Vacation Rentals in Ipswich, MA

125 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Ipswich, MA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

125 Holiday rentals and Airbnb in Ipswich, MA

Plan Your Stay: Top Family Holiday Rentals in Ipswich, MA

Give everyone space to stretch out, cook, and unwind together at family holiday rentals in Ipswich, MA.

Lovely 'The Buoys Cottage' On Annisquam River! - Ipswich, MA
9.8 25 reviews

Lovely 'The Buoys Cottage' On Annisquam River!

apartment, Gloucester
This waterside holiday cottage in Gloucester is located on the Annisquam River marsh, offering direct riverfront access and convenient proximity to Stage Fort Park and Half Moon Beach, both within 800 metres, and is 3.2 kilometres from downtown Gloucester.
This family-friendly apartment spans 74 square metres with three bedrooms and one bathroom, comfortably accommodating up to six guests, and features a fully equipped eat-in kitchen, air conditioning, Wi-Fi, private parking, and a rear garden with seating for outdoor dining, with nearby opportunities for whale watching and exploring the coastline.
️  Water View Beach Cottage -The Captains Lodge️ - Ipswich, MA
9.9 32 reviews

️ Water View Beach Cottage -The Captains Lodge️

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.
Steps To Wingaersheek's Private 1.5 Mile White Dune Beach - Ipswich, MA
9.8 41 reviews

Steps To Wingaersheek's Private 1.5 Mile White Dune Beach

apartment, Gloucester
This Gloucester seaside property, near Coffins Beach (1.1km) and Wingaersheek Beach (2.4km), offers stunning ocean views and proximity to Mount Ann Park and Addison Gilbert Hospital (within 9.7km).
This four-bedroom, two-bathroom holiday home boasts 167 square metres of space, sleeps eight guests, and includes a fully equipped kitchen, free Wi-Fi, a fireplace, barbecue facilities, and in-house laundry.
New England Coastal Residence - Ipswich, MA
10 2 reviews

New England Coastal Residence

apartment, Gloucester
This family-friendly flat in Gloucester is a short drive from Gloucester Harbour, local beaches, and Cape Ann attractions.
This property accommodates up to 10 guests with 4 bedrooms, 2 bathrooms, a well-equipped kitchen, air conditioning, and on-site parking for 3 vehicles, plus a patio with a grill.

Browse Holiday Rentals with a Pool in Ipswich, MA

Discover holiday rentals with a pool in Ipswich, MA and make every day a swim day.

Whole House Steps From Pleasant Pond - Ipswich, MA
9.4 57 reviews

Whole House Steps From Pleasant Pond

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

Popular destinations

Discover Holiday Rentals with a Balcony in Ipswich, MA

Find holiday rentals with a balcony in Ipswich, MA and wake up to ocean views.

Plum Island Getaway:  Fishing, Swimming, Beachcombing Or Relaxing On The Deck - Ipswich, MA
10 3 reviews

Plum Island Getaway: Fishing, Swimming, Beachcombing Or Relaxing On The Deck

apartment, Newbury
This waterfront holiday home is located on Plum Island, Massachusetts, directly opposite Ocean Beach and just minutes from the Parker River National Wildlife Refuge.
This spacious 167 square meter flat offers three bedrooms, two bathrooms, and accommodation for up to eight guests, featuring a fully equipped kitchen, air conditioning, a terrace, garden, parking, and complimentary use of a kayak and canoe for enjoying the direct waterfront access.
Stay At Beverly Shops - Ipswich, MA
10 7 reviews

Stay At Beverly Shops

apartment, Beverly
This three-bedroom Beverly property, a spacious apartment ideal for families, is situated in North Beverly, offering convenient access to Boston via major routes and the commuter rail, and is close to Dane Street Beach.
The 158 square metre dwelling boasts three bathrooms, a chef's kitchen with modern appliances, a private garden with a deck, driveway parking for two cars, and sleeps up to five guests, enjoying amenities such as a smart TV and Sonos speakers.
Helena House: Charming And Serene, Close To Plum Cove Beach - Ipswich, MA
8.5 19 reviews

Helena House: Charming And Serene, Close To Plum Cove Beach

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.
Stay At Wingaersheek - Ipswich, MA
No reviews

Stay At Wingaersheek

apartment, Gloucester
This spacious 271 square metre holiday home in Gloucester is located a 10-minute drive from Wingaersheek Beach and Coffins Beach, and is close to Hammond Castle.
This family-friendly apartment offers accommodation for eight guests, featuring three bedrooms, four bathrooms, a modern kitchen, air conditioning, a balcony, and a garden, with on-site parking and Wi-Fi available.

