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.

Home in Sandwich with 5 star Resort Amenities

Looking for a luxurious getaway w/ amenities you can only dream of, located near trails on conservation behind the house, beaches (10min drive)& ponds(2min drive) on Cape Cod? Look no more! Lavish in opulence w/ top amenities of a 5-star resort made entirely available to you all in one place. Relax & unwind w/ saltwater pool, enjoy a game of volleyball, or cook outdoors while the kids play in the playground. S'mores anyone? Unite all around the fire pit! U can truly live the way you dream.

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.

Dreamy Oceanfront Deck 1 Bed Apt *No Cleaning Fee

Dreaming of a magical seaside getaway this Halloween? Our romantic eco-apartment in the Dream House awaits you! This October we'll have the Halloween spirit for you to enjoy. Rockport is a short drive or train ride to Salem and offers an alternative classic New England vibe for your North Shore visit. Located directly on the ocean in the heart of downtown. Watch the sunset every night from your private deck. Steps to shopping, dining and art galleries. Come stay with us, if you dare!

FarmCoast FarmHouse: Close to Beach, Amazing Views

Take it easy at this unique and tranquil getaway. This one bedroom plus den unit is in one of the most coveted areas of the South Coast of Massachusetts. Located just off the Westport river, surrounded by farmland, this house is only ten minutes to several beaches and five minutes from the center of town. Newly renovated, this unit is one of two units within a cape style house built in 1823. Includes a large back deck, grill, and outdoor fireplace/chiminea. 1 bed plus den w/ pullout

2 Acre Waterfront Oasis Overlooking Waquoit Bay

Perched over sparkling Waquoit Bay, this stylishly renovated waterfront home features a 38’ Living and dinning room. Open plan with large picture windows for watching boats, wildlife, and extraordinary sunsets. Entertain while cooking for the whole family in the large luxury kitchen surrounded by barstool seating. Walk down the path to the bay to swim, fish, paddle board, or kayak. Enjoy magnificent sunsets while grilling, sitting around the fire pit or enjoying the hot tub.

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, stylish brand new built, single home. 15-20 minutes drive to downtown Boston, Encore Casino, China Town. Boston Logan International Airport in 20-25 minutes with moderate traffic. 5 minutes drive to Park & Ride to Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, TGI Friday, Bank of America, AMC movie theater, South Shore Shopping Mall, 10 minutes to Chase Bank, BJ, Costco, Kohl’s, Olive garden.

Family Getaway, Modern 5BR, walk to the beach

Bring the whole family to this great place with lots of room for fun. This gorgeous home has 5 bedrooms with 2 baths. Short walk 0.4 miles to Glendon Beach. This house has a new kitchen, stainless steel appliances, and hardwood floors. It's an open floor plan with an oversized family room with a 50" smart flatscreen TV that opens to a private covered flagstone patio with a gas grill and outdoor picnic table. The yard is huge and has a firepit.

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. 🫶