 4BR

Cozy Large House close to TUFTS/Harvard/MIT 4BR
South Medford
9.6 out of 10, Exceptional, (8 reviews)
"Very nice house check in was easy there was parking and the beds were comfortable. Shower with great water pressure and a well stocked kitchen for making and eating food! "
United States
Ronan B.
The price is ¥59,452
¥121,676 total
includes taxes & fees
May 10 - May 11
Cozy Large House close to TUFTS/Harvard/MIT 4BR

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is ¥35,721
¥117,313 total
includes taxes & fees
May 31 - Jun 1
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
Everett
9.4 out of 10, Exceptional, (29 reviews)
"Everything was great for our 2-night stay with 3 adults/3 kids!"
United States
Scott
The price is ¥54,361
¥100,444 total
includes taxes & fees
May 29 - May 30
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

Lovely 1BR Near Encore Boston 0838

Lovely 1BR Near Encore Boston 0838
Everett
10.0 out of 10, Exceptional, (1 review)
"Clean small apt . Looks brand newly remodeled bldg. Clean, great kitchen . Evon management quick to respond to email requests . Terrific parking in reserved spot. "
United States
MARTIN
Lovely 1BR Near Encore Boston 0838

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, (20 reviews)
"Everything was clean and brand new! Great location near many tourist attractions and restaurants!"
United States
Lisa O.
The price is ¥25,436
¥72,607 total
includes taxes & fees
May 4 - May 5
3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,179 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ¥22,418
¥25,041 total
includes taxes & fees
May 3 - May 4
Crescent Suites Hotel

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, (6 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 ¥26,789
¥57,397 total
includes taxes & fees
May 4 - May 5
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

Sunny Dog Friendly Union Sq 1brm

Sunny Dog Friendly Union Sq 1brm
Spring Hill
9.6 out of 10, Exceptional, (23 reviews)
"Welcoming and clean"
United States
Jacob W.
The price is ¥25,907
¥57,876 total
includes taxes & fees
May 11 - May 12
Sunny Dog Friendly Union Sq 1brm

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (40 reviews)
"Great stay!"
United States
Ryan K.
The price is ¥26,648
¥48,430 total
includes taxes & fees
May 4 - May 5
On River/Harvard Sq. two blocks

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

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford
9.4 out of 10, Exceptional, (23 reviews)
"Great, will come back again."
United States
Dushyant V.
The price is ¥27,564
¥61,238 total
includes taxes & fees
May 4 - May 5
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (303 reviews)
"Cute place, comfortable beds, great view! "
United States
Wendy F.
The price is ¥35,249
¥50,398 total
includes taxes & fees
May 4 - May 5
Near Boston Historic two-bedroom with Modern Amenities

Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (55 reviews)
"Great spot and very convenient! "
United States
Cailey Faye S.
The price is ¥39,165
¥74,547 total
includes taxes & fees
May 6 - May 7
Luxury and Modern Apt near Mall/ Hospital

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

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is ¥22,138
¥45,774 total
includes taxes & fees
May 13 - May 14
Cottage Suite "A" - Walk to Shops, Train, History

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 ¥28,890
¥52,727 total
includes taxes & fees
May 4 - May 5
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

Bright & Cozy Entire Apartment - Your New England Hub

Bright & Cozy Entire Apartment - Your New England Hub
Haverhill
9.8 out of 10, Exceptional, (6 reviews)
"It was a great place to stay."
United States
Lorraine B.
The price is ¥29,139
¥61,947 total
includes taxes & fees
May 5 - May 6
Bright & Cozy Entire Apartment - Your New England Hub
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

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:

  • View our selection of featured holiday rentals in Chelmsford
  • Use the map to find apartments and other holiday homes in the Chelmsford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chelmsford while they last

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?

Spacious vacation townhome unit with a pool: This vacation home near Chelmsford is located in a rural location and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 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.