Condo vacation rentals in Massachusetts

A lively street is depicted, lined with white buildings featuring various storefronts and display windows. Colorful rainbow flags and American flags are seen fluttering overhead as pedestrians stroll along the pathway, creating a vibrant and welcoming atmosphere.

4.86 out of 5 average rating, 118 reviews

Commercial Street Cozy 1/1 In The Center of Ptown!

A cozy 1/1 hideaway down a secluded walkway just steps off Commercial Street conveniently located in the center of town. The property has a comfortable living room with a sleeper sofa, dinning area / work space, 2 flat screen TVs -Cable/Roku Streaming, WiFi and 2 A/C units. A fully equipped galley kitchen and a full bath with shower. The inviting bedroom has two windows for light and air flow, facing the private patio gardens, as well as a queen sized bed, ceiling fan, and a second A/C unit.

Condo in Lakeside Marblehead

A modern kitchen is showcased with white cabinets and stainless steel appliances. Natural light filters through multiple windows, highlighting the open layout that connects to a dining area. Exposed beams add character to the high ceiling, enhancing the spacious feel.

4.94 out of 5 average rating, 123 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

#Clean and modern, two bedroom, two bath, plus loft, 1,200 sq ft luxury condo in Downtown Marblehead. Sleeps 8. Convenient and centrally located, yet tucked away in a quiet courtyard. Short walk to Old Town, the Harbor, and Mid-town shops & restaurants. Fully equipped chef’s kitchen. New bathrooms with a tankless water heater for endless hot water. 55" HD 4K TV, FIOS & WiFi. Washer & dryer in unit. Large deck and private patio with gas grill. 3 car off street parking. 50 Amp J1772 EV charger.

Two lounge chairs are positioned on a private deck overlooking the harbor, accompanied by a small side table. The clear blue sky and calm water create a serene backdrop, with distant boats gently bobbing in the waves.

4.93 out of 5 average rating, 148 reviews

Westend Waterfront Luxury Condo-Provincetown

Waterfront condo in heart of the west end. Open-air design with multi-window views of the harbor, Long Point, and distant shores. Galley kitchen with breakfast bar, beautifully tiled bath, both renovated in a contemporary fashion. Includes one parking space (SMALL/MID-SIZED car only). Second-floor end unit has abundant light, water views, exclusive deck.Common deck access is not available.7 days min high season Jun28-Aug30 Sat-Sat only! NO PETS! NON SMOKING CONDO COMPLEX! NO EARLY CHECK INS.!

4.99 out of 5 average rating, 103 reviews

Oceanfront West End Condo

Spacious 2br/ba condominium located in the heart of downtown Provincetown directly on the beach. The unit is bright, centrally located, quiet, and offers stunning views of Provincetown Harbor, Long Point, and beyond. Watch the sun rise with a cup of coffee in the morning, or entertain in the afternoon on the private exclusive-use waterfront deck. Perfectly located in the West End, you'll find yourself close to incredible restaurants, the beach, nightlife, cafes, and activities. No parking.

4.96 out of 5 average rating, 114 reviews

An outdoor space is featured, showcasing a wooden dining table surrounded by chairs beneath a large umbrella. A hammock is visible in the background, and a sectional sofa is positioned nearby. Lush greenery and trees create a natural boundary around the area.

Condo in Nantucket

Updated, modern and charming condo!

Updated, modern and charming condo in central Nantucket. 1,120 square feet, totally accommodates 8 people. Living room has a cozy electric fireplace for chilly Nantucket nights. Full kitchen .Lush private back yard with a patio, grill, hammock, and a relaxing outdoor shower. Two parking spots in the front of the house. Central location is walkable to downtown, grocery stores, coffee shops, restaurants, and night clubs.Close to a couple of bus stations taking you to all parts of the island.

5 out of 5 average rating, 107 reviews

An open living area is visible, showcasing a modern design with a sleek kitchen island. A staircase leads to the loft above, where a large bed is situated, with natural light streaming through a skylight. The space is bright and airy, featuring a dining area and seating options.

Condo in Plymouth

Captain's Lodge- #1, Plymouth Water Front Condo

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Condo has been recently remodeled and everything is new and clean. Off street parking on location.

4.88 out of 5 average rating, 241 reviews

A light blue wall features a large wooden map of the world, highlighting various countries. An illuminated dining area is furnished with a round table and wooden chairs. Above the kitchen area, a model sailboat is suspended, enhancing the coastal theme.

Condo in Brewster

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

The exterior of the cozy two-story condo is shown, featuring classic Cape Cod architecture with shingle siding and a welcoming front porch. The image captures lush green trees providing shade, along with gravel pathways leading to the entrance, highlighting the quiet residential setting.

4.96 out of 5 average rating, 216 reviews

Court Street Cottage Condo in the Heart of P'town

Address is Court Street but you enter this cozy, 2-bedroom, 1-bath condo from secluded Watson's Court in a quiet historic residential neighborhood. Conveniently located just a couple of blocks from Provincetown Harbor & Commercial Street, you are just a short walk from all the restaurants, shops & galleries P'town has to offer. 2-night minimum rentals available September-May, 3-night minimum rentals in June, and Saturday-Saturday weekly rentals in July & August.

A spacious wooden deck offers lounge chairs and a dining area, with potted flowers adding color. The ocean is visible in the background, with boats in the distance against a clear blue sky.

4.92 out of 5 average rating, 325 reviews

Beachfront Town Center

Waterfront condo association in the center of Provincetown, close to everything! This studio is located in Angels Landing and has everything you need for your stay in Provincetown. Steps from the beach, shopping, coffee shops, restaurants and galleries. The studio offers large waterfront decks with chairs for lounging and an outdoor shower to complete your beach front vacation! Parking is not included, but you can find parking info on the towns website.

A deck is visible through a sliding glass door, featuring two chairs and a small table. The ocean is seen in the distance, with a clear blue sky above. Power lines are also observed in the background, creating a contrast with the natural surroundings.

4.97 out of 5 average rating, 212 reviews

P-Town Beach Beauty on the Bay. Water View!

Beautiful Water View East End 2 bedroom condo across the street from the beach on the bay. Just cross the road and take the association maintained steps down to the beach. This beach boasts a nice tidal swing where you can walk out in the shallows during low tide. The condo is in the perfect East End location, combining closeness to the center of town, with your own beach and not having the noise and parking issues of downtown Provincetown.

4.86 out of 5 average rating, 100 reviews

A serene pathway leads to a row of inviting patio chairs positioned under an overhang. Large windows line the front, offering clear views of the beachfront. Lush green grass and neatly trimmed landscaping enhance the peaceful outdoor setting.

Condo in Chatham

Steps to Private Beach in Chatham

2 Bedroom condo with views of the beach, ocean and marina. This wonderful condo is part of a beachfront/oceanfront complex, with steps to your own private beach in Chatham! We are within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous lighthouse beach and Monomoy Wildlife refuge. Whether by land or sea, there's something for everyone. This is a great place to make memories.