Gloucester Holiday Rentals, Massachusetts: Private House Rentals

Our top choices for Gloucester hotels

1. Long Beach Suites

East Gloucester

Henry

฿10,715 total

includes taxes & fees

10 Jun - 11 Jun

2. Sea Lion Motel and Cottages

East Gloucester

Nicole

฿6,338 total

includes taxes & fees

15 Jun - 16 Jun

King Suite-Room 4 | Laptop workspace, iron/ironing board, free WiFi

3. The Highliner Hotel

Downtown Gloucester

Shannon

฿11,588 total

includes taxes & fees

25 Jun - 26 Jun

4. Castle Manor Inn

Gloucester

Junette

฿6,561 total

includes taxes & fees

21 Jun - 22 Jun

5. Ocean House Hotel at Bass Rocks

East Gloucester

Amanda

฿6,784 total

includes taxes & fees

11 Jun - 12 Jun

6. The Vista

East Gloucester

Allan

฿8,347 total

includes taxes & fees

22 Jun - 23 Jun

7. The Hotel at Cape Ann Marina

Gloucester

Colleen

฿8,256 total

includes taxes & fees

11 Jun - 12 Jun

8. Atlantis Oceanfront Inn

East Gloucester

Barbara

฿7,890 total

includes taxes & fees

10 Jun - 11 Jun

9. Harborview Inn

Downtown Gloucester

Mitchell

฿9,122 total

includes taxes & fees

22 Jun - 23 Jun

10. Beauport Hotel Gloucester

Downtown Gloucester

Bette

฿15,489 total

includes taxes & fees

14 Jun - 15 Jun

11. Best Western Hampshire Inn

Seabrook

Devon

฿3,992 total

includes taxes & fees

14 Jun - 15 Jun

Premium Suite | Living area | 42-inch Smart TV with digital channels

12. Guest House Suites

Salisbury

Brenda

฿4,637 total

includes taxes & fees

11 Jun - 12 Jun

Standard Queen Queen Lake View | Individually furnished, desk, laptop workspace, blackout curtains

13. Lakeside Inn

Wakefield

Charlene

฿4,100 total

includes taxes & fees

28 Jun - 29 Jun

Superior Room, 1 King Bed, Non Smoking, Microwave | Iron/ironing board, free WiFi, bed sheets

14. The Rockport House

Rockport

Kathleen

฿7,624 total

includes taxes & fees

22 Jun - 23 Jun

Executive Double Room | Individually decorated, individually furnished, blackout curtains

15. The Northshore Hotel - Boston/Danvers

Danvers

JIll

฿4,726 total

includes taxes & fees

2 Jul - 3 Jul

Presidential Penthouse, City View | Balcony view

16. Daniella's Suites

Peabody

Carlos

฿5,802 total

includes taxes & fees

10 Jun - 11 Jun

Standard Room, 2 Queen Beds, Non Smoking | View from room

17. Hampton Falls Inn

Hampton Falls

John

฿3,915 total

includes taxes & fees

10 Jun - 11 Jun

18. Seabrook Inn

Seabrook

Richard

฿3,879 total

includes taxes & fees

17 Jun - 18 Jun

19. Rockport Inn And Suites

Rockport

Linda

฿7,563 total

includes taxes & fees

10 Jun - 11 Jun

Premium Room, 1 Bedroom, Balcony, Oceanfront | Terrace/patio

20. Breakers by the Sea

Hampton Beach

Alyson

฿6,380 total

includes taxes & fees

23 Jun - 24 Jun

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Where to stay in Gloucester

Find the best Gloucester areas for the activities you enjoy most.

Beautiful sunset of Eastern Point Lighthouse at Gloucester, Massachusetts, USA. The Lighthouse is One of Five iconic lighthouses along the Cape Ann coastline.

East Gloucester

If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

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Downtown Gloucester

While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch.

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Annisquam

Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.

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Rocky Neck

While visiting Rocky Neck, you might make a stop by sights like Rocky Neck Art Colony and Bryan Gallery.

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Magnolia

You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Massachusetts Bay or Gray Beach.

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Stay near popular Gloucester attractions

Wingaersheek Beach

4.7/5 (83 reviews)

This pristine beach captivates with white sands, clear shallow waters, and dramatic rock formations. Visit at low tide to explore expansive sandbars and discover hidden tide pools teeming with marine life.

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Learn more about Gloucester

America's oldest working seaport offers whale watching tours where humpback sightings are common from May through October. Wander the colourful harborfront where fishermen unload their catch, then sample the freshest lobster rolls at family-owned seafood shacks along Rocky Neck.

