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

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Our top choices for Ipswich vacation homes

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 ¥28,954
¥36,961 total
includes taxes & fees
Sep 14 - Sep 15
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 ¥25,209
¥66,544 total
includes taxes & fees
Sep 9 - Sep 10
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 ¥15,130
¥63,847 total
includes taxes & fees
Sep 8 - Sep 9
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 ¥42,833
¥109,897 total
includes taxes & fees
Sep 1 - Sep 2
Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport

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 ¥31,818
¥66,107 total
includes taxes & fees
Sep 21 - Sep 22
Cozy two bedroom house in the heart of Gloucester

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 ¥31,818
¥71,081 total
includes taxes & fees
Sep 2 - Sep 3
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

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 ¥25,209
¥68,321 total
includes taxes & fees
Sep 7 - Sep 8
2BR Historic Marblehead Home+Minutes to Beach

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 ¥43,346
¥116,300 total
includes taxes & fees
Sep 15 - Sep 16
Historic 1686 Home Near Downtown l 5BR Retreat

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 ¥52,182
¥97,028 total
includes taxes & fees
Sep 9 - Sep 10
Beach Life Bliss - steps to the beach

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 ¥33,750
¥86,089 total
includes taxes & fees
Sep 8 - Sep 9
Plum Puddin | Pet-Friendly | Screened Porch | Deck

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 ¥18,022
¥80,331 total
includes taxes & fees
Sep 1 - Sep 2
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

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 ¥36,091
¥91,849 total
includes taxes & fees
Sep 22 - Sep 23
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

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 ¥41,363
¥100,403 total
includes taxes & fees
Sep 1 - Sep 2
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

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 ¥65,109
¥125,684 total
includes taxes & fees
Sep 3 - Sep 4
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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 ¥46,534
¥84,854 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Salem Getaway. Historic Home Near All the Sights

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!

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 ¥34,278
¥77,918 total
includes taxes & fees
Aug 27 - Aug 28
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

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 ¥41,532
¥89,218 total
includes taxes & fees
Sep 17 - Sep 18
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

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 ¥54,552
¥159,672 total
includes taxes & fees
Aug 30 - Aug 31
Classic Coastal Family Home | Walk to Sea;King Bed

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 ¥53,136
¥136,299 total
includes taxes & fees
Aug 30 - Aug 31
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

Find out more about Ipswich

Ipswich Vacation Homes information

Number of reviews
301
Accommodation
637 Vacation Homes
Lowest Price
¥36,961
Highest Price
¥159,672