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.

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Guest favorite

Rental unit in Groton

4.97 out of 5 average rating, 113 reviews

Cute & Cozy Groton apartment w/private patio

MoisesRating, 5 stars1 month ago

Aisling was one of the best hosts I've encountered—she’s proactive and genuinely cares about her guests. Aisling's home in Groton was perfect for our needs, especially with its convenient proximity to the wedding venue we attended. The space was clean and comfortable, and while we didn’t spend much time there, the porch overlooking the lovely backyard and the grill are great additions for anyone who wants to relax or entertain. This isn’t a typical vacation spot, but it’s a wonderful, well-kept home base for those with a car to explore the area.

Guest favorite

Guest suite in Winchester

5 out of 5 average rating, 159 reviews

Warm and cozy 1st flr sweet guest suite w parking

LyndaRating, 5 stars1 week ago

Donna and Stephen are Super hosts! They were very friendly and thoughtful of what a guest might need and had prepared in advanced. We loved staying there and having conversation. Staying there was the best choice for us and would stay again! The space is cozy for two and just what we needed. Thanks again!

Guest favorite

Rental unit in Concord

4.93 out of 5 average rating, 363 reviews

Cottage Suite "A" - Walk to Shops, Train, History

JayRating, 5 stars1 week ago

Check in/out was super easy. Space was immaculate and fully equipped. Bed and furniture were very comfortable. Accessories were all functional and easy to use. And perfect location, walking distance to train, shops and downtown. Despite proximity to busy road, the space was extremely quiet. Outdoor sitting area was lovely. Host was very accommodating and helpful. Touring books, magazines and maps were quite useful. Very pleasant stay!

Guest favorite

Barn in Carlisle

4.88 out of 5 average rating, 407 reviews

✨Private Studio w/ Loft Center Historic Carlisle✨

AlexanderRating, 5 stars3 days ago

We had such a relaxing and peaceful stay at Julie's place. She was very thoughtful and responsive when communicating with us. We appreciated all of her recommendations for the area and the how cozy and comfortable the space was. We would definitely stay again in the future!

Guest favorite

Guest suite in Dover

4.97 out of 5 average rating, 229 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

AliciaRating, 5 stars4 days ago

Absolutely quaint surroundings and even better apartment. Our stay felt like something out of a story book. Mariah’s space was clean, private and absolutely beautiful. We loved the small touches like coffee and a mini fridge! Thank you for having us.

Guest favorite

Rental unit in Hudson

4.92 out of 5 average rating, 476 reviews

Newly Renovated Apartment Near Downtown Hudson

KimberlyRating, 5 stars2 weeks ago

Lovely 3rd floor apartment, Squeeky clean, newly renovated. We were in town to visit friends in Shrewsbury and when I reached out Anastasia was super responsive and helpful. This is perfect for a couple that would explore Hudson and surrounding areas. We did this quite last minute and the place and Anastasia's help made our stay perfect.

Guest favorite

Guest suite in Bolton

4.97 out of 5 average rating, 145 reviews

Vaughn Hill Hideaway & Sauna

LinneaRating, 5 stars1 week ago

We absolutely loved our stay at Hannah and Jonathan’s! It was so cozy and clean. A beautiful woodsy view out the entrance and windows, but close enough to restaurants and such that it didn’t feel too far out. They even had personal touches based on our communications! You can definitely trust these two to make your stay a pleasant one! 10/10 recommend

Guest favorite

Rental unit in Concord

4.95 out of 5 average rating, 194 reviews

Mema's Place --Lovely apartment in private home

LeesaRating, 5 stars2 weeks ago

We had a wonderful stay and it was so peaceful. We were made to feel very welcome and felt very at home. It was in a wonderful location and a good base to see what we wanted to see. We would highly recommend staying at this wonderful place 😊

