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

Holiday Homes in Ipswich

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (14 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 €187
includes taxes & fees
26 Oct - 27 Oct
The Essex of Gloucester
A spacious kitchen with a dining area, a balcony with a view, and a sign reading 'BEACH HOUSE'.

2. Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Newburyport
9.8 out of 10, Exceptional, (91 reviews)
"Perfect for two! Loved our stay and the hosts were kind and very easy to communicate with if you had any questions. Already planning my next stay"
United States
Laura M.
The price is €347
includes taxes & fees
9 Nov - 10 Nov
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
A modern kitchen with a central island, stainless steel appliances, and a view to the outside.

3. 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 €430
includes taxes & fees
3 Nov - 4 Nov
The Nest | High-End Kitchen | Steps to Beach | A/C
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

4. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (61 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is €310
includes taxes & fees
20 Oct - 21 Oct
Beach Life Bliss - steps to the beach
A bedroom with a bed, bedside tables, a desk, and a bench.

5. Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
10.0 out of 10, Exceptional, (1 review)
"We loved our stay. The property is beautiful with wonderful views. Convenient to get most places."
United States
Sara G.
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A staircase with wooden steps leading to a room with a wooden ceiling.

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

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.8 out of 10, Exceptional, (16 reviews)
"Sparking clean property. Plenty of main floor gathering space (kitchen/dining/livingroom) with good separation of sleeping quarters, giving the opportunity for privacy and rest. Pretty back yard with Adirondack chairs to enjoy while reading or just resting. Easy drive to the main attractions of Gloucester and/or Rockport. All this and responsive owners too! "
United States
Karen T.
The price is €444
includes taxes & fees
4 Nov - 5 Nov
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A modern interior with a kitchen, dining area, and living space, featuring wooden floors, a large TV, and a view of the outdoors.

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

Plum Puddin | Pet-Friendly | Screened Porch | Deck
Newburyport
9.8 out of 10, Exceptional, (10 reviews)
"Very clean and charming. We enjoyed our stay!"
United States
amy t.
The price is €474
includes taxes & fees
29 Oct - 30 Oct
Plum Puddin | Pet-Friendly | Screened Porch | Deck
A two-story beach house with a balcony, a deck, and a sign reading "Plovers Nest".

8. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
The price is €359
includes taxes & fees
9 Nov - 10 Nov
Plovers Nest
A beach with a wooden fence, sand, and the ocean.

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

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (8 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is €380
includes taxes & fees
19 Oct - 20 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
A modern kitchen with white cabinets, stainless steel appliances, and a teal backsplash.

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

Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport
Newburyport
8.0 out of 10, Very good, (1 review)
"Xxxxxxxxx"
United States
Charlene P.
The price is €519
includes taxes & fees
29 Oct - 30 Oct
Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport
A comfy queen bed - the perfect size for snuggling!

11. Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Salisbury Beach
10.0 out of 10, Exceptional, (1 review)
The price is €497
includes taxes & fees
26 Oct - 27 Oct
Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
A rustic cabin interior with a kitchen, dining area, and living room.

12. Surprise Lodge/Sauna /Near Plum Island &3 beaches

Surprise Lodge/Sauna /Near Plum Island &3 beaches
Newbury
10.0 out of 10, Exceptional, (1 review)
The price is €665
includes taxes & fees
18 Oct - 19 Oct
Surprise Lodge/Sauna /Near Plum Island &3 beaches
A statue of a figure in a cloak on a stone pedestal with a shield, surrounded by a fence and flowers, in front of a building with a sign that reads "Stepping Stone Inn".

13. 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, (65 reviews)
"Super cute place, spare bedroom w/ bunk beds if you're bringing family, 20min walk to all the attractions and restaurants, I chose to use Uber instead. I had a great time."
United States
Mantas
The price is €380
includes taxes & fees
16 Nov - 17 Nov
Cozy Salem Getaway. Historic Home Near All the Sights
A cozy living room with a fireplace, wooden beams, and comfortable seating.

14. Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8

Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
Beverly
9.6 out of 10, Exceptional, (18 reviews)
"What a beautiful, historic property!!! Ideal for families or large groups visiting the area. Plenty of parking space! Don’t think twice about booking. Communication with the host was perfection. 5 stars for sure!"
United States
Kristen L.
The price is €1,002
includes taxes & fees
22 Oct - 23 Oct
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

15. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
The price is €526
includes taxes & fees
19 Oct - 20 Oct
Historic Marblehead Nautical Home • Minutes to Salem
A coastal town with a marina filled with boats, surrounded by residential buildings and a large green area.

16. 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, (45 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
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.

17. 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, (6 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 €999
includes taxes & fees
12 Nov - 13 Nov
Classic Coastal Family Home | Walk to Sea;King Bed
A beach with people sunbathing and swimming, a rocky outcrop in the foreground, and a small island in the background.

18. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is €371
includes taxes & fees
8 Nov - 9 Nov
Bell Buoy
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

19. Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (121 reviews)
"This is a lovely property! Very clean, fully stocked, just what we wanted. Awesome location in the heart of Salem!"
United States
Jennifer M.
The price is €418
includes taxes & fees
2 Nov - 3 Nov
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A spacious living room with a large TV, comfortable seating, and large windows offering a view of the outdoors.

20. Stay at Little River

Stay at Little River
Gloucester
10.0 out of 10, Exceptional, (9 reviews)
"My friend and I had a great time staying at the house. Beautiful view, close to great attractions, and the kitchen was well appointed."
United States
Caitlin D.
Stay at Little River
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

Ashworth by the Sea

Ashworth by the Sea

10/10 Excellent
"Clean room, nice staff"
Lauren 1-night trip
Posted 11 hours ago
Ashworth by the Sea

Find out more about Ipswich

Ipswich Holiday Homes information

Number of reviews
466
Accommodation
615 Holiday Homes
Lowest Price
€187
Highest Price
€1,002