Holiday rentals in Holy Island

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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!

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.

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.

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!

private suite w/king bed

Enjoy a comfortable stay in our private and spacious sun-filled loft. Nestled on a scenic hill in a beautiful corner of Topsfield, this cozy studio suite is 30 minutes from Boston; 25 minutes from Salem; less than 20 minutes from local beach towns, Endicott College and Gordon College; and approx. five minutes from the Topsfield Fair Grounds, the Ipswich river, Mass Audubon hiking trails, and wedding venues like Peirce Farm at Witch Hill, The Commons 1854, Willowdale Estate and Moraine Farm.

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Welcome to Newbury Surprise Lodge! Enjoy your stays with private sauna, game room, backyard picnic tent, full grill and cozy shed lounge. Just minutes to beaches, hiking trails, and newbury downtown-- perfect base for couples, families, or friends gathering. Pet friends are welcome too! 📍 Nearby • 6 min – Waterfront Park & Downtown Newburyport • 10 min – Plum Island Beach • 10 min – Parker River Wildlife Refuge • 13 min – Maudslay State Park • 15 min – Salisbury & Hampton Beaches

Ipswich Inn | Staniford Quarters

Welcome to Staniford Quarters, a spacious second-floor apartment tucked behind the main house. This charming cottage-style unit features a king bedroom, a queen bedroom, and a full bath with a tub and shower. The open concept living area includes a full kitchen, dining space, and Smart TV for relaxing nights in. Perfect for families or groups, this home offers comfort and convenience. Enjoy a peaceful stay with easy access to local attractions, shops, and dining just a short drive away!

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.

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!

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Historic Ipswich the home of lovely Cranes beach

Lovely space located on pristine property. Deck for sitting out is privet for guests. Second floor affords gardens and landscaped views in season. Wide open floor plan (Kitchen/living room)--- Ipswich, a beautiful little friendly town to visit or live. Wonderful quiet neighborhood. Castle Hill tours available by the trustees of reservation in season, near Topsfield Fair Oct 1-10. 2021. Quaint cafes for coffee and relaxing. Come and enjoy.