Best Ipswich, MA holiday rentals with parking

1 Mile From Crane Beach  Newer  Apartment - Ipswich, MA
9.9 51 reviews

1 Mile From Crane Beach Newer Apartment

apartment, Ipswich
This one-bedroom flat is situated just 1.6km from Crane Beach in a scenic area of Ipswich. It has received excellent ratings for location, cleanliness and user experience.
The flat comfortably sleeps six guests and features a private bedroom, an open alcove with bunk beds, and a living room with a pull-out sofa bed. Guests can enjoy amenities such as a fully equipped kitchen, laundry facilities, air conditioning, a garden, parking, and internet access, as well as access to local activities like Russell's Orchard and kayaking on the river.
Beachfront Apartment - Ipswich, MA
10 3 reviews

Beachfront Apartment

apartment, Gloucester
This beachfront flat in Gloucester offers direct ocean access and views, located just steps from the sand.
This property accommodates four guests and features air conditioning, internet, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, with a garden also available.
Lovely 'The Buoys Cottage' On Annisquam River! - Ipswich, MA
No reviews

Lovely 'The Buoys Cottage' On Annisquam River!

apartment, Gloucester
This Annisquam River-front flat offers prime access to Gloucester's beaches, parks, and downtown attractions, situated less than 800 meters from popular spots like Stage Fort Park and whale-watching tour departures.
This comfortable 3-bedroom, 1-bathroom holiday home accommodates up to six guests, featuring a well-equipped eat-in kitchen with a microwave and dishwasher, air conditioning, a private garden with seating and a gas grill, and convenient driveway parking for two vehicles.
Open Concept, 2-level Apartment With Scenic View - Ipswich, MA
No reviews

Open Concept, 2-level Apartment With Scenic View

apartment, Gloucester
This Gloucester apartment, near Gloucester railway station (a four-minute walk away), offers easy access to the Cape Ann Museum and Sargent House Museum, both within a 1.5km radius.
The two-bedroom flat sleeps four, features a fully equipped kitchen with appliances including a microwave and fridge, a private patio, on-site parking, and free WiFi; in-apartment games are also provided.

Escape to the Coast: Luxury Holiday Rentals in Ipswich, MA

Bask in absolute tropical privacy with upscale coastal design at luxury holiday rentals in Ipswich, MA.

Loft On Main - Dwtn, Beach, Pvt Deck, Coffee Bar - Ipswich, MA
10 13 reviews

Loft On Main - Dwtn, Beach, Pvt Deck, Coffee Bar

apartment, Gloucester

Browse Downtown Holiday Rentals in Ipswich, MA

Stay within easy walking distance of local fish markets, surf shops, and lively beach bars at holiday rentals in the heart of Ipswich, MA.

Ipswich Inn | The Ice House - Ipswich, MA
10 4 reviews

Ipswich Inn | The Ice House

apartment, Ipswich
Hotel Quality And Confy, Close To The Beach, Sleeps 6 - Ipswich, MA
9.7 353 reviews

Hotel Quality And Confy, Close To The Beach, Sleeps 6

apartment, Ipswich
Cozy And Beatifull 2br In New England . 5 Min Drive To The Beach /Sleeps 6 - Ipswich, MA
9.6 421 reviews

Cozy And Beatifull 2br In New England . 5 Min Drive To The Beach /Sleeps 6

apartment, Ipswich
2b Apt Loft Downtown Ipswich - Ipswich, MA
9.0 48 reviews

2b Apt Loft Downtown Ipswich

apartment, Ipswich

Browse Coastal Holiday Rentals in Ipswich, MA

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in Ipswich, MA.

Thurston Point: Deepwater River Dock - Ipswich, MA
9.4 22 reviews

Thurston Point: Deepwater River Dock

apartment, Gloucester
New England Coastal Residence - Ipswich, MA
10 3 reviews

New England Coastal Residence

apartment, Gloucester
C By The Sea - Ocean View Penthouse - Ipswich, MA
10 11 reviews

C By The Sea - Ocean View Penthouse

apartment, Gloucester
The Nest | High-end Kitchen | Steps To Beach | A/c - Ipswich, MA
10 15 reviews

The Nest | High-end Kitchen | Steps To Beach | A/c

apartment, Newbury

Browse Holiday Rentals with a Hot Tub in Ipswich, MA

Watch the sun set over the water while soaking in a steaming outdoor hot tub at island holiday rentals in Ipswich, MA.

5 Minute Walk To Beach, Stage Fort Park, And Gloucester Promenade! - Ipswich, MA
10 14 reviews

5 Minute Walk To Beach, Stage Fort Park, And Gloucester Promenade!

apartment, Gloucester
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam - Ipswich, MA
9.4 63 reviews

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

apartment, Gloucester
Wingaersheek Beach House (Private) - Ipswich, MA
9.7 34 reviews

Wingaersheek Beach House (Private)

apartment, Gloucester
Plum Island Sunset Bliss- 3 Min Walk To The Beach - Ipswich, MA
No reviews

Plum Island Sunset Bliss- 3 Min Walk To The Beach

apartment, Newbury
©2026 cozycozy.com