Holiday Rentals in Ipswich, MA

76 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Ipswich, MA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

76 Holiday rentals and Airbnb in Ipswich, MA

Best family friendly Ipswich, MA holiday rentals

Among the 76 accommodations in Ipswich, MA, here are the 4 best family friendly rentals

Fish & Ships On Waterway: Steps To Ocean, Beach, Boulevard, Park, Restaurants - Ipswich, MA
10 1 review
Ipswich, MA
27/06 – 04/07
278 €/nighttotal: 1946 € (7 )

Fish & Ships On Waterway: Steps To Ocean, Beach, Boulevard, Park, Restaurants

2 2
apartment , Gloucester
This two-bedroom flat in central Gloucester offers direct channel waterfront access, placing you within 500 meters of downtown restaurants and shops, and a short drive to Good Harbor Beach and Wingaersheek Beach.
This property accommodates four guests and features air conditioning, Wi-Fi, a garden, and parking, with nearby attractions including Maritime Gloucester and Schooner Adventure, perfect for those interested in maritime heritage.
Great Space To Be Together And Spread Out - Ipswich, MA
9.8 11 reviews
Ipswich, MA
26/06 – 28/06
365 €/nighttotal: 730 € (2 )

Great Space To Be Together And Spread Out

1 2
apartment , Hamilton
This Hamilton North Shore apartment offers convenient access to the region's attractions, with its precise location unspecified but described as central.
The three-bedroom, one-bathroom flat sleeps five guests and includes a kitchen, air conditioning, internet, and parking.
❤️ 🏖 Water View Beach Cottage -The Captain’s Lodge❤️ - Ipswich, MA
9.9 32 reviews
Ipswich, MA
27/06 – 04/07
893 €/nighttotal: 6251 € (7 )

❤️ 🏖 Water View Beach Cottage -The Captain’s Lodge❤️

5 2
apartment , Essex
This charming cottage is located in the peaceful beach community of Essex, just a short distance from the waterfront and a 10km drive from Gloucester and Ipswich. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property has 5 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. The cottage offers a range of amenities, including a well-equipped kitchen, a spacious deck with a fire pit, and access to two paddleboards and life jackets.
Pvt Waterfront Deck|firepit|workspace|free Parking - Ipswich, MA
9.8 36 reviews
Ipswich, MA
26/06 – 28/06
886 €/nighttotal: 1772 € (2 )

Pvt Waterfront Deck|firepit|workspace|free Parking

3 2
apartment , Gloucester
This three-bedroom Gloucester apartment boasts a tidal riverfront location on the Annisquam River, minutes from Gloucester's town centre and close to beaches and whale watching tours.
The self-catering property, sleeping up to six guests, offers a fully equipped kitchen, private deck with gas firepit, dedicated workspace with high-speed Wi-Fi, and parking.

Best Ipswich, MA holiday rentals with a pool

Among the 76 accommodations in Ipswich, MA, here are the 1 best rentals with a pool

Whole House Steps From Pleasant Pond - Ipswich, MA
9.4 52 reviews
Ipswich, MA
26/06 – 28/06
276 €/nighttotal: 552 € (2 )

Whole House Steps From Pleasant Pond

2 2
apartment , Wenham
This charming house is located in Wenham, just a short drive from the Wenham Museum and other local attractions, making it a great base for exploring the area. The property has received excellent reviews from previous guests, highlighting its comfort and convenience.
The house has one bedroom and two bathrooms, comfortably accommodating up to four guests. It offers a range of amenities, including a swimming pool, terrace, garden, and parking, as well as modern kitchen appliances, laundry facilities, and internet access.

Frequently asked questions about holiday rentals in Ipswich, MA

Destinations nearby

Best Ipswich, MA holiday rentals with a balcony

Spy Glass - Views Of Ipswich Bay - Ipswich, MA
Ipswich, MA
26/06 – 28/06
650 €/nighttotal: 1300 € (2 )

Spy Glass - Views Of Ipswich Bay

2 2
apartment , Gloucester
This Gloucester holiday apartment is conveniently located near Plum Cove Beach (a five-minute walk) and Halibut Point State Park (a 9.6-kilometre drive).
The two-bedroom, one-bathroom flat sleeps three guests and boasts a fully equipped kitchen with dishwasher, free Wi-Fi, on-site parking, and a terrace; nearby attractions include Good Harbor Beach and the Maritime Gloucester museum.
Harborside Retreat On Bearskin Neck - Ipswich, MA
9.6 58 reviews
Ipswich, MA
26/06 – 28/06
799 €/nighttotal: 1598 € (2 )

