House vacation rentals in Middlesex County

Find and book unique houses on Airbnb

Top-rated house rentals in Middlesex County

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

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Top guest favorite

The Victorian-style home features a welcoming front porch and a well-maintained garden with various plants and flowers. The two-story structure has a sloped roof and is surrounded by trees, providing character and charm to the exterior.

Home in Somerville

4.96 out of 5 average rating, 292 reviews

Best House Cambridge/Somerville

spacious 1900's mansard Victorian. Bright cheerie & centrally located if you're looking for a pad in Cambridge/Somerville. A 10-12minute walk to Harvard Square & close to the Red Line. Great kitchen, living room & /cablewifi. Three bedrooms--one with a European Queen Bed, one double bed & one single. There is one full bathroom w/a large glass shower & a claw foot tub. There is a half bath on the first floor. There is a front porch to sit & sip wine on & a back deck where you can grill & eat out on. I've been living here 12 years--Its tastefully appointed, eclectic finds & a mid century modern touch--absolutely the best equipted kitchen. I've been a chef in Boston & Cambridge for quite some time!

Guest favorite

The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.

Home in Boston

4.98 out of 5 average rating, 173 reviews

Family Friendly City Oasis! Free Parking, King Bed

Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Guest favorite

Home in Southborough

4.88 out of 5 average rating, 164 reviews

Luxury Living at its Best in X-Large 8 Beds Estate

The talk & admiration of the neighborhood. Airbnb Guests’ Favorite with over 130+ 5 Star Reviews. When you book, we aim to deliver everything that is described in order to earn the same 5 stars all around review from you. This large expansive 8 bedrooms, 4.5 baths estate home has had a complete renovation adding today’s high end touches, yet preserving old world charm. You will experience modern amenities, a massive kitchen & luxury living in a large open space. SORRY: We do not allow parties.

Superhost

A cozy outdoor space features a stone fire pit surrounded by a paved patio. A wooden bench sits nearby, with a barbecue grill positioned to the left. Lush, manicured shrubs and small trees frame the area, providing a sense of privacy and tranquility.

Home in Wayland

4.78 out of 5 average rating, 486 reviews

Tiny house experience steps from the water!

-Tiny house experience in quiet private neighborhood on its own lot with great backyard & fire pit on private secluded St. -prof cleaned after each guest -High speed internet/ expanded cable -Built in full bed with queen sleeper futon bed that can sleep 2 more -Just a few steps from beautiful Dudley Pond for swimming/fishing and great walking trails Wayland is one of nicest towns in MA yet only a min or two from anything you need and less than half hour from Boston. texts returned instantly

Guest favorite

A modern living area features a cozy fireplace with a sleek black mantel. Soft seating includes two blue chairs and a stylish sofa. A checkered rug anchors the space, and glass doors lead to the outdoor area, allowing natural light to brighten the room.

Home in Watertown

4.84 out of 5 average rating, 106 reviews

Luxury large house minutes to Cambridge and Boston

Whether you looking for a vacation house or just work from home, call this perfect luxury house your home! Wonderfully located, spacious and comfortable house for all. The house has fully equipped kitchen, chef grade appliances, TV/Game room. There are four bedrooms, two full baths and two half baths, TV room and work from home desk setup. The home also has a beautiful backyard with outdoor furniture for you to relax and enjoy. FREE PARKING driveway for 2 cars, and inbuilt with Tesla charger

Guest favorite

An open eat-in kitchen features sleek white cabinets and a dark countertop. The kitchen island, which seats three on mint green stools, is set with dishware. Natural light filters through the window shades, complementing the modern appliances and warm color tones.

Home in Everett

4.96 out of 5 average rating, 103 reviews

Gorgeous Retreat - Amazing Kitchen - Hosts 6

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino Whether you travel for outdoor adventure, beach time, family bonding or just hanging out, this gorgeous two-bedroom home – just minutes away from the beach and Encore Casino and less than 20 minutes from the city center – was lovingly renovated and outfitted to curate an experience of being at home, at peace, and surrounded with quiet beauty. Restaurants, Grocery Store, Pharmacy and other conveniences within minutes walk.

Superhost

A view from indoors shows wide glass sliders leading to a deck overlooking a calm lake. A charcoal grill and picnic table are visible on the deck. Natural light fills the space, reflecting off the water and surrounded by lush greenery.

Home in Westminster

4.82 out of 5 average rating, 150 reviews

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Guest favorite

A classic staircase with rich wooden handrails leads to the upper levels. A small console table beside the stairs features decorative items, including a flower vase and framed wall art with welcoming messages. The rustic accent wall adds charm to the entryway.

Home in Boston

4.96 out of 5 average rating, 114 reviews

LargeDuplex10Beds w/prkg near Downton

Blending modern conveniences with historic charm, this newly renovated duplex features 5 bedrooms/2 bathrooms. Open space kitchen-living room, 55"Roku TV. Free Wifi. Free Laundry 8mns to Beach Free Street Parking 4.6 miles to Downtown, Convention. Perfect for large groups Close to major Universities. 8 Minutes walk to train Free coffee/tea, toaster, blender. Free linens, towels. 10 mns to Dorchester brewing, South Bay center & beach. We love and look forward to hosting you.

