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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
$187 nightly
The price is $209
Nov 10 - Nov 11
Total with taxes and fees
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
A two-story house with a front porch and a garden with purple flowers.

2. ✨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.
$205 nightly
The price is $217
Nov 12 - Nov 13
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
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
$566 nightly
The price is $569
Nov 10 - Nov 11
Total with taxes and fees
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.
$657 nightly
The price is $708
Nov 10 - Nov 11
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,352 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
$140 nightly
The price is $157
Nov 13 - Nov 14
Total with taxes and fees
Crescent Suites Hotel
A hotel room with a bed, bedside table, lamp, and a view of the outside.

6. 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
$82 nightly
The price is $89
Nov 10 - Nov 11
Total with taxes and fees
1 Queen Bed | Newly Redesigned
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
8.4 out of 10, Very good, (24 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
$186 nightly
The price is $208
Nov 10 - Nov 11
Total with taxes and fees
Furnished Apartments near Encore Boston
A stone fireplace with a metal screen and a decorative horseshoe.

8. 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.
$473 nightly
The price is $528
Nov 16 - Nov 17
Total with taxes and fees
SOFIMA-Cozy and Charming 2-bedroom apartment!
A deck with two Adirondack chairs overlooking a lake.

9. Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing

Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
Littleton
$477 nightly
The price is $533
Nov 11 - Nov 12
Total with taxes and fees
Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
A modern kitchen with wooden cabinets, a white refrigerator, and a coffee maker.

10. 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, (68 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
$202 nightly
The price is $226
Nov 10 - Nov 11
Total with taxes and fees
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A bedroom with a brick fireplace, a bed with white bedding, a television on a stand, and a wooden floor.

11. Charming Groton Farmhouse Apartment

Charming Groton Farmhouse Apartment
Groton
9.4 out of 10, Exceptional, (3 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.
$365 nightly
The price is $408
Nov 11 - Nov 12
Total with taxes and fees
Charming Groton Farmhouse Apartment
A modern hotel lobby with a seating area, a bar, and a kitchen.

12. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
$110 nightly
The price is $122
Nov 11 - Nov 12
Total with taxes and fees
Residences at Solomon Pond
A wooden hallway with a patterned floor leading to a door.

13. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (355 reviews)
"The area was walkable and the room was great!"
United States
Edna
$194 nightly
The price is $217
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 89 Marion
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

14. 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.
$186 nightly
The price is $208
Dec 1 - Dec 2
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

15. 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.
$376 nightly
The price is $408
Dec 7 - Dec 8
Total with taxes and fees
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

16. 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, (12 reviews)
"Great stay"
United States
Alex c.
$372 nightly
The price is $416
Nov 11 - Nov 12
Total with taxes and fees
Stylish home next to train to Boston, near Salem
A wooden entertainment center with board games, a welcome sign, a plant, and a vase.

17. Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford Hillside
9.2 out of 10, Wonderful, (26 reviews)
"The quiet side street in Medford was great after spending our days in Boston. The close proximity to public transportation was also a plus. No worries about city parking at all.The house was super clean and cozy just as advertised!"
United States
Marla M.
$254 nightly
The price is $284
Nov 10 - Nov 11
Total with taxes and fees
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

18. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.2 out of 10, Very good, (17 reviews)
"Great location, easy to access, and quick to respond to questions"
United States
ANITA
$214 nightly
The price is $239
Nov 11 - Nov 12
Total with taxes and fees
Furnished Apartment Near Longwood
A living room with a black leather sofa, a patterned armchair, and a colorful throw pillow. There are three windows with blinds, and the room has a high ceiling.

19. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
9.0 out of 10, Wonderful, (12 reviews)
"Enjoyed our stay; close to Stop & Shop, Target and freeway."
United States
Jeff J.
$443 nightly
The price is $464
Nov 16 - Nov 17
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
A residential house with a covered porch, a garage, and a well-maintained garden.

20. 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.
$220 nightly
The price is $246
Nov 12 - Nov 13
Total with taxes and fees
Charming 1-bedroom well located Garden Apartment in Historic West Medford
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

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

10/10 Excellent
"Front desk staff were so friendly!!"
Kelly 3-night trip
Posted 1 hour ago
Four Points by Sheraton Boston Newton

Find out more about Chelmsford

Everything you need to know about Chelmsford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelmsford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelmsford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelmsford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelmsford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chelmsford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chelmsford rentals

At Expedia, we put the best Chelmsford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chelmsford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelmsford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelmsford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.