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Chelmsford Holiday Rentals

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Holiday Rentals in Chelmsford

HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2213)
"I’ve stayed here a few times now. Always a good experience."
The price is NZ$307
per night
1 Jul - 2 Jul
HYATT house Boston/Burlington
Sonder 907 Main
4.0 star property
8.0 out of 10, Very good, (341)
"Fabulous location and the rooms are awesome. So Boston!!"
The price is NZ$363
per night
3 Jul - 4 Jul
Sonder 907 Main
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (835)
"We only stayed one night but would absolutely book this place again. Rooms are spacious and clean. Dana is professional and friendly. Highly recommend the Crescent hotel "
The price is NZ$323
per night
16 Jun - 17 Jun
Crescent Suites Hotel
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89 Marion
2.0 star property
8.4 out of 10, Very good, (139)
"Lovely little apartment with small kithchen area- clean and convenient as we were visiting relatives in Brookline- we had a basement room and were very comfortable 😀 "
The price is NZ$446
per night
5 Jun - 6 Jun
89 Marion
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very good, (95)
"A little noisy."
The price is NZ$210
per night
6 Jun - 7 Jun
Residences at Solomon Pond
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
7.4 out of 10, Good, (28)
"This place was perfect for our Salem visit. Easy to find and convenient for a quick trip to the store. The neighborhood was nice."
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Luke 2 House, Stylish, Boston, Parking, Sleeps 8, Memorable
9.8 out of 10, Exceptional, (17)
"Stayed for a long weekend for a 40th Birthday. Place very clean, decent location - about 15 minute Uber to all the attractions in Boston."
Luke 2 House, Stylish, Boston, Parking, Sleeps 8, Memorable
Historic and Charming Brownstone
9.8 out of 10, Exceptional, (47)
"This property was large, comfortable, and charming enough to house my husband, son, mother, mother-in-law, and myself while we were in town to attend our daughter's extensive graduation activities. The neighborhood was quiet. The house is very well stocked with kitchen items, linens, and laundry items. The property owner is attentive, responsive, and gives great advice. What you see in the pictures is very accurate. If anyone in your family has an issue with stairs, you might want to give some...
Historic and Charming Brownstone
Union Square House
9.6 out of 10, Exceptional, (49)
"We stayed here for a family wedding at Warehouse XI. The house was just around the corner from the wedding, and easy to get to the T station and shops, etc. in Sommerville. Great spot."
Union Square House
Lake Access 4 Bed 3 Full Bath
10.0 out of 10, Exceptional, (10)
"The house was so clean and exceeded our expectations. Everything was updated and new inside. It was a great location. The property manager was so quick to reply to any questions I had. We would definitely stay again!"
The price is NZ$1,211
per night
6 Jun - 7 Jun
Lake Access 4 Bed 3 Full Bath
Near Boston Historic two-bedroom with Modern Amenities
10.0 out of 10, Exceptional, (215)
"Property as described. Good communication from owner Mark. Clean and well stocked. I would recommend this rental."
The price is NZ$464
per night
5 Jun - 6 Jun
Near Boston Historic two-bedroom with Modern Amenities
🍀Cozy Modern Home🍀10Min to Boston,Airport,Colleges
9.4 out of 10, Exceptional, (22)
"We enjoyed our stay in Boston and this location was great! The apartment was clean and well stocked. The neighborhood is quiet and only a few blocks from some good food options and small stores. There are no pictures shown but there is a third bedroom and the sleeping space is lofted. Would recommend this space to anyone looking to explore what Boston has to offer."
🍀Cozy Modern Home🍀10Min to Boston,Airport,Colleges
Quiet and cozy bedroom and warm lounging area with shared spaces
7.4 out of 10, Good, (11)
"1. We arrived a little earlier, at 2 pm, as we drove 5 hours; as per Expedia, it showed me check-in at 3 pm, but Vrbo showed up at 4 pm. I asked Camar if I could grab lunch and check in early at 3 pm because that is what the trip itinerary showed me. He said no and that he was cleaning and to come at 4 pm. That’s understandable, but we had to roam for 2 hours in cold weather. The room was on the third floor; we found it a bit difficult walking up the stairs with all our bags and luggage...
Quiet and cozy bedroom and warm lounging area with shared spaces
Modern 3BR/ Free Parking Close to Encore- Everett #2
8.4 out of 10, Very good, (16)
"The apartment was as advertised, and quiet despite being on a Main Street. Rooms were a good size with storage. Did not utilize the deck/patio area. Everything was adequately appointed. Beds, linens, rooms were clean. There are restaurants and stores close enough to pick up anything you might have forgotten. Lots of restaurants nearby too. Parking is on street and available. The host was communicative and prompt with responses."
Modern 3BR/ Free Parking Close to Encore- Everett #2
Waterfront Cottage
10.0 out of 10, Exceptional, (14)
"Great stay. Would stay here again."
Waterfront Cottage
Modern 2BR/ Close to Boston with a lovely outdoor space
9.8 out of 10, Exceptional, (7)
"Nice neighborhood and property"
Modern 2BR/ Close to Boston with a lovely outdoor space
LUXE Private Estate RESORT POOL & JACCUZI* 4baths* 7beds
LUXE Private Estate RESORT POOL & JACCUZI* 4baths* 7beds
Beautiful & Cozy one Bedroom Apartment near Boston and Logan Airport
10.0 out of 10, Exceptional, (2)
"Perfect location to hit the sights in Salem and Boston. The place had all the amenities you could imagine and it was close to everything."
The price is NZ$330
per night
18 Jun - 19 Jun
Beautiful & Cozy one Bedroom Apartment near Boston and Logan Airport
Modern 3BR/ Close to Encore & Boston- Everett #3
9.0 out of 10, Wonderful, (26)
"We had a small celebration for my sister's Bachelorette party here with a few of her friends and my mother. Overall, we loved the location being so near to Encore Casino, communication with the host was fantastic, a beautiful fireplace and it had absolutely everything we needed for a fun night-in. My only issue was how slippery the floors were. They look incredibly clean, but there must be some sort of polish on them that makes it dangerous. At first it was fun, but by the end of the first...
Modern 3BR/ Close to Encore & Boston- Everett #3
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
10.0 out of 10, Exceptional, (113)
"Good location quite Easy drive to Boston"
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
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See all available properties in Chelmsford
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.

