Chelmsford Vacation Rentals

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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 ¥17,274
¥32,140 total
includes taxes & fees
May 7 - May 8
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is ¥21,252
¥98,212 total
includes taxes & fees
Apr 28 - Apr 29
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

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 ¥17,249
¥57,087 total
includes taxes & fees
Apr 27 - Apr 28
Stylish home next to train to Boston, near Salem

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is ¥27,167
¥49,555 total
includes taxes & fees
Apr 26 - Apr 27
On River/Harvard Sq. two blocks

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 ¥20,732
¥34,023 total
includes taxes & fees
Apr 28 - Apr 29
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Beautiful & Cozy one Bedroom Apartment near Boston and Logan Airport

Beautiful & Cozy one Bedroom Apartment near Boston and Logan Airport
Saugus
8.8 out of 10, Excellent, (14 reviews)
"Great small place to stay, owners are friendly and responsive."
United States
Jaclyn V.
The price is ¥19,165
¥32,467 total
includes taxes & fees
Apr 25 - Apr 26
Beautiful & Cozy one Bedroom Apartment near Boston and Logan Airport

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 ¥28,836
¥53,407 total
includes taxes & fees
Apr 27 - Apr 28
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

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 ¥39,073
¥75,353 total
includes taxes & fees
Apr 27 - Apr 28
Luxury and Modern Apt near Mall/ Hospital

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 ¥20,123
¥42,815 total
includes taxes & fees
Apr 29 - Apr 30
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

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 ¥28,604
¥68,701 total
includes taxes & fees
Apr 30 - May 1
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

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 ¥37,899
¥83,329 total
includes taxes & fees
Apr 25 - Apr 26
Modern Three Bedroom Condo - Near Boston

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 ¥27,310
¥59,228 total
includes taxes & fees
Apr 30 - May 1
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

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 ¥28,101
¥62,073 total
includes taxes & fees
May 10 - May 11
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

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 ¥29,706
¥63,510 total
includes taxes & fees
Apr 25 - Apr 26
Bright & Cozy Entire Apartment - Your New England Hub

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,174 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ¥22,855
¥25,529 total
includes taxes & fees
Apr 25 - Apr 26
Crescent Suites Hotel

Modern Private Near Downtown & Hgwy

Modern Private Near Downtown & Hgwy
North Andover
10.0 out of 10, Exceptional, (1 review)
"What a cozy little spot? It was as described, our host was very accommodating and communicative, and its a good location, a nice neighborhood close to town as well as highways. We very much enjoyed our stay and will look to stay again when we're in the area"
United States
Chris H.
The price is ¥22,251
¥53,216 total
includes taxes & fees
Apr 26 - Apr 27
Modern Private Near Downtown & Hgwy

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 ¥26,176
¥77,291 total
includes taxes & fees
Apr 26 - Apr 27
Cozy Large House close to TUFTS/Harvard/MIT 4BR

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is ¥25,729
¥48,184 total
includes taxes & fees
Apr 27 - Apr 28
totally remodeled house with fitness room, close to Boston and Worcester

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.
Sunny Dog Friendly Union Sq 1brm

Charming & Cozy Stay Just Minutes from Boston

Charming & Cozy Stay Just Minutes from Boston
Woburn
The price is ¥28,588
¥66,898 total
includes taxes & fees
Apr 28 - Apr 29
Charming & Cozy Stay Just Minutes from 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

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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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 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem: Located near Chelmsford, this vacation home rental is located in the city center and has a garden, a selection of games, and air-conditioning 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.

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.