Holiday rentals in Ipswich

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Top-rated holiday rentals in Ipswich

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Flat in Ipswich
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!
28 May – 4 Jun
$199 SGD per night
4.98 out of 5 average rating, 119 reviews
Guest favourite
Home in Ipswich
Stagehill Beach House
Cozy year round beach house within 5 min walk to beach and playground. Views of Plum Island, Crane beach, Ipswich River and marsh from every room. 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, walk to beaches, 4 miles to the charming downtown and a 15 minute drive to Crane Beach.
19–26 Apr
$583 SGD per night
4.98 out of 5 average rating, 170 reviews
Guest favourite
Barn in Ipswich
The Barn at Asa Stone Farm
The Barn at Asa Stone Farm offers the aesthetic traveler a unique balance between history and modernity, luxury and rusticity. Enjoy a refined and private stay as the barn gazes out on a 120-acre apple orchard, extending to multiple horizons and meadows. Set in the coast’s embrace, the barn is five minutes from the 2,100-acre coastal Crane estate, including the four-mile Crane Beach. Natural wonder and a historical setting combine to allow easy discovery of the defining features of Cape Ann.
7–14 Nov
$1,044 SGD per night
5.0 out of 5 average rating, 18 reviews

Popular amenities for Ipswich holiday rentals

Stay near Ipswich's top sights

Castle Hill on the Crane Estate43 locals recommend
Clam Box of Ipswich17 locals recommend
Agawam Diner4 locals recommend
Choate Bridge Pub26 locals recommend
Boat House Grille Essex9 locals recommend
Village Pancake House8 locals recommend

Other great holiday rentals in Ipswich

Guest favourite
Flat in Ipswich
Unit 2~Garden Getaway Close to Beach & Downtown
10–17 Feb
$181 SGD per night
5.0 out of 5 average rating, 84 reviews
Guest favourite
Home in Ipswich
Hillside
12–19 Dec
$668 SGD per night
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Ipswich
Capeview Cottage
15–22 Jun
$402 SGD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Ipswich
The Cottage at 78
27 Aug – 3 Sep
$555 SGD per night
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Ipswich
3 Bedroom Beachfront house. Spectacular ocean view
25 Apr – 2 May
$535 SGD per night
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Ipswich
Fourshe Villa in Ipswich - 12 min to Crane beach
27 Nov – 4 Dec
$542 SGD per night
4.86 out of 5 average rating, 14 reviews
Guest favourite
Home in Ipswich
Northridge Vista
4–11 Nov
$427 SGD per night
4.9 out of 5 average rating, 30 reviews
Guest favourite
Home in Ipswich
Incredible Views of Ocean, River, Sunrise & Sunset
15–22 Sep
$420 SGD per night
4.86 out of 5 average rating, 77 reviews
Superhost
Home in Ipswich
Sea Shed
10–17 Aug
$395 SGD per night
4.83 out of 5 average rating, 12 reviews
Guest favourite
Flat in Ipswich
1 Mile from Crane Beach Brand new apartment
28 Dec – 4 Jan
$381 SGD per night
4.94 out of 5 average rating, 33 reviews
Guest favourite
Apartment in Essex
Entire Essex apt 1 mi to antiques and restaurants!
27 Mar – 3 Apr
$234 SGD per night
4.99 out of 5 average rating, 88 reviews
Guest favourite
Flat in Essex
Friendship Acres Barn Apartment B
20–27 Jan
$271 SGD per night
4.98 out of 5 average rating, 52 reviews

Quick stats about holiday rentals in Ipswich

Total rentals

90 properties

Wifi availability

80 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

5.6K reviews

Destinations to explore

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