
House vacation rentals in Middlesex County
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Top-rated house rentals in Middlesex County
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Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood
4.98 out of 5 average rating, 143 reviews
All New Private Country Setting (2 Level-No Share)
We built this 2 level home 9 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.
4.97 out of 5 average rating, 144 reviews
Newly Renovated 3 Bed 2 Bath Easy Access Boston
Welcome to our newly renovated beautiful home in Greater Boston Designed for comfort and convenience, this home is perfect for families, business travelers and groups looking for a retreat ✔Sleeps 8 : 3 Queens + 2 Sofa beds (correct # of people & pets are enforced) ✔5m Stop & Shop + LifeTime Fitness ✔15m Wellesley College ✔25m --> Downtown ✔10 m--> Remote Logan Terminal ✔27 m--> BOS Airport ✔New appliances + smart TV, bluetooth speaker ✔Private patio ✔Garden ✔Driveway parking ✔Pet friendly
4.79 out of 5 average rating, 103 reviews
Charming Large Entire Home Spacious 3 Bed 2.5 Bath
Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.
5.0 out of 5 average rating, 116 reviews
Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.
5.0 out of 5 average rating, 260 reviews
Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.
4.89 out of 5 average rating, 133 reviews
Our Pondside Cabin
Charming log cabin retreat equipped with modern amenities and conveniences! Just 3 minutes from Wachusett skiing/hiking, 8 minutes to Great Wolf Lodge and 9 minutes to Harrington Farm. Whether you're planning a peaceful retreat or an active adventure, our cabin offers the best of both worlds. Book your stay today and experience the perfect blend of rustic charm and modern comforts. We can't wait to welcome you to our happy place!
4.97 out of 5 average rating, 128 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!
4.95 out of 5 average rating, 184 reviews
The Brickhouz at Arlington !
Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.
4.99 out of 5 average rating, 119 reviews
Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
4.98 out of 5 average rating, 303 reviews
Million-Dollar View - Great Location/Sleeps 9
Escape to a million-dollar view at our charming 3-bdrm lake house, nestled on the shores of Lake Quinsig. Despite the serene surroundings, you are just a short drive from downtown Worcester, where you can explore local shops and restaurants or maybe enjoy a concert. Ideal for families, friends or couples seeking a getaway.
4.9 out of 5 average rating, 135 reviews
Lake home
Enjoy the lake view from the dining room, living room and bedroom! There is a deck with a BBQ, full kitchen, 1 bedroom and 1 bathroom. For 2 guests only please. No parties or gatherings allowed. The beach / dock will be shared by the tenant below. Use of kayaks, paddleboard and canoe is allowed.
4.89 out of 5 average rating, 132 reviewsPopular amenities for Middlesex County house rentals
House rentals with a pool

Gather, Cook & Unwind, 3BR, Fireplace
4.97 out of 5 average rating, 132 reviews
Hopkinton Mass 3+ Bedrooms - Great location!
4.95 out of 5 average rating, 180 reviews
Spacious vacation unit in premium suburban town
4.97 out of 5 average rating, 120 reviews
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
4.84 out of 5 average rating, 56 reviews
Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen
4.86 out of 5 average rating, 28 reviews
Metrowest Family Retreat
4.81 out of 5 average rating, 21 reviews
Theatre | Arcade | Pool w. Free 3 Car Parking
5.0 out of 5 average rating, 20 reviews
Beautiful Spacious 4BRM House!
4.93 out of 5 average rating, 58 reviewsWeekly house rentals

Cozy & Modern 2 Bedroom House - Free Parking !
4.94 out of 5 average rating, 162 reviews
1BR Sunlit 2-Story | Boston 25 Min | Free Parking
4.9 out of 5 average rating, 269 reviews
Lakefront House with breathtaking sunsets!
4.77 out of 5 average rating, 105 reviews
Lakefront, view of ski mtn, fireplace, sauna
4.89 out of 5 average rating, 239 reviews
Gorgeous 2nd Floor Home with Private Entry
4.95 out of 5 average rating, 111 reviews
Quiet country retreat with modern conveniences
4.93 out of 5 average rating, 242 reviews
Large Luxury Private Estate
4.87 out of 5 average rating, 196 reviews
Guest home in downtown Fitchburg
4.95 out of 5 average rating, 131 reviewsPrivate house rentals

Retreat Near Boston | AC, BBQ, Deck, Pets OK
4.92 out of 5 average rating, 12 reviews
Stunning Sterling Sanctuary: Unwind on the Water!
5.0 out of 5 average rating, 38 reviews
Garden Paradise Retreat in Marlboro
5.0 out of 5 average rating, 27 reviews
Luxury Retreat | Theater | Game Room | Garden Spa
4.95 out of 5 average rating, 20 reviews
Spacious 3BR Home | Fast Wi-Fi | Parking.
4.9 out of 5 average rating, 86 reviews
Historical New England retreat
4.98 out of 5 average rating, 49 reviews
The Nutty Bird Lakehouse
5.0 out of 5 average rating, 39 reviews
Wellesley Spacious and Modern
5.0 out of 5 average rating, 35 reviewsDestinations to explore
- Pet-friendly rentals Middlesex County
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- Fenway Park
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