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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chelmsford vacation rentals

A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

1. 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, (17 reviews)
"It was a great stay. The place was cosy and had everything you need and stuff you forgot to bring . I will definitely be staying here again."
United States
Jonathan
The price is ￥16,839
￥34,643 total
includes taxes & fees
Nov 3 - Nov 4
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
A modern living room with a fireplace, a desk, and comfortable seating.

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is ￥18,864
￥80,832 total
includes taxes & fees
Nov 4 - Nov 5
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
A hotel room with a bed, bedside table, lamp, and a view of the outside.

3. 1 Queen Bed | Newly Redesigned

1 Queen Bed | Newly Redesigned
Nashua
10.0 out of 10, Exceptional, (6 reviews)
"It always seems like every time I stay at Motel 6. It’s very quiet and peaceful. People at the front desk are very professional and know how to do their job I tell people about my stays all the time By the way, the bathroom is beautiful"
United States
Joseph
The price is ￥14,540
￥15,776 total
includes taxes & fees
Nov 1 - Nov 2
1 Queen Bed | Newly Redesigned
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

4. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,338 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is ￥20,840
￥23,279 total
includes taxes & fees
Nov 28 - Nov 29
Crescent Suites Hotel
A bedroom with a bed, desk, chair, dresser, and two bedside lamps.

5. Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester
3.0 star property
Winchester
10.0 out of 10, Exceptional, (1 review)
"Clean and spacious private entrance mother-in-law suite in a nice and quiet neighborhood. About a 25-40 minute ride, depending on traffic, into Boston."
United States
Selena
Train to Boston! Cozy Apartment in Winchester
A modern hotel lobby with a seating area, a bar, and a kitchen.

6. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (266 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is ￥16,821
￥18,790 total
includes taxes & fees
Oct 29 - Oct 30
Residences at Solomon Pond
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

7. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (22 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
The price is ￥27,246
￥48,026 total
includes taxes & fees
Oct 29 - Oct 30
Furnished Apartments near Encore Boston
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

8. Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub
Billerica
9.4 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
KrackleJak
The price is ￥41,656
￥98,036 total
includes taxes & fees
Nov 1 - Nov 2
Lakeview Getaway with Hot Tub
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

9. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (24 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 ￥49,806
￥121,988 total
includes taxes & fees
Nov 2 - Nov 3
Lake Access 4 Bed 3 Full Bath
A wooden hallway with a patterned floor leading to a door.

10. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (349 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is ￥16,073
￥32,027 total
includes taxes & fees
Nov 15 - Nov 16
Maverick Suites at 89 Marion
A stone fireplace with a metal screen and a decorative horseshoe.

11. SOFIMA-Cozy and Charming 2-bedroom apartment!

SOFIMA-Cozy and Charming 2-bedroom apartment!
Woburn
10.0 out of 10, Exceptional, (11 reviews)
"Great place close to everything we needed. Accomidations are nice and everything we needed was there. "
United States
Mark K.
The price is ￥25,198
￥78,458 total
includes taxes & fees
Nov 4 - Nov 5
SOFIMA-Cozy and Charming 2-bedroom apartment!
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

12. 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, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is ￥21,961
￥36,708 total
includes taxes & fees
Nov 4 - Nov 5
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A residential house with a covered porch, a garage, and a well-maintained garden.

13. 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, (18 reviews)
"Great stay and great host! Would come back! Area is super safe and lovely!"
United States
I A.
The price is ￥21,261
￥42,043 total
includes taxes & fees
Nov 5 - Nov 6
Charming 1-bedroom well located Garden Apartment in Historic West Medford
A hotel room with a bed, a desk, a chair, a window with curtains, and a wall-mounted light fixture.

14. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Nashua
10.0 out of 10, Exceptional, (4 reviews)
"Nights remained calm with good air conditioning, also liked that pets are welcome here without hassle."
United States
Anonymous traveler
The price is ￥14,999
￥16,274 total
includes taxes & fees
Nov 1 - Nov 2
1 Queen Bed | Non-Smoking, Micfridge
A neatly made bed with a rolled white towel, a dark blue knitted blanket, and a striped pillow.

15. Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath

Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
West Cambridge
8.6 out of 10, Excellent, (4 reviews)
"This place was a perfect location. Walking distance to Harvard square & Harvard. Enjoyed walking all the parks near by. Highly recommended,"
United States
Deanna V.
The price is ￥18,162
￥56,838 total
includes taxes & fees
Nov 1 - Nov 2
Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
A bedroom with a brick fireplace, a bed with white bedding, a television on a stand, and a wooden floor.

16. Charming Groton Farmhouse Apartment

Charming Groton Farmhouse Apartment
Groton
9.0 out of 10, Wonderful, (2 reviews)
"This find was a gem. Check in and parking were very easy. The place was clean, had nice amenities (plenty of towels, amenities for kids, etc.), and matched the photos well. The best part of the trip was the host, though. Jamie was warm and hospitable, and made our afternoon very pleasant by setting out many toys for our kids to play with. We really appreciated the extra effort and would book with her again."
United States
Brian A.
The price is ￥39,058
￥69,665 total
includes taxes & fees
Nov 3 - Nov 4
Charming Groton Farmhouse Apartment
A modern living room with a round dining table, grey sofas, and large windows offering city views.

17. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.6 out of 10, Excellent, (17 reviews)
"spacious, clean, central location"
United States
Gregory
The price is ￥27,727
￥50,032 total
includes taxes & fees
Oct 30 - Oct 31
Furnished Apts near Harvard Stadium
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

18. Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.8 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Alex c.
The price is ￥26,590
￥74,880 total
includes taxes & fees
Nov 9 - Nov 10
Stylish home next to train to Boston, near Salem
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

19. 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, (22 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 ￥37,760
￥69,941 total
includes taxes & fees
Nov 16 - Nov 17
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
A modern living room with a dark green sofa, a wooden coffee table, and a red chair.

20. Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.8 out of 10, Exceptional, (19 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is ￥28,206
￥61,236 total
includes taxes & fees
Nov 3 - Nov 4
Spacious & Convenient 1BR unit-20min to 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

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

10/10 Excellent
"From the moment we walked in the staff was completely helpful, and the hotel was very clean. It was easy to get to our room was very clean as well. The amenities were amazing. We used the pool which was spotless and the laundry room, which was very clean as well. Great place to stay."
Nicole 2-night trip
Posted less than an hour ago
Embassy Suites by Hilton Boston Waltham

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
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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?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This vacation home rental near Chelmsford offers a balcony, a selection of games, and air-conditioning to help you feel perfectly comfortable 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.

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.