House vacation rentals in Middlesex County

Find and book unique houses on Airbnb

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Popular amenities for Middlesex County house rentals

House rentals with a pool

Guest favorite
A vibrant garden is visible, featuring a variety of colorful flowers, including pink roses and white blooms. A white picket fence lines the path, complemented by lush greenery and tall trees in the background, creating a serene and inviting atmosphere.
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars2 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favorite
A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Newton
5 out of 5 average rating, 18 reviews

Villa with private Pool in Boston's Elite Enclave

BrandonRating, 5 stars3 weeks ago
We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.
Guest favorite
A clear blue pool reflects the surrounding area, framed by a patio with lounge chairs. A shaded seating area is visible next to the pool, enhancing outdoor relaxation options.
Home in Worcester
4.96 out of 5 average rating, 101 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

XufengRating, 5 stars1 week ago
From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛
Guest favorite
The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars2 days ago
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽
Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️
Guest favorite
The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.
Home in Weston
4.97 out of 5 average rating, 94 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month 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
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars3 weeks ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!
Guest favorite
A vibrant outdoor pool area features a clear blue pool surrounded by a spacious patio. Lounge chairs are neatly arranged alongside the pool, with manicured shrubs and flowers adding color to the landscape. A privacy fence partially encloses the space, creating a secluded atmosphere.
Home in Waltham
4.9 out of 5 average rating, 49 reviews

Quiet/Private Neighborhood

AmeliaRating, 5 stars2 weeks ago
It is such a pleasure to stay in a spotless AirBnB with lots of fluffy white towels and a well-equipped kitchen. Michelle was very responsive. There was a nor'easter during our end of May stay, so we didn't get to enjoy the pristine pool. Next time!

Weekly house rentals

Top guest favorite
A spacious living area is furnished with a large brown leather sectional and matching armchairs. A flat-screen TV is mounted above a modern fireplace, while light-colored shelves display decorative plants. A dining area and kitchenette are visible in the background, creating an open, inviting space.
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Guest favorite
The exterior of a charming log cabin retreat is displayed, featuring a welcoming porch with seating, surrounded by lush greenery. Warm light glows from the windows, highlighting the rustic stone chimney and sloped roof. A spacious driveway leads to the cabin, adding to its inviting presence.
Home in Westminster
4.97 out of 5 average rating, 70 reviews

Our Pondside Cabin

DanielleRating, 5 stars3 weeks ago
We had a great stay. It really is minutes away from hiking trails, as well as some restaurants. It was exactly what our large group needed. We were able to prepare meals in the kitchen and ate and played board games at the large dining table. The living room area was comfy and large enough for our group to all hang out in. The place was clean and as pictured in the listing. Kathleen was also very responsive to a few questions I had while there. I'd be happy to return.
Guest favorite
The charming exterior of the 1897 home features a wraparound porch adorned with flags and seasonal decorations. A well-maintained yard displays decorative stone borders, mulch, and blooming flowers, framed by lush green trees and shrubs.
Home in Sudbury
4.95 out of 5 average rating, 55 reviews

Historic Victorian Home - Family + Pet Friendly

CarolineRating, 5 stars2 weeks ago
Our stay at Matthew's place was fantastic. The house is so spacious and cozy, and Matthew was a great communicator. The 3rd floor bedroom is beautiful, with a really comfortable bed, and a lovely bathroom. Everyone found the beds comfortable, and there were plenty of extra pillows and blankets. The laundry room is especially well stocked and user-friendly. The outside spaces were nicely kept up and offered a range of outdoor seating. Everything was clean and uncluttered. We would definitely stay here again!
Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 86 reviews

All New Private Country Setting (2 Level-No Share)

JenRating, 5 stars1 week ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
Top guest favorite
A cozy seating area features a soft gray sofa adorned with purple cushions. A colorful area rug lies beneath, complementing the space. A small round table holds a lantern, and a framed artwork adds a touch of elegance to the wall. Natural light filters through a window with striped shades.
Home in Andover
4.93 out of 5 average rating, 29 reviews

Cozy 2 story guest house.

JenniferRating, 5 stars2 days ago
We were delighted to stay at Vanessa’s home, which is even lovelier than the photos depict. The area and home are beautiful and quiet, with all the amenities we needed. We had the opportunity to meet Vanessa, and she was exceptionally kind. Very highly recommend!
Top guest favorite
A spacious living area is presented with soft beige walls and a wooden floor. A light gray sectional sofa and a cozy armchair are arranged around a coffee table. A wall-mounted TV is positioned across from the seating, with art pieces enhancing the ambiance. Natural light floods in through two windows.
Home in Framingham
5 out of 5 average rating, 13 reviews

Very nice home close to Boston

MaricorRating, 5 stars6 days ago
The neighborhood was peaceful and felt safe. There’s a burrito place at the corner which offers good and reasonable dishes. There’s also a cafe across. The house i just enough for 6 or 7 people. Price was reasonable.
Superhost
A wooden dining table is surrounded by four upholstered chairs. The polished surface of the table reflects the ambient lighting. A framed artwork hangs above, while doorways lead to other areas of the home, enhancing the open feel of the space.
Home in Marlborough
4.79 out of 5 average rating, 28 reviews

Marlborough center 4 bedroom

AliciaRating, 5 stars1 week ago
Price was excellent for 5 of us. Plenty of room with a bed for each. Well equipped kitchen and walking distance to markets, trails and easy to find. We were in the area for a concert at Gillette and easy drive to the venue. Thank You Edward!
Superhost
The exterior of a single-story ranch-style home is shown, featuring a light yellow facade and blue accents. A stone patio leads to the front door, flanked by tall shrubs and potted plants. Sunlight filters through surrounding trees, creating a bright and inviting entryway.
Home in Framingham
4.85 out of 5 average rating, 85 reviews

Near Boston Beautiful 3 Bedroom in Framingham, MA

ShelleyRating, 5 stars5 days ago
Jim is a friendly and responsive Super-Host. His home suited our needs perfectly. The neighborhood was quiet and safe and it was easy to drive to shops, train station, etc. Thanks, Jim!