Harborside Retreat On Bearskin Neck

2 2
apartment , Rockport
This Rockport oceanfront apartment, situated on Bearskin Neck in the town centre, is steps from the beach and offers easy access to shops, restaurants, and attractions.
The 60 square metre (646 square foot) self-catering flat, formerly the Sail Loft, boasts two bedrooms, one bathroom, a terrace, and sleeps four, with a fully equipped kitchen and parking; nearby activities include birdwatching and exploring Thatcher Island National Wildlife Refuge.
Portside Overlook: Village And Beach Views! - Ipswich, MA
Ipswich, MA
26/06 – 28/06
960 €/nighttotal: 1920 € (2 )

Portside Overlook: Village And Beach Views!

2 2
apartment , Rockport
This two-bedroom flat offers a prime downtown Rockport location, just a few steps from Main Street's amenities and less than 322 metres from Front Beach, with spectacular ocean views.
The 117 square metre residence accommodates up to five guests and features two bathrooms, a fully equipped kitchen, air conditioning, laundry facilities, and two private decks, with pets welcome.
Helena House: Close To Plum Cove Beach - Ipswich, MA
8.2 12 reviews
Ipswich, MA
26/06 – 28/06
1125 €/nighttotal: 2250 € (2 )

Helena House: Close To Plum Cove Beach

3 2
apartment , Gloucester
This Gloucester seaside property, near Plum Cove Beach (1 km) and within 5 km of Paper House and Halibut Point State Park, offers stunning ocean views.
The 160 square metre house features three bedrooms, a sofa bed sleeping seven, a fully equipped kitchen with dishwasher, private balcony, garden, parking, and barbecue facilities.

Best Ipswich, MA holiday rentals with parking

Dog Friendly 2br Home Walk To Beach+bearskin Neck - Ipswich, MA
10 2 reviews
Ipswich, MA
26/06 – 28/06
600 €/nighttotal: 1200 € (2 )

Dog Friendly 2br Home Walk To Beach+bearskin Neck

2 2
house , Rockport
This dog-friendly two-bedroom detached house in Rockport is a minute's walk from Back Beach and approximately 32 kilometres from the Peabody Essex Museum and The House of the Seven Gables.
This property offers complimentary Wi-Fi, free private parking, a fully equipped kitchen, and accommodates up to seven guests, with two bedrooms and two bathrooms, situated just a short walk from Bearskin Neck.
Beach Plum Cottage Steps To Beach Loft Ac - Ipswich, MA
Ipswich, MA
26/06 – 28/06
822 €/nighttotal: 1644 € (2 )

Beach Plum Cottage Steps To Beach Loft Ac

3 2
house , Newbury
Beach Plum Cottage, situated in Plum Island, offers a three-bedroom house a short walk from Newbury beach and within 39 kilometres of both the Peabody Essex Museum and The House of the Seven Gables.
This 127-square-metre property sleeps nine guests, boasts a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, parking, a garden, and is ideally located for exploring Newbury and its surrounding attractions.
Painter's Perch: Rocky Neck - Ipswich, MA
Ipswich, MA
26/06 – 28/06
1000 €/nighttotal: 2000 € (2 )

Painter's Perch: Rocky Neck

2 2
apartment , Gloucester
Painter's Perch, a two-bedroom apartment in Gloucester's Rocky Neck art district, is within walking distance of galleries, shops, and restaurants, offering easy access to Gloucester Harbour and local beaches.
This 136 square metre self-catering property boasts two queen bedrooms, a further full-size bed, two bathrooms, a fully equipped kitchen including a dishwasher, in-unit laundry, a terrace and garden, plus parking and stunning views of Rocky Neck and Smith Cove.
Great Space To Be Together And Spread Out - Ipswich, MA
10 2 reviews
Ipswich, MA
26/06 – 28/06
371 €/nighttotal: 742 € (2 )

Great Space To Be Together And Spread Out

3 2
apartment , Hamilton
This three-bedroom holiday home in South Hamilton, Massachusetts, is situated a short drive (approximately 43km) from both Wingaersheek and Good Harbor beaches, and around 26km from Salem's Witch Museum and Castle Hill on the Crane Estate.
The property offers internet, air conditioning, a dryer and ironing board; sleeping five guests comfortably, with essential toiletries provided.
©2026 cozycozy.com