Vacation rentals in Middlesex County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middlesex County

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

Guest favourite
Home in Framingham
1BR—Brookside Loft—Quiet&Clean—25 Mins to Boston
Welcome to The Loft! 100% Private 1-Bedroom Place Queen Bed — Pillowtop Mattress Full Kitchen — Stove, Fridge, Dishwasher, Pots/Pans, Utensils & Cooking Essentials Dining Area — Table & Chairs Living Room — Leather Sofa 49" SmartTV — Netflix + Sling Live TV Bathroom — Shower, Plush Towels & Natural Bath Products Private 2nd Floor Entrance Your Own Driveway Quiet & Safe Neighborhood Clean & Sanitized/COVID Conscious Host 2 Min Walk to Park 25 Mins to Boston Easy Access —Route 9 & 90-Mass Pike
Mar. 9 – 16
$202 CAD per night
4.97 out of 5 average rating, 127 reviews
Guest favourite
Barn in Carlisle
✨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*
Jan. 10 – 17
$185 CAD per night
4.87 out of 5 average rating, 348 reviews
Guest favourite
Guest suite in Bolton
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.
Mar. 10 – 17
$224 CAD per night
4.97 out of 5 average rating, 106 reviews

Popular amenities for Middlesex County vacation rentals

Other great vacation rentals in Middlesex County

Guest favourite
Loft in Concord
Main Street's Grist Mill Concord
May 30 – Jun. 6
$228 CAD per night
4.87 out of 5 average rating, 253 reviews
Guest favourite
Apartment in Concord
Bishop Suite - Private suite in historic Concord
Feb. 15 – 22
$174 CAD per night
4.94 out of 5 average rating, 202 reviews
Guest favourite
Guest suite in Concord
2 BR Suite, Private Entrance, Woodlands, Quiet
Dec. 9 – 16
$256 CAD per night
4.94 out of 5 average rating, 234 reviews
Guest favourite
Townhouse in Concord
Cottage Suite-Walk to Shops, Train. Town approved.
Jun. 10 – 17
$296 CAD per night
4.93 out of 5 average rating, 324 reviews
Guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
Apr. 19 – 26
$248 CAD per night
4.9 out of 5 average rating, 367 reviews
Guest favourite
Guest suite in Dover
Peaceful Country Home, Dover, Ma: Private Entrance
Apr. 5 – 12
$223 CAD per night
4.98 out of 5 average rating, 178 reviews
Guest favourite
Guest suite in Concord
Private Studio Apt in W. Concord, Town Approved
Oct. 25 – Nov. 1
$245 CAD per night
4.84 out of 5 average rating, 245 reviews
Guest favourite
Guest suite in Sherborn
Entire Historic Carriage House with Fireplace & AC
Apr. 19 – 26
$227 CAD per night
4.97 out of 5 average rating, 235 reviews
Guest favourite
Guest suite in Weston
FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON
Nov. 16 – 23
$326 CAD per night
5.0 out of 5 average rating, 107 reviews
Guest favourite
Guest suite in Concord
Water front cabin-like guest suite on a quiet pond
May 14 – 21
$185 CAD per night
4.97 out of 5 average rating, 98 reviews
Guest favourite
Home in Maynard
Cute mill house: 3BR•Wood stove *Brkfst included*
Apr. 26 – May 3
$365 CAD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Guesthouse in Westford
Detached Waterfront Guest House
Aug. 28 – Sep. 4
$212 CAD per night
4.97 out of 5 average rating, 79 reviews

Destinations to explore