Vacation rentals in Holy Island

A serene sunset is captured over the horizon, casting warm hues of orange and pink across the sky. The silhouette of a distant landscape is visible along with the calm waters reflecting the evening light.

4.89 out of 5 average rating, 105 reviews

Incredible Views of Ocean, River, Sunrise & Sunset

1 bedroom home with sun filled rooms and vista views of the ocean, river and beach's. The house is located on a private road with Spectacular sunrise and sunset views. Open concept with a dining area, living room, family room that opens to a perennial garden with a grape arbor to enjoy a read under. Savor the steam room after a hike or a cross country ski at the state parks only 5 miles away. Whether traveling with family, friends, or solo, the seaside town of Ipswich has some great attractions

4.89 out of 5 average rating, 238 reviews

A serene harbor scene is captured, featuring a variety of boats docked on calm waters. Colorful vessels line the foreground, while charming buildings and fishing equipment can be seen in the background against a clear blue sky.

Apartment in Rockport

Charming Rockport Studio Apt

10 min walk to Town, Bearskin Neck, Tuna Wharf & Rockport's world famous Motiff #1. Old Garden Beach 5 min walk. 15 min walk to Front Beach & Rockport Train Station (Rockport Line from Boston (North Station). Studio Apt has all amenities to cook yummy meals, cozy bed, wash clothes, WIFI, Cable TV in quiet peaceful neighborhood w/ off-street parking. Hardwood floors, high ceilings, lots of windows make this studio apartment an ideal launchpad from which to explore Rockport, Gloucester & Cape Ann.

4.99 out of 5 average rating, 164 reviews

The exterior of the historic John Brewer house is shown, featuring a red wooden façade with multiple windows and flower boxes. An American flag is displayed prominently, and decorative elements like corn husks and seasonal flowers enhance the welcoming appearance. Sidewalks and roadways are visible in the foreground.

Apartment in Ipswich

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

4.98 out of 5 average rating, 407 reviews

The exterior of the house features a spacious deck with white railings and steps leading to the ground level. The lower terrace is adorned with decorative pots and greenery, while a gravel pathway provides access to the entryway.

Apartment in Newbury

My Dream house with views of the marsh and sunset

Our rental space has two bedrooms, living room, full bath and a mini kitchen. There is a full deck across the front of the house and a large patio off the bedrooms which is accessed though the sliders in each bedroom. This is all private space for our guests. The views from the front deck are of the great marsh along with the beautiful sunsets. With the Two bedrooms one with a queen size bed and the other with full size bed the house can have 2 to 4 people depending on sleeping arrangements.

5 out of 5 average rating, 38 reviews

A spacious bedroom features a four-poster bed with soft linens and an inviting throw, complemented by warm yellow walls. Two bedside lamps cast gentle light beside the bed, while a plush ottoman and a patterned area rug provide additional comfort. A fireplace and framed artwork add to the room's charm.

Guest suite in Newbury

Parker River House Two Bedroom

This is a private two bedroom one bathroom second floor suite in the owner occupied Tudor style Parker River House. Minutes from downtown Newburyport, the train to Boston, The Governor’s Academy and many outdoor recreational opportunities, the unit overlooks the Parker River and the Great Marsh. It offers a seasonal sleeping porch, a luxurious marble bathroom, large outside deck with a dining table, in unit laundry, refrigerator, microwave and Keurig. Private entrance and adjacent parking.

Guest suite in Gloucester

A stone pathway leads to a charming gray house framed by lush greenery. The entrance is enhanced by a decorative wreath on the door, and bright sunlight illuminates the inviting front yard. Clear blue skies complement the home’s welcoming facade.

4.93 out of 5 average rating, 102 reviews

Live Like a Local, Just Steps From The Beach

Beautiful and private 2 bedroom suite, located on the upper floor of stylish 19th century beach house. Steps (literally steps) from Plum Cove Beach and Lanes Cove you'll have choices of where to swim or watch the sunset over the water. Guests will have the entire 2nd floor, with a private entrance and is western facing for beautiful sunset views. Located within a 15 minute drive to downtown Rockport, Gloucester, Wingaersheek and Good Harbor Beaches. 30 minutes from Salem for Halloween fun!

A fire pit is surrounded by colorful adirondack chairs in a grassy area, with bright yellow flowers adding a pop of color. The view in the background includes a landscape of greenery leading to the water, suggesting a peaceful outdoor space for gatherings.

4.99 out of 5 average rating, 204 reviews

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

A bright and airy living area features large glass doors offering panoramic views of the water. Comfortable seating is positioned to take advantage of the scenic landscape, while light-colored walls enhance the spacious atmosphere. A ceiling beam adds architectural interest to the room.

4.92 out of 5 average rating, 51 reviews

Northridge Vista

Forget your worries in this spacious and serene space. Enjoy sunrises and sunsets over the ocean! Choose your workspace or relax with a book on the deck. Contemporary three level house….kitchen, dining room, bedroom and bathroom on middle level. Walking distance to private Clark Beach and public Pavillion Beach. Great walking, biking and kayaking. Seven mile drive to the spectacular Crane Estate and Crane Beach. Variety of different excellent restaurants and music venues in the area.

A coastal view is captured, featuring distant houses and the ocean merging into the horizon. Power lines stretch across the scene, while lush green foliage adds a natural frame to the image. The clear sky complements the tranquil atmosphere.

4.9 out of 5 average rating, 115 reviews

Hillside Ocean View 2BR with Private Beach Access

Cozy, light-filled home just a 10-min walk to Pavilion Beach with access to private Clark Beach too. Open living space with ocean views, comfy seating, fast WiFi, and streaming. Enjoy sunrises from the queen bed in the main bedroom; second bedroom also has a queen. Fully equipped kitchen with lobster pot and dishwasher. Relax in the ocean-facing sunroom or grill on the balcony with stunning views. Perfect for families or small groups seeking a relaxing beach escape.

4.99 out of 5 average rating, 138 reviews

A bright bedroom is equipped with a spacious bed adorned with soft linens and neutral throws. Two windows with patterned curtains allow natural light to fill the room, while decorative wall art enhances the atmosphere. A bedside table with a lamp complements the warm wooden flooring.

Apartment in Ipswich

Unit 2~Garden Getaway Close to Beach & Downtown

Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

4.85 out of 5 average rating, 301 reviews

A cozy living area features a light gray sectional sofa with decorative pillows. A small star decoration hangs on the wall, and a flat-screen TV is positioned on a dark wooden console. Soft natural light enters from the adjacent room, creating a welcoming ambiance.

Apartment in Ipswich

Comfortable house, close to beach and downton IPSW

This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.