Vacation rentals in Middlesex County

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Top-rated vacation rentals in Middlesex County

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

Guest favorite

Barn in Carlisle

4.87 out of 5 average rating, 357 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*

Feb 17 – 24

€ 126 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 24 – 31

€ 116 per night
Guest favorite

Townhouse in Concord

4.93 out of 5 average rating, 325 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

Sep 1 – 8

€ 209 per night

Popular amenities for Middlesex County vacation rentals

Other great vacation rentals in Middlesex County

Guest favorite

Apartment in Woburn

4.97 out of 5 average rating, 102 reviews

Comfy-Spacious-private 1BR conveniently located

Nov 7 – 14

€ 153 per night
Superhost

Guest suite in Worcester

4.83 out of 5 average rating, 339 reviews

Enjoy your own private and cozy space!

Jul 13 – 20

€ 85 per night
Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 180 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Jan 19 – 26

€ 153 per night
Guest favorite

Guest suite in Watertown

4.92 out of 5 average rating, 261 reviews

Private 1BR Pied-a-terre

Aug 10 – 17

€ 101 per night
Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Sep 23 – 30

€ 136 per night
Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 194 reviews

Modern and comfortable studio apartment

Nov 10 – 17

€ 122 per night
Guest favorite

Apartment in Framingham

4.91 out of 5 average rating, 256 reviews

Spacious 2 Br with All The Comforts Of Home

Oct 18 – 25

€ 187 per night
Guest favorite

Guest suite in Newton

4.98 out of 5 average rating, 551 reviews

Spacious suite with private entrance, parking spot

Aug 17 – 24

€ 144 per night
Guest favorite

Home in Billerica

4.97 out of 5 average rating, 149 reviews

Residential home ▪ Billerica ▪ quiet, clean & cozy

Mar 18 – 25

€ 174 per night
Guest favorite

Guesthouse in Westford

4.97 out of 5 average rating, 79 reviews

Detached Waterfront Guest House

May 30 – Jun 6

€ 132 per night
Guest favorite

Apartment in Westford

4.92 out of 5 average rating, 24 reviews

Furnished Cozy Apartment in quiet neighborhood

Aug 21 – 28

€ 123 per night
Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 97 reviews

Warm and cozy 1st flr sweet guest suite w parking

Jan 13 – 20

€ 99 per night

Destinations to explore