On Our Way Travel Gloucester
Gloucester
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Gloucester

Oct 07 - Oct 08 ·
2 guests

Gloucester Vacation Rentals

Gloucester
2 guests

Adults:

2

Children:

0

Child’s age:

Over 75 stays assessed to highlight the standout picks

Navigation

1. Ocean Breeze-8Min Walk To Beach

2. A By The Bay - Stunning Seaside Apartment

3. Spacious 2Nd Floor Suite

4. Retreat Near Beaches

Cheap Gloucester Vacation Rentals

5. Glorious Suite Near Downtown With Washer/Dryer

6. The Buoys

7. Bianca

Pet Friendly Vacation Rentals Gloucester Massachusetts

8. Cbythesea - Ocean View Penthouse

9. Point Radio Cottage

10. Gloucester Coastal Gem

Best Gloucester Vacation Rentals

Hotel Image Hotel Image

Ocean Breeze-8Min Walk To Beach

6A Starknaught Heights
2.9 km (1.8 mi) from city center
81
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace
9.7
31 reviews
~ US$116 / night

Ocean Breeze-8Min Walk To Beach

2.9 km (1.8 mi) from city center
81
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Ocean Breeze-8Min Walk To Beach

9.7
31 reviews
From US$ 116 / night
  • Beach access
Hotel Image Hotel Image

A By The Bay - Stunning Seaside Apartment

6 Centennial Avenue Apt A
1.1 km (0.7 mi) from city center
111
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace
9.7
40 reviews
~ US$224 / night

A By The Bay - Stunning Seaside Apartment

1.1 km (0.7 mi) from city center
111
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

A By The Bay - Stunning Seaside Apartment

9.7
40 reviews
From US$ 224 / night
Hotel Image Hotel Image

Spacious 2Nd Floor Suite

7 Alpine Court 2
0.7 km (0.5 mi) from city center
149
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
9.1
12 reviews
~ US$173 / night

Spacious 2Nd Floor Suite

0.7 km (0.5 mi) from city center
149
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Spacious 2Nd Floor Suite

9.1
12 reviews
From US$ 173 / night

Cheap Gloucester Vacation Rentals

  • Guest favorite
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Retreat Near Beaches

8 Calder Street 2Nd Floor
1.6 km (1.0 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace
9.1
59 reviews
~ US$357 / night

Retreat Near Beaches

1.6 km (1.0 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Retreat Near Beaches

9.1
59 reviews
From US$ 357 / night
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Glorious Suite Near Downtown With Washer/Dryer

7 Alpine Court B1
0.7 km (0.5 mi) from city center
149
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
9.1
25 reviews
~ US$291 / night

Glorious Suite Near Downtown With Washer/Dryer

0.7 km (0.5 mi) from city center
149
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities

Glorious Suite Near Downtown With Washer/Dryer

9.1
25 reviews
From US$ 291 / night
  • Beach access
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The Buoys

9 Stuart Road
1.9 km (1.2 mi) from city center
93
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf course
9.4
12 reviews
~ US$430 / night

The Buoys

1.9 km (1.2 mi) from city center
93
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf course

The Buoys

9.4
12 reviews
From US$ 430 / night

Pet Friendly Vacation Rentals Gloucester Massachusetts

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Bianca

1 Exchange St
0.6 km (0.4 mi) from city center
88
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio
9.6
7 reviews
~ US$285 / night

Bianca

0.6 km (0.4 mi) from city center
88
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Bianca

9.6
7 reviews
From US$ 285 / night
  • Beach access
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Cbythesea - Ocean View Penthouse

6 Centennial Avenue
1.1 km (0.7 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace
8.8
34 reviews
~ US$475 / night

Cbythesea - Ocean View Penthouse

1.1 km (0.7 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Cbythesea - Ocean View Penthouse

8.8
34 reviews
From US$ 475 / night
Hotel Image Hotel Image

Point Radio Cottage

160 Western Avenue
2.5 km (1.5 mi) from city center
149
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area
9.3
3 reviews
~ US$256 / night

Point Radio Cottage

2.5 km (1.5 mi) from city center
149
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Garden area

Point Radio Cottage

9.3
3 reviews
From US$ 256 / night

Gloucester Vacation Rentals Oceanfront

Hotel Image Hotel Image

Gloucester Coastal Gem

27 Haskell St
1.5 km (0.9 mi) from city center
118
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area
9.8
13 reviews
~ US$666 / night

