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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Chelmsford vacation rentals

Terrace/patio

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,271 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
$179 nightly
The price is $200
Sep 17 - Sep 18
Total with taxes and fees
Crescent Suites Hotel
Exterior

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

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
$190 nightly
The price is $201
Sep 20 - Sep 21
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
Private kitchen

3. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (23 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.
$648 nightly
The price is $697
Sep 16 - Sep 17
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath
Interior

4. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
$110 nightly
The price is $122
Sep 17 - Sep 18
Total with taxes and fees
Residences at Solomon Pond
Interior

5. 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
$194 nightly
The price is $217
Sep 21 - Sep 22
Total with taxes and fees
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Private kitchen

6. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
$1,465 nightly
The price is $1,636
Sep 17 - Sep 18
Total with taxes and fees
A Quintessential New England Historical Guesthouse
Dining

7. Cottage Suite "B" - Walk to Shops, Train, History

Cottage Suite "B" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (8 reviews)
"Convenient location and peaceful respite. "
United States
Maria S.
$395 nightly
The price is $441
Sep 16 - Sep 17
Total with taxes and fees
Cottage Suite "B" - Walk to Shops, Train, History
Private kitchen

8. 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, (21 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.
$405 nightly
The price is $439
Sep 28 - Sep 29
Total with taxes and fees
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Private kitchen

9. 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.
$522 nightly
The price is $566
Sep 21 - Sep 22
Total with taxes and fees
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Interior

10. 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.
$397 nightly
The price is $444
Oct 13 - Oct 14
Total with taxes and fees
SOFIMA-Cozy and Charming 2-bedroom apartment!
Living area

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
$449 nightly
The price is $493
Sep 21 - Sep 22
Total with taxes and fees
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Living area

12. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (35 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
$521 nightly
The price is $558
Sep 17 - Sep 18
Total with taxes and fees
Enchanting Hidden Door Escape
Interior

13. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (324 reviews)
"Place was spotless and had everything you needed for a great stay."
United States
Jenn K.
$304 nightly
The price is $340
Sep 20 - Sep 21
Total with taxes and fees
Near Boston Historic two-bedroom with Modern Amenities
Private kitchen

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

Stylish home next to train to Boston, near Salem
Wakefield
9.6 out of 10, Exceptional, (9 reviews)
"Great stay"
United States
Alex c.
$482 nightly
The price is $539
Sep 20 - Sep 21
Total with taxes and fees
Stylish home next to train to Boston, near Salem
Living area

15. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
8.8 out of 10, Excellent, (11 reviews)
"Stayed at this property for a little over a week. Property is in good shape, location is convenient. Host is very responsive to questions. Highly recommend this property"
United States
Brendan D.
$486 nightly
The price is $512
Sep 17 - Sep 18
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
Private kitchen

16. Beautiful condo next to commuter rail into Boston

Beautiful condo next to commuter rail into Boston
Wakefield
9.6 out of 10, Exceptional, (27 reviews)
"The home was in a great neighborhood. The home is also super clean and hosts were responsive and helpful. "
United States
Melissa A.
$523 nightly
The price is $584
Sep 16 - Sep 17
Total with taxes and fees
Beautiful condo next to commuter rail into Boston
House (3 Bedrooms) | Interior

17. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
3.0 star property
Shirley
$609 nightly
The price is $644
Sep 24 - Sep 25
Total with taxes and fees
Serene & Sleek Family Retreat w/ Office in Shirley
Living area

18. Bright & Cozy Entire Apartment - Your New England Hub

Bright & Cozy Entire Apartment - Your New England Hub
Haverhill
9.8 out of 10, Exceptional, (7 reviews)
"It was a great place to stay."
United States
Lorraine B.
$361 nightly
The price is $403
Sep 16 - Sep 17
Total with taxes and fees
Bright & Cozy Entire Apartment - Your New England Hub
Property grounds

19. 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, (65 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.
$218 nightly
The price is $244
Sep 20 - Sep 21
Total with taxes and fees
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Dining

20. Relax with family or friends to this elegant apartment in the heart of Waltham

Relax with family or friends to this elegant apartment in the heart of Waltham
South Side
9.2 out of 10, Wonderful, (24 reviews)
"The location and parking were very convenient."
United States
Annie B.
$672 nightly
The price is $751
Sep 21 - Sep 22
Total with taxes and fees
Relax with family or friends to this elegant apartment in the heart of Waltham
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

The Inn on Arsenal

The Inn on Arsenal

8/10 Good
"Estuvo buena la habitación para la persona que va a ser turismo en Boston esta lejos del centro pero la comunidad cercana es muy limpia y segura"
Zuliam 4-night trip
Posted 1 hour ago
The Inn on Arsenal

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?

✨Private Studio w/ Loft Center Historic Carlisle✨: This vacation home near Chelmsford is equipped with a selection of books, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and kitchenware.

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.