Pet-friendly vacation rentals in Chelmsford

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chelmsford

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Weston

5.0 out of 5 average rating, 116 reviews

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 15 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Mar 16 – 23

G$47,501 GYD per night

Guest favorite

Barn in Exeter

4.9 out of 5 average rating, 404 reviews

The Word Barn, Exeter, NH

Charming open studio apartment in Exeter. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath and vaulted ceiling - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

Apr 16 – 23

G$31,992 GYD per night

Guest favorite

Guest suite in Deering

5.0 out of 5 average rating, 224 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Come relax and unwind in this nicely appointed secluded, guest suite. Privacy guaranteed in this smoke free “home away from home”. Country setting surrounded by mountains, lakes, hiking, golfing, Pat's Peak, Crotched Mtn. and Mt. Sunapee. Convenient location for day trips to the seacoast, Concord or Peterborough. Cozy cathedral ceiling bedroom/living room studio, private bathroom, kitchenette/workroom. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Oct 24 – 31

G$19,023 GYD per night

Guest favorite

Barn in Carlisle

4.84 out of 5 average rating, 513 reviews

✨Entire Secluded Barn Suite Ctr 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*

Nov 29 – Dec 6

G$25,882 GYD per night

Guest favorite

Tiny home in Smithfield

4.97 out of 5 average rating, 596 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Oct 29 – Nov 5

G$32,395 GYD per night

Guest favorite

Guest suite in Uxbridge

4.99 out of 5 average rating, 136 reviews

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and has been restored and updated by two generations of architects in the family. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Feb 6 – 13

G$21,724 GYD 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.

Mar 21 – 28

G$74,326 GYD per night

Guest favorite

Apartment in Arlington

4.98 out of 5 average rating, 174 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom Private from public, patio and hot tub overlooks lake and conservation land. No stairs Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit $25.00 pet fee Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures are followed

Nov 5 – 12

G$31,147 GYD per night

Guest favorite

Guest suite in Bolton

4.97 out of 5 average rating, 112 reviews

Vaughn Hill Hideaway & Sauna

Tucked into the slope of Vaughn Hill on 3 wooded acres, the entire lower level of our home is yours to enjoy. The Hideaway is a cozy 2-bedroom unit with “the BEST BEDS at an Air BNB ever!" to quote one guest. Take it slow with a wine tasting at Nashoba Valley Winery (5 min away), coffee at Harvard General Store (8 min), apple-picking at a local orchard, or hiking Vaughn Hill trails with your dog. Unwind in the backyard wood-fired sauna, available by request at $30 per firing.

Sep 14 – 21

G$31,070 GYD per night

Guest favorite

Guesthouse in North Andover

4.97 out of 5 average rating, 185 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Aug 22 – 29

G$91,815 GYD per night

Guest favorite

Guest suite in Fitzwilliam

4.98 out of 5 average rating, 125 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Aug 7 – 14

G$19,394 GYD per night

Guest favorite

Apartment in Concord

4.94 out of 5 average rating, 207 reviews

Bishop Suite - Private suite in historic Concord

I live in historic Concord, Massachusetts, 4 miles from Concord Academy, Fenn School, Middlesex School, and many historical sites, and less than 30 miles from downtown Boston. About 4 miles from the commuter rail (train) to downtown Boston, and 2 miles to restaurants, grocery, and any kind of store you would need. For guests staying over 2 weeks, discounts can be negotiated, and an additional $75 cleaning fee will be assessed.

Jan 7 – 14

G$23,832 GYD per night