Vacation rentals in Chelmsford

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Top-rated vacation rentals in Chelmsford

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 215 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Guests can enjoy entire 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. One hour from Boston and central to New England highlights. Low cleaning fees!

Jul 10 – 17

G$26,158 GYD 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.

Feb 16 – 23

G$30,206 GYD per night
Guest favorite

Guest suite in Windham

4.99 out of 5 average rating, 239 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.

Jan 23 – 30

G$27,644 GYD per night

Popular amenities for Chelmsford vacation rentals

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

Loft in Concord

4.87 out of 5 average rating, 253 reviews

Main Street's Grist Mill Concord

May 30 – Jun 6

G$30,080 GYD per night
Guest favorite

Apartment in Hudson

4.86 out of 5 average rating, 291 reviews

Private Mother-In-Law apartment on the lake!

Oct 6 – 13

G$19,273 GYD per night
Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Aug 24 – 31

G$22,744 GYD per night
Guest favorite

Apartment in Woburn

4.97 out of 5 average rating, 102 reviews

Comfy-Spacious-private 1BR conveniently located

Mar 2 – 9

G$28,105 GYD per night
Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 194 reviews

Private guest house on beautiful country road

Mar 13 – 20

G$23,323 GYD per night
Guest favorite

Apartment in Pelham

4.93 out of 5 average rating, 258 reviews

Renovated Farm house, & new bedroom, lower level

Jul 18 – 25

G$33,204 GYD per night
Guest favorite

Apartment in Westford

4.92 out of 5 average rating, 24 reviews

Furnished Cozy Apartment in quiet neighborhood

May 20 – 27

G$15,704 GYD per night
Guest favorite

Guesthouse in Westford

4.97 out of 5 average rating, 79 reviews

Detached Waterfront Guest House

May 30 – Jun 6

G$25,181 GYD per night
Guest favorite

Home in Lowell

4.94 out of 5 average rating, 18 reviews

Private studio apartment(in the basement)

Mar 13 – 20

G$21,659 GYD per night
Guest favorite

Condo in Chelmsford

4.84 out of 5 average rating, 57 reviews

The Art Experience

Sep 3 – 10

G$35,629 GYD per night
Superhost

Home in Chelmsford

5.0 out of 5 average rating, 3 reviews

* * Perfect Summer Getaway * *

Jul 12 – 19

G$87,499 GYD per night
Guest favorite

Guest suite in Billerica

4.97 out of 5 average rating, 34 reviews

Entire beautiful guest ,2 bedrooms & own entrance

Jan 14 – 21

G$31,007 GYD per night

Quick stats about vacation rentals in Chelmsford

Total rentals

100 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

G$4,188 GYD 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 80 vacation rentals in Heart Pond, over 140 vacation rentals in North Chelmsford, and over 140 vacation rentals in South Lowell.

  • Do apartment rentals in Chelmsford have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Chelmsford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Chelmsford?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in bed and breakfast rentals in Chelmsford?

    Experience the best of Chelmsford with our bed and breakfast rentals, starting at about $50 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 apartment rentals in Chelmsford have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Chelmsford have a kitchen?

    Absolutely! We offer over 20 bed and breakfast rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chelmsford have air conditioning?

    Absolutely! We offer over 10 apartment 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.

Destinations to explore