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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Ipswich holiday homes

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is HK$1,959
HK$2,503 total
includes taxes & fees
1 Sept - 2 Sept
The Essex of Gloucester
A staircase with wooden steps leading to a room with a wooden ceiling.

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 HK$1,599
HK$3,721 total
includes taxes & fees
2 Sept - 3 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A beach with a wooden fence, sand, and the ocean.

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 HK$833
HK$3,259 total
includes taxes & fees
7 Sept - 8 Sept
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
A modern kitchen with white cabinets, stainless steel appliances, and a teal backsplash.

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 HK$1,866
HK$5,090 total
includes taxes & fees
1 Sept - 2 Sept
Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

5. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (18 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
The price is HK$1,567
HK$3,256 total
includes taxes & fees
21 Sept - 22 Sept
Cozy two bedroom house in the heart of Gloucester
A marina with boats docked at the pier, reflecting the sunset sky.

6. 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, (37 reviews)
"Linda was so kind and what a fun little home she opened up to us! "
United States
Hillary M.
The price is HK$1,567
HK$3,501 total
includes taxes & fees
2 Sept - 3 Sept
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

7. 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 HK$1,242
HK$3,365 total
includes taxes & fees
7 Sept - 8 Sept
2BR Historic Marblehead Home+Minutes to Beach
A cozy living room with a fireplace, wooden beams, and comfortable seating.

8. Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.6 out of 10, Exceptional, (17 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 HK$1,599
HK$5,007 total
includes taxes & fees
26 Aug - 27 Aug
Historic 1686 Home Near Downtown l 5BR Retreat
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

9. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (53 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is HK$2,570
HK$4,779 total
includes taxes & fees
9 Sept - 10 Sept
Beach Life Bliss - steps to the beach
A modern interior with a kitchen, dining area, and living space, featuring wooden floors, a large TV, and a view of the outdoors.

10. 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 HK$1,661
HK$4,238 total
includes taxes & fees
8 Sept - 9 Sept
Plum Puddin | Pet-Friendly | Screened Porch | Deck
A modern living room with a fireplace, a desk, and comfortable seating.

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

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is HK$960
HK$4,044 total
includes taxes & fees
1 Sept - 2 Sept
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
A spacious living room with a large window, a sofa, a coffee table, a chair, and a TV mounted on the wall.

12. 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 HK$1,778
HK$4,524 total
includes taxes & fees
22 Sept - 23 Sept
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

13. 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, (22 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 HK$2,037
HK$4,946 total
includes taxes & fees
1 Sept - 2 Sept
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
A wooden staircase with a railing leading to a covered deck area.

14. 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 HK$3,475
HK$6,534 total
includes taxes & fees
3 Sept - 4 Sept
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A dark-colored, two-story house with a symmetrical design, featuring a central door flanked by two windows, and a small porch area with decorative elements.

15. 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 HK$1,940
HK$3,725 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Salem Getaway. Historic Home Near All the Sights
A wooden deck with a table and chairs, overlooking a body of water and a distant building.

16. Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
Gloucester
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful views, great location, easy access to all of Cape Ann."
United States
Stacey W.
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
A spacious living area with a large TV, a kitchen, and a dining area.

17. Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.8 out of 10, Exceptional, (19 reviews)
"Absolutely loved this home!!! We didn’t want to leave and tried for another night , but unfortunately wasn’t able to stay because it was booked with someone else already! The location was close to down town and everyone here was as absolutely welcoming! Would love to stay again!"
United States
Angela G.
The price is HK$1,688
HK$3,838 total
includes taxes & fees
27 Aug - 28 Aug
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
A coastal town with a marina filled with boats, surrounded by residential buildings and a large green area.

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 HK$2,046
HK$4,395 total
includes taxes & fees
17 Sept - 18 Sept
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
A two-story house with a wrap-around porch, a curved driveway, and a view of a large body of water.

19. 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 HK$2,673
HK$7,840 total
includes taxes & fees
26 Aug - 27 Aug
Classic Coastal Family Home | Walk to Sea;King Bed
A modern living room with a grey sofa, a wooden coffee table, and a television mounted on the wall.

20. Addie Shack & Cammie Cabana | Pet Friendly

Addie Shack & Cammie Cabana | Pet Friendly
Salisbury Beach
10.0 out of 10, Exceptional, (1 review)
"We utilized the early check in ! This worked out great since we were all traveling a good distance!!we attended the annual Halloween party at the Blue Ocean Music Hall!! We won the “ group costume”"
United States
Jodi B.
The price is HK$2,617
HK$6,714 total
includes taxes & fees
30 Aug - 31 Aug
Addie Shack & Cammie Cabana | Pet Friendly
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.
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Top Ipswich Hotel Reviews

Hilton Boston/Woburn

Hilton Boston/Woburn

10/10 Excellent
"Great place I like to recommend people come to visit Boston"
Schely 2-night trip
Posted 1 hour ago
Hilton Boston/Woburn

Find out more about Ipswich

Ipswich Vacation Homes information

Number of reviews
301
Accommodation
641 Vacation Homes
Lowest Price
HK$2,503
Highest Price
HK$7,840

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