Gloucester Holiday Homes from £230: Search Holiday Homes in Gloucester

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Our top choices for Gloucester holiday homes

1. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

East Gloucester

Paul H.

includes taxes & fees

12 Aug - 13 Aug

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

Gloucester

Melenia s.

includes taxes & fees

31 Aug - 1 Sept

3. The Essex of Gloucester

Gloucester

Kimberly

includes taxes & fees

11 Aug - 12 Aug

4. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Gloucester

Betty

includes taxes & fees

12 Aug - 13 Aug

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

Gloucester

Maarij K.

includes taxes & fees

9 Sept - 10 Sept

Coffee/tea maker, fridge, microwave, oven

6. Beach Life Bliss - steps to the beach

Gloucester

rich k.

includes taxes & fees

10 Aug - 11 Aug

7. Stay at The Neck

Rocky Neck

Jack J.

includes taxes & fees

18 Aug - 19 Aug

8. Stay at Wingaersheek

Gloucester

includes taxes & fees

10 Aug - 11 Aug

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

Gloucester

Stacey W.

includes taxes & fees

6 Sept - 7 Sept

10. Private Beach! Dream vacation at your private beach in Gloucester

Gloucester

William M.

includes taxes & fees

22 Aug - 23 Aug

11. Stay at Smith Cove

Rocky Neck

Justin l.

12. The Sail Boat: Heart of Hampton Beach

Hampton Beach

includes taxes & fees

8 Sept - 9 Sept

13. Hampton Beach getaway steps from the Beach & Blvd, Weekly rent Saturday Check in

Hampton Beach

includes taxes & fees

17 Aug - 18 Aug

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

Rockport

John D.

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

Rockport

Maryanne H.

16. Stay at Back Beach Rockport

Rockport

Neal H.

includes taxes & fees

10 Aug - 11 Aug

17. 4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

Rockport

Denitsa a.

includes taxes & fees

13 Aug - 14 Aug

18. Bell Buoy

Rockport

"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...

Amy

includes taxes & fees

27 Aug - 28 Aug

19. HOT TUB I Downtown Rockport w/parking I Sleeps 8

Rockport

"This beach house was everything we were looking for. We had a great family vacation second year in a row at one of Rachel’s great properties in Rockport.The house was perfectly clean, cool, and well equipped for cooking and grilling and enjoying the beautiful outdoor area. The hot tub was a fun bonus and the best surprise was the outdoor shower which made getting home from the beach trips with little kids breezy.We walked to the beach and Bearskin Neck easily each day.The host is on top of every...

Kelli S.

20. Experience Classic New England-walk to beach&shops

Rockport

Danielle L.

includes taxes & fees

9 Sept - 10 Sept

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Top Gloucester Hotel Reviews

Castle Manor Inn

8/10 Good

"When I booked the place, I thought we were staying in the house. We were put in a hotel room that was nicely decorated and clean. But, small. It met our needs. We felt that the outside really needs some maintenance."

Holiday Inn Express Boston - Saugus by IHG

10/10 Excellent

"I use this hotel whenever I am in Saugus or Boston area. The hotel is comfortable and the staff is helpful. The hotel is easier with a car, but I like to walk and have several restaurants and/or bars within a 15 - 20 minute walk, so it is not a problem with me. I have never had an issue at the hotel. This time a couple of minor glitches, key card stopped twice and for some reason housekeeping missed my room. However, when I let front desk know, after a little miscommunication with manager, a housekeeping staff member took care of the issue and all was good. Only other issue was other guests felt that the desk personnel was away from the desk too much. I was working at business center and 4 guests asked if I knew where desk crew was. They appear to just go around to the hallway in back and usually respond with an excuse me. My only issues are simple. Several of the TV stations don't match what is listed. They could use an update on the system. And, my main concern is the bath tubs. They are very slick. They have safety treads built into tub, but they are not good. An elderly person could have an issue with the tubs. I am 68 and still have solid coordination so I could handle without much of an issue. Others it could be rough. This is normally the only item I harp on. I would seriously recommend better appliques or a roll up rubber mat in tubs to keep all hotel guests safe from a possible slip and fall."

Best Western Plus North Shore Hotel

10/10 Excellent

"For us, this hotel was ideally located within 35 of Rockport, Salem, Gloucester, and Crane Beach. It was also about 45 minutes from Boston and Cambridge. The nightly rate was more affordable compared to hotels in Rockport and Gloucester, as well the hotels in Cambridge. So good value with good amenities, an indoor pool, and nearby shops and restaurants."

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"I did not eat breakfast there. The location is difficult to find but worth the effort. As I drove in on a busy evening, I was a little wary that there were so few cars in the lot, but I had no complaints about the room and the cooperation I had with the manager as I had to change my reservation several times as my plans changed. I would stay there again…and I am a seasoned discriminating traveler. "

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews	237
Accommodation	522 Holiday Homes
Lowest Price	£230
Highest Price	£1,438

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gloucester holiday homes

1. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

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

3. The Essex of Gloucester

4. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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

6. Beach Life Bliss - steps to the beach

7. Stay at The Neck

8. Stay at Wingaersheek

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

10. Private Beach! Dream vacation at your private beach in Gloucester

11. Stay at Smith Cove

12. The Sail Boat: Heart of Hampton Beach

13. Hampton Beach getaway steps from the Beach & Blvd, Weekly rent Saturday Check in

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

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

16. Stay at Back Beach Rockport

17. 4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

18. Bell Buoy

19. HOT TUB I Downtown Rockport w/parking I Sleeps 8

20. Experience Classic New England-walk to beach&shops

Find holiday rentals that suit your style

Top Gloucester Hotel Reviews

Castle Manor Inn

Hawthorne Hotel

Holiday Inn Express Boston - Saugus by IHG

Ocean House Hotel at Bass Rocks

Best Western Plus North Shore Hotel

Long Beach Suites

The Northshore Hotel - Boston/Danvers

Atlantis Oceanfront Inn

Beauport Hotel Gloucester

Find out more about Gloucester

Gloucester Holiday Homes information

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