Condo vacation rentals in Middlesex County

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions! *4th floor apartment -no lift.

Family · Location · Condition

*NEW* 3 BR South End Duplex with A/C in the city!

Location, location, location! This 3-BED 1-BATH penthouse duplex in a classic Boston Brownstone has the best of both worlds: a QUIET RESIDENTIAL STREET great for relaxing after a long day but STEPS FROM amazing restaurants, cafes, & bars of the South End. Looking to explore? We are a short walk from shopping on Newbury Street, history of Beacon Hill & Back Bay, or a stroll through Boston Public Garden. Want to see more? Back Bay subway Station is just around the corner! See Boston like a local!

Location · Family · Shared spaces

Beautiful, spacious South Boston Condo, Near T

This beautiful townhouse is a 3 min walk to the Andrew Square (subway) station that can take you to anywhere you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, Salem, the Convention Center, Boston Harbor and cruise ship terminals are many of the places you can visit. We are also a 15 min walk to the local beaches. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.

Value · Family · Parking

The Art Experience

The Art House at the Ellison Building was built in 1878. This unit was renovated in 2004 and 2022. It is walking distance to both Freeman lake beach and also a boat launch for the Merrimack River. It's situated between Lowell and Nashua NH. 40 minute drive to Boston or Manchester. This 2 bedroom condo was renovated by artist/architect Daniel Forcier. All of the artwork hanging is for sale and Daniel has his art studio on site where classes are available for the complete art experience.

Value · Location · Getting around

Luxury Spacious 2BR • King & Queen Beds • 2 Baths

Family-Friendly 2BR Getaway! Spacious stay with a 🛏️ King & Queen bed, ☀️ outdoor patio, 👶 baby crib! 🐶 pet-friendly neighborhood! Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Close to beautiful Dean Park—perfect for walks, playtime, or just soaking up nature. We’d love to host you!

Family · Location · Hospitality

Modern, Spacious, Top Floor Condo in A++ Location!

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

Family · Location · Access

Lovely one bedroom apartment condo, with parking

The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The

Location · Value · Pets

Penthouse 2 Beds /2 Baths luxury in South Boston

Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

Value · Location · Bathroom

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Family · Value · Access

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Value · Family · Wifi

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

Value · Family · Sleep quality

Modern Stay | Clean, Cozy & Stylish!

Come enjoy your stay with us at the Beech House! You will have 3 rooms available within our recently renovated home. The property is one of two apartments, where you will have your own private entrance and parking space. Local Transportation Info: 0.3 miles from bus stop 1.1 miles from Roslindale Village 2.2 miles from Forest Hills Our family welcomes you to our home!

Location · Value · Kitchen