Vacation rentals in Chelmsford

Find and book unique accommodations on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated vacation rentals in Chelmsford

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

Guest favorite

Home in Rockport

5 out of 5 average rating, 43 reviews

New South End Home Quiet Lane To Old Garden Beach

SamiRating, 5 stars3 months ago
Judy was a great host, very gracious and the place is beautiful. We loved walking around the area and would love to come back!
Guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 301 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

HeatherRating, 5 stars2 months ago
Frank and Kathy are THE BEST! The space was perfect—so clean and comfy. It was also private and easy to access. My favorite feature: the heater in the bathroom! The location is also 700 feet from my best friend, so I will be back!!! Truly, this has been my best AirBnB experience ever.
Guest favorite

Home in Plymouth

4.82 out of 5 average rating, 308 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

TravisRating, 5 stars6 days ago
Great location and stay. My wife and I felt very comfortable.
Guest favorite

Cottage in Newbury

4.84 out of 5 average rating, 111 reviews

Designer decorated-Sunset Bliss- Beach 3 min walk

MattRating, 5 stars2 months ago
Staying in this guest house was really great for me, my wife and our two small dogs. The front of the home overlooks are beautiful marsh. The area is very peaceful, and it's next-door to a quaint little park, and a few minutes walk to a private beach.
Guest favorite

Apartment in Swampscott

4.89 out of 5 average rating, 104 reviews

Ocean views, Large Deck, Grill, Kid/Dog Friendly

LaurisaRating, 5 stars1 month ago
Perfect place to stay - sparkling clean, walking distance to the beach and to shops, gorgeous porch with ocean views & plenty of seating. Inside was comfy with high end finishes like marble, we loved using the gourmet 6 burner stove and large dining table. So many great things about this place, definitely recommend! Plus the host Ryan was super responsive & helpful.
Guest favorite

Apartment in Newbury

4.88 out of 5 average rating, 126 reviews

View of Marsh & Dunes| Pet Friendly| Wkly Discount

CarlyRating, 5 stars3 months ago
The house was great! Very private and quiet. Quick walk to the beach and many cute little places around. Would definitely stay here again!
Guest favorite

Guest suite in Kittery Point

4.95 out of 5 average rating, 276 reviews

Romantic Spa By The Ocean. Hot Tub, Dining & Views

KaleyRating, 5 stars4 days ago
Kittery is adorable, and Maryalice’s place was very clean and comfortable. She was a great host and we’d stay again if we return!
Guest favorite

Home in Harrisville

4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

JudyRating, 5 stars4 months ago
I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!
Guest favorite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

RachelRating, 5 stars4 days ago
Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!
Guest favorite

Cottage in Newburyport

4.93 out of 5 average rating, 109 reviews

Sunset Waterfront Privacy Beach

KimberlyRating, 5 stars3 weeks ago
What a sweet little gem! Easy to find, private, serene and only 10 minutes from town which had many great restaurants and shopping! Kitchen was sunny and warm with the perfect hi-top table for puzzling. Living room & bed rooms were cozy & comfortable for reading & sleeping. Would love to return.
Superhost

Home in Scituate

4.83 out of 5 average rating, 58 reviews

Sand Hills Beach - lighthouse area -

JordannaRating, 5 stars1 month ago
We had another great stay at Maria's. It was our third trip to her Airbnb. We always find her home super easy, clean, and comfortable. And Scituate is adorable. This time we had one small issue which Maria handled immediately - even at 10pm - and sent help that fixed the issue within an hour.
Guest favorite

Home in Hampton Beach

4.8 out of 5 average rating, 184 reviews

Steps to Beach | Fireplace | Pat's Porch

HeatherRating, 5 stars2 months ago
The place was perfect!! Well appointed, beachy theme, and very clean! I love the porch!! Chris kept in touch to make sure our stay was perfect!! We will definitely return!!