Other types of properties in Chelmsford you may be interested in

Four Points by Sheraton Boston Newton
3.5 star property
8.2 out of 10, Very good, (2068)
"Everything was great the staff was nice and friendly and the breakfast was rich..I highly recommend "
The price is NZ$193
per night
1 Jul - 2 Jul
Four Points by Sheraton Boston Newton
The Arcadian powered by Sonder
3.5 star property
8.0 out of 10, Very good, (2223)
"Better than expected! Checked in kinda late (11pm), but was fast and easy. Built-in accessibility ramp made it easy for me to get around stairs to elevator (I was on crutches and half-body brace). Bedding was clean and comfortable. Room was a little stuffy but had a nice window and not just coffee maker but electric pot for making hot tea! Continental breakfast had great selection of pastries, breads plus fresh fruit juices yogurt and cheese sticks. Cream, whole milk, almond milk for...
The price is NZ$247
per night
1 Jul - 2 Jul
The Arcadian powered by Sonder
Encore Boston Harbor
5.0 star property
9.6 out of 10, Exceptional, (2269)
"great"
The price is NZ$433
per night
1 Jul - 2 Jul
Encore Boston Harbor
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chelmsford holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chelmsford. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chelmsford. Seeing all the best attractions is bound to make you fall in love with Chelmsford. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chelmsford short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Chelmsford?

Yes, there are holiday rentals close to the most popular sights in Chelmsford, or you can select a more secluded option if you're looking for a relaxing 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 coffee shops.

What are some of the best holiday rentals that Chelmsford has to offer?

Lake Access 4 Bed 3 Full Bath: This holiday home rental outside of Chelmsford is located on a lake, and has a patio, a selection of games and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What can I see and do in Chelmsford?

Great Brook Farm State Park and Concord River are a couple of lovely local spots to get outside and enjoy nature. Tsongas Arena and Lowell Memorial Auditorium are a couple of places you'll find in the wider area.

What are holiday rentals like in Chelmsford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chelmsford. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.

Recent reviews of Chelmsford properties
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