A street lined with historic buildings, including a Windhill Realty office and a jewelry store.

Holiday Homes in Ipswich

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Ipswich holiday homes

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is NZ$476
includes taxes & fees
31 Aug - 1 Sept
The Essex of Gloucester

2. Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (14 reviews)
"The home was warm and inviting upon our arrival. We loved the home. Rachel responds immediately with any questions. Cape Ann is beautiful and convenient to Boston. We loved our visit and felt at home! "
United States
Melenia s.
The price is NZ$788
includes taxes & fees
31 Aug - 1 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking

3. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
10.0 out of 10, Exceptional, (3 reviews)
"Clean, quiet & quaint! Perfect for a couple’s get away!"
United States
Shannon S.
The price is NZ$701
includes taxes & fees
1 Sept - 2 Sept
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

4. Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport

Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport
Newburyport
The price is NZ$1,241
includes taxes & fees
2 Sept - 3 Sept
Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport

5. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
East Gloucester
9.6 out of 10, Exceptional, (36 reviews)
"Linda was so kind and what a fun little home she opened up to us! "
United States
Hillary M.
The price is NZ$743
includes taxes & fees
2 Sept - 3 Sept
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

6. 2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is NZ$716
includes taxes & fees
9 Sept - 10 Sept
2BR Historic Marblehead Home+Minutes to Beach

7. Plum Puddin | Pet-Friendly | Screened Porch | Deck

Plum Puddin | Pet-Friendly | Screened Porch | Deck
Newburyport
9.8 out of 10, Exceptional, (9 reviews)
"Our stay was excellent. We will definitely be back soon. "
United States
Edmond B.
The price is NZ$998
includes taxes & fees
24 Aug - 25 Aug
Plum Puddin | Pet-Friendly | Screened Porch | Deck

8. The Nest | High-End Kitchen | Steps to Beach | A/C

The Nest | High-End Kitchen | Steps to Beach | A/C
Newbury
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is NZ$1,049
includes taxes & fees
16 Sept - 17 Sept
The Nest | High-End Kitchen | Steps to Beach | A/C

9. Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.6 out of 10, Exceptional, (16 reviews)
"Everything was lovely. The home was wonderful and communication with our host was top notch. Thank you so much!"
United States
Terry F.
The price is NZ$1,231
includes taxes & fees
25 Aug - 26 Aug
Historic 1686 Home Near Downtown l 5BR Retreat

10. Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is NZ$909
includes taxes & fees
25 Aug - 26 Aug
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

11. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (21 reviews)
"Perfect location on Marblehead Neck with stunning views of the harbor. The house was just right for a family of 5 adults. We would come back and would recommend this lovely house to anyone. "
United States
Debbie B.
The price is NZ$1,050
includes taxes & fees
1 Sept - 2 Sept
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

12. 3 to 4 Minute walk to the beach, restaurants and fun!

3 to 4 Minute walk to the beach, restaurants and fun!
Salisbury Beach
9.8 out of 10, Exceptional, (45 reviews)
"Enjoyed our stay. Great location cottage was very spacious and clean. It had everything you needed. Would stay there again."
United States
Rosanne K.
The price is NZ$769
includes taxes & fees
23 Aug - 24 Aug
3 to 4 Minute walk to the beach, restaurants and fun!

13. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
10.0 out of 10, Exceptional, (17 reviews)
"Rachel was very responsive and attentive, excellent host. The house was in a great location, clean, and very comfortable. Would stay there again should the need arise."
United States
Betty
The price is NZ$1,256
includes taxes & fees
23 Aug - 24 Aug
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

14. Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (30 reviews)
"great place and location"
United States
Kacey C.
The price is NZ$718
includes taxes & fees
26 Aug - 27 Aug
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

15. Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (3 reviews)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is NZ$1,833
includes taxes & fees
24 Aug - 25 Aug
Classic Coastal Family Home | Walk to Sea;King Bed

16. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.6 out of 10, Exceptional, (61 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
The price is NZ$791
includes taxes & fees
24 Aug - 25 Aug
Cozy Salem Getaway. Historic Home Near All the Sights

17. Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem
10.0 out of 10, Exceptional, (28 reviews)
"Great spot close to activities."
United States
Diane B.
The price is NZ$981
includes taxes & fees
23 Aug - 24 Aug
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

18. Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (44 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is NZ$903
includes taxes & fees
17 Sept - 18 Sept
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

19. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful home in a beautiful location!"
United States
Paul H.
The price is NZ$1,096
includes taxes & fees
25 Aug - 26 Aug
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

20. The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (21 reviews)
"Great! Lots of activities on property. House is beautiful! You can access the wrap around deck around the widows walk"
United States
Lucy Danielle R.
The price is NZ$1,093
includes taxes & fees
23 Aug - 24 Aug
The widow’s walk your very own spa experience
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Ipswich Hotel Reviews

Find out more about Ipswich

Ipswich Holiday Homes information

Number of reviews
348
Accommodation
637 Holiday Homes
Lowest Price
NZ$476
Highest Price
NZ$1,833