Vacation rentals in Chelmsford

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Top-rated vacation rentals in Chelmsford

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Guest favorite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 215 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Guests can enjoy our home's private suite on a lovely small lake with a panoramic view, a spa-like bathroom, cotton linens, and a comfy bed. A/C and a fireplaced living room. Quietly watch lake nature or boats going by, or venture out to swim, kayak, or fish. Enjoy Lowell's mill history and it's national park, take a forest walk nearby, or drive 10 min. to Nashua, NH for its many restaurants and tax-free shopping. 1 hr from Boston and central to New England highlights. Low cleaning fees!

Aug 12 – 19

$109 per night

Guest favorite

Apartment in Concord

4.95 out of 5 average rating, 164 reviews

Mema's Place --Lovely apartment in private home

This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried). Discounts for stays of longer than 2 weeks.$75 additional cleaning fee for stays over 2 weeks.

Jan 22 – 29

$125 per night

Guest favorite

Guest suite in Windham

4.99 out of 5 average rating, 243 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Nov 29 – Dec 6

$117 per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 104 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Sep 9 – 16

$110 per night

Guest favorite

Guest suite in Burlington

4.98 out of 5 average rating, 202 reviews

Relaxing 2 Room Suite with Private Bath/Deck/Patio

Welcome to this spacious, quiet and relaxing furnished suite (private entrance own deck- patio-fire pit). It is truly in an amazing location; walking distance to Mall/Lahey Hospital & only 18 mi from Boston Logan Airport, with plenty of parking. Our place is good for professionals, students, couples, solo, families (with kids). The airbnb is attached to a main house but it's contactless (check-in/-out) with own entrance. Ideal for 2, a little tight for 3 but manageable (sofa into bed).

Apr 20 – 27

$85 per night

Superhost

Apartment in Windham

4.88 out of 5 average rating, 235 reviews

The Cozy Corner Apartment

Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers.

Jan 22 – 29

$101 per night

Guest favorite

Barn in Carlisle

4.87 out of 5 average rating, 360 reviews

✨Private Studio w/ Loft Center Historic Carlisle✨

ENTIRE PLACE. This is a private charming studio completely separate with no shared areas located in the center of beautiful Carlisle. Close proximity to Routes 128, 495 and 3. Just 25 mins from Cambridge, Somerville, Boston. A pleasant 10 min to historic downtown Concord's lively events, shops and restaurants. 1.6 miles to Hiking/bike trails of Great Brook Farm State Park. Explore nearby hiking, conservation land and farms. *Only a 15 min drive to Lowell via the Lowell Connector*

Dec 30 – Jan 6

$108 per night

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Aug 13 – 20

$102 per night

Guest favorite

Home in Chelmsford

5.0 out of 5 average rating, 117 reviews

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Nov 14 – 21

$311 per night

Guest favorite

Townhouse in Concord

4.93 out of 5 average rating, 330 reviews

Cottage Suite-Walk to Shops, Train. Town approved.

This is a private unit with no shared areas. It is the front corner of our house and is completely separate. However, you will share walls like in an apartment. Kitchen includes: sink, microwave, fridge, Keurig, and water boiler. Private gated outside lawn and patio. History, nature, dining & shopping are VERY CLOSE. Open and welcoming to ALL types of people. There is a CLEANING FEE in addition to the nightly fee. TV with internet (Prime, Hulu & Netflix) but NO LIVE TV OR CABLE

Aug 17 – 24

$148 per night

Guest favorite

Guest suite in Hollis

4.98 out of 5 average rating, 113 reviews

Pine Estate - Private suite

Welcome to our spacious guesthouse located - 2 miles from Nashua - 5 minutes drive to the highway - 40 minutes to Boston and minutes from Hollis. Hollis is an active farming community offering beautiful orchards, nature paths, art studios and a winery. Beautiful private yard with a large patio where you can relax and enjoy nature at its best. Our place is ideal for a weekend get-away or business travelers. Please note there will be no exception to the no pets policy.

Aug 25 – Sep 1

$98 per night

Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 313 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Sep 14 – 21

$92 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chelmsford vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chelmsford's top sights

Lowell National Historical Park13 locals recommend

Market Basket4 locals recommend

Lowell Memorial Auditorium7 locals recommend

Target3 locals recommend

Tsongas Center at UMass Lowell4 locals recommend

Showcase Cinema de Lux Lowell11 locals recommend

Other great vacation rentals in Chelmsford

Guest favorite

Home in Windham

4.92 out of 5 average rating, 259 reviews

One Level 2 bedroom suite on private cul-de-sac

Feb 2 – 9

$128 per night

Guest favorite

Apartment in Pelham

4.93 out of 5 average rating, 258 reviews

Renovated Farm house, & new bedroom, lower level

Jul 14 – 21

$135 per night

Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 199 reviews

Private guest house on beautiful country road

Feb 7 – 14

$96 per night

Guest favorite

Apartment in Hudson

4.85 out of 5 average rating, 293 reviews

Private Mother-In-Law apartment on the lake!

Oct 14 – 21

$78 per night

Guest favorite

Cabin in Littleton

4.98 out of 5 average rating, 113 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Jul 6 – 13

$161 per night

Guest favorite

Guest suite in Merrimack

4.99 out of 5 average rating, 149 reviews

Guest suite with king bed and private entrance

Jun 10 – 17

$80 per night

Guest favorite

Guesthouse in Westford

4.98 out of 5 average rating, 80 reviews

Detached Waterfront Guest House

Jun 3 – 10

$105 per night

Guest favorite

Apartment in Westford

4.92 out of 5 average rating, 26 reviews

Furnished Cozy Apartment in quiet neighborhood

Jun 8 – 15

$81 per night

Show all

Quick stats about vacation rentals in Chelmsford

Total rentals
90 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$20 before taxes and fees

Frequently Asked Questions

Where should I stay in Chelmsford?
Make yourself at home in Chelmsford by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in South Lowell, over 130 vacation rentals in North Chelmsford, and over 80 vacation rentals in Heart Pond.
Do house rentals in Chelmsford have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Chelmsford?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Chelmsford?
Experience the best of Chelmsford with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chelmsford?
Four-legged friends are welcome in Chelmsford. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Chelmsford have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chelmsford have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Chelmsford have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chelmsford?
Chelmsford has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Chelmsford?
Yes! Work meets play with ease at over 70 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Chelmsford

Top-rated vacation rentals in Chelmsford

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Chelmsford vacation rentals

Stay near Chelmsford's top sights

Other great vacation rentals in Chelmsford

Home in Windham

Apartment in Pelham

Guesthouse in Framingham

Apartment in Hudson

Cabin in Littleton

Guest suite in Merrimack

Guesthouse in Westford

Apartment in Westford

Quick stats about vacation rentals in Chelmsford

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Chelmsford?

Do house rentals in Chelmsford have free parking?

What are the most popular amenities for Apartment Rentals in Chelmsford?

How much does it cost to stay in apartment rentals in Chelmsford?

Are there pet-friendly vacation rentals in Chelmsford?

Do house rentals in Chelmsford have wifi?

Do house rentals in Chelmsford have a kitchen?

Do hotel rentals in Chelmsford have air conditioning?

Are there family-friendly vacation rentals in Chelmsford?

Are there vacation rentals with a dedicated workspace in Chelmsford?

Destinations to explore