A town with a prominent white church steeple, a snow-covered landscape, and a mix of residential and commercial buildings.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chelmsford holiday homes

A two-story house with a front porch and a garden with purple flowers.

1. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is HK$1,138
HK$1,758 total
includes taxes & fees
14 Nov - 15 Nov
✨Private Studio w/ Loft Center Historic Carlisle✨
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 HK$937
HK$3,791 total
includes taxes & fees
6 Nov - 7 Nov
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

3. 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 HK$2,481
HK$5,718 total
includes taxes & fees
8 Nov - 9 Nov
Lake Access 4 Bed 3 Full Bath
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

4. 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 HK$2,075
HK$4,613 total
includes taxes & fees
8 Nov - 9 Nov
Lakeview Getaway with Hot Tub
A modern bedroom with a bed, a TV, a ceiling fan, and a window with blinds.

5. Aariz Nest

Aariz Nest
Methuen
9.0 out of 10, Wonderful, (2 reviews)
"Friendly and helpful hostess greeted me upon arrival. VRBO app was very useful for communication. Having a washer and dryer in the unit was great. The TV had Netflix, but I mostly screen casted from my iPad while was there (16 days). Had my own entrance and parking spot in the driveway. I really can't think of any negative outside of a broken handle on the microwave, which was no big deal. Recommended!"
United States
Mark S.
The price is HK$1,099
HK$1,525 total
includes taxes & fees
10 Nov - 11 Nov
Aariz Nest
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

6. 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 HK$1,875
HK$3,167 total
includes taxes & fees
30 Nov - 1 Dec
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

7. Beautiful & Relaxing Nashua Home - Minutes from Downtown

Beautiful & Relaxing Nashua Home - Minutes from Downtown
Nashua
10.0 out of 10, Exceptional, (20 reviews)
"Great home that had everything we needed for our stay! Many great amenities close by. Amazing communication by host! "
United States
Kristina M.
The price is HK$1,912
HK$4,584 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful & Relaxing Nashua Home - Minutes from Downtown
A staircase with white walls and a wooden ceiling. The living room has a sofa, a coffee table, and a lamp.

8. Charming 1825 Farmhouse Near Boston & Canobie Lake

Charming 1825 Farmhouse Near Boston & Canobie Lake
Salem
9.6 out of 10, Exceptional, (26 reviews)
"Plenty of space and everything we needed for a weekend getaway while attended a wedding in the area. "
United States
Michael C.
The price is HK$11,526
HK$14,526 total
includes taxes & fees
3 Dec - 4 Dec
Charming 1825 Farmhouse Near Boston & Canobie Lake
A living room with a sofa, armchair, coffee table, TV, cabinet, and artwork.

9. 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, (20 reviews)
"Easy access to the trains and buses, great food within a few blocks"
United States
Mike w.
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
A kitchen with a marble countertop, stainless steel appliances, and wooden beams.

10. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (8 reviews)
"Lovely place to stay while attending a wedding. So nice to have a place to have the whole family together."
United States
Corrine B.
The price is HK$7,846
HK$12,218 total
includes taxes & fees
10 Nov - 11 Nov
A Quintessential New England Historical Guesthouse
A modern kitchen with white cabinetry, a stainless steel refrigerator, a large island with chairs, and a window with a view of greenery.

11. Beautiful condo next to commuter rail into Boston

Beautiful condo next to commuter rail into Boston
Wakefield
9.6 out of 10, Exceptional, (31 reviews)
"The home was in a great neighborhood. The home is also super clean and hosts were responsive and helpful. "
United States
Melissa A.
The price is HK$2,161
HK$4,570 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful condo next to commuter rail into Boston
A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

12. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (37 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
The price is HK$1,949
HK$4,741 total
includes taxes & fees
8 Nov - 9 Nov
Enchanting Hidden Door Escape
A dining area with a wooden table and chairs, a ceiling fan, and a view into another room.

13. Tuscan Village Charming Home Steps From it All

Tuscan Village Charming Home Steps From it All
Salem
7.6 out of 10, Good, (4 reviews)
"Perfect for our needs. Back yard was great. "
United States
Robert F.
The price is HK$10,160
HK$12,993 total
includes taxes & fees
3 Dec - 4 Dec
Tuscan Village Charming Home Steps From it All
A modern living room with a dark green sofa, a wooden coffee table, and a red chair.

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

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.6 out of 10, Exceptional, (20 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is HK$1,405
HK$2,762 total
includes taxes & fees
12 Nov - 13 Nov
Spacious & Convenient 1BR unit-20min to Boston
A spacious kitchen with white cabinetry, a granite countertop, and a built-in dishwasher.

15. 15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds

15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds
Stoneham
10.0 out of 10, Exceptional, (4 reviews)
"This house was exactly as described and perfect for our family trip."
United States
Deb W.
The price is HK$2,576
HK$6,486 total
includes taxes & fees
30 Nov - 1 Dec
15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

16. Charming 2-Story Home Near Boston, Tuscan Village

Charming 2-Story Home Near Boston, Tuscan Village
Salem
9.2 out of 10, Wonderful, (11 reviews)
"Property was clean and had everything we needed for our stay!"
United States
Emily H.
The price is HK$9,054
HK$11,785 total
includes taxes & fees
23 Nov - 24 Nov
Charming 2-Story Home Near Boston, Tuscan Village
A modern living room with a sofa, armchair, coffee table, and a TV.

17. PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Everett
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful and clean. Very friendly and helpful host. If ever in the area would definitely choose this lovely home first!"
United States
Dawn B.
The price is HK$1,389
HK$2,463 total
includes taxes & fees
9 Nov - 10 Nov
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

18. 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
8.6 out of 10, Excellent, (19 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is HK$769
HK$2,840 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A staircase with white balusters and a wooden handrail, leading to a landing with a lamp and a small table.

19. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
Melrose
10.0 out of 10, Exceptional, (156 reviews)
"We enjoyed our stay! Great location, easy parking. Wonderful communication from host. Would stay again!"
United States
Martha W.
The price is HK$1,864
HK$4,334 total
includes taxes & fees
17 Nov - 18 Nov
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
A staircase with dark wooden steps and white handrails, leading to a door at the top.

20. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is HK$1,561
HK$1,849 total
includes taxes & fees
10 Nov - 11 Nov
Cozy & Stylish 2-bedroom Home in Leominster
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
"I had a great experience at the Embassy. The staff were very welcoming, helpful and the breakfast was great! Even though parking costs extra, the location is ideal, right in the center of cities like Cambridge, Newton, Natick, and Boston. The housekeeper cleaned my room did a great job! Overall, my stay at the Embassy was absolutely worthwhile!"
MARVIN 4-night trip
Posted 1 hour ago
Embassy Suites by Hilton Boston Waltham

Find out more about Chelmsford

Chelmsford Vacation Homes information

Number of reviews
368
Accommodation
239 Vacation Homes
Lowest Price
HK$1,525
Highest Price
HK$14,526

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