Holiday home rentals in Massachusetts

Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace

Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks Golf Club, colorful Rocky Neck & historic Gloucester with its storied seaport & burgeoning cultural & dining scene. This beautifully renovated oceanfront apartment rental makes the most of its spectacular setting in a 2-unit Victorian home with 2 bedrooms (1 King & 1 Queen), 1 1/2 bathrooms, fireplaced living room w/ Queen sofa bed, quartz kitchen countertops & laundry in unit.

Private Beach Haven on Seconsett Island

This charming 4-bed, 2-bath Cape house on Seconsett Island is an ideal retreat for those seeking a memorable Cape Cod experience. Nestled in a perfect location, it offers breathtaking views and exclusive access to a private beach. Whether you're into activities like clam digging, kayaking, swimming in the ocean, or exploring the coastline with our powerboat. Book your stay now and embark on an unforgettable adventure. Create memories that will last a lifetime in this picturesque setting.

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

The Lake

Welcome to Lake Congamond's North Pond! Wake up every day just steps from the water. Grill out on the brand new Trex deck with stunning water views, and dock your boats for the duration of your stay. This home features ample parking, central air, cornhole boards, an outdoor dartboard, and a propane-fueled fire pit. The location is great as the house is just minutes away from Bars, Restaurants, and Golf Courses. This vacation rental truly has it all! Book your stay today!

Shoreline Serenity: Your Coastal Escape Marshfield

5 Bedrooms & 3 Full Bathrooms, washer/dryer & granite kitchen. All essentials in the kitchen. Regular & Keurig coffee maker. We provide bed sheets & blankets, hand/bath and beach towels however please bring your own beach chairs. Private Parking for up to 6 cars. Gas Grill (gas provided) out side fire pit (please bring your own wood), chairs and picnic tables. Brand new Central Aircondition June 2017. Winter Rental available, please inquire if interested.

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington. East Mountain Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. 🫶

The Barrington House in Great Barrington

Summer rental with heated pool overlooking views of the mountains. This estate has a separate guest house which can also be booked (airbnb.com/h/thecottageatbh) Perfect for working remotely with fast wifi and central AC Acres of excellent hiking on the property, up Bear Mountain 8 mins from downtown Great Barrington 13 mins to Lenox & Tanglewood 5 minutes to Stockbridge Lush + mature gardens

3 min Walk to Beach Firepit|Outdoor Shower Sleeps6

Relax in this cozy beach home, just a short walk to a quiet beach and close to downtown Hyannis. Comfortably sleeping six, the home offers everything you need for a relaxing Cape Cod escape, with easy access to restaurants, shops, ferries, and local attractions. It’s the perfect place for a stress-free getaway. ✨ Save this home to your wish list & start planning today!

Sunny, spacious 3 BR on Winthrop beach

Two steps to the beach! Sunny and spacious 3 bedroom 1st floor condo. The 3 bedrooms are setup with a queen and two full size beds. Two additional twin size beds can be setup in the one of the other rooms. Open floor layout with a spacious living room, dining room and eat in kitchen. Easy self check-in, plenty of parking and close to public transportation.

On the Water Gem - 2 BR -The Cove Lanesville

Enjoy our immaculate 2 BR at The Cove Lanesville, on lovely Ipswich Bay. Two spacious decks overlook spectacular sunsets. You can be as active...or as chill as you desire; great restaurants, world-renowned beaches, shopping, Everything in the Arts, woodland quarry walks. No matter what the season the beauty of this special island does not disappoint.

NEW***Cozy Cape Family Getaway~A/C ~Screened Porch

NEWLY RENOVATED Amazing place to enjoy your summer with your family and friends. Conveniently located near Patriots Square and restaurants for shopping or dining, and just minutes away from the Cape Cod Trail. With Dennis beaches on both Nantucket Sound and Cape Cod Bay, you can take your pick.