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Top Gloucester Hotel Reviews

Ashworth by the Sea

8/10 Good

"Overall we liked the hotel and the area seemed like a vintage hotel. The one draw back was that the valet doesn’t operate until 7 am and it took the one valet worker a half hour to be able to get my vehicle. We were in a rush to get somewhere for 8 o’clock and one of the people that was also staying from our party couldn’t get his truck out because it was blocked and the valet couldn’t find the other cars keys to let him out"

Hawthorne Hotel

10/10 Excellent

"Having arrived an hour early, I checked in with the staff at the front desk and was so grateful they allowed me to park the car there although I was early. Everything about this hotel is as I had hoped. I’ve traveled to Salem for many years usually annually. The Hawthorne Hotel had caught my eye many years ago, and I finally remembered to book a room there. I’m with my two young teenage granddaughters and we all thoroughly enjoyed our stay. The beds and linens and room were very comfortable. The bathroom is small but very usable. There isn’t a closet, but we were only there for a day so that wasn’t a problem. Every staff member was so helpful in congenial. I will stay there again!"

The Northshore Hotel - Boston/Danvers

6/10 Okay

"Overall our stay was good. Property is a bit hard to find, hidden down behind other businesses and lots. Our room could definitely have been cleaner. There was hair on the toilet and in the shower drain. The handle in the shower is broken so when rotated towards the hot water, it falls all the way to the hottest setting. I had to rig it with a washcloth so as to not get too hot. Walls are a bit thin so easy to hear other guests. Continental Breakfast was good and as expected except there were no tea bags. Only coffee. Staff was always pleasant and helpful. Overall was a decent stay but could’ve been cleaner with amenities that aren’t broken."

More cheap stays in Gloucester

Lakeside Inn

595 North Ave Wakefield MA

฿3,670

฿4,100 total

28 Jun - 29 Jun

includes taxes & fees

7.6/10 Good! (2,365 reviews)

Frequently asked questions

What's the best place to stay in Gloucester?

Based on our traveller data, Castle Manor Inn is one of the top choices for your stay. This hotel offers free parking and free WiFi. Other good choices for your stay include Beauport Hotel Gloucester and Ocean House Hotel at Bass Rocks. See all available top hotels, or vacation rentals in Gloucester.

If I need to cancel my hotel reservation in Gloucester, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Gloucester.

What's the best place to stay to stay near the beach in Gloucester?

Beauport Hotel Gloucester is a top beachfront hotel with free WiFi and a snack bar, and it's located on Pavilion Beach . See more stays near the beach in Gloucester.

What are some accommodation options with pools in Gloucester?

Ocean House Hotel at Bass Rocks is a top hotel with a seasonal outdoor pool, free WiFi and free self-parking. The Vista is another choice with an on-site pool. View all hotels with pools in Gloucester.

What's it like to stay in Gloucester?

History buffs will enjoy exploring Gloucester, and visitors give high marks for the seaside. Tourists can also enjoy the city's seafood restaurants, monuments and art. In Gloucester, there are 243 hotels and other accommodation options to choose from. Find out more about Gloucester.

What should I see while I'm in Gloucester?

Cultural venues include Cape Ann Museum, Maritime Gloucester and Hammond Castle. Landmarks like Capt Bill & Sons Whale Watch, Eastern Point Lighthouse and Sargent House Museum might be worth a visit. The natural setting is picturesque, namely the the sea, and places to see include: Pavilion Beach, Half Moon Beach and Stage Fort Park. Take a look at what more there is to see and do in Expedia's Gloucester guide.

How can I get around Gloucester?

To venture out into the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station. If you want to venture out around the area, you may want a rental car in Gloucester for your journey.

What's the seasonal weather like in Gloucester?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Gloucester are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

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Our top choices for Gloucester hotels

1. Long Beach Suites

2. Sea Lion Motel and Cottages

3. The Highliner Hotel

4. Castle Manor Inn

5. Ocean House Hotel at Bass Rocks

6. The Vista

7. The Hotel at Cape Ann Marina

8. Atlantis Oceanfront Inn

9. Harborview Inn

10. Beauport Hotel Gloucester

11. Best Western Hampshire Inn

12. Guest House Suites

13. Lakeside Inn

14. The Rockport House

15. The Northshore Hotel - Boston/Danvers

16. Daniella's Suites

17. Hampton Falls Inn

18. Seabrook Inn

19. Rockport Inn And Suites

20. Breakers by the Sea

Where to stay in Gloucester

East Gloucester

Downtown Gloucester

Annisquam

Rocky Neck

Magnolia

Stay near popular Gloucester attractions

Wingaersheek Beach

Learn more about Gloucester

Top Gloucester Hotel Reviews

Ashworth by the Sea

More cheap stays in Gloucester

Lakeside Inn

Frequently asked questions

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