Loft holiday rentals in Massachusetts

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Location · Value · Layout

Modern, Naturally lit Loft

Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

Family · Location · Nearby

Charming, spacious gem in heart of City

Amazing location with this 1st floor airy and serene, fully furnished apartment in a two family, historic, recently renovated Greek Revival row-house with a private entrance. Located in a quiet, family-friendly location close to the Charles River, Kendall Square, Cambrideside Mall, Kendall Theater, Harvard Square, MIT, groceries, cafes, restaurants and more. Close to red line (Kendall), green line (Lechmere) and multiple convenient bus lines as well as a quick drive from Logan Airport.

Value · Family · Getting around

The Gateway to Cape Cod Loft!

Summer of 2027 calendar is open! Avail Summer 26’ Aug 11-13 , 23-28 Sept 9-11,21-30 BEACH PASS PROVIDED Please read Can sleep a 6th SMALL CHILD (5 or under) in this unit. 5 adults MAX parking for 2 cars only FAMILY FRIENDLY WELCOME to Wareham,the town with the most COASTLINE out of any town in Mass (60 miles!) Minutes away from Water wizz and TONS of local beaches.Wareham Center and a local grocery store are both walking distance away! Near Plymouth, Cape, Boston and providence

Location · Family · Walkability

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2026! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Family · Value · Amenities

Brithaven Farm

Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

Location · Family · Condition

Oceanfront Penthouse · Kings Beach · Breathtaking

The Loft Wake up to the ocean. This top-floor penthouse sits directly on Kings Beach with unobstructed water views. Cathedral ceilings, skylights, hardwood floors, a quartzite kitchen, and a jetted spa tub make this one of the North Shore’s most distinctive stays. Your own private deck. 28 minutes to Boston by commuter rail — the world is at your door, but you won’t want to leave.

Family · Location · Layout

Cozy Revere Suite | Kitchen, WiFi & Parking

🏡 Relax in this private 1BR guest suite in Revere, ideal for beach days, Boston trips, business travel, and extended stays. Enjoy a queen bed plus two twin beds, fast WiFi, Smart TV with Netflix and Prime Video, a dedicated workspace, full kitchen, free driveway parking, and a shared patio. Minutes from Revere Beach, Logan Airport, MBTA Blue Line stations, and downtown Boston.

Family · Location · Quiet

Bright & Spacious Loft Steps to the Freedom Trail

Welcome to our light-filled, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Recently updated with a brand new memory foam mattress, new Casper pillows, and a new Samsung smart washer and dryer.

Value · Location · Access

Stunning Downtown Northampton Loft Condo 2R

Enjoy a stylish and comfortable stay in this newly renovated apartment, perfectly situated in the heart of Downtown Northampton. Just steps from Smith College, the Academy of Music, art galleries, boutique shops, and over 50 fantastic restaurants, this centrally located retreat is ideal for guests visiting for an event or simply looking for a fun and relaxing getaway.

Family · Value · Wi-Fi

Downtown, Shops, Beach, Deck, Close to Salem

Charming Downtown Gloucester Loft 🏙️🌊 Escape to this stylish and spacious loft at 278 Main St, Unit B, Gloucester, MA 01930, located in the heart of downtown Gloucester. Perfect for couples, friends, or small families, you’ll be just steps from restaurants, boutique shops, and the scenic Good Harbor Beach—the ideal blend of city and coastal charm. 🛍️☀️

Value · Family · Pets

King Bed Loft in the Heart of Downtown Boston

Welcome to our spacious, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Enjoy the newly tiled bathroom and a super comfortable king bed with 100% cotton linens.

Location · Family · Parks