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

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, (53 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 ¥14,967
¥35,738 total
includes taxes & fees
Mar 18 - Mar 19
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (13 reviews)
"Nice visit"
United States
Nate P.
The price is ¥21,104
¥55,571 total
includes taxes & fees
Mar 18 - Mar 19
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (52 reviews)
"Great spot and very convenient! "
United States
Cailey Faye S.
The price is ¥29,441
¥63,105 total
includes taxes & fees
Mar 22 - Mar 23
Luxury and Modern Apt near Mall/ Hospital

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 ¥26,903
¥50,217 total
includes taxes & fees
Mar 18 - Mar 19
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

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 ¥20,768
¥61,237 total
includes taxes & fees
Mar 20 - Mar 21
Stylish home next to train to Boston, near Salem

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 ¥26,083
¥76,659 total
includes taxes & fees
Mar 19 - Mar 20
Cozy Large House close to TUFTS/Harvard/MIT 4BR

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, (4 reviews)
"The place was great and the host was very quick to respond. "
United States
Patrisha C.
The price is ¥14,323
¥48,885 total
includes taxes & fees
Mar 22 - Mar 23
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (63 reviews)
"Exactly what we were looking for! The apartment was spacious and loved looking out on the balcony in the morning. When we come back to Watertown we will definitely try to stay here again!"
United States
Jay T.
The price is ¥17,346
¥31,818 total
includes taxes & fees
Mar 18 - Mar 19
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.8 out of 10, Excellent, (13 reviews)
"The apartment was nice and very spacious. "
United States
Scott
The price is ¥21,643
¥41,952 total
includes taxes & fees
Mar 18 - Mar 19
Furnished Apartments near Encore Boston

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

3BR2Bth MIT/Harvard/TD Garden/BOS/3 Parking Spaces
East Somerville
10.0 out of 10, Exceptional, (11 reviews)
"Thanks for a great stay"
United States
keith p.
The price is ¥22,343
¥69,218 total
includes taxes & fees
Mar 23 - Mar 24
3BR2Bth MIT/Harvard/TD Garden/BOS/3 Parking Spaces

LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino

LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
East Somerville
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and host was very responsive to any questions. "
United States
Matt R.
The price is ¥24,087
¥71,511 total
includes taxes & fees
Mar 29 - Mar 30
LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino

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 ¥27,213
¥59,194 total
includes taxes & fees
Mar 23 - Mar 24
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (298 reviews)
"This is a must stay while in the Boston area! The home is beautiful and lovingly maintained. Our host was gracious and accommodating. Easy to get around the Boston area."
United States
Laura B.
The price is ¥31,828
¥46,039 total
includes taxes & fees
Mar 19 - Mar 20
Near Boston Historic two-bedroom with Modern Amenities

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Everett
9.6 out of 10, Exceptional, (14 reviews)
"Love the coziness of the place and how everything is clean, the owner of the property made us feel very comfortable!! "
United States
Margarita
The price is ¥16,775
¥40,148 total
includes taxes & fees
Mar 18 - Mar 19
Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

Nothing Fancy Older Pet Friendly Home – near I-95

Nothing Fancy Older Pet Friendly Home – near I-95
Georgetown
9.4 out of 10, Exceptional, (3 reviews)
"Came for a short stay and had absolutely no complaints. Easy entry, great communication and an amazing home to stay in. Would highly recommend:)"
United States
Fedalis R.
The price is ¥15,914
¥46,765 total
includes taxes & fees
Mar 23 - Mar 24
Nothing Fancy Older Pet Friendly Home – near I-95

Boston Cozy 4BD/15min to Downtown/Airport + Backyard and Parking

Boston Cozy 4BD/15min to Downtown/Airport + Backyard and Parking
Revere
The price is ¥18,118
¥49,569 total
includes taxes & fees
Mar 23 - Mar 24
Boston Cozy 4BD/15min to Downtown/Airport + Backyard and Parking

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, (30 reviews)
"Perfect location for Head of the Charles Regatta!"
United States
Kristy R.
The price is ¥18,476
¥39,543 total
includes taxes & fees
Mar 27 - Mar 28
Great Apartment on River/ Harvard Square two blocks

Idyllic Small-Town Stay

Idyllic Small-Town Stay
Derry
10.0 out of 10, Exceptional, (14 reviews)
"Excellent place to stay, very clean and well furnished. "
United States
Thomas
The price is ¥13,392
¥26,617 total
includes taxes & fees
Mar 23 - Mar 24
Idyllic Small-Town Stay

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, (22 reviews)
"Great, will come back again."
United States
Dushyant V.
The price is ¥24,706
¥56,039 total
includes taxes & fees
Apr 7 - Apr 8
Cozy 2BR-Walk to Tufts & Green Line, Near 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

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?

Historic house renovated for modern convenience: This vacation home near Chelmsford is located near skiing and has a patio, a garden, and a barbecue grill to put you at ease 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. Make the most of the selection of games in this rental home to help you unwind.

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.