Private house rentals

Top guest favorite
A serene lake view is captured at sunset, showcasing soft hues of orange and pink illuminating the sky. The frozen surface of the water reflects the colors, while distant houses are faintly visible along the shoreline, framed by tree branches in the foreground.
Home in Westford
4.74 out of 5 average rating, 87 reviews

Lakefront House with breathtaking sunsets!

TamiRating, 5 stars1 month ago
It’s a beautiful place, in a beautiful area! We had a great time!!
Guest favorite
A serene bedroom features dark walls and a vintage wooden headboard above a spacious bed adorned with decorative pillows. Light enters through the window, illuminating the room's elegant rug and providing a cozy atmosphere. Nightstands with lamps flank the bed, enhancing the inviting feel.
Home in Fitchburg
4.95 out of 5 average rating, 77 reviews

Guest home in downtown Fitchburg

JasonRating, 5 stars1 week ago
The house is very cute. It's obvious when a person cares about what they do, and a lot of care has been put into the property. The host has literally thought of everything a person might need while there. From ample bottled water to amenities that I hadn't even thought of until I saw them here, but that make perfect sense. The host is absolutely delightful, considerate, clear, and kind. When I return to the area, it's likely I'll book the same property based on how great the host is.
Top guest favorite
The open concept kitchen and dining area features wood cabinetry and a large island with bar seating. Sunlight filters through the windows, highlighting the hardwood floors and decorative accents. A cozy dining space is positioned in the background for shared meals.
Home in Woburn
5 out of 5 average rating, 30 reviews

Large House- 16 mins to Boston + on site parking

HannahRating, 5 stars2 weeks ago
This place was amazing to stay at. It was big enough to accommodate my friends for the Red Sox game we attended nearby. We appreciated the extra amenities and nice touches. The beds were comfy and overall was a great stay. Cannot wait to come back to enjoy again!!
Superhost
A three-story condo is presented, featuring a light-colored exterior with dark shutters. The main entrance includes a decorated porch with a door framed by two windows. Lush greenery surrounds the building, enhancing its inviting appearance.
Home in Wakefield
4.78 out of 5 average rating, 92 reviews

Beautiful home next to train to Boston, near Salem

ChrisRating, 5 stars1 month ago
This is my second time staying at Elina & Jack's Airbnb, and it continues to be a fantastic experience! The location is great—close to everything, with easy access to restaurants, shops, and local attractions. The space is consistently clean and well-kept, making it a comfortable place to relax after a busy day. I’ve had great stays here in the past and will be booking again the next time I’m in town. Highly recommend
Guest favorite
A spacious living area features a large sectional sofa complemented by plush cushions. A coffee table with a classic game set is positioned in front. The room is illuminated by soft overhead lighting, with a grand staircase visible in the background leading to a second floor.
Home in Berlin
4.9 out of 5 average rating, 20 reviews

Luxurious Spacious Haven Retreat - Close2Boston

MaryRating, 5 stars3 days ago
We were staying in the area for a wedding and Michael’s house was perfect for our family with plenty of room to relax.
Top guest favorite
A bright living room features a large sectional couch adorned with soft pillows. A flat-screen TV is mounted on the wall, displaying colorful content. Natural light enters through adjacent doorways, enhancing the open layout and inviting ambiance of the space.
Home in Billerica
4.97 out of 5 average rating, 38 reviews

A Charming Cozy Modern House

LukeRating, 5 stars3 days ago
We were visiting the area for a high school graduation and this was the perfect house to accommodate our extended family. The 5 bedrooms and 4 full bathrooms allowed us to comfortably house 10 people. There are separate living spaces for smaller groups to hang out. Plus there is a beautiful fenced-in back yard. The house is one of the cleanest I have ever rented and looked exactly like the photos. It’s in a quiet, private neighborhood and definitely a gem. Nas made check-in and check-out super easy which was greatly appreciated with a larger group arriving and departing at different times.
Top guest favorite
The exterior of a two-family house features a welcoming front porch with wooden beams. Gray stone steps lead to two separate entries, framed by black railings. Lush greenery and flower beds line the walkway, while a manicured lawn enhances the inviting curb appeal.
Home in Boston
5 out of 5 average rating, 13 reviews

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

JessicaRating, 5 stars2 weeks ago
Gia is a fantastic host! She is so sweet, and was very accomodating. She was quick to respond, and very informative. Her place was perfect, and cozy. The pictures are exactly how it looks inside. It is very well kept, clean, and in a quiet neighborhood. She supplies everything that you will need! It was a super convenient location to get to Downtown Boston and also not a long drive to Gillette Stadium. We loved the place and would stay there again if we return back to Boston!
Top guest favorite
A serene view of the clear lake is framed by bare trees and gentle foliage, reflecting the blue sky above. The calm water creates a peaceful atmosphere, inviting relaxation and tranquility.
Home in Framingham
5 out of 5 average rating, 55 reviews

Lake Cochituate Waterfront Home

PatrickRating, 5 stars1 week ago
This place was incredible! The photos do not do it justice. The house is extremely spacious, beautiful, and comfortable. It has the best view of the lake its located on and a deck you can just sit and enjoy your morning coffee while the sun comes up. This host was beyond helpful, accommodating, and took care of every question or concern i had! 11 out of 10 would love to stay here again.

Destinations to explore