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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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$1,824 total
includes taxes & fees
23 Nov - 24 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$3,997 total
includes taxes & fees
5 Nov - 6 Nov
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

3. 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$4,919 total
includes taxes & fees
2 Nov - 3 Nov
Lakeview Getaway with Hot Tub
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

4. 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$6,077 total
includes taxes & fees
2 Nov - 3 Nov
Lake Access 4 Bed 3 Full Bath
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$1,098
HK$1,604 total
includes taxes & fees
2 Nov - 3 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$3,473 total
includes taxes & fees
16 Nov - 17 Nov
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$1,771
HK$4,441 total
includes taxes & fees
4 Nov - 5 Nov
Beautiful & Relaxing Nashua Home - Minutes from Downtown
A spacious kitchen with white cabinetry, a granite countertop, and a built-in dishwasher.

8. 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$2,593
HK$6,641 total
includes taxes & fees
30 Nov - 1 Dec
15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds
A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

9. 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$5,042 total
includes taxes & fees
3 Nov - 4 Nov
Enchanting Hidden Door Escape
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$12,856 total
includes taxes & fees
1 Nov - 2 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$2,024
HK$4,574 total
includes taxes & fees
29 Nov - 30 Nov
Beautiful condo next to commuter rail into Boston
A modern living room with a dark green sofa, a wooden coffee table, and a red chair.

12. 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 HK$1,405
HK$3,050 total
includes taxes & fees
4 Nov - 5 Nov
Spacious & Convenient 1BR unit-20min to Boston
A staircase with white walls and a wooden ceiling. The living room has a sofa, a coffee table, and a lamp.

13. 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$11,524
HK$15,340 total
includes taxes & fees
15 Nov - 16 Nov
Charming 1825 Farmhouse Near Boston & Canobie Lake
A dining area with a wooden table and chairs, a ceiling fan, and a view into another room.

14. 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$10,159
HK$13,724 total
includes taxes & fees
2 Nov - 3 Nov
Tuscan Village Charming Home Steps From it All
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

15. 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, (18 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is HK$2,222
HK$4,778 total
includes taxes & fees
28 Nov - 29 Nov
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A modern living room with a sofa, armchair, coffee table, and a TV.

16. 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$1,333
HK$2,535 total
includes taxes & fees
2 Nov - 3 Nov
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

17. 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$9,053
HK$12,448 total
includes taxes & fees
23 Nov - 24 Nov
Charming 2-Story Home Near Boston, Tuscan Village
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is HK$1,405
HK$2,560 total
includes taxes & fees
9 Nov - 10 Nov
totally remodeled house with fitness room, close to Boston and Worcester
A modern interior with a dining area, a black chair, and a wall-mounted artwork.

19. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
Leominster
The price is HK$1,710
HK$2,086 total
includes taxes & fees
10 Nov - 11 Nov
Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

20. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (35 reviews)
"We had a great stay."
United States
Jessica D.
The price is HK$1,789
HK$2,997 total
includes taxes & fees
30 Nov - 1 Dec
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
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

Encore Boston Harbor

Encore Boston Harbor

8/10 Good
"Had a longer than normal wait to check in but stay was great. Will be back in again in the future."
Moriah 1-night trip
Posted less than an hour ago
Encore Boston Harbor

Find out more about Chelmsford

Chelmsford Vacation Homes information

Number of reviews
282
Accommodation
239 Vacation Homes
Lowest Price
HK$1,604
Highest Price
HK$15,340

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