House holiday rentals in Middlesex County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Middlesex County

House rentals with a pool

Top guest favourite
Home in Newton
5 out of 5 average rating, 14 reviews

Villa with private Pool in Boston's Elite Enclave

LucyRating, 5 stars2 weeks ago
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars2 weeks ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favourite
Home in Worcester
4.96 out of 5 average rating, 98 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

AyannaRating, 5 stars6 months ago
booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.
Guest favourite
Home in Arlington
4.93 out of 5 average rating, 30 reviews

Beautiful Spacious 4BRM House!

KarenRating, 5 stars1 week ago
We enjoyed our stay at Maxine’s place. We had 7 people and this home was spacious and clean. Maxine was also very responsive and helpful. I had forgot my jacket here after checkout and was able to arrange to pick it up. The area was also nice and peaceful.
Top guest favourite
Home in Norwood
4.97 out of 5 average rating, 37 reviews

the house of id; vintage shop, accessible space

LeeAnnRating, 5 stars2 days ago
UNBRIDLED JOY. Dara and Paige's house is welcoming right away, with a comfortable open living, dining, and kitchen area filled with fun, bright decor. The house radiates joy and fun and comfort. My friend and I took a last-minute getaway here, and it was exactly what we needed. The colors are both cheerful and calm, and the place is furnished for relaxing cozily. We had a blast shopping the items in the house, which is a wonderful unique twist. Everything was exactly as described and better. Communication was SUPERB. You couldn't ask for two kinder or more caring hosts. We especially appreciated the attention to accessibility since I have some mobility issues. We can't wait to go back again. Everything about this house raises our spirits and makes us laugh out loud with delight. We loved every moment and are already looking forward to our next stay. THANK YOU!!!!!
Top guest favourite
Home in Weston
4.98 out of 5 average rating, 92 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 week ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.
Superhost
Home in Canton
4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.
Guest favourite
Home in Waltham
4.89 out of 5 average rating, 45 reviews

Quiet/Private Neighborhood

JeffRating, 5 stars2 weeks ago
Our stay at Michelle's was absolutely fantastic! I can't say enough good things about the house and the amenities. The kitchen was fully stocked and she really seemed to think of everything, including a gift basket! I stay at a lot of Air B&Bs and the small touches Michelle put on the house and the amount she cared for her guests was second to none! I could not recommend staying here more.

Weekly house rentals

Guest favourite
Home in Worcester
4.77 out of 5 average rating, 198 reviews

Quaint 2 bedroom spacious home with old charm.

DioneRating, 5 stars2 days ago
The house was as described. It was spacious and homey feeling. The beds were comfy, as well as the furniture. Great place and great neighbors, too. Super convenient. We’d definitely stay again and be return guests.
Guest favourite
Home in Worcester
4.82 out of 5 average rating, 11 reviews

Amazing Location, 3 BR KING SUITE, Covered Parking

KaitlynnRating, 5 stars4 months ago
Our stay was lovely! We travel to MA multiple times a year and have stayed in MANY Airbnb’s… this place is at the top of our list!
Guest favourite
Home in Boston
4.96 out of 5 average rating, 134 reviews

Charming South End Farmhouse - Near Northeastern!

RyanRating, 5 stars2 weeks ago
What a lovely place! Perfectly decorated, incredibly well-maintained, tons of space, sparkling clean, and in a wonderful location. Five minute walk to Northeastern, super easy walk to Fenway, and less than a 30 minute very scenic walk to the Back Bay area (it was such a beautiful walk, we did it multiple times during our stay). The homes (including this one) are amazing, great places to eat nearby, etc. This is definitely one of my favorite places, and I would absolutely book it again. I've already recommended it to some friends who will be traveling to Boston over the summer! Thank you for the wonderful stay!
Top guest favourite
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars4 months ago
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!
Guest favourite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars1 month ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Guest favourite
Home in Boston
4.89 out of 5 average rating, 214 reviews

Historic House modernized

Chieh-Hsiao (Jerry)Rating, 5 stars1 week ago
This is a nice place with 5 separate rooms. Warm and friendly owner and housekeeper. The house is old but clean and beautiful. Very quiet environment. Definitely will stay here again when we come next time.
Superhost
Home in Woburn
4.88 out of 5 average rating, 136 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars2 weeks ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 145 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

NathanRating, 5 stars6 months ago
Amazing price and amazing place to spend Halloween! Great places to eat and adventure around! The house was peaceful but had very friendly atmosphere with the neighbors. If I could have Andrea be the host for every air bnb I would be greatful knowing I have someone that's reliable and great with communication. She will treat you right and has great recommendations!

Private house rentals

Guest favourite
Home in Arlington
4.9 out of 5 average rating, 70 reviews

New Single Family with 5B3B

CherylRating, 5 stars1 month ago
Visiting Boston for a wedding and the location and home was perfect for our needs! Highly recommend this home!
Guest favourite
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars3 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
Superhost
Home in Boston
4.91 out of 5 average rating, 22 reviews

Residential home with free parking

ScottRating, 5 stars5 months ago
Great space. There were 8 of us that stayed. We mainly were out in about during the day going to Boston breweries. We didn't spend a lot of time there, but we hung out there in the evenings. Bill hooked us up with a bag of charcoal for the grill so we could cook up some steaks. The house has a great backyard area. The kitchen and dining room area was big enough to accommodate us. Beds were comfy and bathrooms were clean. Great shower heads. Off street parking was great for both our vehicles.
Top guest favourite
Home in Sterling
4.94 out of 5 average rating, 205 reviews

Quiet country retreat with modern conveniences

JonRating, 5 stars1 month ago
Great getaway and tranquil place to retreat! Would definitely book again. Enjoyed the atmosphere.
Guest favourite
Home in Boston
5 out of 5 average rating, 9 reviews

New modern cozy 3BR apt: free parking & near train

JamesRating, 5 stars4 months ago
Great place for the price, perfect location for our stay. Heating worked great and everything was modern/new.
Superhost
Home in Randolph
5 out of 5 average rating, 3 reviews

65 - 4BR Randolph | Elegant Haven near Milton

CrystalRating, 5 stars1 month ago
We took this trip for the NBIN track event. It was perfect for the team. This place was comfortable with just enough room for everyone to spread out. The hosts were very responsive and helped us throughout our stay. I would definitely stay here again.
Guest favourite
Home in Brookline
5 out of 5 average rating, 21 reviews

Luxury Brookline/Boston 6 bedroom

ScottRating, 5 stars6 months ago
This house was fantastic and was better than described. Nicole was super communicative and the check-in/out procedures were easy.
Superhost
Home in Framingham
4.85 out of 5 average rating, 80 reviews

Near Boston Beautiful 3 Bedroom in Framingham, MA

KarenRating, 5 stars4 months ago
The house was clean and the beds were comfortable. The location provides quick access to a number of highways. The kitchen is well stocked with dishware and cookware. Everyone loved the heated floors and we were glad to be able to bring our dog and take him on walks in a quiet neighborhood.

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