Gloucester Coastal Gem

1.5 km (0.9 mi) from city center
118
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Gloucester Coastal Gem

9.8
13 reviews
From US$ 666 / night
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1 Mi To Beach! Family Gloucester Gem W/ Yard

22 Edgewood Rd
2.3 km (1.4 mi) from city center
128
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities
  • Sun loungers
10
2 reviews
~ US$445 / night

1 Mi To Beach! Family Gloucester Gem W/ Yard

2.3 km (1.4 mi) from city center
128
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities
  • Sun loungers

1 Mi To Beach! Family Gloucester Gem W/ Yard

10
2 reviews
From US$ 445 / night
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Stay At Rocky Neck

21 Horton Street
1.0 km (0.6 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio
10
4 reviews
~ US$518 / night

Stay At Rocky Neck

1.0 km (0.6 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Stay At Rocky Neck

10
4 reviews
From US$ 518 / night

Gloucester Vacation Rentals with Private Pool

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Beau

72 Mt Pleasant Ave
1.5 km (0.9 mi) from city center
101
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Skiing
8
4 reviews
~ US$221 / night

Beau

1.5 km (0.9 mi) from city center
101
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Skiing

Beau

8
4 reviews
From US$ 221 / night
  • Great deal
  • Private beach
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Stay At Niles Beach

3 Locust Lane
1.9 km (1.2 mi) from city center
142
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace
10
5 reviews

Stay At Niles Beach

1.9 km (1.2 mi) from city center
142
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace

Stay At Niles Beach

10
5 reviews
  • Top location
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Gloucester Harbor Hideaway

52 Main Street 2Nd Floor
0.5 km (0.3 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
9.4
5 reviews
~ US$558 / night

Gloucester Harbor Hideaway

0.5 km (0.3 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Gloucester Harbor Hideaway

9.4
5 reviews
From US$ 558 / night
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Massachusetts Abode W/ Deck & Grill: Near Beaches!

3 Cabo Dr
1.7 km (1.1 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Terrace
  • Patio
9
7 reviews

Massachusetts Abode W/ Deck & Grill: Near Beaches!

1.7 km (1.1 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Terrace
  • Patio

Massachusetts Abode W/ Deck & Grill: Near Beaches!

9
7 reviews
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Walk To Good Harbor, Ocean Views, Open All Year!

Beachcroft Road 6
2.7 km (1.7 mi) from city center
119
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
9.5
2 reviews
~ US$439 / night

Walk To Good Harbor, Ocean Views, Open All Year!

2.7 km (1.7 mi) from city center
119
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Walk To Good Harbor, Ocean Views, Open All Year!

9.5
2 reviews
From US$ 439 / night
  • Beach access
Hotel Image Hotel Image

Beach Gem

11 Tolman Avenue
2.0 km (1.2 mi) from city center
140
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area
8.3
13 reviews

Beach Gem

2.0 km (1.2 mi) from city center
140
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Beach Gem

8.3
13 reviews
Hotel Image Hotel Image

Stay At The Neck

53 Rocky Neck Avenue
1.1 km (0.7 mi) from city center
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf course
  • Patio
10
1 reviews

Stay At The Neck

1.1 km (0.7 mi) from city center
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf course
  • Patio

Stay At The Neck

10
1 reviews
  • Beach access
Hotel Image Hotel Image

Fish & Ships On River Steps To Ocean, Blvd, Park

8 Perkins Road 1
1.1 km (0.7 mi) from city center
70
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
10
1 reviews

Fish & Ships On River Steps To Ocean, Blvd, Park

1.1 km (0.7 mi) from city center
70
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Fish & Ships On River Steps To Ocean, Blvd, Park

10
1 reviews

Are you in a hurry?

Here is a quick list of Vacation Rentals in Gloucester, selected based on their rating

Name of hotel Accommodation Rating Price, $
Ocean Breeze-8Min Walk To Beach

9.7 / 10

(31 Reviews)

 From 116$
A By The Bay - Stunning Seaside Apartment

9.7 / 10

(40 Reviews)

 From 224$
Spacious 2Nd Floor Suite

9.1 / 10

(12 Reviews)

 From 173$
Retreat Near Beaches

9.1 / 10

(59 Reviews)

 From 357$
Glorious Suite Near Downtown With Washer/Dryer

9.1 / 10

(25 Reviews)

 From 291$

Location