Popular amenities for Chelmsford vacation rentals

Stay near Chelmsford's top sights

University of Massachusetts Lowell4 locals recommend
Mill No. 515 locals recommend
Lowell National Historical Park13 locals recommend
Showcase Cinema de Lux Lowell11 locals recommend
Whole Foods Market10 locals recommend
1981 Ramen Bar9 locals recommend

Other great vacation rentals in Chelmsford

Guest favorite

Home in Westminster

4.93 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

CraigRating, 5 stars1 month ago
Very accommodating hosts and constant communication throughout as needed. Will be recommending to family in the area as well.
Guest favorite

Home in Sandown

4.92 out of 5 average rating, 13 reviews

Sunrise Beach Escape

JulieRating, 5 stars3 months ago
What a great house to stay in! There was plenty of room for all 12 of us. And plenty for us to do. Fishing, hot tub, relaxing on the deck, walking down to the beach area, kayaking, paddle boating, playing board games, playing video games, pool, ping pong, air hockey, relaxing on the multiple couches watching tv or chatting, and enjoying meals around the table, which easily fit all 12 of us! The kitchen was well equipped - literally anything you could need, and lots of choices for the keurig. We only wish we could have stayed longer (we were there for a long weekend). We stayed in October so the weather was cool and it ended up raining for a lot of it, but we still enjoyed the beautiful view of the fall leaves on the pond. Would definitely recommend this house and we look forward to our next getaway on angle pond!
Guest favorite

Condo in Hampton Beach

4.94 out of 5 average rating, 108 reviews

Magical

CharlieRating, 5 stars4 months ago
Third year we’ve stayed there. Very well equipped unit. New sofa this year. The screened in porch overlooking the beach is a big attraction for us. You’re on the beach, so access isn’t an issue. Not one of the busier sections of the beach, but it’s a short walk to the areas with shops. An always accessible parking space, and an elevator to the upper floors is a plus.
Guest favorite

Cottage in Newburyport

4.99 out of 5 average rating, 165 reviews

Plum Island’s TRUE NORTH COTTAGE

ErikRating, 5 stars3 months ago
Located just a short walk to the beach this charming cottage offered the perfect blend of comfort and convenience for my whole family. The spacious cottage was clean and very well designed with everything we needed for a relaxing stay, including a fully equipped kitchen and cozy living area with modern amenities. The hosts, Elia and Rob, were incredibly welcoming and accommodating and we hope to visit again soon. I would highly recommend True North Cottage to anyone looking for a peaceful getaway near the beach and scenic, downtown Newburyport.
Guest favorite

Home in Salisbury

4.9 out of 5 average rating, 129 reviews

NEW 3BR home, incredible views - Beach across St

JohnnyRating, 5 stars2 weeks ago
Fantastic stay. So much space inside, and absolutely gorgeous sunset views. Super clean and comfortable. I definitely recommend!
Guest favorite

Home in Chester

4.93 out of 5 average rating, 188 reviews

Charming New England Farmhouse

LindsayRating, 5 stars2 months ago
My family and I had the most peaceful, relaxing, cozy weekend at this beautiful, historic New England Home. The charming and rustic farmhouse is full of history and character; exactly what I was hoping for. We didn’t want to leave we felt so at home! Yes, the house is old, so expect creaky floors and doors and the occasional friendly ladybug or fly. However, also expect modern upgrades in the kitchen and bathrooms, and truly everything you need for a comfortable stay. Looking forward to our return.
Superhost

Cottage in York

4.83 out of 5 average rating, 18 reviews

Large Beach Cottage on York Beach, Maine

RobinRating, 5 stars5 months ago
Really enjoyed our stay at Samantha’s place. Very accommodating and went above and beyond to assure we were comfortable for our vacation. House was comfortable and worked well for our large family. Super close to everything! Hoping we can make it back next year.
Guest favorite

Home in York

4.9 out of 5 average rating, 126 reviews

York Beach Getaway (Razzle Dazzle House)

MikeRating, 5 stars1 month ago
3rd time we stayed for our family Christmas. Everyone has a blast. Highly recommend this place for any family gathering or vacation.

Quick stats about vacation rentals in Chelmsford

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

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 160 vacation rentals in South Lowell, over 80 vacation rentals in Heart Pond, and over 170 vacation rentals in North Chelmsford.

  • 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 Apartment Rentals in Chelmsford?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, 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 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 apartment rentals in Chelmsford have a kitchen?

    Absolutely! We offer over 10 apartment 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 80 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore