Holiday rentals in Holy Island

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Top-rated holiday rentals in Holy Island

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Top guest favourite
French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.
Guest house in Gloucester
4.96 out of 5 average rating, 294 reviews

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Top guest favourite
The exterior of the house showcases a spacious design with a light-colored facade and large windows. A spiral staircase leads to an upper deck, offering additional outdoor space. Natural grasses and shrubs surround the property, enhancing the connection to the beach environment.
Home in Newbury
4.92 out of 5 average rating, 172 reviews

Brivera by the Sea, a Beautiful Plum Island Escape

Coveted South Island location for your New England beach vacation. Ample yard space for beach and ocean views! 3 min walk to sand, 5 min walk to restaurants & stores at the Island center; 3 min to Parker River Wildlife Refuge; 10 min drive to historic Newburyport. There are enough beds for the whole family to comfortably sleep up to 10 people. Fish from the sand, walk or bike the island, visit the Parker River Reserve, or enjoy the fantastic Newbury/Newburyport area with many dining options!

Guest favourite
The exterior of a two-story building showcases a traditional design with white siding and dark blue shutters. A welcoming entrance is highlighted by a covered front porch and a set of stairs. Surrounding greenery adds to the inviting atmosphere.
Flat in Amesbury
4.78 out of 5 average rating, 259 reviews

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Unwind in the modern 1BR 1Bath apt in the heart of downtown Amesbury, just a stone's throw away from tasty local restaurants and attractions. This charming oasis is perfect for leisure guests looking to explore nearby beaches and towns while also being close to hospitals and colleges, catering to traveling nurses and professionals. ✔ Comfortable King Bedroom ✔ Cozy Living Room ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ Washer/Dryer ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

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, 180 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, 415 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
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Flat in Gloucester
4.86 out of 5 average rating, 125 reviews

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

Top guest favourite
Apartment in Hampton
4.97 out of 5 average rating, 303 reviews

Seacoast Getaway

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

Top guest favourite
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.
Flat in Ipswich
4.99 out of 5 average rating, 146 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 well-lit bedroom features large windows with scenic water views. A spacious bed is dressed in soft linens, accompanied by a cozy throw. A small seating area includes two chairs and a lamp, enhancing the relaxing atmosphere of the room.
Home in Ipswich
4.97 out of 5 average rating, 118 reviews

Hillside

Perfectly situated within steps of Pavilion Beach and Pirate Park Playground. Makes for a great family getaway! Highchair and pack & play available! Wake up to this sun-filled home with water views from almost every window in the house! Enjoy the wraparound deck with lots of space for outdoor entertaining while taking in the spectacular views! The kitchen is well equipped with all new appliances, including a Viking range for those who love to cook.

Top guest favourite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5 out of 5 average rating, 102 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favourite
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.
Flat in Ipswich
4.86 out of 5 average rating, 320 reviews

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.

Top guest favourite
A cozy sleeping area features a queen bed with decorative pillows and a textured blanket. Two large windows provide natural light, while a charming quilted wall hanging adds character. A wooden dresser and seating area with wicker chairs enhance the inviting atmosphere.
Guest suite in Rockport
4.98 out of 5 average rating, 721 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Popular amenities for Holy Island holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Ipswich
  6. Holy Island