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Our top choices for Gloucester Station holiday homes

1. Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town
Gloucester
8.8 out of 10, Excellent, (13 reviews)
"Clean house, well stocked kitchen, great location, nice backyard. "
United States
Linda O.
Peaceful centrally located home: w/ yard & walking distance to town

2. Waterfront Home with Spectacular Viewsof the Annisquam River

Waterfront Home with Spectacular Viewsof the Annisquam River
Gloucester
9.8 out of 10, Exceptional, (71 reviews)
"Incredible view. Lots of space for our group. Well equipped kitchen Would rent again. "
United States
Tom L.
Waterfront Home with Spectacular Viewsof the Annisquam River

3. Beautifully renovated home walk to boulevard, town & train

Beautifully renovated home walk to boulevard, town & train
Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"The house had everything you need very comfortable for seven people. Steps may be challenging for older people or people with disability, but besides that we had a great time."
United States
Vernon B.
Beautifully renovated home walk to boulevard, town & train

4. Bell View: Private tennis court and an in-law

Bell View: Private tennis court and an in-law
East Gloucester
9.4 out of 10, Exceptional, (3 reviews)
"The house was wonderful. Lots of space, comfortable beds, toys for our grandson, large yard. It was easy to get into town, and we would stay there again if we were in the area."
United States
Bonnie C.
Bell View: Private tennis court and an in-law

5. Stay at The Neck

Stay at The Neck
Rocky Neck
10.0 out of 10, Exceptional, (3 reviews)
"This was an amazing place! Great views and right beside an excellent restaurant. Will stay here again!"
United States
Jack J.
Stay at The Neck

6. Coastal retreat steps to the beach with smart TVs, desk, grill, children's items

Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
East Gloucester
9.4 out of 10, Exceptional, (42 reviews)
"This was a perfect space for us. Our daughter got married in the area and we were all able to hang out at the property. Loved the open floor plan on the first floor and the amenities were great."
United States
Cheryl
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items

7. Massachusetts Abode w/ Deck & Grill: Near Beaches!

Massachusetts Abode w/ Deck & Grill: Near Beaches!
East Gloucester
9.8 out of 10, Exceptional, (31 reviews)
"Just as described, clean, quiet neighborhood, and close to all Gloucester has to offer. Would stay again. "
United States
Heather L.
Massachusetts Abode w/ Deck & Grill: Near Beaches!

8. WALK TO BEACH! Coffee & Diner Next Door—5 Mins from Downtown & Train!

WALK TO BEACH! Coffee & Diner Next Door—5 Mins from Downtown & Train!
East Gloucester
10.0 out of 10, Exceptional, (76 reviews)
"Such a Beautiful home! So cozy and welcoming! Mike and Christine were Wonderful hosts! We loved how close the house was to everything! We will definitely be back to stay here, we absolutely loved everything about our vacation! Thank you for all you did to make the stay so enjoyable!"
United States
Kaley P.
WALK TO BEACH! Coffee & Diner Next Door—5 Mins from Downtown & Train!

9. 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, (22 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 £305
includes taxes & fees
21 Sept - 22 Sept
Cozy two bedroom house in the heart of Gloucester

10. 2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach

2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
East Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"It’s was such an adorable house and beautiful view! "
United States
Brooke H.
2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach

11. Lovely 'The Buoys Cottage' on Annisquam River!

Lovely 'The Buoys Cottage' on Annisquam River!
Gloucester
9.8 out of 10, Exceptional, (27 reviews)
"This was our 2nd year staying at this quaint house. Quiet street with great views of the river."
United States
Darlene
Lovely 'The Buoys Cottage' on Annisquam River!

12. 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, (5 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 £746
includes taxes & fees
21 Sept - 22 Sept
Classic Coastal Family Home | Walk to Sea;King Bed

13. 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, wonderfully well stocked home with everything anyone would need! And not just starter supplies either! They even have beach necessities in a shed out back! Quality and quantity amazing in everything! Beautiful views, comfortable rocking chairs on front porch. Everything was great!!"
United States
Michele V.
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

14. Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22
East Gloucester
9.6 out of 10, Exceptional, (7 reviews)
"It was a beautiful home. Clean, up-to-date, and conveniently located. The host was very attentive and helpful. "
United States
Charlie L.
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22

15. PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Gloucester
10.0 out of 10, Exceptional, (50 reviews)
"This is a spectacular place to stay. The physical location is fantastic - great property; great views; great lighting. The home is well laid out - light, open, modern. The central kitchen and living room/dining areas are conducive to socializing with friends (we were with two other couples). The location is very convenient to visiting Gloucester and Cape Ann. The hosts are professional, efficient, organized, honest. I will stay here again when we return."
United States
David C.
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

16. 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)
"We took a girls trip up there. We really enjoyed our stay, and loved the beautiful area"
United States
renee V.
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

17. 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, (19 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 £710
includes taxes & fees
25 Sept - 26 Sept
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

18. Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town
East Gloucester
10.0 out of 10, Exceptional, (50 reviews)
"We had a wonderful stay with plenty of room for all . Nicely decorated, and close to downtown Gloucester and Rockport."
United States
Gail C.
Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

19. Stay at Gloucester Harbor

Stay at Gloucester Harbor
Rocky Neck
10.0 out of 10, Exceptional, (1 review)
"We loved our time at the Gloucester House! The area was perfect, access to fun times at low tide created lifetime memories. And the yard overlooking the inlet was perfect, we spent hours playing outside and having fires at sunset. It was truly the perfect getaway for 6 adults and 3 kids. We had the best time!"
United States
Michelle N.
Stay at Gloucester Harbor

20. 5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
Gloucester
10.0 out of 10, Exceptional, (15 reviews)
"Property was clean and full kitchen for cooking. "
United States
Kaylie L.
5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
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 Gloucester Station Hotel Reviews

Find out more about Gloucester Station

What types of Holiday Homes can I find in Gloucester Station?

At Expedia, you’ll find great Gloucester Station Holiday Homes whether you’re planning a family holiday, a weekend getaway, a business trip or any other journey. There are fabulous places to stay for every budget, so if you’re looking for cheap Holiday Homes in Gloucester Station, use our simple search function to help you secure a great deal. Try using the filters to narrow your search if you’d like some family-friendly options that will provide a warm welcome for your children, or business-friendly places to stay for a work-related visit. You could also filter for different amenities, for example if you’re travelling with pets or if you need a parking space near Gloucester Station, as well as various accessibility options.

How much do Holiday Homes cost in Gloucester Station?

The price per night for Gloucester Station Holiday Homes in 2026 can start from as low as £305*. What you’ll pay for Holiday Homes varies depending on several factors, including the dates of your stay, how close your accommodation is to Gloucester Station and whether there are any special events taking place in the area. For example, if there’s a high demand for rooms near Gloucester Station for any reason, this can cause prices to go up, whereas travelling during a quieter season could mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Holiday Homes in Gloucester Station, so you can enjoy a good night’s sleep without going over your budget.

How to find the best deals on Gloucester Station Holiday Homes?

The best way to find great deals on Gloucester Station Holiday Homes is to use Expedia’s search function. Try selecting a minimum and maximum price per night that matches your budget, or change the ‘Sort by’ option to view accommodation near Gloucester Station according to price. Changing the sort order this way can also help you to spot cheap Holiday Homes in Gloucester Station at a glance, and you can combine this with our own picks to highlight some of the best available offers.

Why should I choose Expedia to book Gloucester Station Holiday Homes?

When you book with Expedia, you can browse a huge selection of places to stay in Gloucester Station and use the search filters to help you locate ideal Holiday Homes for your exact requirements. Our search function makes it easy to compare amenities, prices, areas and lots more. Expedia is also a great place to book flights, activities and car hire, and you’ll be able to keep all your bookings in one handy place.

What is the cancellation policy on booking Gloucester Station Holiday Homes?

At Expedia, we don’t charge for changing or cancelling reservations at Gloucester Station Holiday Homes, but some Holiday Homes may do so, according to their own policies and restrictions. Bookings for some Holiday Homes may be non-refundable. Even when a refund is available, there’s sometimes a fee if you cancel your reservation too close to your arrival date, for example less than 48 hours before your stay. All Holiday Homes have their own policies and it’s a good idea to review them fully before booking. You can filter for the ‘Fully refundable’ payment when you search for Gloucester Station Holiday Homes to give you peace of mind when you book.

*Prices and availability are subject to change. Additional terms may apply