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What guests are saying

Villa Ricci

4.92 out of 5 average rating, 133 reviews4 weeks ago

We really enjoyed staying here! It was like a little home away from home. The ONLY con I have, which isn’t even a con, but more of “just so you know,” it was noted that you can hear them walking up top. It’s like staying in an apartment building. This is only an issue if you plan on staying here for the duration of your trip and don’t leave. Otherwise, they have an A/C unit and a sound machine in the room which totally drown out any sounds. Would definitely stay here again. Has all the things you could possibly think you may need and all the stuff you don’t even think about when traveling. Speedy response, easy instructions, security, safe/quiet area, and ON 👏🏽 SITE 👏🏽PARKING 👏🏽👏🏽👏🏽. No complaints. A+, gold star 🌟, kudos to Kelly & Joe.

Rental unit in Andover

What guests are saying

White Pine Cottage

4.95 out of 5 average rating, 149 reviews3 days ago

We were PLEASANTLY surprised at how much we loved this place! We were right at home here, such a comfy and cozy home. Great amenities (LOVED having a washer & dryer to use! thank you!). Perfect amount of space for all of us (5 people & one chihuahua). Absolutely loved every minute of being here & when we are able to come back to Massachusetts for another visit we're hoping we can book this house for an entire week next time! LOVED LOVED LOVED it :) Thank you William & Kelly for having this amazing space available. Such a great host & we can't wait to come back.

Cottage in Stow

What guests are saying

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

5 out of 5 average rating, 137 reviews2 weeks ago

The flower farm was absolutely beautiful! The accommodations were as described. We didn’t have time to enjoy the fire pit, but did check out the goats & chickens. The listing stated 15 minutes from Boston, which was a big reason we booked it. However, the traffic was horrible and took us over an hour to and from downtown Boston. (Not the owners fault.) Maybe it’s the time of year and there are more people than usual? Other than that our stay was very enjoyable.

Guest suite in Weston

What guests are saying

Newly renovated, spacious, clean, 3 bedroom home.

5 out of 5 average rating, 163 reviews1 week ago

Far exceeded expectations. The entire house was absolutely pristine! The bed (one of the three) was super comfy and so were the linens. So many extras that far exceeded anything I’ve encountered in a rental property. The owners were absolutely amazing, responsive, available for whatever you need and were very nice! If ever another escape from reality is necessary I will absolutely be staying here. My doggo absolutely loved it as well. Everything my soul needed and then some! An amazing stay, was sad to have to leave! Thank you for sharing your amazing property!

Home in Chelmsford

What guests are saying

Lakeside apartment, patio, hot tub, outside shower

4.98 out of 5 average rating, 184 reviews2 months ago

This Airbnb is amazing. Not only are you close to Boston and lots to do, but you’re also on a semi private lake! Doug and Hope were great hosts and share their property and kayaks, bikes, etc freely. The space is small but very comfortable for 2 without any issue. The kitchen is small but functional. Thank you Doug and Hope!

Rental unit in Arlington

What guests are saying

Comfy-Spacious-private 1BR conveniently located

4.94 out of 5 average rating, 167 reviews1 week ago

it's tucked away with a beautiful backyard. You get your own spacious apartment off their house. I brought my one year old son (almost two) and I was worried about them hearing him stomp around like little boys do, but they said they couldn't hear him. They are very kind people. it's about a 25 minute drive to Salem, which isn't bad at all if that's where you are visiting. I highly recommend this spot to stay. 👍👍

Rental unit in Woburn

What guests are saying

Private 1 Bedroom suite In West Newton

4.92 out of 5 average rating, 217 reviews2 weeks ago

Althea's home was very warm and welcoming. Checking in was super easy and the times were flexible! She was very good at communicating to us days leading up to the trip as well as during our stay. We thought the furniture in the home was comfortable as well. The house is very close to the T station and it's so convenient to get to and from Boston and we even managed to find our way to Salem. We got to meet Althea and she was just the sweetest and very accommodating!!! I would recommend anyone I know to stay here. Thanks so much for sharing your cozy home! Also while you stay here, please go check out Village Cafe. We went for breakfast but they're open all day and everything was delicious!!

