Holiday rentals in Ipswich

4.88 out of 5 average rating, 101 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

4.99 out of 5 average rating, 161 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!

4.99 out of 5 average rating, 203 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!

4.92 out of 5 average rating, 50 reviews

Northridge View

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.

Farm stay in North Andover

4.97 out of 5 average rating, 259 reviews

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

4.96 out of 5 average rating, 52 reviews

Flat in Essex

Comfy and Cozy Apartment

Relax with the whole family at this peaceful place to stay. A great spot to unwind and experience Cape Ann. You will enjoy the apartment all to yourself. Entrance to the apartment is same level as parking so no stairs. The apartment is located in the basement of our primary residence. The space is located 45 min from Boston and 5 min drive to the commuter rail with access to Boston and Rockport. Additionally, we are a short drive to Gordon and Endicott College.

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, 137 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!

4.95 out of 5 average rating, 264 reviews

Cottage in Essex

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

4.97 out of 5 average rating, 110 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.

4.87 out of 5 average rating, 304 reviews

Ipswich Apartment

This apartment features a private entrance and is conveniently located in downtown Ipswich, close to restaurants and the commuter rail to Salem and Boston. From May to September, the nearby CATA shuttle provides easy access to Crane Beach and the charming town of Essex, known for its clams and antique shops. Additionally, Ipswich offers activities like river cruises, kayaking, canoeing, and fishing. Enjoy the vibrant local offerings!

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