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Holiday rentals in Holy Island

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Top-rated holiday rentals in Holy Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Ipswich
4.9 out of 5 average rating, 117 reviews

Incredible Views of Ocean, River, Sunrise & Sunset

1 bedroom home that can sleep 4. The house has sun filled rooms and vista scenery of the ocean, river and beach's. Located on a private road with Spectacular sunrises over the ocean with sunsets overlooking the river. Savor the steam room after a cross country ski or hike through the 100s of acres of manicured and marked trails only 5 miles away. The house has a large fireplace for you to enjoy Whether traveling with family friends or solo the seaside town of Ipswich has some great attractions

Top guest favourite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex
4.97 out of 5 average rating, 126 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Guest favourite
Home in Newbury
5 out of 5 average rating, 6 reviews

Parker River House! Riverfront Pet Friendly

Relax and unwind at this beautifully renovated 3-bedroom, 2-bath home on the Parker River. Excellent lay out for up to 4 adults and 5 children as well as one or two dogs. Just minutes from Newburyport, local beaches, and scenic coastal charm. Perfect for families, friends, or couples looking to experience the best of the North Shore. End your days in a cozy screened in porch relaxing and watching boats drift by, or by the fire pit while grilling dinner. 10 minute ride to the commuter rail.

Top guest favourite
A three-story blue house is framed by well-manicured greenery, including shrubs and small trees. A stone pathway leads to a welcoming front door, flanked by two rocking chairs. A balcony above adds architectural interest, and large windows allow for natural light.
Flat in Gloucester
5 out of 5 average rating, 81 reviews

Blue Magnolia

High in the treetops, this spacious apartment is only two blocks from the Atlantic Ocean! You'll enjoy 1400+ square feet with beautiful hardwood floors, an all-new kitchen, and your choice of two comfortable bedrooms -- one king and one queen. With a sleeper sofa, the apartment can sleep six total. This is a 2-flight walkup with private entrance, plus access to a large patio and well-established plantings including roses & a grassy yard. Offstreet parking in back if needed, thru driveway gates.

Top guest favourite
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.
Flat in Ipswich
4.99 out of 5 average rating, 187 reviews

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!

Top guest favourite
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.
Flat in Newbury
4.98 out of 5 average rating, 430 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 90 reviews

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.

Superhost
Home in Ipswich
5 out of 5 average rating, 5 reviews

Direct Waterfront on Plum Island Sound Sunsets

Create lasting family memories at this unique direct waterfront home on Plum Island Sound in Ipswich’s peaceful Great Neck neighborhood. This 2 bed 2 baths offers stunning water views from nearly every room, ideal for family sunset dinners, open-concept living area with sunroom perfect for game nights or relaxing together. Spot wildlife along the shore or head to nearby Crane Beach one of New England’s most beautiful stretches of white sand with dunes, swimming, and endless family adventures.

Top guest favourite
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.
Home in Ipswich
4.93 out of 5 average rating, 71 reviews

Northridge View

Escape the everyday in this spacious, serene retreat on Great Neck. Wake to breathtaking sunrises and unwind with glowing sunsets. This three-level home offers a bright, fully equipped kitchen, dining area, comfortable bedrooms, and a full bath, plus sunny workspaces and a relaxing deck. Walk to private Clark Beach or public Pavilion Beach, and enjoy walking, biking, and kayaking. Seven miles from the stunning Crane Estate and Beach, with excellent restaurants and live music nearby.

Top guest favourite
Flat in Ipswich
4.99 out of 5 average rating, 167 reviews

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!

Top guest favourite
A historic Colonial home is depicted with dark wooden siding and multiple windows. The structure features a central door, surrounded by evenly spaced windows on the front facade. Trees and greenery are visible in the surrounding yard, under a bright blue sky.
Home in Gloucester
5 out of 5 average rating, 31 reviews

William Haskell House First Period Colonial Home

A First Period Colonial American experience in beautiful Gloucester, Massachusetts! As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—immersed in the history of the home and the area. This listing reserves all four rooms in the house: Parlor Chamber, North Ell, the Spinning Room and The Gambrell Bedroom. As well as access to the kitchen and lounge area that has a television.

Guest favourite
Home in Ipswich
4.9 out of 5 average rating, 131 reviews

Hillside Ocean View 2BR with Private Beach Access

Features 🌟 10-min walk to Pavilion Beach with access to private Clark Beach. 🌟 Deck with outdoor dining and ocean views 🌟 BBQ grill (gas and grill equipment included) 🌟 Private workspace 🌟 Beach essentials included (towels, chairs, wagon, and an umbrella) 🌟 Board games 🌟 Corn hole and Spike ball 🌟 Outdoor shower 🌟 Fully equipped kitchen 🌟 Fenced in backyard for dogs and kids to play

Popular amenities for Holy Island holiday rentals