Guest suite in Newton

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Popular amenities for Middlesex County vacation rentals

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Other great vacation rentals in Middlesex County

Guest favorite

Guest suite in Medford

4.91 out of 5 average rating, 174 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

KristaRating, 5 stars6 days ago

We really enjoyed our stay at March's. The bed was very comfortable, great quiet location, the large and glorious shower was top notch! Overall, it was the perfect stay for our quick two-day getaway in Boston.

Guest favorite

Guest suite in Arlington

4.91 out of 5 average rating, 231 reviews

Modern and comfortable studio apartment

SonyaRating, 5 stars2 weeks ago

Johan & Ruth were wonderful hosts, and their place was lovely. We thoroughly enjoyed our stay at their beautiful home.

Guest favorite

Guest suite in Watertown

4.92 out of 5 average rating, 292 reviews

Private 1BR Pied-a-terre

AnnRating, 5 stars2 weeks ago

Perfect for our brief visit to Boston - would definitely stay again!

Guest favorite

Guest suite in Stow

4.97 out of 5 average rating, 75 reviews

Sisu Suite: Private one bedroom suite

PeterRating, 5 stars1 week ago

Holly’s place is neat clean and functional. Darkened room helped with our sleep, and good bed helped as well. Would recommend to others.

Guest favorite

Guesthouse in Westford

4.97 out of 5 average rating, 97 reviews

Detached Waterfront Guest House

JonahRating, 5 stars3 weeks ago

Beautiful location, somehow the photos didn't do it justice. The inside is clean, warm, and modern. The shower has great water pressure. The location was shockingly nice. I had never been to Westford before but within about 20 minutes there are farms with handmade ice cream, alpacas, restaurants, a whole foods. We didn't even end up going into Boston because there was a lot of fun things to do close by. Hosts were really nice, the host's wife met us and walked us around the area to show us around. Facilities were very clean and more spacious than I expected. I was only there for four days but I feel like i could have stayed a couple of weeks and been quite comfortable. Would recommend to anybody and will probably be back some day.

Guest favorite

Guest suite in Concord

4.91 out of 5 average rating, 23 reviews

Waterfront retreat in Concord

ColeRating, 5 stars2 weeks ago

This place was incredible! It was our first time to New England and this was the best first stop we could’ve made. We loved the area and the scenic views and our hosts were so kind and responsive! We will be back!

Guest favorite

Rental unit in Westford

4.89 out of 5 average rating, 57 reviews

Furnished Cozy Apartment in quiet neighborhood

DominiqueRating, 5 stars6 days ago

Lovely place to stay, very clean and quiet!

Guest favorite

Guesthouse in Lowell

5 out of 5 average rating, 12 reviews

Private guest house

DanielRating, 5 stars3 months ago

Highly recommend. I stayed at Lisa's AirBnb during a particularly severe heat wave; as my usual place is not equipped with adequate air conditioning. Before booking, I expressed to her the importance of temperature control, to which she indicated the A/C would not make the unit "movie-theater freezing" but ought to keep the unit comfortable throughout the day. I can attest that this is 100% true, and that you will be perfectly fine even when the heat index reaches 100+. In addition to this, Lisa was friendly and proactive in her communication. The neighborhood is quiet and secluded from the hubbub of Lowell. Everything was perfect for a remote worker like me, and I will definitely be back next time I need to beat the heat.

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Vacation rentals in Middlesex County

Top-rated vacation rentals in Middlesex County

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Other great vacation rentals in Middlesex County

Guest suite in Medford

Guest suite in Arlington

Guest suite in Watertown

Guest suite in Stow

Guesthouse in Westford

Guest suite in Concord

Rental unit in Westford

Guesthouse in Lowell

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