Guest favorite

A naturally lit living room is featured with hardwood flooring and warm-toned walls. A comfortable sofa and a sofa bed are positioned near a coffee table, with a decorative bowl placed on top. A brick fireplace serves as a focal point across from a large television.

Home in Shrewsbury

4.85 out of 5 average rating, 222 reviews

A Fabulous House with Beautiful Views

Gorgeous home with spectacular views and sunset! This big house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 3 bedrooms, 1 kitchen, 3.5 bathrooms, washer & dryer, enclosed porch, and lots of parking space. Great place for large group gatherings. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

Guest favorite

A welcoming entrance showcases a blend of historic and modern design. The staircase features dark wooden steps, while elegant wood paneling frames the space. A contemporary light fixture hangs above a round table, complemented by a fireplace and glimpses of adjacent rooms.

Home in Medford

4.86 out of 5 average rating, 111 reviews

Queen Anne Victorian in Excellent Location

3BR/2FB Queen Anne Victorian in Medford Sq/Lawrence Estates. 3 fireplaces & hardwood throughout. Open kitchen, island w/hood, marble counters & SS chef’s kitchen appliances. Mahogany deck and professionally landscaped yard. Primary BR with fireplace, primary bath;marble flrs. Location location location. Steps away from Medford Square including the Chevalier Theater; Minutes away from downtown Boston, Tufts University, Davis Square and Cambridge.

Guest favorite

A spacious yellow home is surrounded by freshly fallen snow, showcasing a covered porch and a garage. Snow-laden trees stand nearby, and a light fixture adds a touch of charm. The scene conveys a peaceful winter atmosphere.

Home in Westminster

4.94 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

Guest favorite

The entrance to the home features a welcoming porch adorned with a hanging planter and a white chair. Vibrant tulips and various flowers create a colorful border along the stone pathway, leading toward the front door framed by classic shutters.

Home in North Andover

4.94 out of 5 average rating, 152 reviews

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

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What guests are saying

All the comforts of home, quiet city neighborhood

4.93 out of 5 average rating, 322 reviews1 week ago

We loved our stay at Steve’s place! The communication with the host was very clear and helpful. The house was one of the most comfortable and well-appointed houses I’ve ever rented on AirB&B. It as quiet and in a great location in Brighton. I highly recommend it!

Home in Boston

What guests are saying

Lakefront House with breathtaking sunsets!

4.73 out of 5 average rating, 84 reviews3 months ago

We had a great stay at Cecile’s. The place is very clean and nicely decorated. The beds are very comfortable! We had plenty of space to gather and socialize. Very close to great takeout places, a grocery store…all the amenities. And the view is beautiful!

Home in Westford

What guests are saying

Sunny Duplex Condo + Private Parking

4.92 out of 5 average rating, 211 reviews7 months ago

We were really lucky to find this amazing apartment for our first Airbnb experience. It was in a perfect location for us and offered many special touches to make our trip easier and more comfortable. It's easy to see why Vicki is a Superhost; she was thoughtful, attentive, and prompt in getting back to us. We highly recommend this Airbnb.

Home in Boston

What guests are saying

Luciana’s Place

4.84 out of 5 average rating, 162 reviews4 days ago

Had a wonderful stay at Luciana's Airbnb. Was the right space for us. Newly renovated. Great kitchen and bathroom. Lots of nice places to eat at Magoun Square. Easy walk to the Green line. Or 89, 101 bus to Sullivan Station. Great TV for viewing. Overall a really nice setup. Would stay here again. Thank you

Home in Somerville

What guests are saying

Entire House: Home Away Home

5 out of 5 average rating, 20 reviews4 weeks ago

My two adult children and I stayed here with our two dogs while my wife was having surgery in Boston. The location was great. Car ride to the Longwood medical area was about 25 minutes. The neighborhood consists of single family homes on small lots, not at all fancy but entirely safe as far as we could tell. We were just a few short blocks from a school playing field where leashed dogs were welcome, and other dog-walkers were often on the street in the morning and evening. The house is a bit quirky. There is no seating in the kitchen, but the dining area is very spacious although located down a short hallway from the kitchen. Each of the three bedrooms was more than ample and very quiet at night. We slept well. As we stayed more than a week we were grateful that laundry facilities were present in the basement. Roosevelt was an excellent host and quick to respond to my requests. I would definitely stay in his place again should a similar situation arise.

Home in Newton

What guests are saying

Comfortable house w garden and parking, close to T

4.84 out of 5 average rating, 182 reviews4 months ago

Great stay: - Easy check-in/access — we arrived very late at night and entry was well lit and straightforward - House was cozy with effective and responsive heating (we stayed during cold weather, so this was a big deal) - Clean house, comfy beds, variety of pillows (soft to v hard) - Easy check-out with zero weird instructions/requests - Host super communicative for basic Q&A I’d book again! Thanks!

Home in Boston

What guests are saying

Convenient and spacious Home w/ 4BR 2.5BA

4.98 out of 5 average rating, 50 reviews1 month ago

We had a fantastic stay at Roger’s Airbnb! After checking out on Wednesday, we realized last minute that we needed to stay one more night for a project we were working on. Roger was incredibly accommodating and made it happen without any hassle. Truly an excellent host – thank you for making our trip so smooth!

Home in Randolph

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